Ir(III) half-sandwich photosensitizers with a π-expansive ligand for efficient anticancer photodynamic therapy

One approach to reduce the side effects of chemotherapy in cancer treatment is photodynamic therapy (PDT), which allows spatiotemporal control of the cytotoxicity. We have used the strategy of coordinating π-expansive ligands to increase the excited state lifetimes of Ir(III) half-sandwich complexes...

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Autores: Gonzalo-Navarro, Carlos, Zafon, Elisenda, Organero, Juan Angel, Jalón, Félix A., Lima, João Carlos, Espino, Gustavo, Rodríguez, Ana María, Santos, Lucía, Moro, Artur J., Barrabés, Sílvia, Castro, Jessica, Camacho-Aguayo, Javier, Massaguer, Anna, Manzano, Blanca R., Durá, Gema
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2024
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/380948
Acceso en línea:http://hdl.handle.net/10261/380948
Access Level:acceso abierto
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dc.title.none.fl_str_mv Ir(III) half-sandwich photosensitizers with a π-expansive ligand for efficient anticancer photodynamic therapy
title Ir(III) half-sandwich photosensitizers with a π-expansive ligand for efficient anticancer photodynamic therapy
spellingShingle Ir(III) half-sandwich photosensitizers with a π-expansive ligand for efficient anticancer photodynamic therapy
Gonzalo-Navarro, Carlos
title_short Ir(III) half-sandwich photosensitizers with a π-expansive ligand for efficient anticancer photodynamic therapy
title_full Ir(III) half-sandwich photosensitizers with a π-expansive ligand for efficient anticancer photodynamic therapy
title_fullStr Ir(III) half-sandwich photosensitizers with a π-expansive ligand for efficient anticancer photodynamic therapy
title_full_unstemmed Ir(III) half-sandwich photosensitizers with a π-expansive ligand for efficient anticancer photodynamic therapy
title_sort Ir(III) half-sandwich photosensitizers with a π-expansive ligand for efficient anticancer photodynamic therapy
dc.creator.none.fl_str_mv Gonzalo-Navarro, Carlos
Zafon, Elisenda
Organero, Juan Angel
Jalón, Félix A.
Lima, João Carlos
Espino, Gustavo
Rodríguez, Ana María
Santos, Lucía
Moro, Artur J.
Barrabés, Sílvia
Castro, Jessica
Camacho-Aguayo, Javier
Massaguer, Anna
Manzano, Blanca R.
Durá, Gema
author Gonzalo-Navarro, Carlos
author_facet Gonzalo-Navarro, Carlos
Zafon, Elisenda
Organero, Juan Angel
Jalón, Félix A.
Lima, João Carlos
Espino, Gustavo
Rodríguez, Ana María
Santos, Lucía
Moro, Artur J.
Barrabés, Sílvia
Castro, Jessica
Camacho-Aguayo, Javier
Massaguer, Anna
Manzano, Blanca R.
Durá, Gema
author_role author
author2 Zafon, Elisenda
Organero, Juan Angel
Jalón, Félix A.
Lima, João Carlos
Espino, Gustavo
Rodríguez, Ana María
Santos, Lucía
Moro, Artur J.
Barrabés, Sílvia
Castro, Jessica
Camacho-Aguayo, Javier
Massaguer, Anna
Manzano, Blanca R.
Durá, Gema
author2_role author
author
author
author
author
author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Agencia Estatal de Investigación (España)
Ministerio de Ciencia, Innovación y Universidades (España)
European Commission
Junta de Comunidades de Castilla-La Mancha
Junta de Castilla y León
Fundação para a Ciência e a Tecnologia (Portugal)
Universidad de Castilla La Mancha
Universidad de Zaragoza
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
description One approach to reduce the side effects of chemotherapy in cancer treatment is photodynamic therapy (PDT), which allows spatiotemporal control of the cytotoxicity. We have used the strategy of coordinating π-expansive ligands to increase the excited state lifetimes of Ir(III) half-sandwich complexes in order to facilitate the generation of 1O2. We have obtained derivatives of formulas [Cp*Ir(C∧N)Cl] and [Cp*Ir(C∧N)L]BF4 with different degrees of π-expansion in the C∧N ligands. Complexes with the more π-expansive ligand are very effective photosensitizers with phototoxic indexes PI > 2000. Furthermore, PI values of 63 were achieved with red light. Time-dependent density functional theory (TD-DFT) calculations nicely explain the effect of the π-expansion. The complexes produce reactive oxygen species (ROS) at the cellular level, causing mitochondrial membrane depolarization, cleavage of DNA, nicotinamide adenine dinucleotide (NADH) oxidation, as well as lysosomal damage. Consequently, cell death by apoptosis and secondary necrosis is activated. Thus, we describe the first class of half-sandwich iridium cyclometalated complexes active in PDT.
publishDate 2024
dc.date.none.fl_str_mv 2024
2025
2025
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
Publisher's version
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/380948
url http://hdl.handle.net/10261/380948
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
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info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2021-127187OB-C21
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2021-127187OB-C22
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PID2019-105408GB-I00
Gonzalo-Navarro, Carlos; Zafon, Elisenda; Organero, Juan Angel; Jalón, Félix A.; Lima, João Carlos; Espino, Gustavo; Rodríguez, Ana María; Santos, Lucía; Moro, Artur J.; Barrabés, Sílvia; Castro, Jessica; Camacho-Aguayo, Javier; