메뉴 건너뛰기




Volumn 27, Issue 4, 2008, Pages 258-277

Synthesis of some unusual (1,2,4-oxadiazole)-linked hexenopyranosides and mannopyranosides

Author keywords

1,2,4 Oxadiazole based carbohydrate; Cu catalyst; Hexenopyranoside; Mannopyranoside; 3+2 Cycloaddition

Indexed keywords


EID: 46349100541     PISSN: 07328303     EISSN: 15322327     Source Type: Journal    
DOI: 10.1080/07328300802120901     Document Type: Article
Times cited : (2)

References (51)
  • 1
    • 84943404144 scopus 로고
    • 1,2,4-Oxadiazoles
    • 1st edn, Potts, K.T, Ed, Pergamon Press: Oxford
    • (a) Clapp, L.B. 1,2,4-Oxadiazoles. In Comprehensive Heterocyclic Chemistry, 1st edn.; Potts, K.T., Ed.; Pergamon Press: Oxford, 1984; Vol. 6, 365-392;
    • (1984) Comprehensive Heterocyclic Chemistry , vol.6 , pp. 365-392
    • Clapp, L.B.1
  • 2
    • 84944054159 scopus 로고    scopus 로고
    • 1,2,4-Oxadiazoles
    • 2nd edn, Katritzky, A.R, Rees, C.W, Scriven, E.F.V, Eds, Pergamon Press: Oxford
    • (b) Jochims, J.C. 1,2,4-Oxadiazoles. In Comprehensive Heterocyclic Chemistry, 2nd edn.; Katritzky, A.R., Rees, C.W., Scriven, E.F.V., Eds.; Pergamon Press: Oxford, 1996; Vol. 4, 179-228;
    • (1996) Comprehensive Heterocyclic Chemistry , vol.4 , pp. 179-228
    • Jochims, J.C.1
  • 3
    • 0003029939 scopus 로고
    • 1,2,4-Oxadiazoles
    • (c) Clapp, L.B. 1,2,4-Oxadiazoles. Adv. Heterocycl. Chem. 1976, 20, 65-116;
    • (1976) Adv. Heterocycl. Chem , vol.20 , pp. 65-116
    • Clapp, L.B.1
  • 4
    • 0034845936 scopus 로고    scopus 로고
    • Recent developments in the synthesis, chemistry and applications of the fully unsaturated 1,2,4-oxadiazoles
    • (d) Hemming, K. Recent developments in the synthesis, chemistry and applications of the fully unsaturated 1,2,4-oxadiazoles. J. Chem. Res. Synop. 2001, 209-216;
    • (2001) J. Chem. Res. Synop , pp. 209-216
    • Hemming, K.1
  • 5
    • 33645105721 scopus 로고    scopus 로고
    • Synthesis of 1,2,4-oxadiazoles
    • (e) Kayukova, L.A. Synthesis of 1,2,4-oxadiazoles. Pharm. Chem. J. 2005, 39, 539-547.
