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New O-Aryl-Carbamoyl-Oxymino-Fluorene Derivatives with MI-Crobicidal and Antibiofilm Activity Enhanced by Combination with Iron Oxide Nanoparticles

Antimicrobial resistance is one of the major public health threats at the global level, urging the search for new antimicrobial molecules. The fluorene nucleus is a component of different bioactive compounds, exhibiting diverse pharmacological actions. The present work describes the synthesis, chemi...

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Autores principales: Vlad, Ilinca Margareta, Nuță, Diana Camelia, Ancuceanu, Robert Viorel, Caproiou, Miron Teodor, Dumitrascu, Florea, Marinas, Ioana Cristina, Chifiriuc, Mariana Carmen, Măruţescu, Luminita Gabriela, Zarafu, Irina, Papacocea, Ioana Raluca, Vasile, Bogdan Ștefan, Nicoară, Adrian Ionuț, Ilie, Cornelia-Ioana, Ficai, Anton, Limban, Carmen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8158365/
https://www.ncbi.nlm.nih.gov/pubmed/34070126
http://dx.doi.org/10.3390/molecules26103002
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author Vlad, Ilinca Margareta
Nuță, Diana Camelia
Ancuceanu, Robert Viorel
Caproiou, Miron Teodor
Dumitrascu, Florea
Marinas, Ioana Cristina
Chifiriuc, Mariana Carmen
Măruţescu, Luminita Gabriela
Zarafu, Irina
Papacocea, Ioana Raluca
Vasile, Bogdan Ștefan
Nicoară, Adrian Ionuț
Ilie, Cornelia-Ioana
Ficai, Anton
Limban, Carmen
author_facet Vlad, Ilinca Margareta
Nuță, Diana Camelia
Ancuceanu, Robert Viorel
Caproiou, Miron Teodor
Dumitrascu, Florea
Marinas, Ioana Cristina
Chifiriuc, Mariana Carmen
Măruţescu, Luminita Gabriela
Zarafu, Irina
Papacocea, Ioana Raluca
Vasile, Bogdan Ștefan
Nicoară, Adrian Ionuț
Ilie, Cornelia-Ioana
Ficai, Anton
Limban, Carmen
author_sort Vlad, Ilinca Margareta
collection PubMed
description Antimicrobial resistance is one of the major public health threats at the global level, urging the search for new antimicrobial molecules. The fluorene nucleus is a component of different bioactive compounds, exhibiting diverse pharmacological actions. The present work describes the synthesis, chemical structure elucidation, and bioactivity of new O-aryl-carbamoyl-oxymino-fluorene derivatives and the contribution of iron oxide nanoparticles to enhance the desired biological activity. The antimicrobial activity assessed against three bacterial and fungal strains, in suspension and biofilm growth state, using a quantitative assay, revealed that the nature of substituents on the aryl moiety are determinant for both the spectrum and intensity of the inhibitory effect. The electron-withdrawing inductive effect of chlorine atoms enhanced the activity against planktonic and adhered Staphylococcus aureus, while the +I effect of the methyl group enhanced the anti-fungal activity against Candida albicans strain. The magnetite nanoparticles have substantially improved the antimicrobial activity of the new compounds against planktonic microorganisms. The obtained compounds, as well as the magnetic core@shell nanostructures loaded with these compounds have a promising potential for the development of novel antimicrobial strategies.
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spelling pubmed-81583652021-05-28 New O-Aryl-Carbamoyl-Oxymino-Fluorene Derivatives with MI-Crobicidal and Antibiofilm Activity Enhanced by Combination with Iron Oxide Nanoparticles Vlad, Ilinca Margareta Nuță, Diana Camelia Ancuceanu, Robert Viorel Caproiou, Miron Teodor Dumitrascu, Florea Marinas, Ioana Cristina Chifiriuc, Mariana Carmen Măruţescu, Luminita Gabriela Zarafu, Irina Papacocea, Ioana Raluca Vasile, Bogdan Ștefan Nicoară, Adrian Ionuț Ilie, Cornelia-Ioana Ficai, Anton Limban, Carmen Molecules Article Antimicrobial resistance is one of the major public health threats at the global level, urging the search for new antimicrobial molecules. The fluorene nucleus is a component of different bioactive compounds, exhibiting diverse pharmacological actions. The present work describes the synthesis, chemical structure elucidation, and bioactivity of new O-aryl-carbamoyl-oxymino-fluorene derivatives and the contribution of iron oxide nanoparticles to enhance the desired biological activity. The antimicrobial activity assessed against three bacterial and fungal strains, in suspension and biofilm growth state, using a quantitative assay, revealed that the nature of substituents on the aryl moiety are determinant for both the spectrum and intensity of the inhibitory effect. The electron-withdrawing inductive effect of chlorine atoms enhanced the activity against planktonic and adhered Staphylococcus aureus, while the +I effect of the methyl group enhanced the anti-fungal activity against Candida albicans strain. The magnetite nanoparticles have substantially improved the antimicrobial activity of the new compounds against planktonic microorganisms. The obtained compounds, as well as the magnetic core@shell nanostructures loaded with these compounds have a promising potential for the development of novel antimicrobial strategies. MDPI 2021-05-18 /pmc/articles/PMC8158365/ /pubmed/34070126 http://dx.doi.org/10.3390/molecules26103002 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
Vlad, Ilinca Margareta
Nuță, Diana Camelia
Ancuceanu, Robert Viorel
Caproiou, Miron Teodor
Dumitrascu, Florea
Marinas, Ioana Cristina
Chifiriuc, Mariana Carmen
Măruţescu, Luminita Gabriela
Zarafu, Irina
Papacocea, Ioana Raluca
Vasile, Bogdan Ștefan
Nicoară, Adrian Ionuț
Ilie, Cornelia-Ioana
Ficai, Anton
Limban, Carmen
New O-Aryl-Carbamoyl-Oxymino-Fluorene Derivatives with MI-Crobicidal and Antibiofilm Activity Enhanced by Combination with Iron Oxide Nanoparticles
title New O-Aryl-Carbamoyl-Oxymino-Fluorene Derivatives with MI-Crobicidal and Antibiofilm Activity Enhanced by Combination with Iron Oxide Nanoparticles
title_full New O-Aryl-Carbamoyl-Oxymino-Fluorene Derivatives with MI-Crobicidal and Antibiofilm Activity Enhanced by Combination with Iron Oxide Nanoparticles
title_fullStr New O-Aryl-Carbamoyl-Oxymino-Fluorene Derivatives with MI-Crobicidal and Antibiofilm Activity Enhanced by Combination with Iron Oxide Nanoparticles
title_full_unstemmed New O-Aryl-Carbamoyl-Oxymino-Fluorene Derivatives with MI-Crobicidal and Antibiofilm Activity Enhanced by Combination with Iron Oxide Nanoparticles
title_short New O-Aryl-Carbamoyl-Oxymino-Fluorene Derivatives with MI-Crobicidal and Antibiofilm Activity Enhanced by Combination with Iron Oxide Nanoparticles
title_sort new o-aryl-carbamoyl-oxymino-fluorene derivatives with mi-crobicidal and antibiofilm activity enhanced by combination with iron oxide nanoparticles
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8158365/
https://www.ncbi.nlm.nih.gov/pubmed/34070126
http://dx.doi.org/10.3390/molecules26103002
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