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Volumn 22, Issue 12, 2016, Pages 1808-1850

The pictet-spengler reaction still on stage

Author keywords

Pictet Spengler reaction; Tetrahydro carbolines (THBCs); Tetrahydroisoquinolines (THIQs); pictet spenglerase enzymes

Indexed keywords

BETA CARBOLINE DERIVATIVE; ELECTROPHILE; INDOLE ALKALOID; PEPTIDOMIMETIC AGENT; TETRAHYDROISOQUINOLINE; TETRAHYDROISOQUINOLINE DERIVATIVE; TRYPTOPHAN DERIVATIVE; LYASE; STRICTOSIDINE SYNTHETASE;

EID: 84964284219     PISSN: 13816128     EISSN: 18734286     Source Type: Journal    
DOI: 10.2174/1381612822666151231100247     Document Type: Article
Times cited : (28)

References (279)
  • 1
    • 84964209762 scopus 로고    scopus 로고
    • Parkinson’s Disease
    • In: Factor SA, Weiner WJ, New York: Demos Medical Publishing
    • Langston JW. Parkinson’s Disease. In: Factor SA, Weiner WJ, Eds, Diagnosis and Clinical Management. New York: Demos Medical Publishing 2000; pp. 407-36.
    • (2000) Diagnosis and Clinical Management , pp. 407-436
    • Langston, J.W.1
  • 2
    • 34347259269 scopus 로고    scopus 로고
    • Protocol for the MPTP mouse model of Parkinson’s disease
    • Jackson-Lewis V, Przedborski S. Protocol for the MPTP mouse model of Parkinson’s disease. Nature Protocols 2007; 2: 141-51.
    • (2007) Nature Protocols , vol.2 , pp. 141-151
    • Jackson-Lewis, V.1    Przedborski, S.2
  • 3
    • 0025139357 scopus 로고
    • Inhibition of monoamine oxidases A and B by simple isoquinoline alkaloids: Racemic and optically active 1,2,3,4-tetrahydro-,3,4-dihydro-, and fully aromatic isoquinolines
    • Bembenek ME, Creed WA, Chrisey LA, Rozwadowska MD, Gessner W, Brossi A. Inhibition of monoamine oxidases A and B by simple isoquinoline alkaloids: racemic and optically active 1,2,3,4-tetrahydro-,3,4-dihydro-, and fully aromatic isoquinolines. J Med Chem 1990; 33: 147-52.
    • (1990) J Med Chem , vol.33 , pp. 147-152
    • Bembenek, M.E.1    Creed, W.A.2    Chrisey, L.A.3    Rozwadowska, M.D.4    Gessner, W.5    Brossi, A.6
  • 4
    • 0036717067 scopus 로고    scopus 로고
    • Dopamine-derived endogenous N-methyl-(R)-salsolinol: Its role in Parkinson’s disease
    • Naoi M, Maruyama W, Akao Y, Yi H. Dopamine-derived endogenous N-methyl-(R)-salsolinol: its role in Parkinson’s disease. Neurotoxicol Teratol 2002; 24: 579-81.
    • (2002) Neurotoxicol Teratol , vol.24 , pp. 579-581
    • Naoi, M.1    Maruyama, W.2    Akao, Y.3    Yi, H.4
  • 5
    • 84874722888 scopus 로고    scopus 로고
    • Salsolinol, a catechol neurotoxin, induces oxidative modification of cytochrome C
    • Kang JH. Salsolinol, a catechol neurotoxin, induces oxidative modification of cytochrome C. BMB Rep 2013; 46: 119-23.
    • (2013) BMB Rep , vol.46 , pp. 119-123
    • Kang, J.H.1
  • 6
    • 0034646917 scopus 로고    scopus 로고
    • Enantioselective occurrence of (S)-tetrahydropapaveroline in human brain
    • Sango K, Maruyama W, Matsubara K, et al. Enantioselective occurrence of (S)-tetrahydropapaveroline in human brain. Neurosci Lett 2000; 283: 224-6.
    • (2000) Neurosci Lett , vol.283 , pp. 224-226
    • Sango, K.1    Maruyama, W.2    Matsubara, K.3
  • 7
    • 0346154804 scopus 로고    scopus 로고
    • Tetrahydropapaveroline in Parkinson’s disease and alcoholism: A look back in honor of Merton Sandler
    • Collins MA. Tetrahydropapaveroline in Parkinson’s disease and alcoholism: a look back in honor of Merton Sandler. Neurotoxicol 2004; 25: 117-20.
    • (2004) Neurotoxicol , vol.25 , pp. 117-120
    • Collins, M.A.1
  • 8
    • 0014942629 scopus 로고
    • Salsolinol, an alkaloid derivative of dopamine formed in vitro during alcohol metabolism
    • Yamanaka Y, Walsh MJ, Davis VE. Salsolinol, an alkaloid derivative of dopamine formed in vitro during alcohol metabolism. Nature 1970; 227: 1143-4.
    • (1970) Nature , vol.227 , pp. 1143-1144
    • Yamanaka, Y.1    Walsh, M.J.2    Davis, V.E.3
  • 9
    • 0017773761 scopus 로고
    • Occurrence of a new class of tetrahydroisoquinoline alkaloids in L-DOPA-treated parkinsonian patients
    • Coscia CJ, Burke W, Jamroz G, et al. Occurrence of a new class of tetrahydroisoquinoline alkaloids in L-DOPA-treated parkinsonian patients. Nature 1977; 269: 617-9.
    • (1977) Nature , vol.269 , pp. 617-619
    • Coscia, C.J.1    Burke, W.2    Jamroz, G.3
  • 10
    • 0018386678 scopus 로고
    • Accumulation of a tetrahydroisoquinoline in phenylketonuria
    • Lasala JM, Coscia CJ. Accumulation of a tetrahydroisoquinoline in phenylketonuria. Science 1979; 203: 283-4.
    • (1979) Science , vol.203 , pp. 283-284
    • Lasala, J.M.1    Coscia, C.J.2
  • 11
    • 0036833783 scopus 로고    scopus 로고
    • Tetrahydroisoquinoline derivatives as possible Parkinson’s disease-inducing substances
    • Kotake Y. Tetrahydroisoquinoline derivatives as possible Parkinson’s disease-inducing substances. Yakugaku Zasshi (Japan.) 2002; 122: 975-82.
    • (2002) Yakugaku Zasshi (Japan.) , vol.122 , pp. 975-982
    • Kotake, Y.1
  • 12
    • 25644435492 scopus 로고    scopus 로고
    • Synthesis and neurotoxicity of tetrahydroisoquinoline derivatives for studying Parkinson’s disease
    • Abe K, Saitoh H, Utsunomiya I, Taguchi K. Synthesis and neurotoxicity of tetrahydroisoquinoline derivatives for studying Parkinson’s disease. Biol Pharm Bull 2005; 28: 1355-62.
    • (2005) Biol Pharm Bull , vol.28 , pp. 1355-1362
    • Abe, K.1    Saitoh, H.2    Utsunomiya, I.3    Taguchi, K.4
  • 13
    • 84873184986 scopus 로고    scopus 로고
    • Neurotoxic effects of THIQs and underlying mechanisms
    • Surh Y-J, Kim H-J. Neurotoxic effects of THIQs and underlying mechanisms. Exp Neurobiol 2010; 19: 63-70.
    • (2010) Exp Neurobiol , vol.19 , pp. 63-70
    • Surh, Y.-J.1    Kim, H.-J.2
  • 14
    • 0029806296 scopus 로고    scopus 로고
    • Chronic administration of 1-benzyl-1,2,3,4-tetrahydroisoquinoline, an endogenous amine in the brain, induces Parkinsonism in a primate
    • Kotake Y, Yoshida M, Ogawa M, Tasaki Y, Hirobe M. Chronic administration of 1-benzyl-1,2,3,4-tetrahydroisoquinoline, an endogenous amine in the brain, induces Parkinsonism in a primate. Neurosci Lett 1996; 217: 69-71.
    • (1996) Neurosci Lett , vol.217 , pp. 69-71
    • Kotake, Y.1    Yoshida, M.2    Ogawa, M.3    Tasaki, Y.4    Hirobe, M.5
  • 15
    • 0031591659 scopus 로고    scopus 로고
    • Isolation of 1-methyl-1,2,3,4-tetrahydroisoquinoline-synthesizing enzyme from rat brain: A possible Parkinson’s disease-preventing enzyme
    • Yamakawa T, Ohta S. Isolation of 1-methyl-1,2,3,4-tetrahydroisoquinoline-synthesizing enzyme from rat brain: a possible Parkinson’s disease-preventing enzyme. Biochem Biophys Res Commun 1997; 236: 676-81.
    • (1997) Biochem Biophys Res Commun , vol.236 , pp. 676-681
    • Yamakawa, T.1    Ohta, S.2
  • 16
    • 67651149490 scopus 로고    scopus 로고
    • Facile synthesis and in vitro properties of 1-alkyl-and 1-alkyl-N-propargyl-tetrahydroiso-quinoline derivatives on PC12 cells
    • Kitabatake M, Nagai J, Abe K, et al. Facile synthesis and in vitro properties of 1-alkyl-and 1-alkyl-N-propargyl-tetrahydroiso-quinoline derivatives on PC12 cells. Eur J Med Chem 2009; 44: 4034-43.
    • (2009) Eur J Med Chem , vol.44 , pp. 4034-4043
    • Kitabatake, M.1    Nagai, J.2    Abe, K.3
  • 18
    • 0023277534 scopus 로고
    • Pyrroloisoquinoline antidepressant 2. In depth exploration of structure-activity relationships
    • Maryanoff BE, McComsey DF, Gardoch JF, et al. Pyrroloisoquinoline antidepressant 2. In depth exploration of structure-activity relationships. J Med Chem 1987; 30: 1433-54.
    • (1987) J Med Chem , vol.30 , pp. 1433-1454
    • Maryanoff, B.E.1    McComsey, D.F.2    Gardoch, J.F.3
  • 19
    • 82255167551 scopus 로고    scopus 로고
    • The pyrrolo[2,1-a]isoquinoline alkaloids
    • Pässler U, Knölker HJ. The pyrrolo[2,1-a]isoquinoline alkaloids. Alkaloids Chem Biol 2011; 70: 79-151.
    • (2011) Alkaloids Chem Biol , vol.70 , pp. 79-151
    • Pässler, U.1    Knölker, H.J.2
  • 20
    • 0037136379 scopus 로고    scopus 로고
    • Novel bioactive isoquinoline alkaloids from Carduus crispus
    • Zhang Q, Tu G, Zhao Y, Cheng T. Novel bioactive isoquinoline alkaloids from Carduus crispus. Tetrahedron 2002; 58: 6795-8.
    • (2002) Tetrahedron , vol.58 , pp. 6795-6798
    • Zhang, Q.1    Tu, G.2    Zhao, Y.3    Cheng, T.4
  • 21
    • 35948979948 scopus 로고    scopus 로고
    • A new asymmetric synthesis of the anti-tumor alkaloid (R)-(+)-crispine A
    • Allin SM, Gaskin SN, Towler JMR, et al. A new asymmetric synthesis of the anti-tumor alkaloid (R)-(+)-crispine A. J Org Chem 2007; 72: 8972-5.
    • (2007) J Org Chem , vol.72 , pp. 8972-8975
    • Allin, S.M.1    Gaskin, S.N.2    Towler, J.3
  • 22
    • 0034625496 scopus 로고    scopus 로고
    • Analysis of the bioactive alkaloids tetrahydro--carboline and-carboline in food
    • Herraiz T. Analysis of the bioactive alkaloids tetrahydro--carboline and-carboline in food. J Chromatogr A 2000; 881: 483-99.
    • (2000) J Chromatogr A , vol.881 , pp. 483-499
    • Herraiz, T.1
  • 23
    • 0042928485 scopus 로고    scopus 로고
    • Identification and occurrence of 1, 2, 3, 4-tetrahydro--carboline-3-carboxylic acid: The main-carboline alkaloid in smoked foods
    • Papavergou E, Herraiz T. Identification and occurrence of 1, 2, 3, 4-tetrahydro--carboline-3-carboxylic acid: the main-carboline alkaloid in smoked foods. Food Res Int 2003; 36: 843-8.
    • (2003) Food Res Int , vol.36 , pp. 843-848
    • Papavergou, E.1    Herraiz, T.2
  • 24
    • 2342527245 scopus 로고    scopus 로고
    • Identification and occurrence of tryptamine-and tryptophan-derived tetrahydro--carbolines in commercial sausages
    • Herraiz T, Papavergou E. Identification and occurrence of tryptamine-and tryptophan-derived tetrahydro--carbolines in commercial sausages. J Agric Food Chem 2004; 52: 2652-8.
    • (2004) J Agric Food Chem , vol.52 , pp. 2652-2658
    • Herraiz, T.1    Papavergou, E.2
  • 25
    • 0242691743 scopus 로고    scopus 로고
    • Tetrahydro--carboline alkaloids occurr in fruits and fruit juces. Activity as antioxidant and radical scavengers.
    • Herraiz T, Galisteo J. Tetrahydro--carboline alkaloids occurr in fruits and fruit juces. Activity as antioxidant and radical scavengers. J Agric Food Chem 2003; 51: 7156-61.
    • (2003) J Agric Food Chem , vol.51 , pp. 7156-7161
    • Herraiz, T.1    Galisteo, J.2
  • 26
    • 84867036834 scopus 로고    scopus 로고
    • Identification and mode of action of 5-hydroxymethyl-2-furfural (5-HMF) and 1-methyl-1, 2, 3, 4-tetrahydro--carboline-3-carboxylic acid (MCTA) as potent xanthine oxidase inhibitors in vinegars
    • Lin SM, Wu JY, Su C, Ferng S, Lo CY, Chiou RY. Identification and mode of action of 5-hydroxymethyl-2-furfural (5-HMF) and 1-methyl-1, 2, 3, 4-tetrahydro--carboline-3-carboxylic acid (MCTA) as potent xanthine oxidase inhibitors in vinegars. J Agric Food Chem 2012; 60: 9856-2.
    • (2012) J Agric Food Chem , vol.60 , pp. 9856-9862
    • Lin, S.M.1    Wu, J.Y.2    Su, C.3    Ferng, S.4    Lo, C.Y.5    Chiou, R.Y.6
  • 27
    • 84872872093 scopus 로고    scopus 로고
    • (3S)-1,2,3, 4-Tetrahydro--carboline-3-carboxylic acid from Cichorium endivia L. induces apoptosis of human colorectal cancer HCT-8-cells
    • Wang FX, Deng AJ, Li M, Wei JF, Qin HL, Wang AP. (3S)-1,2,3, 4-Tetrahydro--carboline-3-carboxylic acid from Cichorium endivia L. induces apoptosis of human colorectal cancer HCT-8-cells. Molecules 2012; 18: 418-29.
    • (2012) Molecules , vol.18 , pp. 418-429
    • Wang, F.X.1    Deng, A.J.2    Li, M.3    Wei, J.F.4    Qin, H.L.5    Wang, A.P.6
  • 28
    • 84858799331 scopus 로고    scopus 로고
    • 1-Benzyl-1, 2, 3, 4-tetrahydro--carboline as channel blocker of Nmethyl-D-aspartate receptors
    • Espinoza-Moraga M, Caballero J, Gaube F, Winckler T, Santos LS. 1-Benzyl-1, 2, 3, 4-tetrahydro--carboline as channel blocker of Nmethyl-D-aspartate receptors. Chem Biol Drug Des 2012; 79: 594-9.
    • (2012) Chem Biol Drug Des , vol.79 , pp. 594-599
    • Espinoza-Moraga, M.1    Caballero, J.2    Gaube, F.3    Winckler, T.4    Santos, L.S.5
  • 29
    • 0033902049 scopus 로고    scopus 로고
    • Effect of 1-tri-chloromethyl-1, 2, 3, 4-tetrahydro--carboline (TaClo) on human serotonergic cells
    • Bringmann G, Brückner R, Mössner R, Feineis D, Heils H, Lesch K-P. Effect of 1-tri-chloromethyl-1, 2, 3, 4-tetrahydro--carboline (TaClo) on human serotonergic cells. Neurochem Res 2000; 25: 837-43.
    • (2000) Neurochem Res , vol.25 , pp. 837-843
    • Bringmann, G.1    Brückner, R.2    Mössner, R.3    Feineis, D.4    Heils, H.5    Lesch, K.-P.6
  • 30
    • 84863793241 scopus 로고    scopus 로고
    • Realtime monitoring of superoxide generation and cytotoxicity in neuroblastoma mitochondria induced by 1-trichloromethyl-1, 2, 3, 4-tetrahydro--carboline
    • Boulton SJ, Keane PC, Morris CM, McNeil CJ. Manning, P. Realtime monitoring of superoxide generation and cytotoxicity in neuroblastoma mitochondria induced by 1-trichloromethyl-1, 2, 3, 4-tetrahydro--carboline. Redox Rep 2012; 17: 108-14.