    • (2005) Pharm. Chem. J , vol.39 , pp. 539-547
    • Kayukova, L.A.1
  • 6
    • 0029046233 scopus 로고
    • Synthesis of 1,2,4-oxadiazole-derived, 1,3,4-oxadiazole- derived, and 1,2,4-triazole- derived dipeptidomimetics
    • (a) Borg, S.; Estenne-Boutohou, G.; Luthman, K.; Csoregh, I.; Hesselink, W.; Hacksell, U. Synthesis of 1,2,4-oxadiazole-derived, 1,3,4-oxadiazole- derived, and 1,2,4-triazole- derived dipeptidomimetics. J. Org. Chem. 1995, 60, 3112-3120;
    • (1995) J. Org. Chem , vol.60 , pp. 3112-3120
    • Borg, S.1    Estenne-Boutohou, G.2    Luthman, K.3    Csoregh, I.4    Hesselink, W.5    Hacksell, U.6
  • 7
    • 0032748596 scopus 로고    scopus 로고
    • Design, synthesis, and evaluation of Phe-Gly mimetics: Heterocyclic building blocks for pseudopeptides
    • (b) Borg, S.; Vollinga, R.C.; Labarre, M.; Payza, K.; Terenius, L.; Luthman, K. Design, synthesis, and evaluation of Phe-Gly mimetics: Heterocyclic building blocks for pseudopeptides. J. Med. Chem. 1999, 42, 4331-4342;
    • (1999) J. Med. Chem , vol.42 , pp. 4331-4342
    • Borg, S.1    Vollinga, R.C.2    Labarre, M.3    Payza, K.4    Terenius, L.5    Luthman, K.6
  • 8
    • 0029890341 scopus 로고    scopus 로고
    • Oxadiazoles as bioisosteric transformations of carboxylic functionalities. 2
    • (c) Andersen, K.E.; Lundt, B.F.; Jørgensen, A.S.; Braestrup, C. Oxadiazoles as bioisosteric transformations of carboxylic functionalities. 2. Eur J. Med. Chem. 1996, 31, 417-425;
    • (1996) Eur J. Med. Chem , vol.31 , pp. 417-425
    • Andersen, K.E.1    Lundt, B.F.2    Jørgensen, A.S.3    Braestrup, C.4
  • 10
    • 0037474002 scopus 로고    scopus 로고
    • Yu, J.; Zhang, S.; Li, Z.; Lu, W.; Zhou, R.; Liu, Y.; Cai, M. Stereoselective synthesis of 1,2:4,5-di-O-isopropylidene-3-C-(5- phenyl-1,2,4-oxadiazol-3-yl)-β-D-psicopyranose and its X-ray crystallographic analysis. Carbohydr. Res. 2003, 338, 257-261;
    • (e) Yu, J.; Zhang, S.; Li, Z.; Lu, W.; Zhou, R.; Liu, Y.; Cai, M. Stereoselective synthesis of 1,2:4,5-di-O-isopropylidene-3-C-(5- phenyl-1,2,4-oxadiazol-3-yl)-β-D-psicopyranose and its X-ray crystallographic analysis. Carbohydr. Res. 2003, 338, 257-261;
  • 11
    • 33846349466 scopus 로고    scopus 로고
    • Synthesis of 3,5-disubstituted 1,2,4-oxadiazoles as peptidomimetic building blocks
    • (f) Jakopin, Z.; Roskar, R.; Dolenc, M.S. Synthesis of 3,5-disubstituted 1,2,4-oxadiazoles as peptidomimetic building blocks. Tetrahedron Lett. 2007, 48, 1465-1468.
    • (2007) Tetrahedron Lett , vol.48 , pp. 1465-1468
    • Jakopin, Z.1    Roskar, R.2    Dolenc, M.S.3
  • 12
    • 0032413633 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of several coumarin-4-carboxamidoxime and 3-(coumarin-4-yl)-1,2,4-oxadiazole derivatives
    • (a) Nicolaides, D.N.; Fylaktakidou, K.C.; Litinas, K.E.; Hadjipavlou-Litina, D. Synthesis and biological evaluation of several coumarin-4-carboxamidoxime and 3-(coumarin-4-yl)-1,2,4-oxadiazole derivatives. Eur. J. Med. Chem. 1998, 33, 715-724;
    • (1998) Eur. J. Med. Chem , vol.33 , pp. 715-724
    • Nicolaides, D.N.1    Fylaktakidou, K.C.2    Litinas, K.E.3    Hadjipavlou-Litina, D.4
  • 13
    • 0037377330 scopus 로고    scopus 로고
    • Antiinflammatory property of 3-aryl-5-(n-propyl) 1,2,4-oxadiazoles and antimicrobial property of 3-aryl-5-(n-propyl)-4,5-dihydro-1,2,4-oxadiazoles: Their syntheses and spectroscopic studies
    • (b) Srivastava, R.M.; Lima, A.D.; Viana, S.S.; da CostaSilva, M.J.; Catanho, M.T.J.A.; de Morais, J.O.F. Antiinflammatory property of 3-aryl-5-(n-propyl) 1,2,4-oxadiazoles and antimicrobial property of 3-aryl-5-(n-propyl)-4,5-dihydro-1,2,4-oxadiazoles: their syntheses and spectroscopic studies. Bioorg. Med. Chem. 2003, 11, 1821-1827.
