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Synthesis, Characterization, and Antimicrobial Evaluation of Oxadiazole Congeners

A series of 1,3-oxazole, 1,3-thiazole, isomeric 1,2,4-oxadiazole, 1,3,4-oxadiazole, and 1,2,3,4-tetrazole heterocycles was synthesized. All the compounds shared as a common feature the presence of a 4-hydroxyphenyl substituent. The structures of the synthesized compounds were confirmed by MS, (1)H-N...

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Autores principales: Sadek, Bassem, Fahelelbom, Khairi Mustafa Salem
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264570/
https://www.ncbi.nlm.nih.gov/pubmed/21613975
http://dx.doi.org/10.3390/molecules16064339
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author Sadek, Bassem
Fahelelbom, Khairi Mustafa Salem
author_facet Sadek, Bassem
Fahelelbom, Khairi Mustafa Salem
author_sort Sadek, Bassem
collection PubMed
description A series of 1,3-oxazole, 1,3-thiazole, isomeric 1,2,4-oxadiazole, 1,3,4-oxadiazole, and 1,2,3,4-tetrazole heterocycles was synthesized. All the compounds shared as a common feature the presence of a 4-hydroxyphenyl substituent. The structures of the synthesized compounds were confirmed by MS, (1)H-NMR, and elemental analysis. In vitro antimicrobial activity for all the newly synthesized compounds at concentrations of 200-25 μg/mL was evaluated against Gram+ve organisms such as methicillin-resistant Staphylococcus aureus (MRSA), Gram–ve organisms such as Escherichia coli (E. coli), and the fungal strain Aspergillus niger (A. niger) by the cup plate method. Ofloxacin and ketoconazole (10 μg/mL) were used as reference standards for antibacterial and antifungal activity, respectively. Compounds 15, 16, and 20 showed notable antibacterial and antifungal activities at higher concentrations (200 μg/mL), whereas 17-19 were found to display significant antibacterial or antifungal activity (25-50 μg/mL) against the Gram+ve, Gram–ve bacteria, or fungal cells used in the present study.
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spelling pubmed-62645702018-12-10 Synthesis, Characterization, and Antimicrobial Evaluation of Oxadiazole Congeners Sadek, Bassem Fahelelbom, Khairi Mustafa Salem Molecules Article A series of 1,3-oxazole, 1,3-thiazole, isomeric 1,2,4-oxadiazole, 1,3,4-oxadiazole, and 1,2,3,4-tetrazole heterocycles was synthesized. All the compounds shared as a common feature the presence of a 4-hydroxyphenyl substituent. The structures of the synthesized compounds were confirmed by MS, (1)H-NMR, and elemental analysis. In vitro antimicrobial activity for all the newly synthesized compounds at concentrations of 200-25 μg/mL was evaluated against Gram+ve organisms such as methicillin-resistant Staphylococcus aureus (MRSA), Gram–ve organisms such as Escherichia coli (E. coli), and the fungal strain Aspergillus niger (A. niger) by the cup plate method. Ofloxacin and ketoconazole (10 μg/mL) were used as reference standards for antibacterial and antifungal activity, respectively. Compounds 15, 16, and 20 showed notable antibacterial and antifungal activities at higher concentrations (200 μg/mL), whereas 17-19 were found to display significant antibacterial or antifungal activity (25-50 μg/mL) against the Gram+ve, Gram–ve bacteria, or fungal cells used in the present study. MDPI 2011-05-25 /pmc/articles/PMC6264570/ /pubmed/21613975 http://dx.doi.org/10.3390/molecules16064339 Text en © 2011 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
Sadek, Bassem
Fahelelbom, Khairi Mustafa Salem
Synthesis, Characterization, and Antimicrobial Evaluation of Oxadiazole Congeners
title Synthesis, Characterization, and Antimicrobial Evaluation of Oxadiazole Congeners
title_full Synthesis, Characterization, and Antimicrobial Evaluation of Oxadiazole Congeners
title_fullStr Synthesis, Characterization, and Antimicrobial Evaluation of Oxadiazole Congeners
title_full_unstemmed Synthesis, Characterization, and Antimicrobial Evaluation of Oxadiazole Congeners
title_short Synthesis, Characterization, and Antimicrobial Evaluation of Oxadiazole Congeners
title_sort synthesis, characterization, and antimicrobial evaluation of oxadiazole congeners
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264570/
https://www.ncbi.nlm.nih.gov/pubmed/21613975
http://dx.doi.org/10.3390/molecules16064339
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