    • (2012) Redox Rep , vol.17 , pp. 108-114
    • Boulton, S.J.1    Keane, P.C.2    Morris, C.M.3    McNeil, C.J.4    Manning, P.5
  • 31
    • 61349112113 scopus 로고    scopus 로고
    • Comparative study of the trypanocidal activity of the methyl 1-nitrophenyl-1, 2, 3, 4-9H-tetrahydro--carboline-3-carboxylate derivatives and benznidazole using theoretical calculation and cyclic voltammetry
    • Düsman LT, Barbosa VA, Cassero Bocca C, et al. Comparative study of the trypanocidal activity of the methyl 1-nitrophenyl-1, 2, 3, 4-9H-tetrahydro--carboline-3-carboxylate derivatives and benznidazole using theoretical calculation and cyclic voltammetry. Eur J Med Chem 2009; 44: 1745-50.
    • (2009) Eur J Med Chem , vol.44 , pp. 1745-1750
    • Düsman, L.T.1    Barbosa, V.A.2    Cassero Bocca, C.3
  • 32
    • 0037009709 scopus 로고    scopus 로고
    • Synthesis of new-turn dipeptide mimetic based on tetrahydroisoquinoline moiety
    • Grieco P, Campiglia P, Gomez-Monterey I, Novellino E. Synthesis of new-turn dipeptide mimetic based on tetrahydroisoquinoline moiety. Tetrahedron Lett 2002; 43: 6297-9.
    • (2002) Tetrahedron Lett , vol.43 , pp. 6297-6299
    • Grieco, P.1    Campiglia, P.2    Gomez-Monterey, I.3    Novellino, E.4
  • 33
    • 34248513147 scopus 로고    scopus 로고
    • Synthesis of tetrahydroisoquinoline-based pseudopeptides and their characterization as suitable reverse turn mimetics
    • Lesma G, Meschini E, Recca T, Sacchetti A, Silvani A. Synthesis of tetrahydroisoquinoline-based pseudopeptides and their characterization as suitable reverse turn mimetics. Tetrahedron 2007; 63: 5567-78.
    • (2007) Tetrahedron , vol.63 , pp. 5567-5578
    • Lesma, G.1    Meschini, E.2    Recca, T.3    Sacchetti, A.4    Silvani, A.5
  • 34
    • 0034609697 scopus 로고    scopus 로고
    • Solid-phase synthesis of 1, 2, 3, 4-tetrahydro--carboline-containing peptido-mimetics
    • Li X, Zhang L, Zhang W, Hall SE, Tam JP. Solid-phase synthesis of 1, 2, 3, 4-tetrahydro--carboline-containing peptido-mimetics. Org Lett 2000; 2: 3075-8.
    • (2000) Org Lett , vol.2 , pp. 3075-3078
    • Li, X.1    Zhang, L.2    Zhang, W.3    Hall, S.E.4    Tam, J.P.5
  • 35
    • 77349113537 scopus 로고    scopus 로고
    • New tetracyclic tetrahydro--carbolines as tryptophan-derived peptidomimetics
    • Pulka K, Feyytens D, Misicka A, Tourwé D. New tetracyclic tetrahydro--carbolines as tryptophan-derived peptidomimetics. Mol Divers 2010; 14: 97-108.
    • (2010) Mol Divers , vol.14 , pp. 97-108
    • Pulka, K.1    Feyytens, D.2    Misicka, A.3    Tourwé, D.4
  • 36
    • 2442711475 scopus 로고    scopus 로고
    • Combinatorial chemistry: Libraries from libraries, the art of the diversity oriented biotransformation of resin-bound peptides and chiral polyamide to low molecular weight acyclic and heterocyclic compounds
    • Nefzi A, Ostresh JM, Yu J, Houghten RA. Combinatorial chemistry: libraries from libraries, the art of the diversity oriented biotransformation of resin-bound peptides and chiral polyamide to low molecular weight acyclic and heterocyclic compounds. J Org Chem 2004; 69: 3603-9.
    • (2004) J Org Chem , vol.69 , pp. 3603-3609
    • Nefzi, A.1    Ostresh, J.M.2    Yu, J.3    Houghten, R.A.4
  • 37
    • 33744475697 scopus 로고    scopus 로고
    • A structurally diverse library of polycyclic lactams resulting from systematic placement of proximal functional groups
    • Mitchell JM, Shaw JT. A structurally diverse library of polycyclic lactams resulting from systematic placement of proximal functional groups. Angew Chem Int Ed 2006; 45: 1722-6.
    • (2006) Angew Chem Int Ed , vol.45 , pp. 1722-1726
    • Mitchell, J.M.1    Shaw, J.T.2
  • 38
    • 84865706851 scopus 로고    scopus 로고
    • The application of tetrahydroisoquinoline-3-carbonyl-TARGD(F)F as an anti-thrombotic agent having dual mechanisms of action
    • Yang G, Zhu H, Zhao M, et al. The application of tetrahydroisoquinoline-3-carbonyl-TARGD(F)F as an anti-thrombotic agent having dual mechanisms of action. Mol Biosyst 2012; 8: 2672-9.
    • (2012) Mol Biosyst , vol.8 , pp. 2672-2679
    • Yang, G.1    Zhu, H.2    Zhao, M.3
  • 39
    • 84862269816 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of 1-phenyl-1, 2, 3, 4-dihydroisoquinoline compounds as tubulin polymerization inhibitors
    • Zheng CH, Chen J, Liu J, Zhou XT, et al. Synthesis and biological evaluation of 1-phenyl-1, 2, 3, 4-dihydroisoquinoline compounds as tubulin polymerization inhibitors. Arch Pharm (Weinheim) 2012; 345: 454-62.
    • (2012) Arch Pharm (Weinheim) , vol.345 , pp. 454-462
    • Zheng, C.H.1    Chen, J.2    Liu, J.3    Zhou, X.T.4
  • 40
    • 84883644882 scopus 로고    scopus 로고
    • Antitumor activity of novel tetrahydro--carboline derivatives as KSP inhibitors
    • Ruan XQ, Chen M, Wu WT, You QD. Antitumor activity of novel tetrahydro--carboline derivatives as KSP inhibitors. Xao Xue Xue Bao (Chin.) 2013; 48: 1119-23.
    • (2013) Xao Xue Xue Bao (Chin.) , vol.48 , pp. 1119-1123
    • Ruan, X.Q.1    Chen, M.2    Wu, W.T.3    You, Q.D.4
  • 41
    • 84885117925 scopus 로고    scopus 로고
    • Diastereoselective synthesis of bridged polycyclic alkaloids via tandem acylation/ intramolecular Diels-Alder reaction
    • Chen CH, Yellol GS, Tsai GH, Dalvi PD, Sun CM. Diastereoselective synthesis of bridged polycyclic alkaloids via tandem acylation/ intramolecular Diels-Alder reaction. J Org Chem 2013; 78: 9738-47.
    • (2013) J Org Chem , vol.78 , pp. 9738-9747
    • Chen, C.H.1    Yellol, G.S.2    Tsai, G.H.3    Dalvi, P.D.4    Sun, C.M.5
  • 43
    • 0345098343 scopus 로고    scopus 로고
    • The total synthesis of (-)-lemonomycin
    • Ashley ER, Cruz EG, Stolz BM. The total synthesis of (-)-lemonomycin. J Am Chem Soc 2003; 125: 15000-1.
    • (2003) J am Chem Soc , vol.125 , pp. 15000-15001
    • Ashley, E.R.1    Cruz, E.G.2    Stolz, B.M.3
  • 44
    • 0033616691 scopus 로고    scopus 로고
    • Phthalascidin, a synthetic antitumor agent with potency and mode of action comparable to ecteinascidin 743
    • Martinez EJ, Owa T, Schreiber SL, Corey EJ. Phthalascidin, a synthetic antitumor agent with potency and mode of action comparable to ecteinascidin 743. Proc Nat Acad Sci USA 1999; 96: 3496-501.
    • (1999) Proc Nat Acad Sci USA , vol.96 , pp. 3496-3501
    • Martinez, E.J.1    Owa, T.2    Schreiber, S.L.3    Corey, E.J.4
  • 45
    • 0023840441 scopus 로고
    • Structure specificity of yohimbine and indoloquinolizidine derivatives in blocking-adrenoreceptor and calcium channel
    • Horiuchi H, Yano S, Watanake K, Yamanaha E, Aimi N, Sakai S. Structure specificity of yohimbine and indoloquinolizidine derivatives in blocking-adrenoreceptor and calcium channel. Res Commun Chem Pathol Pharmacol 1988; 59: 407-10.
    • (1988) Res Commun Chem Pathol Pharmacol , vol.59 , pp. 407-410
    • Horiuchi, H.1    Yano, S.2    Watanake, K.3    Yamanaha, E.4    Aimi, N.5    Sakai, S.6
  • 46
    • 77249153363 scopus 로고    scopus 로고
    • Hybrid indoloquinolizidine peptide as allosteric modulator of dopamine D1 receptors
    • Soriano A, Vendrell M, Gonzalez S, et al. Hybrid indoloquinolizidine peptide as allosteric modulator of dopamine D1 receptors. J. Pharmacol Exp Therap 2010; 332: 876-80.
    • (2010) J. Pharmacol Exp Therap , vol.332 , pp. 876-880
    • Soriano, A.1    Vendrell, M.2    Gonzalez, S.3
  • 48
    • 78650166294 scopus 로고    scopus 로고
    • Pictet-Spengler reactions for the synthesis of pharmaceutically relevant heterocycles
    • Pulka K. Pictet-Spengler reactions for the synthesis of pharmaceutically relevant heterocycles. Curr Opin Drug Discov Dev 2010; 13: 669-84.
    • (2010) Curr Opin Drug Discov Dev , vol.13 , pp. 669-684
    • Pulka, K.1
  • 50
    • 80052483777 scopus 로고    scopus 로고
    • The Pictet-Spengler reaction in nature and in organic synthesis
    • Stöckigt J, Antonchick AP, Wu F, Waldmann H. The Pictet-Spengler reaction in nature and in organic synthesis. Angew Chem Int Ed 2011; 50: 8538-64.
    • (2011) Angew Chem Int Ed , vol.50 , pp. 8538-8564
    • Stöckigt, J.1    Antonchick, A.P.2    Wu, F.3    Waldmann, H.4
  • 51
    • 79959907066 scopus 로고    scopus 로고
    • Multicomponent reaction design in the quest for molecular complexity and diversity
    • Rujter E, Scheffelaar R, Orru RVA. Multicomponent reaction design in the quest for molecular complexity and diversity. Angew Chem Int Ed 2011; 50: 6234-46.
    • (2011) Angew Chem Int Ed , vol.50 , pp. 6234-6246
    • Rujter, E.1    Scheffelaar, R.2    Orru, R.V.A.3
  • 52
    • 80052466023 scopus 로고    scopus 로고
    • Synthesis of oxacycles employing the oxa-Pictet-Spengler reaction: Recent developments and new prospects
    • Larghi EL, Kaufman TS. Synthesis of oxacycles employing the oxa-Pictet-Spengler reaction: recent developments and new prospects. Eur J Org Chem 2011; 5195-231.
    • (2011) Eur J Org Chem , pp. 5195-5231
    • Larghi, E.L.1    Kaufman, T.S.2
  • 54
    • 84974853142 scopus 로고
    • Über ein kondensations product aus formaldehyd, ammoniak und antipyrin
    • Mannich C, Krösche W. Über ein kondensations product aus formaldehyd, ammoniak und antipyrin. Arch Pharm 1912; 250: 647-67.
    • (1912) Arch Pharm , vol.250 , pp. 647-667
    • Mannich, C.1    Krösche, W.2
  • 55
    • 0001300841 scopus 로고
    • Mannich reaction
    • Blicke FF. Mannich reaction. Org React 1942; 1: 303-41.
    • (1942) Org React , vol.1 , pp. 303-341
    • Blicke, F.F.1
  • 56
    • 84937424396 scopus 로고
    • Formation of isoquinoline derivatives by the action of methylal on phenylethylamine, phenylalanine and tyrosine
    • Pictet A, Spengler T. Formation of isoquinoline derivatives by the action of methylal on phenylethylamine, phenylalanine and tyrosine. Ber Dtsch Chem Ges 1911; 44: 2030-6.
    • (1911) Ber Dtsch Chem Ges , vol.44 , pp. 2030-2036
    • Pictet, A.1    Spengler, T.2
  • 57
    • 0001625508 scopus 로고
    • The Pictet-Spengler synthesis of tetrahydroisoquinolines and related compounds
    • Whaley WM, Govindachari TR. The Pictet-Spengler synthesis of tetrahydroisoquinolines and related compounds. Org React 1951; 6: 74.
    • (1951) Org React , vol.6 , pp. 74
    • Whaley, W.M.1    Govindachari, T.R.2
  • 58
    • 0042512689 scopus 로고
    • Preparation of 1-methyl-1,2,3,4-tetrahydro-β-carbolines
    • Tatsui G. Preparation of 1-methyl-1,2,3,4-tetrahydro-β-carbolines. J Pharm Soc Jpn 1928; 48: 92.
    • (1928) J Pharm Soc Jpn , vol.48 , pp. 92
    • Tatsui, G.1
  • 59
    • 4243241249 scopus 로고
    • The Pictet-Spengler condensation: A new direction for an old reaction
    • Cox ED, Cook JM. The Pictet-Spengler condensation: a new direction for an old reaction. Chem Rev 1995; 95: 1797-842.
    • (1995) Chem Rev , vol.95 , pp. 1797-1842
    • Cox, E.D.1    Cook, J.M.2
  • 60
    • 0346154811 scopus 로고    scopus 로고
    • Dopamine-derived salsolinol derivatives as endogenous monoamine oxidase inhibitors: Occurrence, metabolism and function in human brains
    • Naoi M, Manuyama W, Nagy GM. Dopamine-derived salsolinol derivatives as endogenous monoamine oxidase inhibitors: occurrence, metabolism and function in human brains. Neurotoxicol 2004; 1-2: 193-204.
    • (2004) Neurotoxicol , vol.1 , pp. 193-204
    • Naoi, M.1    Manuyama, W.2    Nagy, G.M.3
  • 61
    • 65249150729 scopus 로고    scopus 로고
    • Guanidine alkaloids and Pictet-Spengler adducts from black cohosh (Cimifuga racemosa)
    • Gödecke T, Lankin DC, Nikolic D, et al. Guanidine alkaloids and Pictet-Spengler adducts from black cohosh (Cimifuga racemosa). J Nat Prod 2009; 72: 433-7.
    • (2009) J Nat Prod , vol.72 , pp. 433-437
    • Gödecke, T.1    Lankin, D.C.2    Nikolic, D.3
  • 62
    • 69049097009 scopus 로고    scopus 로고
    • Monoamine oxidase inhibitory activities of indolalkaloid toxins from the venom of the colonial spider (Parawixia bistriata): Functional characterization of PwTX-I
    • Saidemberg DM, Ferreira AB, Takahashi TN, et al. Monoamine oxidase inhibitory activities of indolalkaloid toxins from the venom of the colonial spider (Parawixia bistriata): functional characterization of PwTX-I. Toxicon 2009; 54: 717-24.
    • (2009) Toxicon , vol.54 , pp. 717-724
    • Saidemberg, D.M.1    Ferreira, A.B.2    Takahashi, T.N.3
  • 63
    • 0037427315 scopus 로고    scopus 로고
    • L-Tryptophan reacts with naturally occurring and food-occurring phenolic aldehydes to give phenolic tetrahydro--carboline alkaloids: Activity as antioxidant and radical scavengers
    • Herraiz T, Galisteo J, Chamorro C. L-Tryptophan reacts with naturally occurring and food-occurring phenolic aldehydes to give phenolic tetrahydro--carboline alkaloids: activity as antioxidant and radical scavengers. J Agric Food Chem 2003; 51: 2168-73.
    • (2003) J Agric Food Chem , vol.51 , pp. 2168-2173
    • Herraiz, T.1    Galisteo, J.2    Chamorro, C.3
  • 64
    • 0033214732 scopus 로고    scopus 로고
    • Tryptophan glycoconjugated in food and human urine
    • Gutsche B, Grun C, Scheutzow D, Herderich M. Tryptophan glycoconjugated in food and human urine. Biochem J 1999; 343: 11-9.
    • (1999) Biochem J , vol.343 , pp. 11-19
    • Gutsche, B.1    Grun, C.2    Scheutzow, D.3    Herderich, M.4
  • 66
    • 0006717957 scopus 로고    scopus 로고
    • Reaction of tryptophan with carbohydrates: Identification of pentose derived tryptophan glycoconjugates in food
    • Diem S, Albert J, Herderich M. Reaction of tryptophan with carbohydrates: identification of pentose derived tryptophan glycoconjugates in food. Eur Food Res Tech 2001; 213: 439-47.