    • (2003) Bioorg. Med. Chem , vol.11 , pp. 1821-1827
    • Srivastava, R.M.1    Lima, A.D.2    Viana, S.S.3    da CostaSilva, M.J.4    Catanho, M.T.J.A.5    de Morais, J.O.F.6
  • 15
    • 0025816212 scopus 로고
    • 2-(Oxadiazolyl)imidazo[1,2-a]pyrimidines and 2-(thiazolyl)imidazo[1,2-a] pyrimidines as agonists and inverse agonists at benzodiazepine receptors
    • (b) Tully,W.R.; Gardner, C.R.; Gillepsie; R. J.; Westwood, R. 2-(Oxadiazolyl)imidazo[1,2-a]pyrimidines and 2-(thiazolyl)imidazo[1,2-a] pyrimidines as agonists and inverse agonists at benzodiazepine receptors. J. Med. Chem. 1991, 34, 2060-2067.
    • (1991) J. Med. Chem , vol.34 , pp. 2060-2067
    • Tully, W.R.1    Gardner, C.R.2    Gillepsie, R.J.3    Westwood, R.4
  • 18
    • 0026062275 scopus 로고    scopus 로고
    • Sauerberg, P.; Kindtler, J.W.; Nielsen, L.; Sheardown, M.J.; Honoré, T. Muscarinic cholinergic agonists and anatgonists of the 3-(3-alkyl-1,2,4-oxadiazol-5-yl)-1,2,5,6-tetrahydropyridine type-synthesis and structure-activity-relationships. J. Med. Chem. 1991, 34, 687-692;
    • (c) Sauerberg, P.; Kindtler, J.W.; Nielsen, L.; Sheardown, M.J.; Honoré, T. Muscarinic cholinergic agonists and anatgonists of the 3-(3-alkyl-1,2,4-oxadiazol-5-yl)-1,2,5,6-tetrahydropyridine type-synthesis and structure-activity-relationships. J. Med. Chem. 1991, 34, 687-692;
  • 20
    • 0029895762 scopus 로고    scopus 로고
    • Synthesis and use of 5-vinyl-1,2,4-oxadiazoles as Michael acceptors. A rapid synthesis of the potent muscarinic agonist L-670, 548
    • (e) Macor, J.E.; Ordway, T.; Smith, R.L.; Verhoest, P.R.; Mack, R.A. Synthesis and use of 5-vinyl-1,2,4-oxadiazoles as Michael acceptors. A rapid synthesis of the potent muscarinic agonist L-670, 548. J. Org. Chem. 1996, 61, 3228-3229.
    • (1996) J. Org. Chem , vol.61 , pp. 3228-3229
    • Macor, J.E.1    Ordway, T.2    Smith, R.L.3    Verhoest, P.R.4    Mack, R.A.5
  • 21
    • 26444531064 scopus 로고    scopus 로고
    • 3. J. Med. Chem. 2005, 48, 6169-6173;
    • 3. J. Med. Chem. 2005, 48, 6169-6173;
  • 24
    • 30344488147 scopus 로고    scopus 로고
    • 3 receptor antagonists. Bioorg. Med. Chem. Lett. 2006, 16, 839-844.
    • 3 receptor antagonists. Bioorg. Med. Chem. Lett. 2006, 16, 839-844.
