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Volumn 51, Issue 19, 2008, Pages 6128-6137

Synthesis of bivalent β2-adrenergic and adenosine A 1 receptor ligands

Author keywords

[No Author keywords available]

Indexed keywords

ADENOSINE A1 RECEPTOR; ADENOSINE A1 RECEPTOR AGONIST; ADENYLATE CYCLASE; BETA 2 ADRENERGIC RECEPTOR; BETA 2 ADRENERGIC RECEPTOR STIMULATING AGENT; ISOPRENALINE; LIGAND; N [2 HYDROXY 5 [1 HYDROXY 2 [4 (N 6 ADENOSINYL)BUTYLAMINO]ETHYL]PHENYL]FORMAMIDE; N [2 HYDROXY 5 [1 HYDROXY 2 [6 (N 6 ADENOSINYL)HEXYLAMINO]ETHYL]PHENYL]FORMAMIDE; UNCLASSIFIED DRUG; CARBAMIC ACID DERIVATIVE; CYCLIC AMP; FORMAMIDE DERIVATIVE;

EID: 53549115957     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm800613s     Document Type: Article
Times cited : (32)

References (30)
  • 1
    • 0022902748 scopus 로고
    • Opioid agonist and antagonist bivalent ligands. The relationship between spacer length and selectivity at multiple opioid receptors
    • Portoghese, P. S.; Larson, D. L.; Sayre, L. M.; Yim, C. B.; Ronsisvalle, G.; Tam, S. W.; Takemori, A. E. Opioid agonist and antagonist bivalent ligands. The relationship between spacer length and selectivity at multiple opioid receptors. J. Med. Chem. 1986, 29, 1855-1861.
    • (1986) J. Med. Chem , vol.29 , pp. 1855-1861
    • Portoghese, P.S.1    Larson, D.L.2    Sayre, L.M.3    Yim, C.B.4    Ronsisvalle, G.5    Tam, S.W.6    Takemori, A.E.7
  • 6
    • 0022251438 scopus 로고
    • Stereostructure-activity relationship of opioid agonist and antagonist bivalent ligands. Evidence for bridging between vicinal opioid receptors
    • Portoghese, P. S.; Larson, D. L.; Yim, C. B.; Sayre, L. M.; Ronsisvalle, G.; Lipkowski, A. W.; Takemori, A. E.; Rice, K. C.; Tam, S. W. Stereostructure-activity relationship of opioid agonist and antagonist bivalent ligands. Evidence for bridging between vicinal opioid receptors. J. Med. Chem. 1985, 28, 1140-1141.
    • (1985) J. Med. Chem , vol.28 , pp. 1140-1141
    • Portoghese, P.S.1    Larson, D.L.2    Yim, C.B.3    Sayre, L.M.4    Ronsisvalle, G.5    Lipkowski, A.W.6    Takemori, A.E.7    Rice, K.C.8    Tam, S.W.9
  • 7
    • 0032531947 scopus 로고    scopus 로고
    • Spanning binding sites on allosteric proteins with polymer-linked ligand dimers
    • Krammer, R. H.; Karpen, J. W. Spanning binding sites on allosteric proteins with polymer-linked ligand dimers. Nature 1998, 395, 710-713.
    • (1998) Nature , vol.395 , pp. 710-713
    • Krammer, R.H.1    Karpen, J.W.2
  • 8
    • 0023062991 scopus 로고
    • G proteins: Transducers of receptor-generated signals
    • Gilman, A. G. G proteins: transducers of receptor-generated signals. Annu. Rev. Biochem. 1987, 56, 615-649.
    • (1987) Annu. Rev. Biochem , vol.56 , pp. 615-649
    • Gilman, A.G.1
  • 10
    • 0024463015 scopus 로고
    • Adenosine receptor coupling to adenylate cyclase of rat ventricular myocyte membranes
    • Romano, F. D.; MacDonald, S. G.; Dobson, J. G. Adenosine receptor coupling to adenylate cyclase of rat ventricular myocyte membranes. Am. J. Physiol. 1989, 257, H1088-H1095.
    • (1989) Am. J. Physiol , vol.257
    • Romano, F.D.1    MacDonald, S.G.2    Dobson, J.G.3
  • 12
    • 0025262387 scopus 로고
    • Increased myocardial adenosine production and reduction of β-adrenergic contractile response in aged hearts
    • Dobson, J. G.; Fenton, R. A.; Romano, F. D. Increased myocardial adenosine production and reduction of β-adrenergic contractile response in aged hearts. Circ. Res. 1990, 66, 1381-1390.
    • (1990) Circ. Res , vol.66 , pp. 1381-1390