    • (2001) Eur Food Res Tech , vol.213 , pp. 439-447
    • Diem, S.1    Albert, J.2    Herderich, M.3
  • 67
    • 0018536719 scopus 로고
    • Purification and properties of strictosidine synthase, the key enzyme in indole alkaloid formation
    • Treimer JF, Zenk MH. Purification and properties of strictosidine synthase, the key enzyme in indole alkaloid formation. Eur J Biochem 1979; 101: 225-33.
    • (1979) Eur J Biochem , vol.101 , pp. 225-233
    • Treimer, J.F.1    Zenk, M.H.2
  • 68
    • 0027546460 scopus 로고
    • Strictosidine: From alkaloid to enzyme to gene
    • Kutchan TM. Strictosidine: from alkaloid to enzyme to gene. Phytochemistry 1993; 32: 493-506.
    • (1993) Phytochemistry , vol.32 , pp. 493-506
    • Kutchan, T.M.1
  • 69
    • 33745473834 scopus 로고    scopus 로고
    • The structure of rauwolfia serpentina strictosidine synthase is a novel six-bladed-propeller fold in plant proteins
    • Ma X, Panjikar S, Koepke J, Loris E, Stöckigt J. The structure of rauwolfia serpentina strictosidine synthase is a novel six-bladed-propeller fold in plant proteins. Plant Cell 2006; 18: 907-20.
    • (2006) Plant Cell , vol.18 , pp. 907-920
    • Ma, X.1    Panjikar, S.2    Koepke, J.3    Loris, E.4    Stöckigt, J.5
  • 70
    • 40849134104 scopus 로고    scopus 로고
    • Loris EA. 3D-Structure and function of strictosidine synthase-the key enzyme of monoterpenoid indole alkaloid biosynthesis
    • Stöckigt J, Barleben L, Panjikar S, Loris EA. 3D-Structure and function of strictosidine synthase-the key enzyme of monoterpenoid indole alkaloid biosynthesis. Plant Physiol Biochem 2008; 46: 340-55.
    • (2008) Plant Physiol Biochem , vol.46 , pp. 340-355
    • Stöckigt, J.1    Barleben, L.2    Panjikar, S.3
  • 71
    • 0001322468 scopus 로고
    • (S)-Norcoclaurine is the central intermediate in benzylisoquinoline alkaloid biosynthesis
    • Stadler R, Kutchan TM, Zenk MH. (S)-Norcoclaurine is the central intermediate in benzylisoquinoline alkaloid biosynthesis. Phytochemistry 1989; 28: 1083-6.
    • (1989) Phytochemistry , vol.28 , pp. 1083-1086
    • Stadler, R.1    Kutchan, T.M.2    Zenk, M.H.3
  • 72
    • 0037072805 scopus 로고    scopus 로고
    • Purification and characterization of norcoclaurine synthase: The first committed enzyme in benzylisoquinoline alkaloid biosynthesis in plants
    • Samanani N, Facchini PJ. Purification and characterization of norcoclaurine synthase: the first committed enzyme in benzylisoquinoline alkaloid biosynthesis in plants, J Biol Chem 2002; 277: 33878-83.
    • (2002) J Biol Chem , vol.277 , pp. 33878-33883
    • Samanani, N.1    Facchini, P.J.2
  • 73
    • 70449395453 scopus 로고    scopus 로고
    • 2-Adrenoreceptormediated tracheal relaxation induced by higenamine from Nandina domestica Thunberg
    • Tsukiyama M, Ueki T, Yasuda Y, et al. 2-Adrenoreceptormediated tracheal relaxation induced by higenamine from Nandina domestica Thunberg. Planta Med 2009; 75: 1393-9.
    • (2009) Planta Med , vol.75 , pp. 1393-1399
    • Tsukiyama, M.1    Ueki, T.2    Yasuda, Y.3
  • 74
    • 20844441926 scopus 로고    scopus 로고
    • Anti HIV benzylisoquinoline alkaloids and flavonoids
    • Kashiwada Y, Aoshima H, Ikeshiro Y, et al. Anti HIV benzylisoquinoline alkaloids and flavonoids. Bioorg Med Chem 2005; 13: 443-8.
    • (2005) Bioorg Med Chem , vol.13 , pp. 443-448
    • Kashiwada, Y.1    Aoshima, H.2    Ikeshiro, Y.3
  • 76
    • 47149103612 scopus 로고    scopus 로고
    • Enantioselective synthesis of (R)-(+)-and (S)-(-)-higenamine and their analogues with effects on platelet aggregation and experimental animal model of disseminated intravascular coagulation
    • Pyo MK, Lee DH, Kim DH, et al. Enantioselective synthesis of (R)-(+)-and (S)-(-)-higenamine and their analogues with effects on platelet aggregation and experimental animal model of disseminated intravascular coagulation. Bioorg Med Chem Lett 2008; 18: 4110-4.
    • (2008) Bioorg Med Chem Lett , vol.18 , pp. 4110-4114
    • Pyo, M.K.1    Lee, D.H.2    Kim, D.H.3
  • 77
    • 84929603395 scopus 로고    scopus 로고
    • Organocatalytic enantioselective Pictet-Spengler approach to biologically relevant 1-benzyl-1, 2, 3, 4-tetrahydroisoquinoline alkaloids
    • Ruiz-Olalla A, Würdemann MA, Wanner MJ, Ingemann S, van Maarseveen JH, Hiemstra H. Organocatalytic enantioselective Pictet-Spengler approach to biologically relevant 1-benzyl-1, 2, 3, 4-tetrahydroisoquinoline alkaloids. J Org Chem 2015; 80: 5125-32.
    • (2015) J Org Chem , vol.80 , pp. 5125-5132
    • Ruiz-Olalla, A.1    Würdemann, M.A.2    Wanner, M.J.3    Ingemann, S.4    Van Maarseveen, J.H.5    Hiemstra, H.6
  • 79
    • 59449099013 scopus 로고    scopus 로고
    • Structural basis of enzymatic (S)-norcoclaurine biosynthesis
    • Ilari A, Franceschini S, Bonamore A, et al. Structural basis of enzymatic (S)-norcoclaurine biosynthesis. J Biol Chem 2009; 284: 897-904.
    • (2009) J Biol Chem , vol.284 , pp. 897-904
    • Ilari, A.1    Franceschini, S.2    Bonamore, A.3
  • 80
    • 77951848665 scopus 로고    scopus 로고
    • Norcoclaurine synthase: Mechanism of an enantioselective Pictet-Spengler catalyzing enzyme
    • Bonamore A, Barba M, Botta B, Boffi A, Macone A. Norcoclaurine synthase: mechanism of an enantioselective Pictet-Spengler catalyzing enzyme. Molecules 2010; 15: 2070-8.
    • (2010) Molecules , vol.15 , pp. 2070-2078
    • Bonamore, A.1    Barba, M.2    Botta, B.3    Boffi, A.4    Macone, A.5
  • 81
    • 34548478116 scopus 로고    scopus 로고
    • Mechanistic studies on norcoclaurine synthase of benzylisoquinoline alkaloid biosynthesis: An enzymatic Pictet-Spengler reaction
    • Luk LY, Bunn S, Liscombe DK, Facchini PJ, Tanner ME. Mechanistic studies on norcoclaurine synthase of benzylisoquinoline alkaloid biosynthesis: an enzymatic Pictet-Spengler reaction. Biochemistry 2007; 46: 10153-61.
    • (2007) Biochemistry , vol.46 , pp. 10153-10161
    • Luk, L.Y.1    Bunn, S.2    Liscombe, D.K.3    Facchini, P.J.4    Tanner, M.E.5
  • 82
    • 84925636078 scopus 로고    scopus 로고
    • Dopamine-first mechanism enables the rational engineering of the norcoclaurine synthase aldehyde activity profile
    • Lichman BR, Gershater MC, Lamming ED, et al. “Dopamine-first” mechanism enables the rational engineering of the norcoclaurine synthase aldehyde activity profile. FEBS J 2015; 282: 1137-51.
    • (2015) FEBS J , vol.282 , pp. 1137-1151
    • Lichman, B.R.1    Gershater, M.C.2    Lamming, E.D.3
  • 83
    • 0034641635 scopus 로고    scopus 로고
    • Purification and characterization of deacetylipecoside synthase from Alangium Lamarckii Thw
    • De Eknamkul W, Suttipanta N, Kutchan TM. Purification and characterization of deacetylipecoside synthase from Alangium Lamarckii Thw. Phytochemistry 2000; 55: 177-81.
    • (2000) Phytochemistry , vol.55 , pp. 177-181
    • De Eknamkul, W.1    Suttipanta, N.2    Kutchan, T.M.3
  • 85
    • 37049128384 scopus 로고
    • Biosynthesis of the ipecac alkaloids and of ipecoside: A cleaved cyclopentane monoterpene
    • Battersby AR, Gregory B. Biosynthesis of the ipecac alkaloids and of ipecoside: a cleaved cyclopentane monoterpene. Chem Commun 1968; 134-5.
    • (1968) Chem Commun , pp. 134-135
    • Battersby, A.R.1    Gregory, B.2
  • 86
    • 77956999120 scopus 로고    scopus 로고
    • Is a metabolite enzyme complex involved in the efficient and accurate control of Ipecac alkaloids biosynthesis in Psychotrya ipecacuanha?
    • Nomura T, Kutchan TM. Is a metabolite enzyme complex involved in the efficient and accurate control of Ipecac alkaloids biosynthesis in Psychotrya ipecacuanha? Plant Signaling Behav 2010; 5: 875-7.
    • (2010) Plant Signaling Behav , vol.5 , pp. 875-877
    • Nomura, T.1    Kutchan, T.M.2
  • 87
    • 58049206258 scopus 로고    scopus 로고
    • The new-D-glucosidase in terpenoid-isoquinoline alkaloids biosynthesis in Psychotrya ipecacuanha
    • Nomura T, Quesada AL, Kutchan TM. The new-D-glucosidase in terpenoid-isoquinoline alkaloids biosynthesis in Psychotrya ipecacuanha. J Biol Chem 2008; 283: 34650-9.
    • (2008) J Biol Chem , vol.283 , pp. 34650-34659
    • Nomura, T.1    Quesada, A.L.2    Kutchan, T.M.3
  • 88
    • 0036558479 scopus 로고    scopus 로고
    • Chemistry and biology of the tetrahydroisoquinoline antitumor antibiotics
    • Scott JD, Williams RM. Chemistry and biology of the tetrahydroisoquinoline antitumor antibiotics. Chem Rev 2002; 102: 1669-730.
    • (2002) Chem Rev , vol.102 , pp. 1669-1730
    • Scott, J.D.1    Williams, R.M.2
  • 89
    • 0000771442 scopus 로고
    • Stereocontrolled total synthesis of (±) saframycin B
    • Fukuyama T, Sachlebear RA. Stereocontrolled total synthesis of (±) saframycin B. J Am Chem Soc 1982; 104: 4957-8.
    • (1982) J am Chem Soc , vol.104 , pp. 4957-4958
    • Fukuyama, T.1    Sachlebear, R.A.2
  • 90
    • 37549065124 scopus 로고    scopus 로고
    • Characterization of the saframycin A gene cluster from Streptomyces lavendulae NNRL11002 revealing a nonribosomal peptide synthetase system for assembling the unusual tetrapeptidyl skeleton in an iterative manner
    • Li L, Deng W, Song J, et al. Characterization of the saframycin A gene cluster from Streptomyces lavendulae NNRL11002 revealing a nonribosomal peptide synthetase system for assembling the unusual tetrapeptidyl skeleton in an iterative manner. J Bacteriol 2008; 190: 251-63.
    • (2008) J Bacteriol , vol.190 , pp. 251-263
    • Li, L.1    Deng, W.2    Song, J.3
  • 91
    • 20144389257 scopus 로고    scopus 로고
    • Molecular characterization of the safracin biosynthetic pathway from Pseudomonas fluorescens A2-2: Designing new cytotoxic compounds
    • Velasco A, Acebo P, Gomez A, et al. Molecular characterization of the safracin biosynthetic pathway from Pseudomonas fluorescens A2-2: designing new cytotoxic compounds. Mol Microbiol 2005; 56: 144-54.
    • (2005) Mol Microbiol , vol.56 , pp. 144-154
    • Velasco, A.1    Acebo, P.2    Gomez, A.3
  • 92
    • 0021885499 scopus 로고
    • Directed biosynthesis of new saframycin derivatives with resting cells of Streptomyces lavendulae
    • Arai T, Yazawa K, Takahashi K, Maeda A, Mikami Y. Directed biosynthesis of new saframycin derivatives with resting cells of Streptomyces lavendulae. Antimicrob Agents Chemother 1985; 28: 5-11 and references therein.
    • (1985) Antimicrob Agents Chemother , vol.28 , pp. 5-11
    • Arai, T.1    Yazawa, K.2    Takahashi, K.3    Maeda, A.4    Mikami, Y.5
  • 93
    • 77952542213 scopus 로고    scopus 로고
    • Reconstruction of the saframycin core scaffold defines dual Pictet-Spengler mechanisms
    • Koketsu K, Watanabe K, Suda H, Oguri H, Oikawa H. Reconstruction of the saframycin core scaffold defines dual Pictet-Spengler mechanisms. Nat Chem Biol 2010; 6: 408-10.
    • (2010) Nat Chem Biol , vol.6 , pp. 408-410
    • Koketsu, K.1    Watanabe, K.2    Suda, H.3    Oguri, H.4    Oikawa, H.5
  • 94
    • 84856866295 scopus 로고    scopus 로고
    • Characterization of sfmD as a Heme peroxides that catalyzes the regioselective hydroxylation of 3-methyltyrosine to 3-hydroxy-5-mehyl-tyrosine in saframycin A biosynthesis
    • Tang MC, Fu CY, Tang GL. Characterization of sfmD as a Heme peroxides that catalyzes the regioselective hydroxylation of 3-methyltyrosine to 3-hydroxy-5-mehyl-tyrosine in saframycin A biosynthesis. J Biol Chem 2012; 287: 5112-21.
    • (2012) J Biol Chem , vol.287 , pp. 5112-5121
    • Tang, M.C.1    Fu, C.Y.2    Tang, G.L.3
  • 95
    • 84859633428 scopus 로고    scopus 로고
    • Pictet-Spenglerase involved in tetrahydroisoquinoline antibiotic biosynthesis
    • Koketsu K, Minami A, Watanabe K, Oguri H, Oikawa H. Pictet-Spenglerase involved in tetrahydroisoquinoline antibiotic biosynthesis. Curr Opin Chem Biol 2012; 16: 142-9.
    • (2012) Curr Opin Chem Biol , vol.16 , pp. 142-149
    • Koketsu, K.1    Minami, A.2    Watanabe, K.3    Oguri, H.4    Oikawa, H.5
  • 96
    • 84867008854 scopus 로고    scopus 로고
    • Chapter Five-The Pictet-Spengler mechanism involved in the biosynthesis of tetrahydroisoquinoline antitumor antibiotics: A novel function for a nonribososmal peptide synthetase
    • Koketsu K, Minami A, Watanabe K, Oguri H, Oikawa H. Chapter Five-The Pictet-Spengler mechanism involved in the biosynthesis of tetrahydroisoquinoline antitumor antibiotics: a novel function for a nonribososmal peptide synthetase. Methods Enzymol 2012; 516: 79-98.
    • (2012) Methods Enzymol , vol.516 , pp. 79-98
    • Koketsu, K.1    Minami, A.2    Watanabe, K.3    Oguri, H.4    Oikawa, H.5
  • 97
    • 77952542213 scopus 로고    scopus 로고
    • Reconstruction of the saframycin core scaffold defines dual Pictet-Spengler mechanisms
    • Koketsu K, Watanabe K, Suda H, Oguri H, Oikawa H. Reconstruction of the saframycin core scaffold defines dual Pictet-Spengler mechanisms. Nat Chem Biol 2010; 6: 408-10.
    • (2010) Nat Chem Biol , vol.6 , pp. 408-410
    • Koketsu, K.1    Watanabe, K.2    Suda, H.3    Oguri, H.4    Oikawa, H.5
  • 98
    • 84890819425 scopus 로고    scopus 로고
    • Core assembly mechanisms of quinocarcin/SF-1739: Bimodular complex nonribosomal peptide synthetase for sequential Mannich-type reactions
    • Hiratsuka T, Koketsu K, Minami A, et al. Core assembly mechanisms of quinocarcin/SF-1739: bimodular complex nonribosomal peptide synthetase for sequential Mannich-type reactions. Chem Biol 2013; 20: 1523-5.
    • (2013) Chem Biol , vol.20 , pp. 1523-1525
    • Hiratsuka, T.1    Koketsu, K.2    Minami, A.3
  • 99
    • 0022545734 scopus 로고
    • Incorporation of 3’-methyltyrosine and 5’-methyl-DOPA into naphthyridinomycin
    • Palaniswamy VA, Gould SJ. Incorporation of 3’-methyltyrosine and 5’-methyl-DOPA into naphthyridinomycin. J Am Chem Soc 1986; 108: 5651-2.