  • 25
    • 3142717401 scopus 로고    scopus 로고
    • Synthesis and structure-activity relationships of 3,5-diarylisoxazoles and 3,5-diaryl-1,2,4-oxadiazoles, novel classes of small molecule interleukin-8 (IL-8) receptor antagonists
    • Weidner-Wells, M.A.; Henninger, T.C.; Fraga-Spano, S.A.; Boggs, C.M.; Matheis, M.; Ritchie, D.M.; Argentieri, D.C.; Wachter, M.P.; Hlasta, D.J. Synthesis and structure-activity relationships of 3,5-diarylisoxazoles and 3,5-diaryl-1,2,4-oxadiazoles, novel classes of small molecule interleukin-8 (IL-8) receptor antagonists. Bioorg. Med. Chem. Lett. 2004, 14, 4307-4311.
    • (2004) Bioorg. Med. Chem. Lett , vol.14 , pp. 4307-4311
    • Weidner-Wells, M.A.1    Henninger, T.C.2    Fraga-Spano, S.A.3    Boggs, C.M.4    Matheis, M.5    Ritchie, D.M.6    Argentieri, D.C.7    Wachter, M.P.8    Hlasta, D.J.9
  • 26
    • 23444440650 scopus 로고    scopus 로고
    • Discovery and structure-activity relationship of 3-aryl-5-aryl-1,2,4-oxadiazoles as a new series of apoptosis inducers and potential anticancer agents
    • Zhang, H.-Z; Kasibhatla, S.; Kuemmerle, J.; Kemnitzer, W.; Ollis-Mason, K.; Qiu, L.; Crogan-Grundy, C.; Tseng, B.; Drewe, J.; Cai, S.X. Discovery and structure-activity relationship of 3-aryl-5-aryl-1,2,4-oxadiazoles as a new series of apoptosis inducers and potential anticancer agents. J. Med. Chem. 2005, 48, 5215-5223.
    • (2005) J. Med. Chem , vol.48 , pp. 5215-5223
    • Zhang, H.-Z.1    Kasibhatla, S.2    Kuemmerle, J.3    Kemnitzer, W.4    Ollis-Mason, K.5    Qiu, L.6    Crogan-Grundy, C.7    Tseng, B.8    Drewe, J.9    Cai, S.X.10
  • 27
    • 2442499273 scopus 로고    scopus 로고
    • Cottrell, D.M.; Capers, J.; Salem, M.M.; DeLuca-Fradley, K.; Croft, S.L.; Werbovetz, K.A. Antikinetoplastid activity of 3-aryl-5-thiocyanatomethyl-1,2,4- oxadiazoles. Bioorg. Med. Chem. 2004, 12, 2815-2824.
    • Cottrell, D.M.; Capers, J.; Salem, M.M.; DeLuca-Fradley, K.; Croft, S.L.; Werbovetz, K.A. Antikinetoplastid activity of 3-aryl-5-thiocyanatomethyl-1,2,4- oxadiazoles. Bioorg. Med. Chem. 2004, 12, 2815-2824.
  • 29
    • 0022338646 scopus 로고
    • Synthesis of 5-(β-D- ribofuranosyl)-1,2,4-oxadiazole-3-carboxamide
    • (a) Hennen, W.J.; Robins, R.K. Synthesis of 5-(β-D- ribofuranosyl)-1,2,4-oxadiazole-3-carboxamide. J. Heterocycl. Chem. 1985, 22, 1747-1748;
    • (1985) J. Heterocycl. Chem , vol.22 , pp. 1747-1748
    • Hennen, W.J.1    Robins, R.K.2
  • 30
    • 0034068575 scopus 로고    scopus 로고
    • Synthesis of 5-substituted-3-[(2′S,3′S)-3′- hydroxy-2′-hydroxymethyltetrahydrofuran-3′-yl]-1,2,4-oxadiazoles and their epimers
    • (b) Wu, W.D.; Ma, L.T.; Zhang, L.H.; Lu, Y.; Guo, F.; Zheng, Q.T. Synthesis of 5-substituted-3-[(2′S,3′S)-3′- hydroxy-2′-hydroxymethyltetrahydrofuran-3′-yl]-1,2,4-oxadiazoles and their epimers. Tetrahedron Asymm. 2000, 11, 1527-1536.