    • Dobson, J.G.1    Fenton, R.A.2    Romano, F.D.3
  • 13
    • 0029128760 scopus 로고
    • The role of adenosine in promoting cardiac β-adrenergic subsenitivity in aging humans
    • Suteparuk, S.; Nies, A. S.; Andros, E.; Gerber, J. G. The role of adenosine in promoting cardiac β-adrenergic subsenitivity in aging humans. J. Gerontol. 1995, 50A, B128-B134.
    • (1995) J. Gerontol , vol.50 A
    • Suteparuk, S.1    Nies, A.S.2    Andros, E.3    Gerber, J.G.4
  • 14
    • 0034984158 scopus 로고    scopus 로고
    • Selective attenuation by adenosine of arrhythmogenic action of isoproterenol on ventricular myocytes
    • Song, Y.; Shryock, J. C.; Knot, H. J.; Belardinelli, L. Selective attenuation by adenosine of arrhythmogenic action of isoproterenol on ventricular myocytes. Am. J. Physiol.: Heart Circ. Physiol. 2001, 281, H2789-2795.
    • (2001) Am. J. Physiol.: Heart Circ. Physiol , vol.281
    • Song, Y.1    Shryock, J.C.2    Knot, H.J.3    Belardinelli, L.4
  • 15
    • 0026520040 scopus 로고
    • Adenosine receptors: Pharmacology, structure-activity relationships, and therapeutic potential
    • Jacobson, K. A.; van Galen, P. J. M.; Williams, M. Adenosine receptors: pharmacology, structure-activity relationships, and therapeutic potential. J. Med. Chem. 1992, 35, 407-422.
    • (1992) J. Med. Chem , vol.35 , pp. 407-422
    • Jacobson, K.A.1    van Galen, P.J.M.2    Williams, M.3
  • 16
    • 0029113808 scopus 로고
    • α- and β-adrenoceptors: From the gene to the clinic. 2. Structure-activity relationships and therapeutic applications
    • Ruffolo, R. R.; Bondinell, W.; Hieble, J. P. α- and β-adrenoceptors: from the gene to the clinic. 2. Structure-activity relationships and therapeutic applications. J. Med. Chem. 1995, 38, 3681-3716.
    • (1995) J. Med. Chem , vol.38 , pp. 3681-3716
    • Ruffolo, R.R.1    Bondinell, W.2    Hieble, J.P.3
  • 17
    • 0022367867 scopus 로고
    • Desensitization and resensitization of β-adrenergic receptors in a smooth muscle cell line
    • Scarpace, P. J.; Baresi, L. A.; Sanford, D. A.; Abrass, I. B. Desensitization and resensitization of β-adrenergic receptors in a smooth muscle cell line. Mol. Pharmacol. 1985, 28, 495-501.
    • (1985) Mol. Pharmacol , vol.28 , pp. 495-501
    • Scarpace, P.J.1    Baresi, L.A.2    Sanford, D.A.3    Abrass, I.B.4
  • 18
    • 0015944898 scopus 로고
    • Adrenergic agents. 1. Synthesis and potential β-adrenergic agonist activity of some catecholamine analogs bearing a substituted amino functionality in the meta position
    • Kaiser, C.; Colella, D. F.; Schwartz, M. S.; Garvey, E.; Wardel, J. R., Jr. Adrenergic agents. 1. Synthesis and potential β-adrenergic agonist activity of some catecholamine analogs bearing a substituted amino functionality in the meta position. J. Med. Chem. 1974, 17, 49-57.
    • (1974) J. Med. Chem , vol.17 , pp. 49-57
    • Kaiser, C.1    Colella, D.F.2    Schwartz, M.S.3    Garvey, E.4    Wardel Jr., J.R.5
  • 19
    • 0031575631 scopus 로고    scopus 로고
    • Enantio- and diastereoselective synthesis of all four stereoisomers of formoterol
    • Hett, R.; Fang, Q. K.; Gao, Y.; Hong, Y.; Butler, H. T.; Nie, X.; Wald, S. A. Enantio- and diastereoselective synthesis of all four stereoisomers of formoterol. Tetrahedron Lett. 1997, 38, 1125-1128.
    • (1997) Tetrahedron Lett , vol.38 , pp. 1125-1128
    • Hett, R.1    Fang, Q.K.2    Gao, Y.3    Hong, Y.4    Butler, H.T.5    Nie, X.6    Wald, S.A.7
  • 20
    • 0034647792 scopus 로고    scopus 로고
    • An efficient enantioselective synthesis of (R,R)-formoterol, a potent bronchodilator, using lipases
