Synthesis and evaluation of the antifungal activity of 2-(substituted-amino)-4,5-dialkyl-thiophene-3- carbonitrile derivatives

Fifteen 2-[(substituted-benzylidene)-amino]-5-methyl-thiophene-3-carbonitrile (3a-g) and 2-[(substituted-benzylidene)-amino]-4,5-cycloalkyl-thiophene-3-carbonitrile derivatives (4a-h) were synthesized and screened for their in vitro antifungal activity against 42 clinical isolates of Candida (repres...

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Autores principales:	Mendonça Jr., Francisco J. B., Lima, María do Carmo A., Lima Neto, Reginaldo G., Oliveira, Tiago B., Pitta, Iván R., Galdino, Suely L., Cruz, Rayssa M.D. da, Araújo, Rodrigo S. A. de, Neves, Rejane P.
Formato:	Articulo
Lenguaje:	Inglés
Publicado:	2011
Materias:	Farmacia antifungal activity; candida; criptococcus neoformans; gewald reaction; minimal fungicidal concentration; thiophene derivatives Agentes Antifúngicos Hongos Levaduras
Acceso en línea:	http://sedici.unlp.edu.ar/handle/10915/8329 http://www.latamjpharm.org/resumenes/30/8/LAJOP_30_8_1_6.pdf
Aporte de:	SEDICI (UNLP) de Universidad Nacional de La Plata

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institution	Universidad Nacional de La Plata
institution_str	I-19
repository_str	R-120
collection	SEDICI (UNLP)
language	Inglés
topic	Farmacia antifungal activity; candida; criptococcus neoformans; gewald reaction; minimal fungicidal concentration; thiophene derivatives Agentes Antifúngicos Hongos Levaduras
spellingShingle	Farmacia antifungal activity; candida; criptococcus neoformans; gewald reaction; minimal fungicidal concentration; thiophene derivatives Agentes Antifúngicos Hongos Levaduras Mendonça Jr., Francisco J. B. Lima, María do Carmo A. Lima Neto, Reginaldo G. Oliveira, Tiago B. Pitta, Iván R. Galdino, Suely L. Cruz, Rayssa M.D. da Araújo, Rodrigo S. A. de Neves, Rejane P. Synthesis and evaluation of the antifungal activity of 2-(substituted-amino)-4,5-dialkyl-thiophene-3- carbonitrile derivatives
topic_facet	Farmacia antifungal activity; candida; criptococcus neoformans; gewald reaction; minimal fungicidal concentration; thiophene derivatives Agentes Antifúngicos Hongos Levaduras
description	Fifteen 2-[(substituted-benzylidene)-amino]-5-methyl-thiophene-3-carbonitrile (3a-g) and 2-[(substituted-benzylidene)-amino]-4,5-cycloalkyl-thiophene-3-carbonitrile derivatives (4a-h) were synthesized and screened for their in vitro antifungal activity against 42 clinical isolates of Candida (representing 4 different species) and 2 isolates of Criptococcus. The antifungal activities of these compounds were compared to fluconazole and amphotericin B as standard agents. All compounds presented fungicidal activity at different doses, but a few compounds showed moderate or poor antifungal activity when compared with the standard drugs. The Cryptococcus strains were more sensitive than those of the genus Candida, and compound 4d was the most active, with MFC values varying between 100-800 μg/mL. A preliminary SAR study demonstrated that the presence of a cycloalkyl ring linked to the thiophene moiety is essential for antifungal activity, and that the best antifungal candidates are cyclohexyl compounds (4d-f). The results suggest that thiophene derivatives may be interesting compounds for the further development of antifungal drugs.
format	Articulo Articulo
author	Mendonça Jr., Francisco J. B. Lima, María do Carmo A. Lima Neto, Reginaldo G. Oliveira, Tiago B. Pitta, Iván R. Galdino, Suely L. Cruz, Rayssa M.D. da Araújo, Rodrigo S. A. de Neves, Rejane P.
author_facet	Mendonça Jr., Francisco J. B. Lima, María do Carmo A. Lima Neto, Reginaldo G. Oliveira, Tiago B. Pitta, Iván R. Galdino, Suely L. Cruz, Rayssa M.D. da Araújo, Rodrigo S. A. de Neves, Rejane P.
author_sort	Mendonça Jr., Francisco J. B.
title	Synthesis and evaluation of the antifungal activity of 2-(substituted-amino)-4,5-dialkyl-thiophene-3- carbonitrile derivatives
title_short	Synthesis and evaluation of the antifungal activity of 2-(substituted-amino)-4,5-dialkyl-thiophene-3- carbonitrile derivatives
title_full	Synthesis and evaluation of the antifungal activity of 2-(substituted-amino)-4,5-dialkyl-thiophene-3- carbonitrile derivatives
title_fullStr	Synthesis and evaluation of the antifungal activity of 2-(substituted-amino)-4,5-dialkyl-thiophene-3- carbonitrile derivatives
title_full_unstemmed	Synthesis and evaluation of the antifungal activity of 2-(substituted-amino)-4,5-dialkyl-thiophene-3- carbonitrile derivatives
title_sort	synthesis and evaluation of the antifungal activity of 2-(substituted-amino)-4,5-dialkyl-thiophene-3- carbonitrile derivatives
publishDate	2011
url	http://sedici.unlp.edu.ar/handle/10915/8329 http://www.latamjpharm.org/resumenes/30/8/LAJOP_30_8_1_6.pdf
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Synthesis and evaluation of the antifungal activity of 2-(substituted-amino)-4,5-dialkyl-thiophene-3- carbonitrile derivatives

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