Design, synthesis and stability of N-acyloxymethyl- and N-aminocarbonyloxymethyl-2-azetidinones as human leukocyte elastase inhibitors

A Clemente; A Domingos; A P Grancho; J Iley; R Moreira; J Neres; N Palma; A B Santana; E Valente

doi:10.1016/s0960-894x(01)00131-7

Design, synthesis and stability of N-acyloxymethyl- and N-aminocarbonyloxymethyl-2-azetidinones as human leukocyte elastase inhibitors

Bioorg Med Chem Lett. 2001 Apr 23;11(8):1065-8. doi: 10.1016/s0960-894x(01)00131-7.

Authors

A Clemente¹, A Domingos, A P Grancho, J Iley, R Moreira, J Neres, N Palma, A B Santana, E Valente

Affiliation

¹ INETI, Dep. Biotecnologia, Estrada das Palmeiras, Lisboa, Portugal.

PMID: 11327591
DOI: 10.1016/s0960-894x(01)00131-7

Abstract

A series of N-acyloxymethyl- and N-aminocarbonyloxymethyl derivatives of 2-azetidinones, 3, with different substituent patterns at the beta-lactam C-3 and C-4 positions, were designed as potential mechanism-based inhibitors for human leukocyte elastase and found to exhibit inhibitory potency and selectivity for the enzyme.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Azetidines / chemical synthesis
Azetidines / pharmacology
Drug Design
Drug Stability
Enzyme Inhibitors / chemical synthesis*
Enzyme Inhibitors / pharmacology*
Humans
Leukocyte Elastase / antagonists & inhibitors*
Models, Molecular
Sensitivity and Specificity

Substances

2-azetidinone
Azetidines
Enzyme Inhibitors
Leukocyte Elastase