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Synthesis and in Vitro Evaluation of New Nitro-Substituted Thiazolyl Hydrazone Derivatives as Anticandidal and Anticancer Agents

Fourteen new thiazolyl hydrazone derivatives were synthesized and evaluated for their anticandidal activity using a broth microdilution assay. Among the synthesized compounds, 2-[2-((5-(4-chloro-2-nitrophenyl)furan-2-yl)methylene)hydrazinyl]-4-(4-fluorophenyl)thiazole and 2-[2-((5-(4-chloro-2-nitrop...

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Autores principales: Altıntop, Mehlika Dilek, Özdemir, Ahmet, Turan-Zitouni, Gülhan, Ilgın, Sinem, Atlı, Özlem, Demirci, Fatih, Kaplancıklı, Zafer Asım
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271239/
https://www.ncbi.nlm.nih.gov/pubmed/25232704
http://dx.doi.org/10.3390/molecules190914809
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author Altıntop, Mehlika Dilek
Özdemir, Ahmet
Turan-Zitouni, Gülhan
Ilgın, Sinem
Atlı, Özlem
Demirci, Fatih
Kaplancıklı, Zafer Asım
author_facet Altıntop, Mehlika Dilek
Özdemir, Ahmet
Turan-Zitouni, Gülhan
Ilgın, Sinem
Atlı, Özlem
Demirci, Fatih
Kaplancıklı, Zafer Asım
author_sort Altıntop, Mehlika Dilek
collection PubMed
description Fourteen new thiazolyl hydrazone derivatives were synthesized and evaluated for their anticandidal activity using a broth microdilution assay. Among the synthesized compounds, 2-[2-((5-(4-chloro-2-nitrophenyl)furan-2-yl)methylene)hydrazinyl]-4-(4-fluorophenyl)thiazole and 2-[2-((5-(4-chloro-2-nitrophenyl)furan-2-yl)methylene) hydrazinyl]-4-(4-methoxyphenyl)thiazole were found to be the most effective antifungal compounds against Candida utilis, with a MIC value of 250 µg/mL, when compared with fluconazole (MIC = 2 µg/mL). Additionally, the synthesized compounds were evaluated for their in vitro cytotoxic effects on the MCF-7 and NIH/3T3 cell lines. As a result, 2-[2-((5-(4-chloro-2-nitrophenyl)furan-2-yl)methylene)hydrazinyl]-4-(4-chlorophenyl)thiazole was identified as the most promising anticancer compound against MCF-7 cancer cells due to its inhibitory effects (IC(50) = 125 µg/mL) and relatively low toxicity towards the NIH/3T3 cell line (IC(50) > 500 µg/mL).
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spelling pubmed-62712392018-12-27 Synthesis and in Vitro Evaluation of New Nitro-Substituted Thiazolyl Hydrazone Derivatives as Anticandidal and Anticancer Agents Altıntop, Mehlika Dilek Özdemir, Ahmet Turan-Zitouni, Gülhan Ilgın, Sinem Atlı, Özlem Demirci, Fatih Kaplancıklı, Zafer Asım Molecules Article Fourteen new thiazolyl hydrazone derivatives were synthesized and evaluated for their anticandidal activity using a broth microdilution assay. Among the synthesized compounds, 2-[2-((5-(4-chloro-2-nitrophenyl)furan-2-yl)methylene)hydrazinyl]-4-(4-fluorophenyl)thiazole and 2-[2-((5-(4-chloro-2-nitrophenyl)furan-2-yl)methylene) hydrazinyl]-4-(4-methoxyphenyl)thiazole were found to be the most effective antifungal compounds against Candida utilis, with a MIC value of 250 µg/mL, when compared with fluconazole (MIC = 2 µg/mL). Additionally, the synthesized compounds were evaluated for their in vitro cytotoxic effects on the MCF-7 and NIH/3T3 cell lines. As a result, 2-[2-((5-(4-chloro-2-nitrophenyl)furan-2-yl)methylene)hydrazinyl]-4-(4-chlorophenyl)thiazole was identified as the most promising anticancer compound against MCF-7 cancer cells due to its inhibitory effects (IC(50) = 125 µg/mL) and relatively low toxicity towards the NIH/3T3 cell line (IC(50) > 500 µg/mL). MDPI 2014-09-17 /pmc/articles/PMC6271239/ /pubmed/25232704 http://dx.doi.org/10.3390/molecules190914809 Text en © 2014 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/3.0/).
spellingShingle Article
Altıntop, Mehlika Dilek
Özdemir, Ahmet
Turan-Zitouni, Gülhan
Ilgın, Sinem
Atlı, Özlem
Demirci, Fatih
Kaplancıklı, Zafer Asım
Synthesis and in Vitro Evaluation of New Nitro-Substituted Thiazolyl Hydrazone Derivatives as Anticandidal and Anticancer Agents
title Synthesis and in Vitro Evaluation of New Nitro-Substituted Thiazolyl Hydrazone Derivatives as Anticandidal and Anticancer Agents
title_full Synthesis and in Vitro Evaluation of New Nitro-Substituted Thiazolyl Hydrazone Derivatives as Anticandidal and Anticancer Agents
title_fullStr Synthesis and in Vitro Evaluation of New Nitro-Substituted Thiazolyl Hydrazone Derivatives as Anticandidal and Anticancer Agents
title_full_unstemmed Synthesis and in Vitro Evaluation of New Nitro-Substituted Thiazolyl Hydrazone Derivatives as Anticandidal and Anticancer Agents
title_short Synthesis and in Vitro Evaluation of New Nitro-Substituted Thiazolyl Hydrazone Derivatives as Anticandidal and Anticancer Agents
title_sort synthesis and in vitro evaluation of new nitro-substituted thiazolyl hydrazone derivatives as anticandidal and anticancer agents
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271239/
https://www.ncbi.nlm.nih.gov/pubmed/25232704
http://dx.doi.org/10.3390/molecules190914809
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