Design and Synthesis of Bridged Gamma-lactams As Analogues of Beta-lactam Antibiotics

Overview

Journal Bioorg Med Chem Lett

Specialty Biochemistry

Date 2004 Apr 28

PMID 15109638

Citations 13

Authors

Jozsef Aszodi

David A Rowlands

Pascale Mauvais

Pascal Collette

Alain Bonnefoy

Maxime Lampilas

Affiliations

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Abstract

Anti-Bredt bridged bicyclo[3.2.1] gamma-lactams were designed as inhibitors of penicillin binding proteins (PBPs). The compounds were prepared by a carbenoid insertion into a lactam N-H bond. Their weak antibacterial activity could either be explained by a poor chemical stability or by unfavorable steric interactions of the methylene bridge of the gamma-lactam with the targeted enzymes.

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