    • (2000) Tetrahedron Asymm , vol.11 , pp. 1527-1536
    • Wu, W.D.1    Ma, L.T.2    Zhang, L.H.3    Lu, Y.4    Guo, F.5    Zheng, Q.T.6
  • 31
    • 0035566455 scopus 로고    scopus 로고
    • Yu, J.; Zhang, S.; Li, Z.; Lu, W.; Zhang, L.; Zhou, R.; Liu, Y.; Cai, M. Synthesis, X-ray diffraction, and NMR analysis of (2S, 3a′R,6′S,7a′R)-3-acetyl-2′, 2′,2″,2″-tetramethyl-5-phenyl-2,3-dihydro-1,3, 4-oxadiazole-2-spiro-7′-{1′,3′-dioxolano[4,5-c]pyrano} -6′-spiro-4″-(1″,3″-dioxolane). J. Carbohydr. Chem. 2001, 20, 877-884;
    • (a) Yu, J.; Zhang, S.; Li, Z.; Lu, W.; Zhang, L.; Zhou, R.; Liu, Y.; Cai, M. Synthesis, X-ray diffraction, and NMR analysis of (2S, 3a′R,6′S,7a′R)-3-acetyl-2′, 2′,2″,2″-tetramethyl-5-phenyl-2,3-dihydro-1,3, 4-oxadiazole-2-spiro-7′-{1′,3′-dioxolano[4,5-c]pyrano} -6′-spiro-4″-(1″,3″-dioxolane). J. Carbohydr. Chem. 2001, 20, 877-884;
  • 32
    • 33748803362 scopus 로고    scopus 로고
    • In search of glycogen phosphorylase inhibitors: 5-substituted 3-C-glucopyranosyl-1,2, 4-oxadiazoles from β-D-glucopyranosyl cyanides upon cyclization of O-acylamidoxime intermediates
    • (b) Benltifa, M.; Vidal, S.; Fenet, B.; Msaddek, M.; Goekjian, P.G.; Praly, J.-P; Brunyàansky, A.; Docsa, T.; Gergely, P. In search of glycogen phosphorylase inhibitors: 5-substituted 3-C-glucopyranosyl-1,2, 4-oxadiazoles from β-D-glucopyranosyl cyanides upon cyclization of O-acylamidoxime intermediates. Eur. J. Org. Chem. 2006, 4242-4256.
    • (2006) Eur. J. Org. Chem , pp. 4242-4256
    • Benltifa, M.1    Vidal, S.2    Fenet, B.3    Msaddek, M.4    Goekjian, P.G.5    Praly, J.-P.6    Brunyàansky, A.7    Docsa, T.8    Gergely, P.9
  • 33
    • 5644232087 scopus 로고    scopus 로고
    • Synthesis, separation and configuration determination of diastereoisomers of (RS)-1-methyl-3-[3-(aryl)-1, 2,4-oxadiazol-5-yl]propyl 2,3-dideoxy-α-D-erythro-hex-2- enopyranosides
    • Srivastava, R.M.; de Freitas Filho, J.R.; da Silva, M.J.; de Melo Souto, S.C.; Carpenter, G.B.; Faustino, W.M. "Synthesis, separation and configuration determination of diastereoisomers of (RS)-1-methyl-3-[3-(aryl)-1, 2,4-oxadiazol-5-yl]propyl 2,3-dideoxy-α-D-erythro-hex-2- enopyranosides". Tetrahedron 2004, 60, 10761-10769.
