Benzotriazole-Mediated Synthesis and Antibacterial Activity of Novel N-Acylcephalexins

Cephalexin (1) was acylated using N-acylbenzotriazoles (3a–k′) derived from various carboxylic acids including aromatic, heterocyclic and N-Pg-α-amino acid to afford N-acylcephalexins in excellent yields (82%–96%). Antibacterial screening of the novel cephalosporins revealed that all targets (4a–j)...

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Autores principales: Agha, Khalid A., Abo-Dya, Nader E., Ibrahim, Tarek S., Abdel-Aal, Eatedal H., Hegazy, Wael A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2016
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5064239/
https://www.ncbi.nlm.nih.gov/pubmed/28117314
http://dx.doi.org/10.3390/scipharm84030484
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author Agha, Khalid A.
Abo-Dya, Nader E.
Ibrahim, Tarek S.
Abdel-Aal, Eatedal H.
Hegazy, Wael A.
author_facet Agha, Khalid A.
Abo-Dya, Nader E.
Ibrahim, Tarek S.
Abdel-Aal, Eatedal H.
Hegazy, Wael A.
author_sort Agha, Khalid A.
collection PubMed
description Cephalexin (1) was acylated using N-acylbenzotriazoles (3a–k′) derived from various carboxylic acids including aromatic, heterocyclic and N-Pg-α-amino acid to afford N-acylcephalexins in excellent yields (82%–96%). Antibacterial screening of the novel cephalosporins revealed that all targets (4a–j) retained the antibacterial activity of cephalexin against Staphylococcus aureus (ATCC 6538). N-Nicotinylcephalexin (4c) and N-(3,4,5-trimethoxybenzoyl)cephalexin (4g) exhibited a broader spectrum of antibacterial activity towards standard strains of Staphylococcus aureus (ATCC 6538), Paenibacillus polymyxa (ATCC 842), and Escherichia coli (ATCC 10536) as well as a resistant strain of Pseudomonas aeruginosa (ATCC 27853).
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spelling pubmed-50642392016-10-27 Benzotriazole-Mediated Synthesis and Antibacterial Activity of Novel N-Acylcephalexins Agha, Khalid A. Abo-Dya, Nader E. Ibrahim, Tarek S. Abdel-Aal, Eatedal H. Hegazy, Wael A. Sci Pharm Article Cephalexin (1) was acylated using N-acylbenzotriazoles (3a–k′) derived from various carboxylic acids including aromatic, heterocyclic and N-Pg-α-amino acid to afford N-acylcephalexins in excellent yields (82%–96%). Antibacterial screening of the novel cephalosporins revealed that all targets (4a–j) retained the antibacterial activity of cephalexin against Staphylococcus aureus (ATCC 6538). N-Nicotinylcephalexin (4c) and N-(3,4,5-trimethoxybenzoyl)cephalexin (4g) exhibited a broader spectrum of antibacterial activity towards standard strains of Staphylococcus aureus (ATCC 6538), Paenibacillus polymyxa (ATCC 842), and Escherichia coli (ATCC 10536) as well as a resistant strain of Pseudomonas aeruginosa (ATCC 27853). MDPI 2016-04-13 2016 /pmc/articles/PMC5064239/ /pubmed/28117314 http://dx.doi.org/10.3390/scipharm84030484 Text en © 2016 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
Agha, Khalid A.
Abo-Dya, Nader E.
Ibrahim, Tarek S.
Abdel-Aal, Eatedal H.
Hegazy, Wael A.
Benzotriazole-Mediated Synthesis and Antibacterial Activity of Novel N-Acylcephalexins
title Benzotriazole-Mediated Synthesis and Antibacterial Activity of Novel N-Acylcephalexins
title_full Benzotriazole-Mediated Synthesis and Antibacterial Activity of Novel N-Acylcephalexins
title_fullStr Benzotriazole-Mediated Synthesis and Antibacterial Activity of Novel N-Acylcephalexins
title_full_unstemmed Benzotriazole-Mediated Synthesis and Antibacterial Activity of Novel N-Acylcephalexins
title_short Benzotriazole-Mediated Synthesis and Antibacterial Activity of Novel N-Acylcephalexins
title_sort benzotriazole-mediated synthesis and antibacterial activity of novel n-acylcephalexins
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5064239/
https://www.ncbi.nlm.nih.gov/pubmed/28117314
http://dx.doi.org/10.3390/scipharm84030484
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