Ru-terpyridine complexes containing clotrimazole as potent photoactivatable selective antifungal agents

The overuse of antimicrobial agents in medical and veterinary applications has led to the development ofantimicrobial resistance in some microorganisms and this is now one of the major concerns in modern society. Inthis context, the use of transition metal complexes with photoactivatable properties,...

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Autores: Gonzalo Navarro, Carlos, Troyano Saez, Antonio J, García-Béjar Bermejo, Beatriz, Massaguer , Anna, Organero Gallego, Juan Ángel, Santos Peinado, Lucía, Rodríguez Fernández-Pacheco, Ana María, Manzano Manrique, Blanca Rosa Lourdes, Durá Gracia, Gema
Tipo de documento: artigo
Data de publicação:2024
País:España
Recursos:Universidad de Castilla-La Mancha
Repositório:RUIdeRA. Repositorio Institucional de la UCLM
OAI Identifier:oai:ruidera.uclm.es:10578/39446
Acesso em linha:https://www.sciencedirect.com/science/article/pii/S0162013424002162?via%3Dihub
https://hdl.handle.net/10578/39446
Access Level:Acceso aberto
Palavra-chave:Antifungal ruthenium complexes
Antimicrobial
Clotrimazole
PhotoActivated therapy PACT
Photodissociation
Substituted terpyridine ligands
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spelling Ru-terpyridine complexes containing clotrimazole as potent photoactivatable selective antifungal agentsGonzalo Navarro, CarlosTroyano Saez, Antonio JGarcía-Béjar Bermejo, BeatrizMassaguer , AnnaOrganero Gallego, Juan ÁngelSantos Peinado, LucíaRodríguez Fernández-Pacheco, Ana MaríaManzano Manrique, Blanca Rosa LourdesDurá Gracia, GemaAntifungal ruthenium complexesAntimicrobialClotrimazolePhotoActivated therapy PACTPhotodissociationSubstituted terpyridine ligandsThe overuse of antimicrobial agents in medical and veterinary applications has led to the development ofantimicrobial resistance in some microorganisms and this is now one of the major concerns in modern society. Inthis context, the use of transition metal complexes with photoactivatable properties, which can act as drugdelivery systems triggered by light, could become a potent strategy to overcome the problem of resistance. In thiswork several Ru complexes with terpyridine ligands and the clotrimazole fragment, which is a potent antimycoticdrug, were synthesized. The main goal was to explore the potential photoactivated activity of the complexes asantifungal agents and evaluate the effect of introducing different substituents on the terpyridine ligand. Thecomplexes were capable of delivering the clotrimazole unit upon irradiation with visible light in a short period oftime. The influence of the substituents on the photodissociation rate was explained by means of TD-DFT cal-culations. The complexes were tested against three different yeasts, which were selected based on their preva-lence in fungal infections. The complex in which a carboxybenzene unit was attached to the terpyridine ligandshowed the best activity against the three species under light, with minimal inhibitory concentration values of0.88 µM and a phototoxicity index of 50 achieved. The activity of this complex was markedly higher than that offree clotrimazole, especially upon irradiation with visible light (141 times higher). The complexes were moreactive on yeast species than on cancer cell lines.The overuse of antimicrobial agents in medical and veterinary applications has led to the development ofantimicrobial resistance in some microorganisms and this is now one of the major concerns in modern society. Inthis context, the use of transition metal complexes with photoactivatable properties, which can act as drugdelivery systems triggered by light, could become a potent strategy to overcome the problem of resistance. In thiswork several Ru complexes with terpyridine ligands and the clotrimazole fragment, which is a potent antimycoticdrug, were synthesized. The main goal was to explore the potential photoactivated activity of the complexes asantifungal agents and evaluate the effect of introducing different substituents on the terpyridine ligand. Thecomplexes were capable of delivering the clotrimazole unit upon irradiation with visible light in a short period oftime. The influence of the substituents on the photodissociation rate was explained by means of TD-DFT cal-culations. The complexes were tested against three different yeasts, which were selected based on their preva-lence in fungal infections. The complex in which a carboxybenzene unit was attached to the terpyridine ligandshowed the best activity against the three species under light, with minimal inhibitory concentration values of0.88 µM and a phototoxicity index of 50 achieved. The activity of this complex was markedly higher than that offree clotrimazole, especially upon irradiation with visible light (141 times higher). The complexes were moreactive on yeast species than on cancer cell lines.Elsevier202420242024info:eu-repo/semantics/articleapplication/pdfapplication/pdfapplication/pdfhttps://www.sciencedirect.com/science/article/pii/S0162013424002162?via%3Dihubhttps://hdl.handle.net/10578/39446reponame:RUIdeRA. Repositorio Institucional de la UCLMinstname:Universidad de Castilla-La ManchaInglésinfo:eu-repo/semantics/openAccessoai:ruidera.uclm.es:10578/394462026-05-27T07:36:41Z