    • (2004) Tetrahedron , vol.60 , pp. 10761-10769
    • Srivastava, R.M.1    de Freitas Filho, J.R.2    da Silva, M.J.3    de Melo Souto, S.C.4    Carpenter, G.B.5    Faustino, W.M.6
  • 35
    • 0037099395 scopus 로고    scopus 로고
    • A stepwise Huisgen cycloaddition process. Copper(I)-catalyzed regioselective "ligation" of azides and terminal alkynes
    • (a) Rostovtsev, V.V.; Green, L.G.; Fokin, V.V.; Sharpless, K.B. A stepwise Huisgen cycloaddition process. Copper(I)-catalyzed regioselective "ligation" of azides and terminal alkynes. Angew Chem. Int. Ed. 2002, 41, 2596-2599;
    • (2002) Angew Chem. Int. Ed , vol.41 , pp. 2596-2599
    • Rostovtsev, V.V.1    Green, L.G.2    Fokin, V.V.3    Sharpless, K.B.4
  • 36
    • 0037012920 scopus 로고    scopus 로고
    • Tornoe, C.W.; Christensen, C.; Meldal, M. Peptidotriazoles on solid phase: [1,2,3]-triazoles by regiospecific copper(I)-catalyzed 1,3-dipolar cycloadditions of terminal alkynes to azides. J. Org. Chem. 2002, 67, 3057-3064;
    • (b) Tornoe, C.W.; Christensen, C.; Meldal, M. Peptidotriazoles on solid phase: [1,2,3]-triazoles by regiospecific copper(I)-catalyzed 1,3-dipolar cycloadditions of terminal alkynes to azides. J. Org. Chem. 2002, 67, 3057-3064;
  • 37
    • 33644506901 scopus 로고    scopus 로고
    • Advances in 1,3-dipolar cycloaddition reaction of azides and alkynes - A prototype of "click" chemistry
    • (c) Wang, Q.; Chittaboina, S.; Barnhill, H.N. Advances in 1,3-dipolar cycloaddition reaction of azides and alkynes - A prototype of "click" chemistry. Lett. Org. Chem. 2005, 2, 293-301;
    • (2005) Lett. Org. Chem , vol.2 , pp. 293-301
    • Wang, Q.1    Chittaboina, S.2    Barnhill, H.N.3
  • 38
    • 84867726453 scopus 로고    scopus 로고
    • Cu-I-catalyzed alkyne-azide "click" cycloadditions from a mechanistic and synthetic perspective
    • (d) Bock, V.D.; Hiemstra, H.; van Maarseveen, J.H. Cu-I-catalyzed alkyne-azide "click" cycloadditions from a mechanistic and synthetic perspective. Eur. J. Org. Chem. 2006, 51-68;
    • (2006) Eur. J. Org. Chem , pp. 51-68
    • Bock, V.D.1    Hiemstra, H.2    van Maarseveen, J.H.3
  • 39
    • 34247237682 scopus 로고    scopus 로고
    • 1,3-dipolar cycloadditions of azides and alkynes: A universal ligation tool in polymer and materials science
    • (e) Lutz, J.-F. 1,3-dipolar cycloadditions of azides and alkynes: a universal ligation tool in polymer and materials science. Angew. Chem. Int. Ed. 2007, 46, 1018-1025;
    • (2007) Angew. Chem. Int. Ed , vol.46 , pp. 1018-1025
    • Lutz, J.-F.1
  • 40
    • 33947526772 scopus 로고    scopus 로고
    • Catalytic azide-alkyne cycloaddition: Reactivity and applications
    • (f) Wu, P.; Fokin, V.V. Catalytic azide-alkyne cycloaddition: reactivity and applications. Aldrichimica Acta 2007, 40, 7-17.
    • (2007) Aldrichimica Acta , vol.40 , pp. 7-17
    • Wu, P.1    Fokin, V.V.2
  • 41
    • 36148998726 scopus 로고    scopus 로고
    • Synthesis of ethyl 4-O-[4-(1,2,4-oxadiazol-5-yl)phenyl]-α-D- mannopyranosides
    • dos Anjos, J.V.; Sinou, D.; de Melo, S.J.; Srivastava, R.M. Synthesis of ethyl 4-O-[4-(1,2,4-oxadiazol-5-yl)phenyl]-α-D- mannopyranosides. Lett. Org. Chem. 2007, 4, 393-397.
