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Conformationally Constrained Analogs of N-Substituted Piperazinylquinolones: Synthesis and Antibacterial Activity of N-(2,3-Dihydro-4-hydroxyimino-4H-1-benzopyran-3-yl)-piperazinylquinolones

✍ Scribed by Saeed Emami; Alireza Foroumadi; Nasrin Samadi; Mohammad A. Faramarzi; Saeed Rajabalian

Publisher: John Wiley and Sons
Year: 2009
Tongue: English
Weight: 376 KB
Volume: 342
Category: Article
ISSN: 0365-6233
DOI: 10.1002/ardp.200800182

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✦ Synopsis

Abstract

A series of novel quinolone agents bearing a particular bulky and conformationally constrained bicyclic substituent (2,3‐dihydro‐4‐hydroxyimino‐4__H__‐1‐benzopyran‐3‐yl‐ moiety) on the piperazine ring of 7‐piperazinyl quinolones (norfloxacin, enoxacin, ciprofloxacin, and levofloxacin) were synthesized and evaluated against a panel of Gram‐positive and Gram‐negative bacteria. Among these derivatives, ciprofloxacin counterpart 9c, highly inhibited the tested Gram‐positive bacteria, superior to that of the reference drugs, and displayed antibacterial activity at non‐cytotoxic concentrations.

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