dc.title.none.fl_str_mv Ru-terpyridine complexes containing clotrimazole as potent photoactivatable selective antifungal agents
title Ru-terpyridine complexes containing clotrimazole as potent photoactivatable selective antifungal agents
spellingShingle Ru-terpyridine complexes containing clotrimazole as potent photoactivatable selective antifungal agents
Gonzalo Navarro, Carlos
Antifungal ruthenium complexes
Antimicrobial
Clotrimazole
PhotoActivated therapy PACT
Photodissociation
Substituted terpyridine ligands
title_short Ru-terpyridine complexes containing clotrimazole as potent photoactivatable selective antifungal agents
title_full Ru-terpyridine complexes containing clotrimazole as potent photoactivatable selective antifungal agents
title_fullStr Ru-terpyridine complexes containing clotrimazole as potent photoactivatable selective antifungal agents
title_full_unstemmed Ru-terpyridine complexes containing clotrimazole as potent photoactivatable selective antifungal agents
title_sort Ru-terpyridine complexes containing clotrimazole as potent photoactivatable selective antifungal agents
dc.creator.none.fl_str_mv Gonzalo Navarro, Carlos
Troyano Saez, Antonio J
García-Béjar Bermejo, Beatriz
Massaguer , Anna
Organero Gallego, Juan Ángel
Santos Peinado, Lucía
Rodríguez Fernández-Pacheco, Ana María
Manzano Manrique, Blanca Rosa Lourdes
Durá Gracia, Gema
author Gonzalo Navarro, Carlos
author_facet Gonzalo Navarro, Carlos
Troyano Saez, Antonio J
García-Béjar Bermejo, Beatriz
Massaguer , Anna
Organero Gallego, Juan Ángel
Santos Peinado, Lucía
Rodríguez Fernández-Pacheco, Ana María
Manzano Manrique, Blanca Rosa Lourdes
Durá Gracia, Gema
author_role author
author2 Troyano Saez, Antonio J
García-Béjar Bermejo, Beatriz
Massaguer , Anna
Organero Gallego, Juan Ángel
Santos Peinado, Lucía
Rodríguez Fernández-Pacheco, Ana María
Manzano Manrique, Blanca Rosa Lourdes
Durá Gracia, Gema
author2_role author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Antifungal ruthenium complexes
Antimicrobial
Clotrimazole
PhotoActivated therapy PACT
Photodissociation
Substituted terpyridine ligands
topic Antifungal ruthenium complexes
Antimicrobial
Clotrimazole
PhotoActivated therapy PACT
Photodissociation
Substituted terpyridine ligands
description The overuse of antimicrobial agents in medical and veterinary applications has led to the development ofantimicrobial resistance in some microorganisms and this is now one of the major concerns in modern society. Inthis context, the use of transition metal complexes with photoactivatable properties, which can act as drugdelivery systems triggered by light, could become a potent strategy to overcome the problem of resistance. In thiswork several Ru complexes with terpyridine ligands and the clotrimazole fragment, which is a potent antimycoticdrug, were synthesized. The main goal was to explore the potential photoactivated activity of the complexes asantifungal agents and evaluate the effect of introducing different substituents on the terpyridine ligand. Thecomplexes were capable of delivering the clotrimazole unit upon irradiation with visible light in a short period oftime. The influence of the substituents on the photodissociation rate was explained by means of TD-DFT cal-culations. The complexes were tested against three different yeasts, which were selected based on their preva-lence in fungal infections. The complex in which a carboxybenzene unit was attached to the terpyridine ligandshowed the best activity against the three species under light, with minimal inhibitory concentration values of0.88 µM and a phototoxicity index of 50 achieved. The activity of this complex was markedly higher than that offree clotrimazole, especially upon irradiation with visible light (141 times higher). The complexes were moreactive on yeast species than on cancer cell lines.
publishDate 2024
dc.date.none.fl_str_mv 2024
2024
2024
dc.type.none.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv https://www.sciencedirect.com/science/article/pii/S0162013424002162?via%3Dihub
https://hdl.handle.net/10578/39446
url https://www.sciencedirect.com/science/article/pii/S0162013424002162?via%3Dihub
https://hdl.handle.net/10578/39446
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:RUIdeRA. Repositorio Institucional de la UCLM
instname:Universidad de Castilla-La Mancha
instname_str Universidad de Castilla-La Mancha
reponame_str RUIdeRA. Repositorio Institucional de la UCLM
collection RUIdeRA. Repositorio Institucional de la UCLM
repository.name.fl_str_mv
repository.mail.fl_str_mv
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