Synthesis and antituberculosis activity of new fatty acid amides

Caroline Da Ros Montes D'Oca; Tatiane Coelho; Tamara Germani Marinho; Carolina Rosa Lopes Hack; Rodrigo da Costa Duarte; Pedro Almeida da Silva; Marcelo Gonçalves Montes D'Oca

doi:10.1016/j.bmcl.2010.06.149

Synthesis and antituberculosis activity of new fatty acid amides

Bioorg Med Chem Lett. 2010 Sep 1;20(17):5255-7. doi: 10.1016/j.bmcl.2010.06.149. Epub 2010 Jul 7.

Authors

Caroline Da Ros Montes D'Oca¹, Tatiane Coelho, Tamara Germani Marinho, Carolina Rosa Lopes Hack, Rodrigo da Costa Duarte, Pedro Almeida da Silva, Marcelo Gonçalves Montes D'Oca

Affiliation

¹ Laboratório Kolbe de Síntese Orgânica, Escola de Química e Alimentos, Universidade Federal do Rio Grande, Rio Grande, RS, Brazil.

PMID: 20667727
DOI: 10.1016/j.bmcl.2010.06.149

Abstract

This work reports the synthesis of new fatty acid amides from C16:0, 18:0, 18:1, 18:1 (OH), and 18:2 fatty acids families with cyclic and acyclic amines and demonstrate for the first time the activity of these compounds as antituberculosis agents against Mycobacterium tuberculosis H(37)Rv, M. tuberculosis rifampicin resistance (ATCC 35338), and M. tuberculosis isoniazid resistance (ATCC 35822). The fatty acid amides derivate from ricinoleic acid were the most potent one among a series of tested compounds, with a MIC 6.25 microg/mL for resistance strains.

Publication types

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

MeSH terms

Amides / chemical synthesis*
Amides / chemistry
Amides / pharmacology*
Antitubercular Agents / chemical synthesis*
Fatty Acids / chemistry*
Microbial Sensitivity Tests
Mycobacterium tuberculosis / drug effects
Spectrum Analysis / methods

Substances

Amides
Antitubercular Agents
Fatty Acids