Design and synthesis of hydrazinopeptides and their evaluation as human leukocyte elastase inhibitors

…, A Collet, A Amour, M Reboud-Ravaux

Index: Guy, Laure; Vidal, Joelle; Collet, Andre; Amour, Augustin; Reboud-Ravaux, Michele Journal of Medicinal Chemistry, 1998 , vol. 41, # 24 p. 4833 - 4843

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Citation Number: 52

Abstract

The name hydrazinopeptide designates peptidic structures in which one of the native CONH links is replaced by a CONHNH (hydrazido) fragment. In this paper, we report the synthesis of such hydrazinohexapeptides (3-5) analogous to Z-Ala-Ala-Pro-Val-Ala-Ala-NH i Pr (6), a substrate of human leukocyte elastase (HLE; EC 3.4. 21.37), cleaved by this serine protease between the Val4 and Ala5 residues. In hydrazinopeptides 3-5, the Ala5, Val4, or Pro3 ...