SYNTHESIS OF CONFORMATIONALLY-RESTRICTED BOROPEPTIDE THROMBIN INHIBITORS

Authors
CACCIOLA J FEVIG JM ALEXANDER RS BRITTELLI DR KETTNER CA KNABB RM WEBER PC
Citation
J. Cacciola et al., SYNTHESIS OF CONFORMATIONALLY-RESTRICTED BOROPEPTIDE THROMBIN INHIBITORS, Bioorganic & medicinal chemistry letters, 6(3), 1996, pp. 301-306
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
6
Issue
3
Year of publication
1996
Pages
301 - 306
Database
ISI
SICI code
0960-894X(1996)6:3<301:SOCBTI>2.0.ZU;2-N
Abstract
A series of boropeptide thrombin inhibitors was prepared in which the P3 residues of 2 (Ac-(D)-Phe-Pro-boroLys-OH . HCl) and 3 (3-Phenylprop ionyl-Pro-borolys-OH . HCl) were replaced by conformationally-restrict ed, benzoic acid-derived residues 4. The potent binding affinity of th e resulting inhibitors such as 10 may be due in part to a unique mode of binding in the thrombin active site.