Synthesis and antituberculosis activity of new fatty acid amides

Synthesis and antituberculosis activity of new fatty acid amides

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 37Rv, M. tubercu...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters Vol. 20; no. 17; pp. 5255 - 5257
Main Authors: D’Oca, Caroline Da Ros Montes, Coelho, Tatiane, Marinho, Tamara Germani, Hack, Carolina Rosa Lopes, da Costa Duarte, Rodrigo, da Silva, Pedro Almeida, D’Oca, Marcelo Gonçalves Montes
Format: Journal Article
Language:English
Published: Amsterdam Elsevier Ltd 01-09-2010
Elsevier
Subjects:
Amides - chemical synthesis
Amides - chemistry
Amides - pharmacology
Antibacterial agents
Antibiotics. Antiinfectious agents. Antiparasitic agents
Antitubercular Agents - chemical synthesis
Biological and medical sciences
FAMEs
Fatty acid amides
Fatty Acids - chemistry
Medical sciences
Microbial Sensitivity Tests
Mycobacterium tuberculosis
Mycobacterium tuberculosis - drug effects
Pharmacology. Drug treatments
Ricinoleic acid
Spectrum Analysis - methods
FAMEs
Mycobacterium tuberculosis
Fatty acid amides
Ricinoleic acid
Fatty amide
In vitro
Biological activity
Pyrrolidine derivatives
Resistance
Rifampicin
Mycobacteriales
Mycobacteriaceae
Bacteria
Unsaturated fatty acid
Actinomycetes
Antituberculous agent
Antibacterial agent
Chemical synthesis
Isoniazid
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Summary: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 37Rv, 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 μg/mL for resistance strains.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2010.06.149