Synthesis and antituberculosis activity of new fatty acid amides

D’Oca, Caroline Da Ros Montes; Coelho, Tatiane S.; Marinho, Tamara Germani; Hack, Carolina R. L.; Duarte, Rodrigo da Costa; Silva, Pedro Eduardo Almeida da; D’Oca, Marcelo Gonçalves Montes

doi:10.1016/j.bmcl.2010.06.149

Cited by 62 publications

(35 citation statements)

References 19 publications

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“…The activity of long fatty acids amide has also been reported. [52] The activity of those compounds was not as good as the corresponding ester, with no members of the collection showing MIC below 12.5 μM. Those results are another indication that low polarity and lipophilicity do not provide active compounds without specific interactions.…”

Section: Resultsmentioning

confidence: 98%

Antitubercular activity of 1,2,3-triazolyl fatty acid derivatives

Ghiano

Iglesia

Liu

et al. 2017

European Journal of Medicinal Chemistry

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A collection of 1,2,3-triazoles unsaturated fatty acid mimics were efficiently synthesized by click chemistry. The 1,4-disubstituted analogs prepared covered different alkyl chain lengths and triazole positions. The compounds were subsequently tested against Mycobacterium tuberculosis, being most of them active with some of the analogs displaying activity at micromolar concentration. The most potent member of the series has the triazole moiety on the C-2 position with a carbon chain of eight or ten carbon atoms. The 1,5-isomers of the most active analog were significantly less active than the original isomer. The activity of the selected hit was assayed on several clinical MTB multi-drug resistant strains providing the same MIC.

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Section: Resultsmentioning

confidence: 98%

Antitubercular activity of 1,2,3-triazolyl fatty acid derivatives

Ghiano

Iglesia

Liu

et al. 2017

European Journal of Medicinal Chemistry

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“…These compounds are designed to penetrate bacterial cells, which can be useful for the mechanism of INH resistance, this can be due to factors such as mutations in unknown genes, decreased permeability, or increased efflux. 40 …”

Section: Other Non--nitrogen Heterocyclic Derivativesmentioning

confidence: 99%

Antitubercular drugs: advances in nitrogen containing heterocyclic compounds and some other derivatives

Asif

2014

J PHARM CHEM

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Tuberculosis (TB) caused by Mycobacterium tuberculosis is an infectious disease. Control of TB is complicated by difficulties in the long--course chemotherapy treatment, the inability to eliminate latent microbes, and the increasing emergence of Multidrug Resistant (MDR) strains of M. tuberculosis. New anti--TB drugs are urgently needed, including developments of short--term treatments to minimize the emergence of drug resistance and new drugs to treat multidrug resistant tuberculosis and to eliminate the latent microbes. Many new structural anti--TB agents exhibited promising activities against susceptible and resistant strains of M. tuberculosis. The diarylquinoline with superior anti--tuberculotic activity and encouraging results of nitroimidazopyrans and oxazolidinones have generated considerable excitement.

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“…It has also been shown that amide derivatives of fatty acids have anti-TB activity. Due to their nature these compounds are designed to penetrate bacterial cells, which can be useful for studying the mechanism of INH resistance as this can also be due to factors such as mutations in unknown genes, decreased permeability, or increased efflux (D´Oca et al, 2010 …”

Section: Other Derivativesmentioning

confidence: 99%