Synthesis and Stability of Functionalized Epoxides Topologically Related to β-Lactam Antibiotics

Autor: Léon Ghosez, Didier Ferroud, Jacqueline Marchand-Brynaert, B. Serckx‐Poncin
Rok vydání: 2010
Předmět:
Zdroj: Bulletin des Sociétés Chimiques Belges. 99:1075-1084
ISSN: 0037-9646
DOI: 10.1002/bscb.19900991126
Popis: Epoxides 3-4 topologically related to penicillins and oxamazins have been designed as potential alkylating inhibitors of bacterial D, D-peptidases. A series of N-acylated olefins 17-19 and 22 have been prepared. It was found that the corresponding epoxides bearing a free carboxyl group were unstable. Neither the olefinic precursors nor the lactones 23 resulting from ring opening of the epoxides 4 exhibited any antibacterial activity.
Databáze: OpenAIRE