    • (2007) Lett. Org. Chem , vol.4 , pp. 393-397
    • dos Anjos, J.V.1    Sinou, D.2    de Melo, S.J.3    Srivastava, R.M.4
  • 42
    • 33750856944 scopus 로고
    • New substances of possible chemotherapeutical value
    • Bergmann, E.D.; Bendas, H.; d'Avilla, U. New substances of possible chemotherapeutical value. J. Org. Chem. 1953, 18, 64-69.
    • (1953) J. Org. Chem , vol.18 , pp. 64-69
    • Bergmann, E.D.1    Bendas, H.2    d'Avilla, U.3
  • 43
    • 33744966628 scopus 로고    scopus 로고
    • A new solvent system for efficient synthesis of 1,2,3-triazoles
    • Lee, B.-Y.; Park, S.R.; Jeon, H.B.; Kim, K.S. A new solvent system for efficient synthesis of 1,2,3-triazoles. Tetrahedron Lett. 2006, 47, 5105-5109.
    • (2006) Tetrahedron Lett , vol.47 , pp. 5105-5109
    • Lee, B.-Y.1    Park, S.R.2    Jeon, H.B.3    Kim, K.S.4
  • 44
    • 33746359397 scopus 로고    scopus 로고
    • de Oliveira, R.N.; Sinou, D.; Srivastava, R.M. Efficient synthesis of some unsaturated [1,2,3]-triazole-linked glycoconjugates. J. Carbohydr. Chem. 2006, 25, 407-425.
    • de Oliveira, R.N.; Sinou, D.; Srivastava, R.M. Efficient synthesis of some unsaturated [1,2,3]-triazole-linked glycoconjugates. J. Carbohydr. Chem. 2006, 25, 407-425.
  • 45
    • 22544437286 scopus 로고    scopus 로고
    • Stereocontrolled palladium(0)-catalyzed preparation of unsaturated azido-sugars: An easy access to 2- and 4-amino-glycosides
    • de Oliveira, R.N.; Cottier, L.; Sinou, D.; Srivastava, R.M. Stereocontrolled palladium(0)-catalyzed preparation of unsaturated azido-sugars: an easy access to 2- and 4-amino-glycosides. Tetrahedron 2005, 61, 8271-8281.
    • (2005) Tetrahedron , vol.61 , pp. 8271-8281
    • de Oliveira, R.N.1    Cottier, L.2    Sinou, D.3    Srivastava, R.M.4
  • 47
    • 84873762554 scopus 로고
    • Propagation in a fluid medium of a human epidermoid carcinoma, strain KB
    • Eagle, H. Propagation in a fluid medium of a human epidermoid carcinoma, strain KB. Proc. Soc. Exper. Biol Med. 1955, 89, 362-364.
    • (1955) Proc. Soc. Exper. Biol Med , vol.89 , pp. 362-364
    • Eagle, H.1
  • 48
    • 0015244724 scopus 로고
    • Buffer combinations for mammalian cell culture
    • Eagle, H. Buffer combinations for mammalian cell culture. Science 1971, 174, 500-503.
    • (1971) Science , vol.174 , pp. 500-503
    • Eagle, H.1
  • 50
    • 20344392649 scopus 로고    scopus 로고
    • Nobium(V) chloride catalyzed microwave assisted synthesis of 2,3-unsaturated O-glycosides by the Ferrier reaction
    • Hotha, S.; Tripathi, A. Nobium(V) chloride catalyzed microwave assisted synthesis of 2,3-unsaturated O-glycosides by the Ferrier reaction. Tetrahedron Lett. 2005, 46, 4555-4558.
    • (2005) Tetrahedron Lett , vol.46 , pp. 4555-4558
    • Hotha, S.1    Tripathi, A.2
  • 51
    • 0021061819 scopus 로고
    • Rapid colorimetric assay for cellular growth and survival-application to proliferation and cytotoxicity assays
    • Mosmann, T. Rapid colorimetric assay for cellular growth and survival-application to proliferation and cytotoxicity assays. J. Immunol. Methods 1983, 65, 55-63.
    • (1983) J. Immunol. Methods , vol.65 , pp. 55-63
    • Mosmann, T.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.