메뉴 건너뛰기




Volumn 39, Issue 12, 1996, Pages 2313-2330

Synthesis and structure-activity relationships of 2-substituted D-tryptophan-containing peptidic endothelin receptor antagonists: Importance of the C-2 substituent of the D-tryptophan residue for endothelin A and B receptor subtype selectivity

Author keywords

[No Author keywords available]

Indexed keywords

CYCLO(DEXTRO TRYPTOPHYL DEXTRO ASPARTYLPROLYL DEXTRO VALYLLEUCYL); ENDOTHELIN A RECEPTOR; ENDOTHELIN B RECEPTOR; ENDOTHELIN RECEPTOR; ENDOTHELIN RECEPTOR ANTAGONIST; N (2,6 DIMETHYLPIPERIDINOCARBONYL) 4 METHYLLEUCYL DEXTRO (1 METHOXYCARBONYLTRYPTOPHANYL) DEXTRO NORLEUCINE; RECEPTOR SUBTYPE; TRYPTOPHAN;

EID: 0029974211     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm9600914     Document Type: Article
Times cited : (30)

References (38)
  • 2
    • 0025670215 scopus 로고
    • Cardiovascular effects of the endothelins
    • Masaki, T.; Yanagisawa, M. Cardiovascular effects of the endothelins. Cardiovasc. Drug Rev. 1990, 8, 373-385.
    • (1990) Cardiovasc. Drug Rev. , vol.8 , pp. 373-385
    • Masaki, T.1    Yanagisawa, M.2
  • 3
    • 0013543367 scopus 로고
    • The human endothelin family: Three structurally and pharmacologically distinct isopeptides predicted by three separate genes
    • Inoue, A.; Yanagisawa, M.; Kimura, S.; Kasuya, Y.; Miyauchi, T.; Goto, K.; Masaki, T. The human endothelin family: Three structurally and pharmacologically distinct isopeptides predicted by three separate genes. Proc. Natl. Acad. Sci. U.S.A. 1989, 86, 2863-2867.
    • (1989) Proc. Natl. Acad. Sci. U.S.A. , vol.86 , pp. 2863-2867
    • Inoue, A.1    Yanagisawa, M.2    Kimura, S.3    Kasuya, Y.4    Miyauchi, T.5    Goto, K.6    Masaki, T.7
  • 6
    • 0025605345 scopus 로고
    • Cloning and expression of a cDNA encoding an endothelin receptor
    • Arai, H.; Hori, S.; Aramori, I.; Ohkubo, H.; Nakanishi, S. Cloning and expression of a cDNA encoding an endothelin receptor. Nature (London) 1990, 348, 730-732.
    • (1990) Nature (London) , vol.348 , pp. 730-732
    • Arai, H.1    Hori, S.2    Aramori, I.3    Ohkubo, H.4    Nakanishi, S.5
  • 11
    • 0026353497 scopus 로고
    • Cloning and functional expression of a vascular smooth muscle endothelin-1 receptor
    • Lin, H. Y.; Kaji, E. H.; Winkel, G. K.; Ives, H. E.; Lodish, H. F. Cloning and functional expression of a vascular smooth muscle endothelin-1 receptor. Proc. Natl. Acad. Sci. U.S.A. 1991, 88, 3185-3189.
    • (1991) Proc. Natl. Acad. Sci. U.S.A. , vol.88 , pp. 3185-3189
    • Lin, H.Y.1    Kaji, E.H.2    Winkel, G.K.3    Ives, H.E.4    Lodish, H.F.5
  • 13
    • 0025854756 scopus 로고
    • Presence of non-selective type of endothelin receptor on vascular endothelium and its linkage to vasodilation
    • Takayanagi, R.; Kitazumi, K.; Takasaki, C.; Ohnaka, K.; Aimoto, S.; Tasaka, K.; Ohashi, M.; Nawata, H. Presence of non-selective type of endothelin receptor on vascular endothelium and its linkage to vasodilation. FEBS Lett. 1991, 282, 103-106.
    • (1991) FEBS Lett. , vol.282 , pp. 103-106
    • Takayanagi, R.1    Kitazumi, K.2    Takasaki, C.3    Ohnaka, K.4    Aimoto, S.5    Tasaka, K.6    Ohashi, M.7    Nawata, H.8
  • 15
    • 0026561922 scopus 로고
    • Analysis of responses to endothelins in isolated porcine blood vessels by using a novel endothelin antagonist, BQ-153
    • Fukuroda, T.; Nishikibe, M.; Ohta, Y.; Ihara, M.; Yano, M.; Ishikawa, K.; Fukami, T.; Ikemoto, F. Analysis of responses to endothelins in isolated porcine blood vessels by using a novel endothelin antagonist, BQ-153. Life Sci. 1992, 50, PL107-PL112.
    • (1992) Life Sci. , vol.50
    • Fukuroda, T.1    Nishikibe, M.2    Ohta, Y.3    Ihara, M.4    Yano, M.5    Ishikawa, K.6    Fukami, T.7    Ikemoto, F.8
  • 18
    • 0026692699 scopus 로고
    • Pharmacological evidence for distinct endothelin receptors in guinea-pig bronchus and aorta
    • Hay, D. W. P. Pharmacological evidence for distinct endothelin receptors in guinea-pig bronchus and aorta. Br. J. Pharmacol. 1992, 106, 759-761.
    • (1992) Br. J. Pharmacol. , vol.106 , pp. 759-761
    • Hay, D.W.P.1
  • 20
    • 0027339282 scopus 로고
    • A-receptor antagonist, FR-139317, inhibits endothelin-induced contractions of guinea-pig pulmonary arteries, but not trachea
    • A-receptor antagonist, FR-139317, inhibits endothelin-induced contractions of guinea-pig pulmonary arteries, but not trachea. Br. J. Pharmacol. 1993, 108, 448-452.
