Synthesis and evaluation of a novel series of pseudo-cinnamic derivatives as antituberculosis agents

Georges Koumba Yoya; Florence Bedos-Belval; Patricia Constant; Hubert Duran; Mamadou Daffé; Michel Baltas

doi:10.1016/j.bmcl.2008.11.082

Synthesis and evaluation of a novel series of pseudo-cinnamic derivatives as antituberculosis agents

Bioorg Med Chem Lett. 2009 Jan 15;19(2):341-3. doi: 10.1016/j.bmcl.2008.11.082. Epub 2008 Nov 27.

Authors

Georges Koumba Yoya¹, Florence Bedos-Belval, Patricia Constant, Hubert Duran, Mamadou Daffé, Michel Baltas

Affiliation

¹ Université de Toulouse, UPS, LSPCMIB (Laboratoire de Synthèse et Physico-Chimie de Molécules d'Intérêt Biologique), 118, Route de Narbonne, F-31062 Toulouse Cedex 9, France.

PMID: 19084396
DOI: 10.1016/j.bmcl.2008.11.082

Abstract

In an effort to develop potent new antituberculous drugs effective against Mycobacterium tuberculosis, we have prepared series of cinnamic derivatives (thioesters and amides) with 4-hydroxy and 4-alkoxy groups and investigated the in vitro activities of these compounds. Among them some displayed a good in vitro antibacterial activity, such as (E)-N-(2-acetamidoethyl)-3-{4-[(E)-3,7-dimethylocta-2,6-dienyloxy]phenyl}acrylamide 4b that showed a minimum inhibitory concentration of 0.1microg/mL (0.26microM) against M. tuberculosis H37Rv.

Publication types

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

MeSH terms

Antitubercular Agents / chemical synthesis*
Antitubercular Agents / chemistry
Antitubercular Agents / pharmacology*
Cinnamates / chemical synthesis*
Cinnamates / chemistry
Cinnamates / pharmacology*
Microbial Sensitivity Tests
Mycobacterium tuberculosis / drug effects

Substances

Antitubercular Agents
Cinnamates
cinnamic acid