    • (1986) J am Chem Soc , vol.108 , pp. 5651-5652
    • Palaniswamy, V.A.1    Gould, S.J.2
  • 100
    • 0021955850 scopus 로고
    • Naphthyridomycin biosynthesis: The involvement of ornithine and the origin of the oxazolidine nitrogen
    • Zmijewski MJ Jr, Palaniswamy VA, Gould SJ. Naphthyridomycin biosynthesis: the involvement of ornithine and the origin of the oxazolidine nitrogen. J Chem Soc Chem Commun 1985; 18: 1261-2 and references therein.
    • (1985) J Chem Soc Chem Commun , vol.18 , pp. 1261-1262
    • Zmijewski, M.J.1    Palaniswamy, V.A.2    Gould, S.J.3
  • 101
    • 80055091302 scopus 로고    scopus 로고
    • Antimalarial-carboline and indolactam alkaloid from Marinactinospora thermotolerans, a deep sea isolate
    • Huang H, Yao Y, He Z, et al. Antimalarial-carboline and indolactam alkaloid from Marinactinospora thermotolerans, a deep sea isolate. J Nat Prod 2011; 74: 2122-7.
    • (2011) J Nat Prod , vol.74 , pp. 2122-2127
    • Huang, H.1    Yao, Y.2    He, Z.3
  • 102
    • 84884233005 scopus 로고    scopus 로고
    • Discovery of McbB, an enzyme catalyzing the-carboline skeleton construction in the marinacarboline biosynthetic pathway
    • Chen Q, Ji C, Song Y, Huang H, Ma J, Tian X, Ju J. Discovery of McbB, an enzyme catalyzing the-carboline skeleton construction in the marinacarboline biosynthetic pathway. Angew Chem Int Ed 2013; 52: 9980-4.
    • (2013) Angew Chem Int Ed , vol.52 , pp. 9980-9984
    • Chen, Q.1    Ji, C.2    Song, Y.3    Huang, H.4    Ma, J.5    Tian, X.6    Ju, J.7
  • 103
    • 0036668389 scopus 로고    scopus 로고
    • The biosynthesis of-carboline and quinolizidine alkaloids of Alangium lamarckii
    • Jain S, Sinha A, Bhakhuni DS. The biosynthesis of-carboline and quinolizidine alkaloids of Alangium lamarckii. Phytochemistry 2002; 60: 853-9.
    • (2002) Phytochemistry , vol.60 , pp. 853-859
    • Jain, S.1    Sinha, A.2    Bhakhuni, D.S.3
  • 104
    • 0035843122 scopus 로고    scopus 로고
    • Enzymes for chemical synthesis
    • Koeller KM, Wong CH. Enzymes for chemical synthesis. Nature 2001; 409: 232-40.
    • (2001) Nature , vol.409 , pp. 232-240
    • Koeller, K.M.1    Wong, C.H.2
  • 105
    • 77956389962 scopus 로고    scopus 로고
    • An enzymatic, stereoselective synthesis of (S)-norcoclaurine
    • Bonamore A, Rovardi I, Gasparrini, F, et al. An enzymatic, stereoselective synthesis of (S)-norcoclaurine. Green Chem 2010; 12: 1623-7.
    • (2010) Green Chem , vol.12 , pp. 1623-1627
    • Bonamore, A.1    Rovardi, I.2    Gasparrini, F.3
  • 106
    • 79952855766 scopus 로고    scopus 로고
    • Phosphate mediated biomimetic synthesis of tetrahydroisoquinoline alkaloids
    • Pesnot T, Gershater MC, Ward, JM, Hailes HC. Phosphate mediated biomimetic synthesis of tetrahydroisoquinoline alkaloids. Chem Commun 2011; 47: 3242-4.
    • (2011) Chem Commun , vol.47 , pp. 3242-3244
    • Pesnot, T.1    Gershater, M.C.2    Ward, J.M.3    Hailes, H.C.4
  • 107
    • 73149116413 scopus 로고    scopus 로고
    • Aza-tryptamine substrates in monoterpene indole alkaloids biosynthesis
    • Lee Y, Yerkes N, O’Connor SE. Aza-tryptamine substrates in monoterpene indole alkaloids biosynthesis. Chem Biol 2009; 16: 1225-9.
    • (2009) Chem Biol , vol.16 , pp. 1225-1229
    • Lee, Y.1    Yerkes, N.2    O’Connor, S.E.3
  • 110
    • 0025044913 scopus 로고
    • Nucleotide sequence of a cDNA encoding the vacuolar protein strictosidine synthase from Catharanthus roseus
    • McKnight TD, Roessner CA, Devagupta R, Scott AI, Nessler CI. Nucleotide sequence of a cDNA encoding the vacuolar protein strictosidine synthase from Catharanthus roseus. Nucleic Acids Res 1990; 18: 4939.
    • (1990) Nucleic Acids Res , vol.18 , pp. 4939
    • McKnight, T.D.1    Roessner, C.A.2    Devagupta, R.3    Scott, A.I.4    Nessler, C.I.5
  • 112
    • 34547927914 scopus 로고    scopus 로고
    • Rapid identification of enzyme variants for reengineered alkaloid biosynthesis in periwinkle
    • Bernhardt P, Mc Coy E, O’Connor SE. Rapid identification of enzyme variants for reengineered alkaloid biosynthesis in periwinkle. Chem Biol 2007; 14: 888-97.
    • (2007) Chem Biol , vol.14 , pp. 888-897
    • Bernhardt, P.1    Mc Coy, E.2    O’Connor, S.E.3
  • 113
    • 34548694786 scopus 로고    scopus 로고
    • Structure-based engineering of strictosidine synthase: Auxiliary for alkaloid libraries
    • Loris EA, Panjikar S, Ruppert M, et al. Structure-based engineering of strictosidine synthase: auxiliary for alkaloid libraries. Chem Biol 2007; 14: 979-85.
    • (2007) Chem Biol , vol.14 , pp. 979-985
    • Loris, E.A.1    Panjikar, S.2    Ruppert, M.3
  • 114
    • 33751009100 scopus 로고    scopus 로고
    • Redesign of a central enzyme in alkaloid biosynthesis
    • Chen S, Galan MS, Coltharp C, O’Connor SE. Redesign of a central enzyme in alkaloid biosynthesis. Chem Biol 2006; 13: 1137-41.
    • (2006) Chem Biol , vol.13 , pp. 1137-1141
    • Chen, S.1    Galan, M.S.2    Coltharp, C.3    O’Connor, S.E.4
  • 115
    • 0037657891 scopus 로고    scopus 로고
    • Camptothecin biosynthetic genes in hairy roots of Ophiorrhiza plumila: Cloning, characterization and differential expression in tissues and by stress compounds
    • Yamazaki M, Aimi N, Saito K. Camptothecin biosynthetic genes in hairy roots of Ophiorrhiza plumila: cloning, characterization and differential expression in tissues and by stress compounds. Plant Cell Physiol 2003; 44: 395-403.
    • (2003) Plant Cell Physiol , vol.44 , pp. 395-403
    • Yamazaki, M.1    Aimi, N.2    Saito, K.3
  • 116
    • 77955424347 scopus 로고    scopus 로고
    • Biocatalytic asymmetric formation of tetrahydro-β-carbolines
    • Bernhardt P, Usera AR, O’Connor SE. Biocatalytic asymmetric formation of tetrahydro-β-carbolines. Tetrahedron Lett 2010; 51: 4400-2.
    • (2010) Tetrahedron Lett , vol.51 , pp. 4400-4402
    • Bernhardt, P.1    Usera, A.R.2    O’Connor, S.E.3
  • 117
    • 84856214491 scopus 로고    scopus 로고
    • Biocatalytic production of tetrahydroisoquinolines
    • Ruff BM, Bräse S, O’Connor SE. Biocatalytic production of tetrahydroisoquinolines. Tetrahedron Lett 2012; 53: 1071-4.
    • (2012) Tetrahedron Lett , vol.53 , pp. 1071-1074
    • Ruff, B.M.1    Bräse, S.2    O’Connor, S.E.3
  • 118
    • 85050903073 scopus 로고
    • Simple carbonyl group reactions
    • Jencks WP. Simple carbonyl group reactions. Prog Phys Org Chem 1964; 2: 63-128.
    • (1964) Prog Phys Org Chem , vol.2 , pp. 63-128
    • Jencks, W.P.1
  • 119
    • 0025491169 scopus 로고
    • Antibody conjugates with morpholinodoxorubicin and acid-cleavable linkers
    • Mueller BM, Wrasidlo WA, Reisfeld RA. Antibody conjugates with morpholinodoxorubicin and acid-cleavable linkers. Bioconjug Chem 1990; 1: 325-30.
    • (1990) Bioconjug Chem , vol.1 , pp. 325-330
    • Mueller, B.M.1    Wrasidlo, W.A.2    Reisfeld, R.A.3
  • 121
    • 17744419836 scopus 로고    scopus 로고
    • Regiospecific preparation of-carbolines and pyrimido[3, 4a]indole derivatives by intramolecular ring-closure of heterocumulene-substituted indoles
    • Molina P, Alcantara J, Lopez-Leonardo C. Regiospecific preparation of-carbolines and pyrimido[3, 4a]indole derivatives by intramolecular ring-closure of heterocumulene-substituted indoles. Tetrahedron 1996; 52: 5833-44.
    • (1996) Tetrahedron , vol.52 , pp. 5833-5844
    • Molina, P.1    Alcantara, J.2    Lopez-Leonardo, C.3
  • 122
    • 80054683835 scopus 로고    scopus 로고
    • Thiourea catalyzed enantionelective iso-Pictet-Spengler reaction
    • Lee Y, Klausen RS, Jacobsen EN. Thiourea catalyzed enantionelective iso-Pictet-Spengler reaction. Org Lett 2011; 13: 5564-7.
    • (2011) Org Lett , vol.13 , pp. 5564-5567
    • Lee, Y.1    Klausen, R.S.2    Jacobsen, E.N.3
  • 123
    • 0025248275 scopus 로고
    • Syntheses of 1,3-disubstituted Noxy-β-carbolines by the Pictet-Spengler reactions of N-oxytryptophan and-tryptamine derivatives
    • Hermkens PHH, van Maarseveen JH, Cobben PLHM, Ottenheijm HCJ, Kruse CG, Scheerent HW. Syntheses of 1,3-disubstituted Noxy-β-carbolines by the Pictet-Spengler reactions of N-oxytryptophan and-tryptamine derivatives. Tetrahedron 1990; 46: 833-46.
    • (1990) Tetrahedron , vol.46 , pp. 833-846
    • Hermkens, P.1    Van Maarseveen, J.H.2    Cobben, P.3    Ottenheijm, H.4    Kruse, C.G.5    Scheerent, H.W.6
  • 124
  • 125
    • 0001537922 scopus 로고
    • Synthesis of 2-hydroxy-3-(Ethoxy-carbonyl)-1,2,3,4-tetrahydro-β-carbolines from N-hydroxytryptophans. An approach to eudistomin series
    • Plate R, Van Hout RHM, Behm H, Ottenheijm HCJ. Synthesis of 2-hydroxy-3-(ethoxy-carbonyl)-1,2,3,4-tetrahydro-β-carbolines from N-hydroxytryptophans. An approach to eudistomin series. J Org Chem 1987; 52: 555-60.
    • (1987) J Org Chem , vol.52 , pp. 555-560
    • Plate, R.1    Van Hout, R.2    Behm, H.3    Ottenheijm, H.C.J.4
  • 128
    • 84964231287 scopus 로고    scopus 로고
    • Pictet-Spengler ligation for protein chemical modification
    • 2014078733 A1
    • Bertozzi CP, Agarwal P, Sletten EM. Pictet-Spengler ligation for protein chemical modification. PCT WO 2014078733 A1.
    • PCT WO
    • Bertozzi, C.P.1    Agarwal, P.2    Sletten, E.M.3
  • 129
    • 84879340492 scopus 로고    scopus 로고
    • Hydrazino-Pictet-Spengler ligation as a biocompatible method for the generation of stable protein conjugates
    • Agarwal P, Kudirka R, Albers AE, et al. Hydrazino-Pictet-Spengler ligation as a biocompatible method for the generation of stable protein conjugates. Bioconjugate Chem 2013; 24: 846-51.
    • (2013) Bioconjugate Chem , vol.24 , pp. 846-851
    • Agarwal, P.1    Kudirka, R.2    Albers, A.E.3
  • 130
    • 34249076359 scopus 로고    scopus 로고
    • Introducing genetically encoded aldehyde into proteins
    • Carrico IS, Carlson BR, Bertozzi C. Introducing genetically encoded aldehyde into proteins. Nat Chem Biol 2007; 3: 321-2.
    • (2007) Nat Chem Biol , vol.3 , pp. 321-322
    • Carrico, I.S.1    Carlson, B.R.2    Bertozzi, C.3
  • 131
    • 54749084565 scopus 로고    scopus 로고
    • Hydrolitic stability of hydrazones and oximes
    • Kalia J, Raines RT. Hydrolitic stability of hydrazones and oximes. Angew Chem Int Ed 2008; 47: 7523-6.
    • (2008) Angew Chem Int Ed , vol.47 , pp. 7523-7526
    • Kalia, J.1    Raines, R.T.2
  • 132
    • 0000802968 scopus 로고
    • Study of the Pictet-Spengler reaction in aprotic media: Synthesis of β-galactosidase inhibitor, pyridindolol
    • Soerens D, Sandrin J, Ungemach F, et al. Study of the Pictet-Spengler reaction in aprotic media: synthesis of β-galactosidase inhibitor, pyridindolol. J Org Chem 1979; 44: 535-45.
    • (1979) J Org Chem , vol.44 , pp. 535-545
    • Soerens, D.1    Sandrin, J.2    Ungemach, F.3
  • 133
    • 33845912130 scopus 로고    scopus 로고
    • Pictet-Spengler reactions catalyzed by Brønsted acid-surfactant-combined catalyst in water or aqueous media
    • Saito A, Numaguchi J, Hanzawa Y. Pictet-Spengler reactions catalyzed by Brønsted acid-surfactant-combined catalyst in water or aqueous media. Tetrahedron Lett 2007; 48: 835-9.
    • (2007) Tetrahedron Lett , vol.48 , pp. 835-839
    • Saito, A.1    Numaguchi, J.2    Hanzawa, Y.3
  • 134
    • 33846382303 scopus 로고    scopus 로고
    • Water as an efficient medium for the synthesis of tetrahydro-β-carbolines via Pictet-Spengler reactions
    • Saha B, Sharma S, Sawant D, Kundu B. Water as an efficient medium for the synthesis of tetrahydro-β-carbolines via Pictet-Spengler reactions. Tetrahedron Lett 2007; 48: 1370-83.
    • (2007) Tetrahedron Lett , vol.48 , pp. 1370-1383
    • Saha, B.1    Sharma, S.2    Sawant, D.3    Kundu, B.4
  • 135
    • 34047123624 scopus 로고    scopus 로고
    • Synthesis of tetrahydroiso-quinolines and isochromans via Pictet-Spengler reactions catalyzed by Brønsted acid-surfactant combined catalyst in aqueous media
    • Saito A, Takayama M, Yamazaki A, Numaguchi J, Hanzawa Y. Synthesis of tetrahydroiso-quinolines and isochromans via Pictet-Spengler reactions catalyzed by Brønsted acid-surfactant combined catalyst in aqueous media. Tetrahedron 2007; 63: 4039-47.
    • (2007) Tetrahedron , vol.63 , pp. 4039-4047
    • Saito, A.1    Takayama, M.2    Yamazaki, A.3    Numaguchi, J.4    Hanzawa, Y.5
  • 137
    • 77949541280 scopus 로고    scopus 로고
    • The first highly stereoselective approach to the mitotic kinesin Eg5 inhibitor HR22C16 and its analogues
    • Xiao S, Shi X-X. The first highly stereoselective approach to the mitotic kinesin Eg5 inhibitor HR22C16 and its analogues. Tetrahedron: Asymmetry 2010; 21: 226-31.
    • (2010) Tetrahedron: Asymmetry , vol.21 , pp. 226-231
    • Xiao, S.1    Shi, X.-X.2
  • 138
    • 84883890336 scopus 로고    scopus 로고
    • Enantioselective synthesis and antimicrobial activities of tetrahydro-β-carboline diketopiperazines
    • Ma Y, Wu H, Zhang J, Li Y. Enantioselective synthesis and antimicrobial activities of tetrahydro-β-carboline diketopiperazines. Chirality 2013; 25: 656-62.
