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Novel (+)-Neoisopulegol-Based O-Benzyl Derivatives as Antimicrobial Agents

Discovery of novel antibacterial agents with new structures, which combat pathogens is an urgent task. In this study, a new library of (+)-neoisopulegol-based O-benzyl derivatives of aminodiols and aminotriols was designed and synthesized, and their antimicrobial activity against different bacterial...

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Autores principales: Le, Tam Minh, Huynh, Thu, Bamou, Fatima Zahra, Szekeres, András, Fülöp, Ferenc, Szakonyi, Zsolt
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8198684/
https://www.ncbi.nlm.nih.gov/pubmed/34073167
http://dx.doi.org/10.3390/ijms22115626
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author Le, Tam Minh
Huynh, Thu
Bamou, Fatima Zahra
Szekeres, András
Fülöp, Ferenc
Szakonyi, Zsolt
author_facet Le, Tam Minh
Huynh, Thu
Bamou, Fatima Zahra
Szekeres, András
Fülöp, Ferenc
Szakonyi, Zsolt
author_sort Le, Tam Minh
collection PubMed
description Discovery of novel antibacterial agents with new structures, which combat pathogens is an urgent task. In this study, a new library of (+)-neoisopulegol-based O-benzyl derivatives of aminodiols and aminotriols was designed and synthesized, and their antimicrobial activity against different bacterial and fungal strains were evaluated. The results showed that this new series of synthetic O-benzyl compounds exhibit potent antimicrobial activity. Di-O-benzyl derivatives showed high activity against Gram-positive bacteria and fungi, but moderate activity against Gram-negative bacteria. Therefore, these compounds may serve a good basis for antibacterial and antifungal drug discovery. Structure–activity relationships were also studied from the aspects of stereochemistry of the O-benzyl group on cyclohexane ring and the substituent effects on the ring system.
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spelling pubmed-81986842021-06-14 Novel (+)-Neoisopulegol-Based O-Benzyl Derivatives as Antimicrobial Agents Le, Tam Minh Huynh, Thu Bamou, Fatima Zahra Szekeres, András Fülöp, Ferenc Szakonyi, Zsolt Int J Mol Sci Article Discovery of novel antibacterial agents with new structures, which combat pathogens is an urgent task. In this study, a new library of (+)-neoisopulegol-based O-benzyl derivatives of aminodiols and aminotriols was designed and synthesized, and their antimicrobial activity against different bacterial and fungal strains were evaluated. The results showed that this new series of synthetic O-benzyl compounds exhibit potent antimicrobial activity. Di-O-benzyl derivatives showed high activity against Gram-positive bacteria and fungi, but moderate activity against Gram-negative bacteria. Therefore, these compounds may serve a good basis for antibacterial and antifungal drug discovery. Structure–activity relationships were also studied from the aspects of stereochemistry of the O-benzyl group on cyclohexane ring and the substituent effects on the ring system. MDPI 2021-05-26 /pmc/articles/PMC8198684/ /pubmed/34073167 http://dx.doi.org/10.3390/ijms22115626 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/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 (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Le, Tam Minh
Huynh, Thu
Bamou, Fatima Zahra
Szekeres, András
Fülöp, Ferenc
Szakonyi, Zsolt
Novel (+)-Neoisopulegol-Based O-Benzyl Derivatives as Antimicrobial Agents
title Novel (+)-Neoisopulegol-Based O-Benzyl Derivatives as Antimicrobial Agents
title_full Novel (+)-Neoisopulegol-Based O-Benzyl Derivatives as Antimicrobial Agents
title_fullStr Novel (+)-Neoisopulegol-Based O-Benzyl Derivatives as Antimicrobial Agents
title_full_unstemmed Novel (+)-Neoisopulegol-Based O-Benzyl Derivatives as Antimicrobial Agents
title_short Novel (+)-Neoisopulegol-Based O-Benzyl Derivatives as Antimicrobial Agents
title_sort novel (+)-neoisopulegol-based o-benzyl derivatives as antimicrobial agents
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8198684/
https://www.ncbi.nlm.nih.gov/pubmed/34073167
http://dx.doi.org/10.3390/ijms22115626
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