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Synthesis and Biological Evaluation of Hydrazone Derivatives as Antifungal Agents

Emerging yeasts are among the most prevalent causes of systemic infections with high mortality rates and there is an urgent need to develop specific, effective and non-toxic antifungal agents to respond to this issue. In this study 35 aldehydes, hydrazones and hydrazines were obtained and their anti...

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Autores principales: Casanova, Bruna B., Muniz, Mauro N., de Oliveira, Thayse, de Oliveira, Luís Flavio, Machado, Michel M., Fuentefria, Alexandre M., Gosmann, Grace, Gnoatto, Simone C. B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6272182/
https://www.ncbi.nlm.nih.gov/pubmed/26007181
http://dx.doi.org/10.3390/molecules20059229
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author Casanova, Bruna B.
Muniz, Mauro N.
de Oliveira, Thayse
de Oliveira, Luís Flavio
Machado, Michel M.
Fuentefria, Alexandre M.
Gosmann, Grace
Gnoatto, Simone C. B.
author_facet Casanova, Bruna B.
Muniz, Mauro N.
de Oliveira, Thayse
de Oliveira, Luís Flavio
Machado, Michel M.
Fuentefria, Alexandre M.
Gosmann, Grace
Gnoatto, Simone C. B.
author_sort Casanova, Bruna B.
collection PubMed
description Emerging yeasts are among the most prevalent causes of systemic infections with high mortality rates and there is an urgent need to develop specific, effective and non-toxic antifungal agents to respond to this issue. In this study 35 aldehydes, hydrazones and hydrazines were obtained and their antifungal activity was evaluated against Candida species (C. parapsilosis, C. tropicalis, C. krusei, C. albicans, C. glabrata and C. lusitaneae) and Trichosporon asahii, in an in vitro screening. The minimum inhibitory concentrations (MICs) of the active compounds in the screening was determined against 10 clinical isolates of C. parapsilosis and 10 of T. asahii. The compounds 4-pyridin-2-ylbenzaldehyde] (13a) and tert-butyl-(2Z)-2-(3,4,5-trihydroxybenzylidine)hydrazine carboxylate (7b) showed the most promising MIC values in the range of 16–32 μg/mL and 8–16 μg/mL, respectively. The compounds’ action on the stability of the cell membrane and cell wall was evaluated, which suggested the action of the compounds on the fungal cell membrane. Cell viability of leukocytes and an alkaline comet assay were performed to evaluate the cytotoxicity. Compound 13a was not cytotoxic at the active concentrations. These results support the discovery of promising candidates for the development of new antifungal agents.
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spelling pubmed-62721822019-01-07 Synthesis and Biological Evaluation of Hydrazone Derivatives as Antifungal Agents Casanova, Bruna B. Muniz, Mauro N. de Oliveira, Thayse de Oliveira, Luís Flavio Machado, Michel M. Fuentefria, Alexandre M. Gosmann, Grace Gnoatto, Simone C. B. Molecules Article Emerging yeasts are among the most prevalent causes of systemic infections with high mortality rates and there is an urgent need to develop specific, effective and non-toxic antifungal agents to respond to this issue. In this study 35 aldehydes, hydrazones and hydrazines were obtained and their antifungal activity was evaluated against Candida species (C. parapsilosis, C. tropicalis, C. krusei, C. albicans, C. glabrata and C. lusitaneae) and Trichosporon asahii, in an in vitro screening. The minimum inhibitory concentrations (MICs) of the active compounds in the screening was determined against 10 clinical isolates of C. parapsilosis and 10 of T. asahii. The compounds 4-pyridin-2-ylbenzaldehyde] (13a) and tert-butyl-(2Z)-2-(3,4,5-trihydroxybenzylidine)hydrazine carboxylate (7b) showed the most promising MIC values in the range of 16–32 μg/mL and 8–16 μg/mL, respectively. The compounds’ action on the stability of the cell membrane and cell wall was evaluated, which suggested the action of the compounds on the fungal cell membrane. Cell viability of leukocytes and an alkaline comet assay were performed to evaluate the cytotoxicity. Compound 13a was not cytotoxic at the active concentrations. These results support the discovery of promising candidates for the development of new antifungal agents. MDPI 2015-05-20 /pmc/articles/PMC6272182/ /pubmed/26007181 http://dx.doi.org/10.3390/molecules20059229 Text en © 2015 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Casanova, Bruna B.
Muniz, Mauro N.
de Oliveira, Thayse
de Oliveira, Luís Flavio
Machado, Michel M.
Fuentefria, Alexandre M.
Gosmann, Grace
Gnoatto, Simone C. B.
Synthesis and Biological Evaluation of Hydrazone Derivatives as Antifungal Agents
title Synthesis and Biological Evaluation of Hydrazone Derivatives as Antifungal Agents
title_full Synthesis and Biological Evaluation of Hydrazone Derivatives as Antifungal Agents
title_fullStr Synthesis and Biological Evaluation of Hydrazone Derivatives as Antifungal Agents
title_full_unstemmed Synthesis and Biological Evaluation of Hydrazone Derivatives as Antifungal Agents
title_short Synthesis and Biological Evaluation of Hydrazone Derivatives as Antifungal Agents
title_sort synthesis and biological evaluation of hydrazone derivatives as antifungal agents
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6272182/
https://www.ncbi.nlm.nih.gov/pubmed/26007181
http://dx.doi.org/10.3390/molecules20059229
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