    • (1993) Br. J. Pharmacol. , vol.108 , pp. 448-452
    • Cardell, L.O.1    Uddaman, R.2    Edvinsson, L.3
  • 21
    • 0028102532 scopus 로고
    • Synergic inhibition by BQ-123 and BQ-788 of endothelin-1-induced contractions of the rabbit pulmonary artery
    • Fukuroda, T.; Ozaki, S.; Ihara, M.; Ishikawa, K.; Yano, M.; Nishikibe, M. Synergic inhibition by BQ-123 and BQ-788 of endothelin-1-induced contractions of the rabbit pulmonary artery. Br. J. Pharmacol. 1994, 113, 336-338.
    • (1994) Br. J. Pharmacol. , vol.113 , pp. 336-338
    • Fukuroda, T.1    Ozaki, S.2    Ihara, M.3    Ishikawa, K.4    Yano, M.5    Nishikibe, M.6
  • 22
    • 0026764585 scopus 로고
    • Endothelin: A new challenge
    • Doherty, A. M. Endothelin: A new challenge. J. Med. Chem. 1992, 35, 1493-1508.
    • (1992) J. Med. Chem. , vol.35 , pp. 1493-1508
    • Doherty, A.M.1
  • 23
    • 0028311861 scopus 로고
    • Development of agents to modulate the effects of endothelin
    • Cheng, X. M.; Nikam, S. S.; Doherty, A. M. Development of agents to modulate the effects of endothelin. Cur. Med. Chem. 1995, 1, 271-312.
    • (1995) Cur. Med. Chem. , vol.1 , pp. 271-312
    • Cheng, X.M.1    Nikam, S.S.2    Doherty, A.M.3
  • 28
    • 0026319175 scopus 로고
    • Endothelin-binding inhibitors, BE-18257A and BE-18257B: I. Taxonomy, fermentation, isolation and characterization
    • Kojiri, K.; Ihara, M.; Nakajima, S.; Kawamura, K.; Funaishi, K.; Yano, M.; Suda, H. Endothelin-binding inhibitors, BE-18257A and BE-18257B: I. Taxonomy, fermentation, isolation and characterization. J. Antibiot. 1991, 44, 1342-1347.
    • (1991) J. Antibiot. , vol.44 , pp. 1342-1347
    • Kojiri, K.1    Ihara, M.2    Nakajima, S.3    Kawamura, K.4    Funaishi, K.5    Yano, M.6    Suda, H.7
  • 32
    • 0029059664 scopus 로고
    • Synthesis of 2-substituted D-tryptophan-containing peptide derivatives with endothelin receptor antagonist activity
    • Fukami, T.; Yamakawa, T.; Kojima, H.; Amano, Y.; Ihara, M.; Yano, M.; Ishikawa, K. Synthesis of 2-substituted D-tryptophan-containing peptide derivatives with endothelin receptor antagonist activity. Bioorg. Med. Chem. Lett. 1995, 5, 1483-1488.
    • (1995) Bioorg. Med. Chem. Lett. , vol.5 , pp. 1483-1488
    • Fukami, T.1    Yamakawa, T.2    Kojima, H.3    Amano, Y.4    Ihara, M.5    Yano, M.6    Ishikawa, K.7
  • 33
    • 0022596494 scopus 로고
    • Intramolecular general acid and general base catalyses in the hydrolysis of 2-halotryptophans and their analogues
    • Phillips, R. S.; Cohen, L. A. Intramolecular general acid and general base catalyses in the hydrolysis of 2-halotryptophans and their analogues. J. Am. Chem. Soc. 1986, 108, 2023-2030.
    • (1986) J. Am. Chem. Soc. , vol.108 , pp. 2023-2030
    • Phillips, R.S.1    Cohen, L.A.2
  • 34
    • 0001565241 scopus 로고
    • Construction of optically pure tryptophans from serine derived aziridine-2-carboxylates
    • Sato, K.; Kozikowski, A. P. Construction of optically pure tryptophans from serine derived aziridine-2-carboxylates. Tetrahedron Lett. 1989, 30, 4073-4076.
    • (1989) Tetrahedron Lett. , vol.30 , pp. 4073-4076
    • Sato, K.1    Kozikowski, A.P.2
  • 36
    • 0000653159 scopus 로고
    • Synthesis of stereospecific deuterium-labeled homoserines and homoserine lactones
    • Ramalingam, K.; Woodard, R. W. Synthesis of stereospecific deuterium-labeled homoserines and homoserine lactones. J. Org. Chem. 1988, 53, 1900-1903.
    • (1988) J. Org. Chem. , vol.53 , pp. 1900-1903
    • Ramalingam, K.1    Woodard, R.W.2
  • 37
    • 0001548560 scopus 로고
    • Preparation and resolution of cyclopentaneglycine
    • Hill, J. T.; Dunn, F. W. Preparation and resolution of cyclopentaneglycine. J. Org. Chem. 1965, 30, 1321-1322.
    • (1965) J. Org. Chem. , vol.30 , pp. 1321-1322
    • Hill, J.T.1    Dunn, F.W.2
  • 38
    • 33845183768 scopus 로고
    • Kinetic resolution of unnatural and rarely occurring amino acids: Enantioselective hydrolysis of N-acyl amino acids catalyzed by acylase I
    • Chenault, H. K.; Dahmer, J.; Whitesides, G. M. Kinetic resolution of unnatural and rarely occurring amino acids: Enantioselective hydrolysis of N-acyl amino acids catalyzed by acylase I. J. Am. Chem. Soc. 1989, 111, 6354-6364.
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 6354-6364
    • Chenault, H.K.1    Dahmer, J.2    Whitesides, G.M.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.