    • (2013) Chirality , vol.25 , pp. 656-662
    • Ma, Y.1    Wu, H.2    Zhang, J.3    Li, Y.4
  • 139
    • 84867057758 scopus 로고    scopus 로고
    • Cis-diastereoselectivity in Pictet-Spengler reaction of L-tryptophan and electronic circular dichroism studies
    • Rashid N, Alam S, Masam N, et al. Cis-diastereoselectivity in Pictet-Spengler reaction of L-tryptophan and electronic circular dichroism studies. Chirality 2012; 24: 789-95.
    • (2012) Chirality , vol.24 , pp. 789-795
    • Rashid, N.1    Alam, S.2    Masam, N.3
  • 140
    • 25444520789 scopus 로고    scopus 로고
    • Pictet-Spengler reactions in multiphasic supercritical carbon dioxide/CO2-expanded liquid media. In situ generation of carbamates as a strategy for reactions of amines in supercritical carbon dioxide
    • Dunetz JR, Ciccolini RP, Fröling M, et al. Pictet-Spengler reactions in multiphasic supercritical carbon dioxide/CO2-expanded liquid media. In situ generation of carbamates as a strategy for reactions of amines in supercritical carbon dioxide. Chem Commun 2005; 35: 4465-7.
    • (2005) Chem Commun , vol.35 , pp. 4465-4467
    • Dunetz, J.R.1    Ciccolini, R.P.2    Fröling, M.3
  • 141
    • 0347089132 scopus 로고    scopus 로고
    • The Pictet-Spengler reaction in solid phase combinatorial chemistry
    • Nielsen TE, Diness F, Meldal M. The Pictet-Spengler reaction in solid phase combinatorial chemistry. Curr Opin Drug Discov Dev 2003; 6: 801-14.
    • (2003) Curr Opin Drug Discov Dev , vol.6 , pp. 801-814
    • Nielsen, T.E.1    Diness, F.2    Meldal, M.3
  • 142
    • 31944452587 scopus 로고    scopus 로고
    • Catalytic asymmetric Pictet-Spengler reaction
    • Seayad J, Seayad AM, List B. Catalytic asymmetric Pictet-Spengler reaction. J Am Chem Soc 2006; 128: 1086-7.
    • (2006) J am Chem Soc , vol.128 , pp. 1086-1087
    • Seayad, J.1    Seayad, A.M.2    List, B.3
  • 143
    • 0000801022 scopus 로고
    • Stereospecific synthesis of trans-1, 3-disubstituted 1,2,3,4-tetrahydro-β-carbolines
    • Ungemach F, DiPierro M, Weber R, Cook JM. Stereospecific synthesis of trans-1, 3-disubstituted 1,2,3,4-tetrahydro-β-carbolines. J Org Chem 1981; 46: 164-8.
    • (1981) J Org Chem , vol.46 , pp. 164-168
    • Ungemach, F.1    Dipierro, M.2    Weber, R.3    Cook, J.M.4
  • 144
    • 0026088617 scopus 로고
    • Stereospecificity in the Pictet-Spengler reaction kinetic vs thermodynamic control
    • Deng L, Czerwinski K, Cook JM. Stereospecificity in the Pictet-Spengler reaction kinetic vs thermodynamic control. Tetrahedron Lett 1991; 32: 175-8.
    • (1991) Tetrahedron Lett , vol.32 , pp. 175-178
    • Deng, L.1    Czerwinski, K.2    Cook, J.M.3
  • 145
    • 0031013399 scopus 로고    scopus 로고
    • Enantiospecific formation of trans-1, 3-disubstituted 1,2,3,4-tetrahydro-β-carbolines by the Pictet-Spengler reaction and conversion of cis diastereomers into their trans counterparts by scission of the C1/N2 bond
    • Cox ED, Hamaker LK, Li J, et al. Enantiospecific formation of trans-1, 3-disubstituted 1,2,3,4-tetrahydro-β-carbolines by the Pictet-Spengler reaction and conversion of cis diastereomers into their trans counterparts by scission of the C1/N2 bond. J Org Chem 1997; 62: 44-61.
    • (1997) J Org Chem , vol.62 , pp. 44-61
    • Cox, E.D.1    Hamaker, L.K.2    Li, J.3
  • 146
    • 79955380437 scopus 로고    scopus 로고
    • Diverging DOS strategy using an allene-containing tryptophan scaffold and a library design that maximizes biologically relevant chemical space while minimizing the number of compounds
    • Painter TO, Wang L, Majunder S, Xia X-Q, Brummond KM. Diverging DOS strategy using an allene-containing tryptophan scaffold and a library design that maximizes biologically relevant chemical space while minimizing the number of compounds. ACS Comb Sci 2011; 13: 166-74.
    • (2011) ACS Comb Sci , vol.13 , pp. 166-174
    • Painter, T.O.1    Wang, L.2    Majunder, S.3    Xia, X.-Q.4    Brummond, K.M.5
  • 147
    • 0029805757 scopus 로고    scopus 로고
    • Enantioselective total synthesis of ecteinascidin 743
    • Corey EJ, Gin DY, Kania RS. Enantioselective total synthesis of ecteinascidin 743. J Am Chem Soc 1996; 118: 9202-3.
    • (1996) J am Chem Soc , vol.118 , pp. 9202-9203
    • Corey, E.J.1    Gin, D.Y.2    Kania, R.S.3
  • 148
    • 70349783579 scopus 로고    scopus 로고
    • Highly enantioselective Pictet-Spengler reactions with-ketoamide-derived ketimines: Access to an unusual class of quaternary α-amino amides
    • Bou-Handam FR, Leighton JL. Highly enantioselective Pictet-Spengler reactions with-ketoamide-derived ketimines: access to an unusual class of quaternary α-amino amides. Angew Chem Int Ed 2009; 48: 2403-6.
    • (2009) Angew Chem Int Ed , vol.48 , pp. 2403-2406
    • Bou-Handam, F.R.1    Leighton, J.L.2
  • 149
    • 84878972535 scopus 로고    scopus 로고
    • Peptides and peptidoaldehydes as substrates for the Pictet-Spengler reaction
    • Pulka K, Slupska M, Puszko A, et al. Peptides and peptidoaldehydes as substrates for the Pictet-Spengler reaction. J Pept Sci 2013; 19: 433-40.
    • (2013) J Pept Sci , vol.19 , pp. 433-440
    • Pulka, K.1    Slupska, M.2    Puszko, A.3
  • 150
    • 84883653626 scopus 로고    scopus 로고
    • Carbon-11 radiolabeling of an oligopeptide containing tryptophan hydrochloride via a Pictet-Spengler reaction using carbon-11 formaldehyde
    • Hanyu M, Takada Y, Hashimoto H, Kawamura K, Zhang M-R, Fukumura T. Carbon-11 radiolabeling of an oligopeptide containing tryptophan hydrochloride via a Pictet-Spengler reaction using carbon-11 formaldehyde. J Pept Sci 2013; 19: 663-8.
    • (2013) J Pept Sci , vol.19 , pp. 663-668
    • Hanyu, M.1    Takada, Y.2    Hashimoto, H.3    Kawamura, K.4    Zhang, M.-R.5    Fukumura, T.6
  • 152
    • 77952473782 scopus 로고    scopus 로고
    • Peptides and peptide hormons for molecular imaging and disease diagnosis
    • Lie S, Xie J, Chen X. Peptides and peptide hormons for molecular imaging and disease diagnosis. Chem Rev 2010; 110: 3087-111.
    • (2010) Chem Rev , vol.110 , pp. 3087-3111
    • Lie, S.1    Xie, J.2    Chen, X.3
  • 154
    • 83755220912 scopus 로고    scopus 로고
    • Radiopeptides imaging and therapy in united states
    • Graham MM, Menda Y. Radiopeptides imaging and therapy in united states. J Nucl Med 2011; 52: 564-635.
    • (2011) J Nucl Med , vol.52 , pp. 564-635
    • Graham, M.M.1    Menda, Y.2
  • 155
    • 84874625584 scopus 로고    scopus 로고
    • Highly enantiomeric construction of trifluoromethylated all-carbon quaternary stereocenters via nickel-catalyzed Friedel-Crafts alkylation reaction
    • Gao JR, Wu H, Xiang B, Yu W-B, Han L, Jia Y-X. Highly enantiomeric construction of trifluoromethylated all-carbon quaternary stereocenters via nickel-catalyzed Friedel-Crafts alkylation reaction. J Am Chem Soc 2013; 135: 2983-6.
    • (2013) J am Chem Soc , vol.135 , pp. 2983-2986
    • Gao, J.R.1    Wu, H.2    Xiang, B.3    Yu, W.-B.4    Han, L.5    Jia, Y.-X.6
  • 158
    • 72049096999 scopus 로고    scopus 로고
    • Fluorine in medicinal chemistry: A century of progress and a 60-year retrospective of selected highlights
    • Filler, R.; Saha, R. Fluorine in medicinal chemistry: a century of progress and a 60-year retrospective of selected highlights. Future Med Chem 2009; 1: 777-91.
    • (2009) Future Med Chem , vol.1 , pp. 777-791
    • Filler, R.1    Saha, R.2
  • 159
    • 2542509173 scopus 로고    scopus 로고
    • Multicomponent reaction with isocyanides
    • Dömling A, Ugi I. Multicomponent reaction with isocyanides. Angew Chem Int Ed 2000; 39: 3168-220.
    • (2000) Angew Chem Int Ed , vol.39 , pp. 3168-3220
    • Dömling, A.1    Ugi, I.2
  • 160
    • 2442649028 scopus 로고    scopus 로고
    • Solid-phase intramolecular N-acyliminium Pictet-Spengler reactions as crossroads to scaffold diversity
    • Nielsen TE, Meldal M. Solid-phase intramolecular N-acyliminium Pictet-Spengler reactions as crossroads to scaffold diversity. J Org Chem 2004; 69: 3765-73.
    • (2004) J Org Chem , vol.69 , pp. 3765-3773
    • Nielsen, T.E.1    Meldal, M.2
  • 161
    • 77950021346 scopus 로고    scopus 로고
    • Acetonide protection of dopamine for the synthesis of highly pure N-docosahexaenoyldopamine
    • Liu Z, Hu BH, Messersmith PB. Acetonide protection of dopamine for the synthesis of highly pure N-docosahexaenoyldopamine. Tetrahedron Lett 2010; 51: 2403-5.
    • (2010) Tetrahedron Lett , vol.51 , pp. 2403-2405
    • Liu, Z.1    Hu, B.H.2    Messersmith, P.B.3
  • 162
    • 46549103031 scopus 로고
    • Intramolecular reactions of Nacyliminium intermediate
    • Speckamp WN, Hiemstra H. Intramolecular reactions of Nacyliminium intermediate. Tetrahedron 1985; 41: 4367-416.
    • (1985) Tetrahedron , vol.41 , pp. 4367-4416
    • Speckamp, W.N.1    Hiemstra, H.2
  • 163
    • 0034625424 scopus 로고    scopus 로고
    • New developments in the chemistry of N-acyliminium ions and related intermediate
    • Speckamp WN, Moolenaar MJ. New developments in the chemistry of N-acyliminium ions and related intermediate. Tetrahedron 2000; 56: 3817-56.
    • (2000) Tetrahedron , vol.56 , pp. 3817-3856
    • Speckamp, W.N.1    Moolenaar, M.J.2
  • 165
    • 85077840188 scopus 로고
    • An improved synthesis of N-substituted N-aryl-3-oxo-1,2,3,4-tetrahydroisoquinoline
    • Venkov AP, Mollov NM. An improved synthesis of N-substituted N-aryl-3-oxo-1,2,3,4-tetrahydroisoquinoline. Synthesis 1982; 82: 216-7.
    • (1982) Synthesis , vol.82 , pp. 216-217
    • Venkov, A.P.1    Mollov, N.M.2
  • 166
    • 1842470985 scopus 로고
    • A development of Pictet-Spengler reaction in aprotic media using chloroformates: A short synthesis of Borrerine
    • Yamanaka E, Shibata N, Sakai S-I. A development of Pictet-Spengler reaction in aprotic media using chloroformates: a short synthesis of Borrerine. Heterocycles 1984; 22: 371-4.
    • (1984) Heterocycles , vol.22 , pp. 371-374
    • Yamanaka, E.1    Shibata, N.2    Sakai, S.-I.3
  • 167
    • 0024497919 scopus 로고
    • New modification of the intramolecular α-amido alkylationfor the synthesis of 2-acyl-1,2,3,4-tetrahydroisoquinoline
    • Venkov AP, Lukanov LK. New modification of the intramolecular α-amido alkylationfor the synthesis of 2-acyl-1,2,3,4-tetrahydroisoquinoline. Synthesis 1989; 89: 59-61.
    • (1989) Synthesis , vol.89 , pp. 59-61
    • Venkov, A.P.1    Lukanov, L.K.2
  • 168
    • 0032987145 scopus 로고    scopus 로고
    • Sinthesis of 2-acyltetrahydro-β-carbolines by an intramolecular α-amidoalkylation reaction
    • Venkov AP, Boyadjieva AK. Sinthesis of 2-acyltetrahydro-β-carbolines by an intramolecular α-amidoalkylation reaction. Synth Commun 1999; 29: 487-94.
    • (1999) Synth Commun , vol.29 , pp. 487-494
    • Venkov, A.P.1    Boyadjieva, A.K.2
  • 170
    • 33751155867 scopus 로고
    • Reductive alkylations of dimethylamine using titanium (IV) isopropoxide and sodium borohydride: An efficient, safe, and convenient method for the synthesis of N, N-dimethylated tertiary amines
    • Bhattacharyya S. Reductive alkylations of dimethylamine using titanium (IV) isopropoxide and sodium borohydride: an efficient, safe, and convenient method for the synthesis of N, N-dimethylated tertiary amines. J Org Chem 1995; 60: 4228-9.
    • (1995) J Org Chem , vol.60 , pp. 4228-4229
    • Bhattacharyya, S.1
  • 171
    • 0036482884 scopus 로고    scopus 로고
    • A convenient synthesis of 1,1-disubstituted 1,2,3,4-tetrahydroisoquinolines via Pictet-Spengler reaction using titanium (IV) isopropoxide and aceticformic anhydride
    • Horiguchi Y, Kodama H, Nakamura M, et al. A convenient synthesis of 1,1-disubstituted 1,2,3,4-tetrahydroisoquinolines via Pictet-Spengler reaction using titanium (IV) isopropoxide and aceticformic anhydride. Chem Pharm Bull 2002; 50: 253-7.
    • (2002) Chem Pharm Bull , vol.50 , pp. 253-257
    • Horiguchi, Y.1    Kodama, H.2    Nakamura, M.3
  • 172
    • 67651149490 scopus 로고    scopus 로고
    • Facile synthesis and in vitro properties of 1-alkyl-and 1-alkyl-N-propargyl-1,2,3,4-tetrahydroisoquinoline derivatives on PC12 cells
    • Kitabatake M, Nagai J, Abe K, et al. Facile synthesis and in vitro properties of 1-alkyl-and 1-alkyl-N-propargyl-1,2,3,4-tetrahydroisoquinoline derivatives on PC12 cells. Eur J Med Chem 2009; 44: 4034-43.
    • (2009) Eur J Med Chem , vol.44 , pp. 4034-4043
    • Kitabatake, M.1    Nagai, J.2    Abe, K.3
  • 173
    • 0032547244 scopus 로고    scopus 로고
    • Selective entry to the dimeric or oligomeric pyridinium sponge macrocycles via aminopentadienal derivatives. Possible biogenetic relevance with manzamine alkaloids
    • Kaiser A, Billot X, Gateau-Olesker A, Marazano C, Das BC. Selective entry to the dimeric or oligomeric pyridinium sponge macrocycles via aminopentadienal derivatives. Possible biogenetic relevance with manzamine alkaloids. J Am Chem Soc 1998; 120: 8026-34.
    • (1998) J am Chem Soc , vol.120 , pp. 8026-8034
    • Kaiser, A.1    Billot, X.2    Gateau-Olesker, A.3    Marazano, C.4    Das, B.C.5
  • 174
    • 73149115764 scopus 로고    scopus 로고
    • Enhancement of 5-amino-penta-2, 4-dienals electrophilicity via activation by O, N-bistrifluoroacetylation. Application to an N-acyl Pictet-Spengler reaction
    • Nuhant P, Raikar SA, Wypich J-C, Delpech B, Marazano C. Enhancement of 5-amino-penta-2, 4-dienals electrophilicity via activation by O, N-bistrifluoroacetylation. Application to an N-acyl Pictet-Spengler reaction. J Org Chem 2009; 74: 9413-21.
    • (2009) J Org Chem , vol.74 , pp. 9413-9421
    • Nuhant, P.1    Raikar, S.A.2    Wypich, J.-C.3    Delpech, B.4    Marazano, C.5
  • 176
    • 0347089132 scopus 로고    scopus 로고
    • The Pictet-Spengler reaction in solid-phase combinatorial chemistry
    • Nielsen TE, Diness M, Meldal M. The Pictet-Spengler reaction in solid-phase combinatorial chemistry. Curr Opin Drug Discov Dev 2003; 6: 801-14.