    • Campos, F. M.; Bosch, P.; Guerrero, A. An efficient enantioselective synthesis of (R,R)-formoterol, a potent bronchodilator, using lipases. Tetrahedron: Asymmetry 2000, 11, 2705-2717.
    • (2000) Tetrahedron: Asymmetry , vol.11 , pp. 2705-2717
    • Campos, F.M.1    Bosch, P.2    Guerrero, A.3
  • 21
    • 0031038621 scopus 로고    scopus 로고
    • Building units for N-backbone cyclic peptides. 3. Synthesis of protected Nα-(ω- aminoalkyl) amino acids and Nα-(ω-carboxyalkyl) amino acids
    • Muller, D.; Zeltser, I.; Bitan, G.; Gilon, C. Building units for N-backbone cyclic peptides. 3. Synthesis of protected Nα-(ω- aminoalkyl) amino acids and Nα-(ω-carboxyalkyl) amino acids. J. Org. Chem. 1997, 62, 411-416.
    • (1997) J. Org. Chem , vol.62 , pp. 411-416
    • Muller, D.1    Zeltser, I.2    Bitan, G.3    Gilon, C.4
  • 23
    • 29844455070 scopus 로고    scopus 로고
    • Small-molecule diversity using a skeletal transformation strategy
    • Kumar, N.; Kiuchi, M.; Tallarico, J. A.; Schreiber, S. L. Small-molecule diversity using a skeletal transformation strategy. Org. Lett. 2005, 7, 2535-2538.
    • (2005) Org. Lett , vol.7 , pp. 2535-2538
    • Kumar, N.1    Kiuchi, M.2    Tallarico, J.A.3    Schreiber, S.L.4
  • 25
    • 0036007954 scopus 로고    scopus 로고
    • 6- disubstituted adenosines: Potent and selective A, adenosine receptor agonists
    • 6- disubstituted adenosines: potent and selective A, adenosine receptor agonists. Bioorg. Med. Chem. 2002, 10, 1115-1122.
    • (2002) Bioorg. Med. Chem , vol.10 , pp. 1115-1122
    • Hutchinson, S.A.1    Baker, S.P.2    Scammells, P.J.3
  • 26
    • 53549117372 scopus 로고    scopus 로고
    • Desformoterol and Process for its Preparation
    • U.S. Patent 5,965,622
    • Senanayake, C. H. Desformoterol and Process for its Preparation. U.S. Patent 5,965,622, 1999.
    • (1999)
    • Senanayake, C.H.1
  • 27
    • 34548026715 scopus 로고    scopus 로고
    • Poly(ethylene glycol) Prodrugs: Altered Pharmacokinetics and Pharmacodynamics
    • Stella, V. J, Tilley, J. W, Eds, Springer: Boston
    • Greenwald, R. B., Zhao, H. Poly(ethylene glycol) Prodrugs: Altered Pharmacokinetics and Pharmacodynamics. In Prodrugs: Challenges and Rewards; Stella, V. J., Tilley, J. W., Eds.; Springer: Boston, 2007; pp 283-338.
    • (2007) Prodrugs: Challenges and Rewards , pp. 283-338
    • Greenwald, R.B.1    Zhao, H.2
  • 28
    • 0022922731 scopus 로고
    • Synthesis and opioid antagonist potencies of nalterexamine bivalent ligands with conformationally restricted spacers
    • Portoghese, P. S.; Ronsisvalle, G.; Larson, D. L.; Takemori, A. E. Synthesis and opioid antagonist potencies of nalterexamine bivalent ligands with conformationally restricted spacers. J. Med. Chem. 1986, 1650-1653.
    • (1986) J. Med. Chem , pp. 1650-1653
    • Portoghese, P.S.1    Ronsisvalle, G.2    Larson, D.L.3    Takemori, A.E.4
  • 29
    • 0030845719 scopus 로고    scopus 로고
    • Persistent activation by and receptor reserve for an irreversible A1-adenosine receptor agonist in DDT1 MF-2 cells and in guinea pig heart
    • Zhang, J.; Belardinelli, L.; Jacobson, K. A.; Otero, D. H.; Baker, S. P. Persistent activation by and receptor reserve for an irreversible A1-adenosine receptor agonist in DDT1 MF-2 cells and in guinea pig heart. Mol. Pharmacol. 1997, 52, 491-498.
    • (1997) Mol. Pharmacol , vol.52 , pp. 491-498
    • Zhang, J.1    Belardinelli, L.2    Jacobson, K.A.3    Otero, D.H.4    Baker, S.P.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.