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Water-Soluble Ruthenium (II) Complex Derived From Optically Pure Limonene and Its Microencapsulation Are Efficient Tools Against Bacterial Food Pathogen Biofilms: Escherichia coli, Staphylococcus aureus, Enteroccocus faecalis, and Listeria monocytogenes

Bioactive aminooxime ligands based on optically pure (R)-limonene have been synthesized in two steps. Their ruthenium (II) cationic water-soluble complex was prepared by a reaction between dichloro (para-cymene) ruthenium (II) dimers and aminooxime ligands in a 1:2 molar ratio. Antibacterial and ant...

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Autores principales: Khelissa, Simon, El Fannassi, Yousra, Mechmechani, Samah, Alhuthali, Sakhr, El Amrani, Mohamed Amin, Gharsallaoui, Adem, Barras, Alexandre, Chihib, Nour-Eddine
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8640646/
https://www.ncbi.nlm.nih.gov/pubmed/34867839
http://dx.doi.org/10.3389/fmicb.2021.711326
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author Khelissa, Simon
El Fannassi, Yousra
Mechmechani, Samah
Alhuthali, Sakhr
El Amrani, Mohamed Amin
Gharsallaoui, Adem
Barras, Alexandre
Chihib, Nour-Eddine
author_facet Khelissa, Simon
El Fannassi, Yousra
Mechmechani, Samah
Alhuthali, Sakhr
El Amrani, Mohamed Amin
Gharsallaoui, Adem
Barras, Alexandre
Chihib, Nour-Eddine
author_sort Khelissa, Simon
collection PubMed
description Bioactive aminooxime ligands based on optically pure (R)-limonene have been synthesized in two steps. Their ruthenium (II) cationic water-soluble complex was prepared by a reaction between dichloro (para-cymene) ruthenium (II) dimers and aminooxime ligands in a 1:2 molar ratio. Antibacterial and antibiofilm activities of the synthetized complex were assessed against Escherichia coli, Staphylococcus aureus, Listeria monocytogenes, and Enterococcus faecalis. The results revealed that the ruthenium (II) complex has higher antibacterial and antibiofilm activities in comparison with free ligands or the enantiopure (R)-limonene. Moreover, microencapsulation of this complex reduced its cytotoxicity and improved their minimum inhibitory concentration and antibiofilm activity toward the considered bacteria. The ruthenium (II) complex targets the bacterial cell membrane, which leads to rapid leakage of intracellular potassium. Our study suggests that the developed ruthenium (II) complexes could be useful as an alternative to conventional disinfectants.
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spelling pubmed-86406462021-12-04 Water-Soluble Ruthenium (II) Complex Derived From Optically Pure Limonene and Its Microencapsulation Are Efficient Tools Against Bacterial Food Pathogen Biofilms: Escherichia coli, Staphylococcus aureus, Enteroccocus faecalis, and Listeria monocytogenes Khelissa, Simon El Fannassi, Yousra Mechmechani, Samah Alhuthali, Sakhr El Amrani, Mohamed Amin Gharsallaoui, Adem Barras, Alexandre Chihib, Nour-Eddine Front Microbiol Microbiology Bioactive aminooxime ligands based on optically pure (R)-limonene have been synthesized in two steps. Their ruthenium (II) cationic water-soluble complex was prepared by a reaction between dichloro (para-cymene) ruthenium (II) dimers and aminooxime ligands in a 1:2 molar ratio. Antibacterial and antibiofilm activities of the synthetized complex were assessed against Escherichia coli, Staphylococcus aureus, Listeria monocytogenes, and Enterococcus faecalis. The results revealed that the ruthenium (II) complex has higher antibacterial and antibiofilm activities in comparison with free ligands or the enantiopure (R)-limonene. Moreover, microencapsulation of this complex reduced its cytotoxicity and improved their minimum inhibitory concentration and antibiofilm activity toward the considered bacteria. The ruthenium (II) complex targets the bacterial cell membrane, which leads to rapid leakage of intracellular potassium. Our study suggests that the developed ruthenium (II) complexes could be useful as an alternative to conventional disinfectants. Frontiers Media S.A. 2021-11-15 /pmc/articles/PMC8640646/ /pubmed/34867839 http://dx.doi.org/10.3389/fmicb.2021.711326 Text en Copyright © 2021 Khelissa, El Fannassi, Mechmechani, Alhuthali, El Amrani, Gharsallaoui, Barras and Chihib. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Microbiology
Khelissa, Simon
El Fannassi, Yousra
Mechmechani, Samah
Alhuthali, Sakhr
El Amrani, Mohamed Amin
Gharsallaoui, Adem
Barras, Alexandre
Chihib, Nour-Eddine
Water-Soluble Ruthenium (II) Complex Derived From Optically Pure Limonene and Its Microencapsulation Are Efficient Tools Against Bacterial Food Pathogen Biofilms: Escherichia coli, Staphylococcus aureus, Enteroccocus faecalis, and Listeria monocytogenes
title Water-Soluble Ruthenium (II) Complex Derived From Optically Pure Limonene and Its Microencapsulation Are Efficient Tools Against Bacterial Food Pathogen Biofilms: Escherichia coli, Staphylococcus aureus, Enteroccocus faecalis, and Listeria monocytogenes
title_full Water-Soluble Ruthenium (II) Complex Derived From Optically Pure Limonene and Its Microencapsulation Are Efficient Tools Against Bacterial Food Pathogen Biofilms: Escherichia coli, Staphylococcus aureus, Enteroccocus faecalis, and Listeria monocytogenes
title_fullStr Water-Soluble Ruthenium (II) Complex Derived From Optically Pure Limonene and Its Microencapsulation Are Efficient Tools Against Bacterial Food Pathogen Biofilms: Escherichia coli, Staphylococcus aureus, Enteroccocus faecalis, and Listeria monocytogenes
title_full_unstemmed Water-Soluble Ruthenium (II) Complex Derived From Optically Pure Limonene and Its Microencapsulation Are Efficient Tools Against Bacterial Food Pathogen Biofilms: Escherichia coli, Staphylococcus aureus, Enteroccocus faecalis, and Listeria monocytogenes
title_short Water-Soluble Ruthenium (II) Complex Derived From Optically Pure Limonene and Its Microencapsulation Are Efficient Tools Against Bacterial Food Pathogen Biofilms: Escherichia coli, Staphylococcus aureus, Enteroccocus faecalis, and Listeria monocytogenes
title_sort water-soluble ruthenium (ii) complex derived from optically pure limonene and its microencapsulation are efficient tools against bacterial food pathogen biofilms: escherichia coli, staphylococcus aureus, enteroccocus faecalis, and listeria monocytogenes
topic Microbiology
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8640646/
https://www.ncbi.nlm.nih.gov/pubmed/34867839
http://dx.doi.org/10.3389/fmicb.2021.711326
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