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Cholyl 1,3,4-oxadiazole hybrid compounds: design, synthesis and antimicrobial assessment

A new chemical library based on the hybridization of cholic acid with the heterocyclic moiety 1,3,4-oxadizole was synthesized, and tested for antimicrobial activity against Gram-positive, Gram-negative bacteria, and fungi. Among the synthesized compounds, the most potent derivatives against S. aureu...

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Autores principales: Rasras, Anas J, El-Naggar, Mohamed, Safwat, Nesreen A, Al-Qawasmeh, Raed A
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9174839/
https://www.ncbi.nlm.nih.gov/pubmed/35706993
http://dx.doi.org/10.3762/bjoc.18.63
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author Rasras, Anas J
El-Naggar, Mohamed
Safwat, Nesreen A
Al-Qawasmeh, Raed A
author_facet Rasras, Anas J
El-Naggar, Mohamed
Safwat, Nesreen A
Al-Qawasmeh, Raed A
author_sort Rasras, Anas J
collection PubMed
description A new chemical library based on the hybridization of cholic acid with the heterocyclic moiety 1,3,4-oxadizole was synthesized, and tested for antimicrobial activity against Gram-positive, Gram-negative bacteria, and fungi. Among the synthesized compounds, the most potent derivatives against S. aureus were 4t, 4i, 4p, and 4c with MIC values between 31 and 70 µg/mL, while compound 4p was the most active one against Bacillus subtilis with a MIC value of 70 µg/mL. Interestingly, compounds 4a and 4u exerted selective activity against Gram-positive bacteria. The synthesized compounds showed good activity against A. fumigatus and C. albicans and compound 4v exhibited selective activity against fungi only.
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spelling pubmed-91748392022-06-14 Cholyl 1,3,4-oxadiazole hybrid compounds: design, synthesis and antimicrobial assessment Rasras, Anas J El-Naggar, Mohamed Safwat, Nesreen A Al-Qawasmeh, Raed A Beilstein J Org Chem Full Research Paper A new chemical library based on the hybridization of cholic acid with the heterocyclic moiety 1,3,4-oxadizole was synthesized, and tested for antimicrobial activity against Gram-positive, Gram-negative bacteria, and fungi. Among the synthesized compounds, the most potent derivatives against S. aureus were 4t, 4i, 4p, and 4c with MIC values between 31 and 70 µg/mL, while compound 4p was the most active one against Bacillus subtilis with a MIC value of 70 µg/mL. Interestingly, compounds 4a and 4u exerted selective activity against Gram-positive bacteria. The synthesized compounds showed good activity against A. fumigatus and C. albicans and compound 4v exhibited selective activity against fungi only. Beilstein-Institut 2022-05-31 /pmc/articles/PMC9174839/ /pubmed/35706993 http://dx.doi.org/10.3762/bjoc.18.63 Text en Copyright © 2022, Rasras et al. https://creativecommons.org/licenses/by/4.0/This is an open access article licensed under the terms of the Beilstein-Institut Open Access License Agreement (https://www.beilstein-journals.org/bjoc/terms/terms), which is identical to the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0 (https://creativecommons.org/licenses/by/4.0/) ). The reuse of material under this license requires that the author(s), source and license are credited. Third-party material in this article could be subject to other licenses (typically indicated in the credit line), and in this case, users are required to obtain permission from the license holder to reuse the material.
spellingShingle Full Research Paper
Rasras, Anas J
El-Naggar, Mohamed
Safwat, Nesreen A
Al-Qawasmeh, Raed A
Cholyl 1,3,4-oxadiazole hybrid compounds: design, synthesis and antimicrobial assessment
title Cholyl 1,3,4-oxadiazole hybrid compounds: design, synthesis and antimicrobial assessment
title_full Cholyl 1,3,4-oxadiazole hybrid compounds: design, synthesis and antimicrobial assessment
title_fullStr Cholyl 1,3,4-oxadiazole hybrid compounds: design, synthesis and antimicrobial assessment
title_full_unstemmed Cholyl 1,3,4-oxadiazole hybrid compounds: design, synthesis and antimicrobial assessment
title_short Cholyl 1,3,4-oxadiazole hybrid compounds: design, synthesis and antimicrobial assessment
title_sort cholyl 1,3,4-oxadiazole hybrid compounds: design, synthesis and antimicrobial assessment
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9174839/
https://www.ncbi.nlm.nih.gov/pubmed/35706993
http://dx.doi.org/10.3762/bjoc.18.63
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