Synthesis and biological evaluation of coumarincarboxylic acids as inhibitors of gyrase B. L-rhamnose as an effective substitute for L-noviose

…, C Dupuis-Hamelin, P Mauvais, P Lassaigne…

Index: Ferroud, Didier; Collard, Jeannine; Klich, Michel; Dupuis-Hamelin, Claudine; Mauvais, Pascale; Lassaigne, Patrice; Bonnefoy, Alain; Musicki, Branislav Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 19 p. 2881 - 2886

Full Text: HTML

Citation Number: 43

Abstract

A series of novobiocin-like coumarincarboxylic acids has been prepared bearing the L- rhamnosyl moiety as the sugar portion of the molecule. The similar DNA gyrase inhibitory activity of the novel class of coumarins to that of novobiocin demonstrates that L-rhamnose can effectively replace L-noviose. Introduction of alkyl side-chains at C-5 of coumarin leads to improved in vitro antibacterial properties in the novel series.