    • (2003) Curr Opin Drug Discov Dev , vol.6 , pp. 801-814
    • Nielsen, T.E.1    Diness, M.2    Meldal, M.3
  • 177
    • 0011551580 scopus 로고    scopus 로고
    • The N-acylium Pictet-Spengler condensation as a multi-component combinatorial reaction on solid phase and its application to the synthesis of demethoxyfumitremorgin C analogues
    • Wang H, Gamesan A. The N-acylium Pictet-Spengler condensation as a multi-component combinatorial reaction on solid phase and its application to the synthesis of demethoxyfumitremorgin C analogues. Org Lett 1999; 1: 1647-9.
    • (1999) Org Lett , vol.1 , pp. 1647-1649
    • Wang, H.1    Gamesan, A.2
  • 179
    • 0036831374 scopus 로고    scopus 로고
    • Solid-phase synthesis of tetrahydro-β-carbolinehydantoins via the N-acyliminium Pictet-Spengler reaction and cyclative cleavage
    • Bonnet D, Ganesan A. Solid-phase synthesis of tetrahydro-β-carbolinehydantoins via the N-acyliminium Pictet-Spengler reaction and cyclative cleavage. J Comb Chem 2002; 4: 546-8.
    • (2002) J Comb Chem , vol.4 , pp. 546-548
    • Bonnet, D.1    Ganesan, A.2
  • 180
    • 0036213472 scopus 로고    scopus 로고
    • Solid-phase and solution phase parallel synthesis of tetrahydro-isoquinolines via Pictet-Spengler reaction
    • Sun Q, Kyle DJ. Solid-phase and solution phase parallel synthesis of tetrahydro-isoquinolines via Pictet-Spengler reaction. Comb Chem High Throughput Screen 2002; 5: 75-81.
    • (2002) Comb Chem High Throughput Screen , vol.5 , pp. 75-81
    • Sun, Q.1    Kyle, D.J.2
  • 181
    • 22844431920 scopus 로고    scopus 로고
    • Solid-phase synthesis of pyrroloisoquinolines via the intramolecular N-acyliminium Pictet-Spengler reaction
    • Nielsen TE, Meldal M. Solid-phase synthesis of pyrroloisoquinolines via the intramolecular N-acyliminium Pictet-Spengler reaction. J Comb Chem 2005; 7: 599-610.
    • (2005) J Comb Chem , vol.7 , pp. 599-610
    • Nielsen, T.E.1    Meldal, M.2
  • 182
    • 26844432234 scopus 로고    scopus 로고
    • Highly efficient solid-phase oxidative cleavage of olefins by OsO4-NaIO4 in the intramolecular Nacyliminium Pictet-Spengler reaction
    • Nielsen TE, Meldal M. Highly efficient solid-phase oxidative cleavage of olefins by OsO4-NaIO4 in the intramolecular Nacyliminium Pictet-Spengler reaction. Org Lett 2005; 7: 2695-7.
    • (2005) Org Lett , vol.7 , pp. 2695-2697
    • Nielsen, T.E.1    Meldal, M.2
  • 183
    • 84862185559 scopus 로고    scopus 로고
    • Exploiting a novel size exclusion phenomenon for enantioselective acid/base cascade catalysis
    • Muratore ME, Shi L, Pilling AW, Storer RI, Dixon DJ. Exploiting a novel size exclusion phenomenon for enantioselective acid/base cascade catalysis. Chem Commun 2012; 48: 6351-3.
    • (2012) Chem Commun , vol.48 , pp. 6351-6353
    • Muratore, M.E.1    Shi, L.2    Pilling, A.W.3    Storer, R.I.4    Dixon, D.J.5
  • 184
    • 84872956964 scopus 로고    scopus 로고
    • Solid-phase synthesis of structurally diverse heterocycles by an amide ketone condensation/ N-acyliminium Pictet-Spengler sequence
    • Komnatnyy VV, Givskov M, Nielsen TE. Solid-phase synthesis of structurally diverse heterocycles by an amide ketone condensation/ N-acyliminium Pictet-Spengler sequence. Chem Eur J 2012; 18: 16793-800.
    • (2012) Chem Eur J , vol.18 , pp. 16793-16800
    • Komnatnyy, V.V.1    Givskov, M.2    Nielsen, T.E.3
  • 185
    • 0000570558 scopus 로고
    • Pictet-Spengler reactions in aprotic media. Stereospecific conversion of optically active cis-1, 3-disubstituted-1,2,3,4-tetrahydro-β-carboline into their corresponding transdiastereoismer
    • Zhang LH, Cook JM. Pictet-Spengler reactions in aprotic media. Stereospecific conversion of optically active cis-1, 3-disubstituted-1,2,3,4-tetrahydro-β-carboline into their corresponding transdiastereoismer. Heterocycles 1988; 27: 1357-63.
    • (1988) Heterocycles , vol.27 , pp. 1357-1363
    • Zhang, L.H.1    Cook, J.M.2
  • 186
    • 77953012537 scopus 로고    scopus 로고
    • Mechanistic studies on the cis to trans epimerization of trisubstituted 1,2,3,4-tetrahydro-β-carbolines
    • Van Linn ML, Cook JM. Mechanistic studies on the cis to trans epimerization of trisubstituted 1,2,3,4-tetrahydro-β-carbolines. J Org Chem 2010; 75: 3587-9.
    • (2010) J Org Chem , vol.75 , pp. 3587-3589
    • Van Linn, M.L.1    Cook, J.M.2
  • 187
    • 64249132822 scopus 로고    scopus 로고
    • Study of the cis to trans isomerization of 1-phenyl-2, 3-disubstituted tetrahydro-β-carbolines at C(1). Evidence for the carbocation-mediated mechanism
    • Kumpaty HJ, Van Linn ML, Kabir MS, Försterling FH, Deschamps JR, Cook JM. Study of the cis to trans isomerization of 1-phenyl-2, 3-disubstituted tetrahydro-β-carbolines at C(1). Evidence for the carbocation-mediated mechanism. J Org Chem 2009; 74: 2771-9.
    • (2009) J Org Chem , vol.74 , pp. 2771-2779
    • Kumpaty, H.J.1    Van Linn, M.L.2    Kabir, M.S.3    Försterling, F.H.4    Deschamps, J.R.5    Cook, J.M.6
  • 188
    • 33847061595 scopus 로고    scopus 로고
    • Conformational analysis of the cis and trans adduct of the Pictet-Spengler reaction. Evidence for the structural basis for the C(1)-N(2) scission process in the cis to trans isomerization
    • Han DM, Försterling FH, Deschamps JR, et al. Conformational analysis of the cis and trans adduct of the Pictet-Spengler reaction. Evidence for the structural basis for the C(1)-N(2) scission process in the cis to trans isomerization. J Nat Prod 2007; 70: 75-82.
    • (2007) J Nat Prod , vol.70 , pp. 75-82
    • Han, D.M.1    Försterling, F.H.2    Deschamps, J.R.3
  • 189
    • 37049086632 scopus 로고
    • Diastereo-and enantio-selectivity in the Pictet-Spengler reaction
    • Bailey PD, Hollinshead SP, McLay NR, et al. Diastereo-and enantio-selectivity in the Pictet-Spengler reaction. J Chem Soc Perkin Trans 1 1993; 431-9.
    • (1993) J Chem Soc Perkin Trans , vol.1 , pp. 431-439
    • Bailey, P.D.1    Hollinshead, S.P.2    McLay, N.R.3
  • 192
    • 65549117573 scopus 로고    scopus 로고
    • Unexpected cis selectivity in the Pictet-Spengler reaction
    • Bailey PD, Beard MA, Phillips TR. Unexpected cis selectivity in the Pictet-Spengler reaction. Tetrahedron Lett 2009; 50: 3465-7.
    • (2009) Tetrahedron Lett , vol.50 , pp. 3465-3467
    • Bailey, P.D.1    Beard, M.A.2    Phillips, T.R.3
  • 193
    • 37649019603 scopus 로고    scopus 로고
    • Diastereoselective Pictet-Spengler condensation of tryptophan with-amino aldehydes as chiral carbonyl components
    • Pulka K, Kulis P, Tymecka D, et al. Diastereoselective Pictet-Spengler condensation of tryptophan with-amino aldehydes as chiral carbonyl components. Tetrahedron 2008; 64: 1506-14.
    • (2008) Tetrahedron , vol.64 , pp. 1506-1514
    • Pulka, K.1    Kulis, P.2    Tymecka, D.3
  • 194
    • 79951673076 scopus 로고    scopus 로고
    • Influence of reaction conditions on products of the Pictet-Spengler condensation
    • Pulka K, Misicka A. Influence of reaction conditions on products of the Pictet-Spengler condensation. Tetrahedron 2011; 67: 1955-9.
    • (2011) Tetrahedron , vol.67 , pp. 1955-1959
    • Pulka, K.1    Misicka, A.2
  • 195
    • 84986680760 scopus 로고
    • Synthesis of enantiomerically pure tetrahydro-2-methylharman
    • Peng SQ, Guo M, Winterfeldt E. Synthesis of enantiomerically pure tetrahydro-2-methylharman. Liebigs Ann Chem 1993; 137-40.
    • (1993) Liebigs Ann Chem , pp. 137-140
    • Peng, S.Q.1    Guo, M.2    Winterfeldt, E.3
  • 196
    • 0001560598 scopus 로고
    • Pictet-Spengler reaction of biogenic amines with carbohydrates. Synthesis of novel C-nucleosides
    • Piper IM, MacLean DB, Kvarnström I, Szarek WA. Pictet-Spengler reaction of biogenic amines with carbohydrates. Synthesis of novel C-nucleosides. Can J Chem 1983; 61: 2721-28.
    • (1983) Can J Chem , vol.61 , pp. 2721-2728
    • Piper, I.M.1    Maclean, D.B.2    Kvarnström, I.3    Szarek, W.A.4
  • 198
    • 0030570866 scopus 로고    scopus 로고
    • Application of the Pictet-Spengler reaction in combinatorial chemistry
    • Mayer JP, Davis DP, Zhang J, et al. Application of the Pictet-Spengler reaction in combinatorial chemistry. Tetrahedron Lett 1996; 37: 5633-6.
    • (1996) Tetrahedron Lett , vol.37 , pp. 5633-5636
    • Mayer, J.P.1    Davis, D.P.2    Zhang, J.3
  • 199
    • 80051560774 scopus 로고    scopus 로고
    • Traceless synthesis of diketopiperazine fused tetrahydro-β-carbolines on soluble polymer support
    • Chanda K, Chou CT, Laj JJ, Lin SF, Yellol GS, Sun CM. Traceless synthesis of diketopiperazine fused tetrahydro-β-carbolines on soluble polymer support. Mol Divers 2011; 15: 569-81.
    • (2011) Mol Divers , vol.15 , pp. 569-581
    • Chanda, K.1    Chou, C.T.2    Laj, J.J.3    Lin, S.F.4    Yellol, G.S.5    Sun, C.M.6
  • 200
    • 9644275534 scopus 로고    scopus 로고
    • Microwave accelerated Pictet-Spengler reactions of tryptophan with ketones directed toward the preparation of 1,1-disubstituted indole alkaloids
    • Kuo F-M, Tseng M-C, Yen Y-H, Chu Y-H. Microwave accelerated Pictet-Spengler reactions of tryptophan with ketones directed toward the preparation of 1,1-disubstituted indole alkaloids. Tetrahedron 2004; 60: 12075-84.
    • (2004) Tetrahedron , vol.60 , pp. 12075-12084
    • Kuo, F.-M.1    Tseng, M.-C.2    Yen, Y.-H.3    Chu, Y.-H.4
  • 201
    • 67949105154 scopus 로고    scopus 로고
    • α-Trifluoro-methyl-β-aryl enamines in the synthesis of trifluoromethylated heterocycles by the Fischer and Pictet-Spengler reactions
    • Muzalevsky VM, Nenajdenko VG, Shastin AV, Balenkova ES, Haufe G. α-Trifluoro-methyl-β-aryl enamines in the synthesis of trifluoromethylated heterocycles by the Fischer and Pictet-Spengler reactions. Tetrahedron 2009; 65: 7553-61.
    • (2009) Tetrahedron , vol.65 , pp. 7553-7561
    • Muzalevsky, V.M.1    Nenajdenko, V.G.2    Shastin, A.V.3    Balenkova, E.S.4    Haufe, G.5
  • 202
    • 77955423257 scopus 로고    scopus 로고
    • Synthesis of β-carboline from aldehydes and ketones via the α-siloxy α, β-unsaturated esters
    • He S, Lai Z, Yang DX, et al. Synthesis of β-carboline from aldehydes and ketones via the α-siloxy α, β-unsaturated esters. Tetrahedron Lett 2010; 51: 4361-4.
    • (2010) Tetrahedron Lett , vol.51 , pp. 4361-4364
    • He, S.1    Lai, Z.2    Yang, D.X.3
  • 203
    • 0025932384 scopus 로고
    • Chiral acetylenic sulfoxide in alkaloid synthesis. Total synthesis of (R)-(+)-carnegine
    • Lee AW, Chan WH, Lee Y-K. Chiral acetylenic sulfoxide in alkaloid synthesis. Total synthesis of (R)-(+)-carnegine. Tetrahedron Lett 1991; 32: 6861-4.
    • (1991) Tetrahedron Lett , vol.32 , pp. 6861-6864
    • Lee, A.W.1    Chan, W.H.2    Lee, Y.-K.3
  • 205
    • 33646428920 scopus 로고    scopus 로고
    • Analytical characterization of the routes by thermolitic decarboxylation from tryptophan to tryptamine using ketone catalyst, resulting in tetrahydro--carboline formation
    • Brandt SD, Mansell D, Freeman S, Fleet IA, Alder JF. Analytical characterization of the routes by thermolitic decarboxylation from tryptophan to tryptamine using ketone catalyst, resulting in tetrahydro--carboline formation. J Pharm Biomed Anal 2006; 41: 872-82.
    • (2006) J Pharm Biomed Anal , vol.41 , pp. 872-882
    • Brandt, S.D.1    Mansell, D.2    Freeman, S.3    Fleet, I.A.4    Alder, J.F.5
  • 206
    • 0027199707 scopus 로고
    • Stereospecific Pictet-Spengler reaction: Synthesis of cis-(+) 1-(S)-aminoindoloquinolizidine from a pure-(S)-aminoaldehyde derived from L-glutamic acid
    • Melnyk P, Ducot P, Thai C. Stereospecific Pictet-Spengler reaction: synthesis of cis-(+) 1-(S)-aminoindoloquinolizidine from a pure-(S)-aminoaldehyde derived from L-glutamic acid. Tetrahedron 1993; 49: 8589-96.
    • (1993) Tetrahedron , vol.49 , pp. 8589-8596
    • Melnyk, P.1    Ducot, P.2    Thai, C.3
  • 207
    • 0028145369 scopus 로고
    • Asymmetric steering of the Pictet-Spengler reaction by means of amino acid esters as chiral auxiliary groups
    • Waldmann H, Schmidt G, Jansen M, Geb J. Asymmetric steering of the Pictet-Spengler reaction by means of amino acid esters as chiral auxiliary groups. Tetrahedron 1994; 50: 11865-84.
    • (1994) Tetrahedron , vol.50 , pp. 11865-11884
    • Waldmann, H.1    Schmidt, G.2    Jansen, M.3    Geb, J.4
  • 208
    • 0028308321 scopus 로고
    • Stereospecific reduction of a-ketonitrile: Formation of a single indolic-hydroxynitrile from a mixture of tautomers and diastereoisomers
    • Bailey PD, Hollinshead SP, Moore MH, Morgan KM, Smith DI, Vernon JM. Stereospecific reduction of a-ketonitrile: formation of a single indolic-hydroxynitrile from a mixture of tautomers and diastereoisomers. Tetrahedron Lett 1994; 35: 3585-6.
    • (1994) Tetrahedron Lett , vol.35 , pp. 3585-3586
    • Bailey, P.D.1    Hollinshead, S.P.2    Moore, M.H.3    Morgan, K.M.4    Smith, D.I.5    Vernon, J.M.6
  • 209
    • 0029056250 scopus 로고
    • A successful acid promoted asymmetric Pictet-Spengler reaction of Na-BOC protected tryptophans. Effect of the BOC group on reactivity and stereoselectivity
    • Zhang P, Cook JM. A successful acid promoted asymmetric Pictet-Spengler reaction of Na-BOC protected tryptophans. Effect of the BOC group on reactivity and stereoselectivity. Tetrahedron Lett 1995; 36: 6999-7002.
