Synthesis and structure-activity relationship of potent bicyclic lactam thrombin inhibitors

被引：21

作者：

Bachand, B ^{[1
]}

DiMaio, J ^{[1
]}

Siddiqui, MA ^{[1
]}

机构：

[1] BioChem Therapeut Inc, Laval, PQ H7V 4A7, Canada

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1999年 / 9卷 / 07期

关键词：

D O I：

10.1016/S0960-894X(99)00130-4

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A simple and versatile method for preparation of (D)-Phe-Pro peptidomimetic bicyclic thiazolidine lactams is presented. These bicyclic lactams have chemical diversity alpha to the lactam carbonyl and, when linked to electrophilic arginines, provide potent thrombin inhibitors. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：913 / 918

页数：6

共 7 条

[1] Thrombin and factor Xa inhibition
Edmunds, JJ
Rapundalo, ST
Siddiqui, MA
[J]. ANNUAL REPORTS IN MEDICINAL CHEMISTRY, VOL 31, 1996, 31 : 51 - 60
[2] BCH-2763, a novel potent parenteral thrombin inhibitor, is an effective antithrombotic agent in rodent models of arterial and venous thrombosis - Comparisons with heparin, r-hirudin, hirulog, inogatran and argatroban
Finkle, CD
St Pierre, A
Leblond, L
Deschenes, I
DiMaio, J
Winocour, PD
[J]. THROMBOSIS AND HAEMOSTASIS, 1998, 79 (02) : 431 - 438
[3] HIRSH J, 1994, HEMOSTASIS THROMBOSI, P1638
[4] MEYERS ZI, 1991, TETRAHEDRON, V46, P9503
[5] Synthesis of constrained bicyclic dipeptide mimetics
Siddiqui, MA
Preville, P
Tarazi, M
Warder, SE
Eby, P
Gorseth, E
Puumala, K
DiMaio, J
[J]. TETRAHEDRON LETTERS, 1997, 38 (51) : 8807 - 8810
[6] SYNTHETIC LOW-MOLECULAR-WEIGHT THROMBIN INHIBITORS - MOLECULAR DESIGN AND PHARMACOLOGICAL PROFILE
TAPPARELLI, C
METTERNICH, R
EHRHARDT, C
COOK, NS
[J]. TRENDS IN PHARMACOLOGICAL SCIENCES, 1993, 14 (10) : 366 - 376
[7] 1997, 214 AM CHEM SOC M LA

← 1 →