Pseudopeptide CCK-4 analogues incorporating the Psi[CH(CN)NH] peptide bond surrogate

被引：15

作者：

Herrero, S ^{[1
]}

SuarezGea, ML ^{[1
]}

GonzalezMuniz, R ^{[1
]}

GarciaLopez, MT ^{[1
]}

机构：

[1] UNIV NAVARRA,DEPT FISIOL & FARMACOL,E-31080 PAMPLONA,SPAIN

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1997年 / 7卷 / 07期

关键词：

CHOLECYSTOKININ; RECEPTORS;

D O I：

10.1016/S0960-894X(97)00107-8

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The synthesis, binding to CCK receptors, and in vitro functional activity of pseudopeptide CCK-4 analogues incorporating the (R) or (S) Psi[CH(CN)NH] peptide bond surrogate at the Nle(31)-Asp(32) or Trp(30)-Nle(31) bonds are described. Z-Trp Psi[(S)CH(CN)NH]Nle-Asp-Phe-NH2 retained the high CCK-B receptor binding affinity of Boc-[Nle(31)]-CCK-4, and was a potent and selective CCK-B antagonist in the isolated guinea pig ileum. (C) 1997 Elsevier Science Ltd.

引用

页码：855 / 860

页数：6

共 19 条

[1]

BABA T, 1973, CHEM PHARM BULL, V21, P207

[2]

Barany G, 1980, PEPTIDES, V2, P217

[3]

BLADON CM, 1994, AMINO ACIDS PEPTIDES, V25, P154

[4]

BONGERS J, 1992, INT J PEPT PROT RES, V39, P364

[5] INVESTIGATION OF BEHAVIORAL AND ELECTROPHYSIOLOGICAL RESPONSES INDUCED BY SELECTIVE STIMULATION OF CCKB RECEPTORS BY USING A NEW HIGHLY POTENT CCK ANALOG, BC-264 [J].

DAUGE, V ;

BOHME, GA ;

CRAWLEY, JN ;

DURIEUX, C ;

STUTZMANN, JM ;

FEGER, J ;

BLANCHARD, JC ;

ROQUES, BP .

SYNAPSE, 1990, 6 (01) :73-80

[6]

DING XQ, 1995, PHARMACOL TOXICOL, V76, P83

[7] CYCLIC HEXAPEPTIDES AND CHIMERIC PEPTIDES AS MIMICS OF TENDAMISTAT [J].

ETZKORN, FA ;

GUO, T ;

LIPTON, MA ;

GOLDBERG, SD ;

BARTLETT, PA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (23) :10412-10425

[8] KETOMETHYLENE AND (CYANOMETHYLENE)AMINO PSEUDOPEPTIDE ANALOGS OF THE C-TERMINAL HEXAPEPTIDE OF NEUROTENSIN [J].

GONZALEZMUNIZ, R ;

GARCIALOPEZ, MT ;

GOMEZMONTERREY, I ;

HERRANZ, R ;

JIMENO, ML ;

SUAREZGEA, ML ;

JOHANSEN, NL ;

MADSEN, K ;

THOGERSEN, H ;

SUZDAK, P .

JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (06) :1015-1021

[9] STUDIES ON THE SYNTHESIS OF CYANOMETHYLENEAMINO PSEUDOPEPTIDES [J].

HERRANZ, R ;

SUAREZGEA, ML ;

VINUESA, S ;

GARCIALOPEZ, MT .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (19) :5186-5191

[10] SYNTHESIS OF PSI-[CH(CN)NH] PSEUDOPEPTIDES - A NEW PEPTIDE-BOND SURROGATE [J].

HERRANZ, R ;

SUAREZGEA, ML ;

VINUESA, S ;

GARCIALOPEZ, MT ;

MARTINEZ, A .

TETRAHEDRON LETTERS, 1991, 32 (51) :7579-7582

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