    • (1995) Tetrahedron Lett , vol.36 , pp. 6999-7002
    • Zhang, P.1    Cook, J.M.2
  • 211
    • 0022412603 scopus 로고
    • Reaktionen an indolderivaten, LIII. Enantioselektive totalsynthese von (+)-geissoschizin und (-)-geissoschizol
    • Bohlmann C, Bohlmann R, Rivera EG, Vogel C, Manandhar MD, Winterfeldt E. Reaktionen an indolderivaten, LIII. Enantioselektive totalsynthese von (+)-geissoschizin und (-)-geissoschizol. Liebigs Ann Chem 1985; 1752-63.
    • (1985) Liebigs Ann Chem , pp. 1752-1763
    • Bohlmann, C.1    Bohlmann, R.2    Rivera, E.G.3    Vogel, C.4    Manandhar, M.D.5    Winterfeldt, E.6
  • 212
    • 0025904552 scopus 로고
    • Asymmetric Pictet-Spengler synthesis of tetrahydroisoquinolines. An enantioselective synthesis of (-)-laudanosine
    • Comins DL, Badawi MM. Asymmetric Pictet-Spengler synthesis of tetrahydroisoquinolines. An enantioselective synthesis of (-)-laudanosine. Tetrahedron Lett 1991; 32: 2995-6.
    • (1991) Tetrahedron Lett , vol.32 , pp. 2995-2996
    • Comins, D.L.1    Badawi, M.M.2
  • 213
    • 0026051825 scopus 로고
    • Addition of chiral nucleophiles to pyridine compounds: Total synthesis of (-)-isovallesiachotamine and (+)-vallesiachotamine
    • Amann R, Spitzner D. Addition of chiral nucleophiles to pyridine compounds: total synthesis of (-)-isovallesiachotamine and (+)-vallesiachotamine. Angew Chem Int Ed 1991; 30: 1320-1.
    • (1991) Angew Chem Int Ed , vol.30 , pp. 1320-1321
    • Amann, R.1    Spitzner, D.2
  • 214
    • 0028145369 scopus 로고
    • Asymmetric steering of the Pictet-Spengler reaction by means of amino acid esters as chiral auxiliary groups
    • Waldmann H, Schmidt G, Jansen M, Geb J. Asymmetric steering of the Pictet-Spengler reaction by means of amino acid esters as chiral auxiliary groups. Tetrahedron 1994; 11: 11865-84.
    • (1994) Tetrahedron , vol.11 , pp. 11865-11884
    • Waldmann, H.1    Schmidt, G.2    Jansen, M.3    Geb, J.4
  • 215
    • 33748220810 scopus 로고
    • Asymmetric Pictet-Spengler reactions employing N, N-phthaloyl amino acids as chiral auxiliary group
    • Schmidt G, Waldmann H, Henke H, Burkard M. Asymmetric Pictet-Spengler reactions employing N, N-phthaloyl amino acids as chiral auxiliary group. Angew Chem Int Ed 1995; 34: 2402-3.
    • (1995) Angew Chem Int Ed , vol.34 , pp. 2402-2403
    • Schmidt, G.1    Waldmann, H.2    Henke, H.3    Burkard, M.4
  • 216
    • 0013162741 scopus 로고    scopus 로고
    • Asymmetric control in the Pictet-Spengler reaction by means of N-protected amino acids as chiral auxiliary groups
    • Schmidt G, Waldmann H, Henke H, Burkard M. Asymmetric control in the Pictet-Spengler reaction by means of N-protected amino acids as chiral auxiliary groups. Chem Eur J 1996; 2: 1566-71.
    • (1996) Chem Eur J , vol.2 , pp. 1566-1571
    • Schmidt, G.1    Waldmann, H.2    Henke, H.3    Burkard, M.4
  • 217
    • 0000783585 scopus 로고    scopus 로고
    • Asymmetric Pictet-Spengler reaction using-methylbenzylamine as a chiral auxiliary group
    • Soe T, Kawate T, Fukui N, Hino T, Nagakawa M. Asymmetric Pictet-Spengler reaction using-methylbenzylamine as a chiral auxiliary group. Heterocycles 1996; 42: 347-58.
    • (1996) Heterocycles , vol.42 , pp. 347-358
    • Soe, T.1    Kawate, T.2    Fukui, N.3    Hino, T.4    Nagakawa, M.5
  • 218
    • 0033117426 scopus 로고    scopus 로고
    • Chiral auxiliary approach to the asymmetric Pictet-Spengler reaction of tryptamines
    • Kawate T, Yamanaka M, Nagakawa M. Chiral auxiliary approach to the asymmetric Pictet-Spengler reaction of tryptamines. Heterocycles 1999; 50: 1033-9.
    • (1999) Heterocycles , vol.50 , pp. 1033-1039
    • Kawate, T.1    Yamanaka, M.2    Nagakawa, M.3
  • 219
    • 0037449666 scopus 로고    scopus 로고
    • An efficient synthetic approach to optically active-carboline derivatives via Pictet-Spengler reaction promoted by trimethylchlorosilane
    • Tsuji R, Nakagawa M, Nishida A. An efficient synthetic approach to optically active-carboline derivatives via Pictet-Spengler reaction promoted by trimethylchlorosilane. Tetrahedron: Asymmetry 2003; 14: 177-80.
    • (2003) Tetrahedron: Asymmetry , vol.14 , pp. 177-180
    • Tsuji, R.1    Nakagawa, M.2    Nishida, A.3
  • 220
    • 0000219741 scopus 로고    scopus 로고
    • Enantiopure tetrahydro-β-carbolines via Pictet-Spengler reaction with N-sulfinyl triptamines
    • Gremmen C, Willemse B, Wanner MJ, Koomen GJ. Enantiopure tetrahydro-β-carbolines via Pictet-Spengler reaction with N-sulfinyl triptamines. Org Lett 2000; 2: 1955-8.
    • (2000) Org Lett , vol.2 , pp. 1955-1958
    • Gremmen, C.1    Willemse, B.2    Wanner, M.J.3    Koomen, G.J.4
  • 221
    • 0035842128 scopus 로고    scopus 로고
    • Enantiopure tetrahydroisoquinolines via N-sulfinyl Pictet-Spengler reactions
    • Gremmen C, Wanner MJ, Koomen GJ. Enantiopure tetrahydroisoquinolines via N-sulfinyl Pictet-Spengler reactions. Tetrahedron Lett 2001; 42: 8885-8.
    • (2001) Tetrahedron Lett , vol.42 , pp. 8885-8888
    • Gremmen, C.1    Wanner, M.J.2    Koomen, G.J.3
  • 222
    • 0033523248 scopus 로고    scopus 로고
    • General approach for the synthesis of ajmaline/sarpagine indole alkaloids: Enantiospecific total synthesis of (+)-ajmaline, alkaloid G, and norsuaveoline via the asymmetric Pictet-Spengler reaction
    • Li J, Wang T, Yu P, et al. General approach for the synthesis of ajmaline/sarpagine indole alkaloids: enantiospecific total synthesis of (+)-ajmaline, alkaloid G, and norsuaveoline via the asymmetric Pictet-Spengler reaction. J Am Chem Soc 1999; 121: 6998-7010.
    • (1999) J am Chem Soc , vol.121 , pp. 6998-7010
    • Li, J.1    Wang, T.2    Yu, P.3
  • 223
    • 0037015424 scopus 로고    scopus 로고
    • Regiospecific, enantiospecific total synthesis of the alkoxy substituted indole bases, 16-epi-Namethylgardneral, 11-methoxyaffinisine, and 11-methoxymacroline as well as the indole alkaloids alstophylline and macralstonine
    • Liu X, Deschamp JR, Cook JM. Regiospecific, enantiospecific total synthesis of the alkoxy substituted indole bases, 16-epi-Namethylgardneral, 11-methoxyaffinisine, and 11-methoxymacroline as well as the indole alkaloids alstophylline and macralstonine. Org Lett 2002; 4: 3339-42.
    • (2002) Org Lett , vol.4 , pp. 3339-3342
    • Liu, X.1    Deschamp, J.R.2    Cook, J.M.3
  • 224
    • 51449088440 scopus 로고    scopus 로고
    • Discovery of a new class of inhibitors of Mycobacterium tubercolosis protein tyrosine phosphatase B by biologyoriented synthesis
    • Nören-Müller A, Wilk W, Saxena K, Schawlbe H, Kaiser M, Waldmann H. Discovery of a new class of inhibitors of Mycobacterium tubercolosis protein tyrosine phosphatase B by biologyoriented synthesis. Angew Chem Int Ed 2008; 47: 5973-7.
    • (2008) Angew Chem Int Ed , vol.47 , pp. 5973-5977
    • Nören-Müller, A.1    Wilk, W.2    Saxena, K.3    Schawlbe, H.4    Kaiser, M.5    Waldmann, H.6
  • 225
    • 84885407251 scopus 로고    scopus 로고
    • Discovery of Mycobacterium tubercolosis protein tyrosine phosphatase B (PtpB) inhibitors from natural products
    • Mascarello A, Mori M, Chiaradia-Delatorre LD, et al. Discovery of Mycobacterium tubercolosis protein tyrosine phosphatase B (PtpB) inhibitors from natural products. PloS One 2013; 8: e77081.
    • (2013) Plos One , vol.8
    • Mascarello, A.1    Mori, M.2    Chiaradia-Delatorre, L.D.3
  • 226
    • 0000489863 scopus 로고    scopus 로고
    • Chiral Lewis acid-mediated enantioselective Pictet-Spengler reaction of Nb-hydroxytryptamine with aldehydes
    • Yamada H, Kawate T, Matsumizu M, Nishida A, Yamaguchi K, Nakagawa M. Chiral Lewis acid-mediated enantioselective Pictet-Spengler reaction of Nb-hydroxytryptamine with aldehydes. J Org Chem 1998; 63: 6348-54.
    • (1998) J Org Chem , vol.63 , pp. 6348-6354
    • Yamada, H.1    Kawate, T.2    Matsumizu, M.3    Nishida, A.4    Yamaguchi, K.5    Nakagawa, M.6
  • 227
    • 0037023824 scopus 로고    scopus 로고
    • Pictet-Spengler reaction of nitrones and imines catalyzed by Yb(OTf)3-TMSCl
    • Tsuji R, Yamanaka M, Nishida A, Nakagawa, M. Pictet-Spengler reaction of nitrones and imines catalyzed by Yb(OTf)3-TMSCl. Chem Lett 2002; 31: 428-9.
    • (2002) Chem Lett , vol.31 , pp. 428-429
    • Tsuji, R.1    Yamanaka, M.2    Nishida, A.3    Nakagawa, M.4
  • 228
    • 22844437094 scopus 로고    scopus 로고
    • Catalytic Pictet-Spengler reactions using Yb(OTf)3
    • Manabe K, Nobutou D, Kobayashi S. Catalytic Pictet-Spengler reactions using Yb(OTf)3. Bioorg Med Chem 2005; 13: 5154-8.
    • (2005) Bioorg Med Chem , vol.13 , pp. 5154-5158
    • Manabe, K.1    Nobutou, D.2    Kobayashi, S.3
  • 230
    • 4344713238 scopus 로고    scopus 로고
    • Highly enantioselective catalytic acyl Pictet-Spengler reactions
    • Taylor MS, Jacobsen EN. Highly enantioselective catalytic acyl Pictet-Spengler reactions. J Am Chem Soc 2004; 126: 10558-9.
    • (2004) J am Chem Soc , vol.126 , pp. 10558-10559
    • Taylor, M.S.1    Jacobsen, E.N.2
  • 231
    • 35948942795 scopus 로고    scopus 로고
    • Enantioselective Pictet-Spengler type cyclizations of hydroxylactams: H-bond donor catalysis by anion binding
    • Raheem IT, Thiara PS, Peterson EA, Jacobsen EN. Enantioselective Pictet-Spengler type cyclizations of hydroxylactams: H-bond donor catalysis by anion binding. J Am Chem Soc 2007; 129: 13404-5.
    • (2007) J am Chem Soc , vol.129 , pp. 13404-13405
    • Raheem, I.T.1    Thiara, P.S.2    Peterson, E.A.3    Jacobsen, E.N.4
  • 232
    • 0142072631 scopus 로고    scopus 로고
    • Enantioselective Michael reaction of malonates to nitroolefins catalyzed by bifunctional organocatalysts
    • Okini T, Hoashi Y, Takemoto Y. Enantioselective Michael reaction of malonates to nitroolefins catalyzed by bifunctional organocatalysts. J Am Chem Soc 2003; 125: 12672-3.
    • (2003) J am Chem Soc , vol.125 , pp. 12672-12673
    • Okini, T.1    Hoashi, Y.2    Takemoto, Y.3
  • 233
    • 19544393388 scopus 로고    scopus 로고
    • Highly enantioselective conjugate addition of nitromethane to chalcones using bifunctional Cinchona organocatalysts
    • Vakulya B, Varga S, Csámpai A, Soós T. Highly enantioselective conjugate addition of nitromethane to chalcones using bifunctional Cinchona organocatalysts. Org Lett 2005; 7: 1967-9.
    • (2005) Org Lett , vol.7 , pp. 1967-1969
    • Vakulya, B.1    Varga, S.2    Csámpai, A.3    Soós, T.4
  • 235
    • 62749185586 scopus 로고    scopus 로고
    • Weak Brønsted acid-thiourea cocatalysis: Enantioselective, catalytic protio-Pictet Spengler Reactions
    • Klausen RS, Jacobsen EN. Weak Brønsted acid-thiourea cocatalysis: enantioselective, catalytic protio-Pictet Spengler Reactions. Org Lett 2009; 11: 887-90.
    • (2009) Org Lett , vol.11 , pp. 887-890
    • Klausen, R.S.1    Jacobsen, E.N.2
  • 236
    • 80054683835 scopus 로고    scopus 로고
    • Thiourea-catalyzed enantioselective iso-Pictet-Spengler reactions
    • Lee Y, Klausen RS, Jacobsen EN. Thiourea-catalyzed enantioselective iso-Pictet-Spengler reactions. Org Lett 2011; 13: 5564-7.
    • (2011) Org Lett , vol.13 , pp. 5564-5567
    • Lee, Y.1    Klausen, R.S.2    Jacobsen, E.N.3
  • 237
    • 84870014759 scopus 로고    scopus 로고
    • Total synthesis of mitragynine, paynantheine and specyogenine via an enantioselective thiourea-catalysed Pictet-Spengler reaction
    • Kerschgens IP, Claveau E, Wanner MJ, Ingemann S, van Maarseveen JH, Hiemstra H. Total synthesis of mitragynine, paynantheine and specyogenine via an enantioselective thiourea-catalysed Pictet-Spengler reaction. Chem Commun 2012; 48: 12243-5.
    • (2012) Chem Commun , vol.48 , pp. 12243-12245
    • Kerschgens, I.P.1    Claveau, E.2    Wanner, M.J.3    Ingemann, S.4    Van Maarseveen, J.H.5    Hiemstra, H.6
  • 238
    • 1342268984 scopus 로고    scopus 로고
    • Enantioselective aza-Henry reaction catalized by a bifunctional organocatalyst
    • Okino T, Nakamura S, Furukawa T, Takemoto Y. Enantioselective aza-Henry reaction catalized by a bifunctional organocatalyst. Org Lett 2004; 4: 625-7.
    • (2004) Org Lett , vol.4 , pp. 625-627
    • Okino, T.1    Nakamura, S.2    Furukawa, T.3    Takemoto, Y.4
  • 239
  • 240
    • 2342570203 scopus 로고    scopus 로고
    • Enantioselective Mannich-type reaction catalyzed by a chiral Brønsted acid
    • Akiyama T, Itoh J, Yokota K, Fuchibe K. Enantioselective Mannich-type reaction catalyzed by a chiral Brønsted acid. Angew Chem Int Ed 2004; 43: 1566-8.
    • (2004) Angew Chem Int Ed , vol.43 , pp. 1566-1568
    • Akiyama, T.1    Itoh, J.2    Yokota, K.3    Fuchibe, K.4
  • 241
    • 2342521907 scopus 로고    scopus 로고
    • Chiral Brønsted acid-catalyzed direct Mannich reactions via electrophile activation
    • Uraguchi T, Terada M. Chiral Brønsted acid-catalyzed direct Mannich reactions via electrophile activation. J Am Chem Soc 2004; 126: 5356-7.
    • (2004) J am Chem Soc , vol.126 , pp. 5356-5357
    • Uraguchi, T.1    Terada, M.2
  • 243
    • 33746272976 scopus 로고    scopus 로고
    • Chiral phosphoric acids: Powerful organocatalysts for asymmetric addition reactions to imines
    • Connon SJ. Chiral phosphoric acids: powerful organocatalysts for asymmetric addition reactions to imines. Angew Chem Int Ed 2006; 45: 3909-12.
