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Synthesis and Antifungal Potential of Some Novel Benzimidazole-1,3,4-Oxadiazole Compounds

Discovery of novel anticandidal agents with clarified mechanisms of action, could be a rationalist approach against diverse pathogenic fungal strains due to the rise of resistance to existing drugs. In support to this hypothesis, in this paper, a series of benzimidazole-oxadiazole compounds were syn...

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Autores principales: Karaburun, Ahmet Çağrı, Kaya Çavuşoğlu, Betül, Acar Çevik, Ulviye, Osmaniye, Derya, Sağlık, Begüm Nurpelin, Levent, Serkan, Özkay, Yusuf, Atlı, Özlem, Koparal, Ali Savaş, Kaplancıklı, Zafer Asım
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6337182/
https://www.ncbi.nlm.nih.gov/pubmed/30621357
http://dx.doi.org/10.3390/molecules24010191
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author Karaburun, Ahmet Çağrı
Kaya Çavuşoğlu, Betül
Acar Çevik, Ulviye
Osmaniye, Derya
Sağlık, Begüm Nurpelin
Levent, Serkan
Özkay, Yusuf
Atlı, Özlem
Koparal, Ali Savaş
Kaplancıklı, Zafer Asım
author_facet Karaburun, Ahmet Çağrı
Kaya Çavuşoğlu, Betül
Acar Çevik, Ulviye
Osmaniye, Derya
Sağlık, Begüm Nurpelin
Levent, Serkan
Özkay, Yusuf
Atlı, Özlem
Koparal, Ali Savaş
Kaplancıklı, Zafer Asım
author_sort Karaburun, Ahmet Çağrı
collection PubMed
description Discovery of novel anticandidal agents with clarified mechanisms of action, could be a rationalist approach against diverse pathogenic fungal strains due to the rise of resistance to existing drugs. In support to this hypothesis, in this paper, a series of benzimidazole-oxadiazole compounds were synthesized and subjected to antifungal activity evaluation. In vitro activity assays indicated that some of the compounds exhibited moderate to potent antifungal activities against tested Candida species when compared positive control amphotericin B and ketoconazole. The most active compounds 4h and 4p were evaluated in terms of inhibitory activity upon ergosterol biosynthesis by an LC-MS-MS method and it was determined that they inhibited ergosterol synthesis concentration dependently. Docking studies examining interactions between most active compounds and lanosterol 14-α-demethylase also supported the in vitro results.
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spelling pubmed-63371822019-01-25 Synthesis and Antifungal Potential of Some Novel Benzimidazole-1,3,4-Oxadiazole Compounds Karaburun, Ahmet Çağrı Kaya Çavuşoğlu, Betül Acar Çevik, Ulviye Osmaniye, Derya Sağlık, Begüm Nurpelin Levent, Serkan Özkay, Yusuf Atlı, Özlem Koparal, Ali Savaş Kaplancıklı, Zafer Asım Molecules Article Discovery of novel anticandidal agents with clarified mechanisms of action, could be a rationalist approach against diverse pathogenic fungal strains due to the rise of resistance to existing drugs. In support to this hypothesis, in this paper, a series of benzimidazole-oxadiazole compounds were synthesized and subjected to antifungal activity evaluation. In vitro activity assays indicated that some of the compounds exhibited moderate to potent antifungal activities against tested Candida species when compared positive control amphotericin B and ketoconazole. The most active compounds 4h and 4p were evaluated in terms of inhibitory activity upon ergosterol biosynthesis by an LC-MS-MS method and it was determined that they inhibited ergosterol synthesis concentration dependently. Docking studies examining interactions between most active compounds and lanosterol 14-α-demethylase also supported the in vitro results. MDPI 2019-01-06 /pmc/articles/PMC6337182/ /pubmed/30621357 http://dx.doi.org/10.3390/molecules24010191 Text en © 2019 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 (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Karaburun, Ahmet Çağrı
Kaya Çavuşoğlu, Betül
Acar Çevik, Ulviye
Osmaniye, Derya
Sağlık, Begüm Nurpelin
Levent, Serkan
Özkay, Yusuf
Atlı, Özlem
Koparal, Ali Savaş
Kaplancıklı, Zafer Asım
Synthesis and Antifungal Potential of Some Novel Benzimidazole-1,3,4-Oxadiazole Compounds
title Synthesis and Antifungal Potential of Some Novel Benzimidazole-1,3,4-Oxadiazole Compounds
title_full Synthesis and Antifungal Potential of Some Novel Benzimidazole-1,3,4-Oxadiazole Compounds
title_fullStr Synthesis and Antifungal Potential of Some Novel Benzimidazole-1,3,4-Oxadiazole Compounds
title_full_unstemmed Synthesis and Antifungal Potential of Some Novel Benzimidazole-1,3,4-Oxadiazole Compounds
title_short Synthesis and Antifungal Potential of Some Novel Benzimidazole-1,3,4-Oxadiazole Compounds
title_sort synthesis and antifungal potential of some novel benzimidazole-1,3,4-oxadiazole compounds
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6337182/
https://www.ncbi.nlm.nih.gov/pubmed/30621357
http://dx.doi.org/10.3390/molecules24010191
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