    • (2006) Angew Chem Int Ed , vol.45 , pp. 3909-3912
    • Connon, S.J.1
  • 247
    • 78049498158 scopus 로고    scopus 로고
    • Direct enantioselective Brönsted acid catalyzed N-acyliminium cyclization cascade of tryptamines and ketoacids
    • Holloway CA, Muratore ME, Storer RI, Dixon DJ. Direct enantioselective Brönsted acid catalyzed N-acyliminium cyclization cascade of tryptamines and ketoacids. Org Lett 2010; 12: 4720-3.
    • (2010) Org Lett , vol.12 , pp. 4720-4723
    • Holloway, C.A.1    Muratore, M.E.2    Storer, R.I.3    Dixon, D.J.4
  • 249
    • 80055088174 scopus 로고    scopus 로고
    • Total synthesis of (+)-yohimbine via an enantioselective organocatalytic Pictet-Spengler reaction
    • Herlé B, Wanner MJ, den Maarseveen JH, Hiemstra H. Total synthesis of (+)-yohimbine via an enantioselective organocatalytic Pictet-Spengler reaction. J Org Chem 2011; 76: 8907-12.
    • (2011) J Org Chem , vol.76 , pp. 8907-8912
    • Herlé, B.1    Wanner, M.J.2    Den Maarseveen, J.H.3    Hiemstra, H.4
  • 250
    • 79955443470 scopus 로고    scopus 로고
    • An easy entry to optically active spiroindolinones: Chiral Brønsted acid-catalysed Pictet-Spengler reactions of isatins
    • Duce S, Pesciaioli F, Gramigna L, et al. An easy entry to optically active spiroindolinones: chiral Brønsted acid-catalysed Pictet-Spengler reactions of isatins. Adv Synth Catal 2011; 353: 860-4.
    • (2011) Adv Synth Catal , vol.353 , pp. 860-864
    • Duce, S.1    Pesciaioli, F.2    Gramigna, L.3
  • 251
    • 78650359625 scopus 로고    scopus 로고
    • SPINOL-derived phosphoric acids: Synthesis and application in enantioselective Friedel-Crafts reaction of indoles with imines
    • Xu F, Huang D, Han C, Shen W, Lin X, Wang Y. SPINOL-derived phosphoric acids: synthesis and application in enantioselective Friedel-Crafts reaction of indoles with imines. J Org Chem 2010; 75: 8677-80.
    • (2010) J Org Chem , vol.75 , pp. 8677-8680
    • Xu, F.1    Huang, D.2    Han, C.3    Shen, W.4    Lin, X.5    Wang, Y.6
  • 252
    • 84863230357 scopus 로고    scopus 로고
    • Highly enantioselective Pictet-Spengler reaction catalyzed by SPINOL phosphoric acids
    • Huang D, Xu F, Lin X, Wuang Y. Highly enantioselective Pictet-Spengler reaction catalyzed by SPINOL phosphoric acids. Chem Eur J 2012; 18: 3148-52.
    • (2012) Chem Eur J , vol.18 , pp. 3148-3152
    • Huang, D.1    Xu, F.2    Lin, X.3    Wuang, Y.4
  • 253
    • 84859798736 scopus 로고    scopus 로고
    • Microwave assisted total synthesis of langutorine
    • Flink H, Jokela R. Microwave assisted total synthesis of langutorine. Tetrahedron 2012; 68: 3811-4.
    • (2012) Tetrahedron , vol.68 , pp. 3811-3814
    • Flink, H.1    Jokela, R.2
  • 255
    • 0037347592 scopus 로고    scopus 로고
    • A facile synthesis of 1, 1-disubstituted 1, 2, 3, 4-tetrahydro--carbolines via trifluoroacetic acid catalyzed Pictet-Spengler reaction using titanium (IV) isopropoxide as an imination reagent
    • Horiguchi Y, Nakamura M, Kida A, Komada H, Saitoh T, Sano T. A facile synthesis of 1, 1-disubstituted 1, 2, 3, 4-tetrahydro--carbolines via trifluoroacetic acid catalyzed Pictet-Spengler reaction using titanium (IV) isopropoxide as an imination reagent. Heterocycles 2003; 59: 691-705.
    • (2003) Heterocycles , vol.59 , pp. 691-705
    • Horiguchi, Y.1    Nakamura, M.2    Kida, A.3    Komada, H.4    Saitoh, T.5    Sano, T.6
  • 257
    • 72149126855 scopus 로고    scopus 로고
    • Novel synthesis of tetrahydro-β-carbolines and tetrahydroisoquinolines via three-component reaction using hexagonally ordered mesoporous AISBA-15 catalysts
    • Vinu A, Kalita P, Samie L, Chari AM, Pal R, Subba Reddy BV. Novel synthesis of tetrahydro-β-carbolines and tetrahydroisoquinolines via three-component reaction using hexagonally ordered mesoporous AISBA-15 catalysts. Tetrahedron Lett 2010; 51: 702-6.
    • (2010) Tetrahedron Lett , vol.51 , pp. 702-706
    • Vinu, A.1    Kalita, P.2    Samie, L.3    Chari, A.M.4    Pal, R.5    Subba Reddy, B.V.6
  • 258
    • 77950929834 scopus 로고    scopus 로고
    • Pictet-Spengler condensation reactions catalyzed by a recyclable H+-montmorillonite as a heterogeneous Brønsted acid
    • Wang YF, Song ZB, Chen CX, Peng JS. Pictet-Spengler condensation reactions catalyzed by a recyclable H+-montmorillonite as a heterogeneous Brønsted acid. Sci China Chem 2010; 53: 562-8.
    • (2010) Sci China Chem , vol.53 , pp. 562-568
    • Wang, Y.F.1    Song, Z.B.2    Chen, C.X.3    Peng, J.S.4
  • 259
    • 79952150572 scopus 로고    scopus 로고
    • Pictet-Spengler Reaction using ion-exchange resin as a catalyst and support for ‘catch and release’ purification
    • Izumi M, Kido T, Murakami M, Nakajima S, Ganesan A. Pictet-Spengler Reaction using ion-exchange resin as a catalyst and support for ‘catch and release’ purification. Biosci Biotechnol Biochem 2011; 75: 391-2.
    • (2011) Biosci Biotechnol Biochem , vol.75 , pp. 391-392
    • Izumi, M.1    Kido, T.2    Murakami, M.3    Nakajima, S.4    Ganesan, A.5
  • 260
    • 62649161780 scopus 로고    scopus 로고
    • Identification of a chemical probe for NAADP by virtual screening
    • Naylor E, Arredouani A, Vasudevan SR, et al. Identification of a chemical probe for NAADP by virtual screening. Nat Chem Biol 2009; 5: 220-6.
    • (2009) Nat Chem Biol , vol.5 , pp. 220-226
    • Naylor, E.1    Arredouani, A.2    Vasudevan, S.R.3
  • 261
    • 71749118608 scopus 로고    scopus 로고
    • Analogous of the nicotinic acid adenine dinucleotide phosphate (NAADP) antagonist Ned-19 indicate two binding sites on the NAADP receptor
    • Rosen D, Lewis AM, Mizote A, et al. Analogous of the nicotinic acid adenine dinucleotide phosphate (NAADP) antagonist Ned-19 indicate two binding sites on the NAADP receptor. J Biol Chem 2009; 284: 34930-4.
    • (2009) J Biol Chem , vol.284 , pp. 34930-34934
    • Rosen, D.1    Lewis, A.M.2    Mizote, A.3
  • 262
    • 33645030406 scopus 로고    scopus 로고
    • Development of the Pictet-Spengler reaction catalyzed by AuCl3/AgOTf
    • Youn SW. Development of the Pictet-Spengler reaction catalyzed by AuCl3/AgOTf. J Org Chem 2006; 71: 2521-3.
    • (2006) J Org Chem , vol.71 , pp. 2521-2523
    • Youn, S.W.1
  • 263
    • 61349200089 scopus 로고    scopus 로고
    • Calcium-catalyzed Pictet-Spengler reactions
    • Vanden Eynden MJ, Stambuli JP. Calcium-catalyzed Pictet-Spengler reactions. Org Lett 2008; 10: 5289-91.
    • (2008) Org Lett , vol.10 , pp. 5289-5291
    • Vanden Eynden, M.J.1    Stambuli, J.P.2
  • 264
    • 78650352896 scopus 로고    scopus 로고
    • Calcium promoted Pictet-Spengler reactions of ketones and aldehydes
    • Vanden Eynden MJ, Kunchithapatham K, Stambuli JP. Calcium promoted Pictet-Spengler reactions of ketones and aldehydes. J Org Chem 2010; 75: 8542-9.
    • (2010) J Org Chem , vol.75 , pp. 8542-8549
    • Vanden Eynden, M.J.1    Kunchithapatham, K.2    Stambuli, J.P.3
  • 265
    • 0035797014 scopus 로고    scopus 로고
    • Diethyl oxomalonates: A three carbon synthon for synthesis of functionalized 1, 1’-disubstituted tetrahydroisoquinolines.
    • Bois-Chousy M, Cadel S, De Paolis M, Zhu JP. Diethyl oxomalonates: a three carbon synthon for synthesis of functionalized 1, 1’-disubstituted tetrahydroisoquinolines. Tetrahedron Lett 2001; 42: 4503-6.
    • (2001) Tetrahedron Lett , vol.42 , pp. 4503-4506
    • Bois-Chousy, M.1    Cadel, S.2    De Paolis, M.3    Zhu, J.P.4
  • 266
    • 34250769398 scopus 로고    scopus 로고
    • Direct sp3 C-H bond activation adjacent to nitrogen in heterocycles
    • Campos KR. Direct sp3 C-H bond activation adjacent to nitrogen in heterocycles. Chem Soc Rev 2007; 36: 1069-84.
    • (2007) Chem Soc Rev , vol.36 , pp. 1069-1084
    • Campos, K.R.1
  • 267
    • 84858079549 scopus 로고    scopus 로고
    • C1-Substituted N-alkyl tetrahydroisoquinoline derivatives through V-catalyzed oxidative coupling
    • Jones KM, Karier P, Klussmann M. C1-Substituted N-alkyl tetrahydroisoquinoline derivatives through V-catalyzed oxidative coupling. Chem Cat Chem 2012; 4: 51-4.
    • (2012) Chem Cat Chem , vol.4 , pp. 51-54
    • Jones, K.M.1    Karier, P.2    Klussmann, M.3
  • 268
    • 53549087829 scopus 로고    scopus 로고
    • Asymmetric hydrogenation of cyclic imines with an ionic Cp*Rh(III) catalyst
    • Li C, Xiao J. Asymmetric hydrogenation of cyclic imines with an ionic Cp*Rh(III) catalyst. J Am Chem Soc 2008; 130: 13208-9.
    • (2008) J am Chem Soc , vol.130 , pp. 13208-13209
    • Li, C.1    Xiao, J.2
  • 269
    • 80155211239 scopus 로고    scopus 로고
    • A highly efficient and enantioselective access to tetrahydroisoquinoline alkaloids: Asymmetric hydrogenation with an iridium catalyst
    • Chang M, Li W, Zhang X. A highly efficient and enantioselective access to tetrahydroisoquinoline alkaloids: asymmetric hydrogenation with an iridium catalyst. Angew Chem Int Ed 2011; 50: 10678-81.
    • (2011) Angew Chem Int Ed , vol.50 , pp. 10678-10681
    • Chang, M.1    Li, W.2    Zhang, X.3
  • 270
    • 84863627511 scopus 로고    scopus 로고
    • Enantioselective synthesis of 1-aryltetrahydroisoquinolines through iridium catalyzed asymmetric hydrogenation
    • Berhal F, Wu Z, Zhang Z, Ayad T, Ratovelomanana-Vidal V. Enantioselective synthesis of 1-aryltetrahydroisoquinolines through iridium catalyzed asymmetric hydrogenation. Org Lett 2012; 14: 3308-11.
    • (2012) Org Lett , vol.14 , pp. 3308-3311
    • Berhal, F.1    Wu, Z.2    Zhang, Z.3    Ayad, T.4    Ratovelomanana-Vidal, V.5
  • 271
    • 0027717451 scopus 로고
    • New strategies for enantioselective syntheses of 1-alkyl-and 1, 4-alkyl-1, 2, 3, 4-tetrahydroisoquinolines: Diastereoselective additions of nucleophiles and electrophile to isoquinoline mediated by an easily resolved and recycled chiral transition metal auxiliary
    • Richter-Addo GB, Knight DA, Dewey MA, Arif AM, Gladisz JA. New strategies for enantioselective syntheses of 1-alkyl-and 1, 4-alkyl-1, 2, 3, 4-tetrahydroisoquinolines: diastereoselective additions of nucleophiles and electrophile to isoquinoline mediated by an easily resolved and recycled chiral transition metal auxiliary. J Am Chem Soc 1993; 115: 11863-73.
    • (1993) J am Chem Soc , vol.115 , pp. 11863-11873
    • Richter-Addo, G.B.1    Knight, D.A.2    Dewey, M.A.3    Arif, A.M.4    Gladisz, J.A.5
  • 272
    • 69249092514 scopus 로고    scopus 로고
    • Chiral Brønsted acid catalyzed Friedel-Crafts alkylation reactions
    • You S-L, Cai Q, Zeng M. Chiral Brønsted acid catalyzed Friedel-Crafts alkylation reactions. Chem Soc Rev 2009; 38: 2190-201.
    • (2009) Chem Soc Rev , vol.38 , pp. 2190-2201
    • You, S.-L.1    Cai, Q.2    Zeng, M.3
  • 273
    • 84862074074 scopus 로고    scopus 로고
    • Enantioselective synthesis of tetrahydroisoquinolines via iridium-catalyzed intramolecular Friedel-Craftstype allylic alkylation of phenols
    • Xu QL, Dai LX, You SL. Enantioselective synthesis of tetrahydroisoquinolines via iridium-catalyzed intramolecular Friedel-Craftstype allylic alkylation of phenols. Org Lett 2012; 14: 2579-81.
    • (2012) Org Lett , vol.14 , pp. 2579-2581
    • Xu, Q.L.1    Dai, L.X.2    You, S.L.3
  • 274
    • 84879211490 scopus 로고    scopus 로고
    • A novel Lewis acid catalyzed [3 + 3]-annulation strategy for the syntheses of tetrahydro-β-carbolines and tetrahydroisoquinolines
    • Wang S, Chai Z, Zhou S, Wang S, Zhu X, Wei Y. A novel Lewis acid catalyzed [3 + 3]-annulation strategy for the syntheses of tetrahydro-β-carbolines and tetrahydroisoquinolines. Org Lett 2013; 15: 2628-31.
    • (2013) Org Lett , vol.15 , pp. 2628-2631
    • Wang, S.1    Chai, Z.2    Zhou, S.3    Wang, S.4    Zhu, X.5    Wei, Y.6
  • 275
    • 55549105103 scopus 로고    scopus 로고
    • Relay catalysis by a metal-complex/ Brønsted acid binary system in a tandem isomerization/carbon-carbon bond forming sequence
    • Sorimachi K, Terada M. Relay catalysis by a metal-complex/ Brønsted acid binary system in a tandem isomerization/carbon-carbon bond forming sequence. J Am Chem Soc 2008; 130: 14452-3.
    • (2008) J am Chem Soc , vol.130 , pp. 14452-14453
    • Sorimachi, K.1    Terada, M.2
  • 276
    • 79956115514 scopus 로고    scopus 로고
    • Synthesis of heterocycles through a rutenium-catalyzed tandem ring-closing metathesis/isomerization/ N-acyl-iminium cyclization sequence
    • Ascic E, Jensen JF, Nielsen TE. Synthesis of heterocycles through a rutenium-catalyzed tandem ring-closing metathesis/isomerization/ N-acyl-iminium cyclization sequence. Angew Chem Int Ed 2011; 50: 5188-91.
    • (2011) Angew Chem Int Ed , vol.50 , pp. 5188-5191
    • Ascic, E.1    Jensen, J.F.2    Nielsen, T.E.3
  • 277
    • 84857871582 scopus 로고    scopus 로고
    • Synthesis of tetrahydro--carbolines via isomerizationof N-allyltryptamines: A metal-catalyzed variation of the Pictet-Spengler theme
    • Ascic E, Hansen CL, Le Quement ST, Nielsen TE. Synthesis of tetrahydro--carbolines via isomerizationof N-allyltryptamines: a metal-catalyzed variation of the Pictet-Spengler theme. Chem Commun 2012; 48: 3345-7.
    • (2012) Chem Commun , vol.48 , pp. 3345-3347
    • Ascic, E.1    Hansen, C.L.2    Le Quement, S.T.3    Nielsen, T.E.4
  • 278
    • 0042379988 scopus 로고    scopus 로고
    • Asymmetric transition-metal-catalyzed allylic alkylations: Applications in total synthesis
    • Trost BM, Crawley M. Asymmetric transition-metal-catalyzed allylic alkylations: applications in total synthesis. Chem Rev 2003; 103: 2921-43.
    • (2003) Chem Rev , vol.103 , pp. 2921-2943
    • Trost, B.M.1    Crawley, M.2


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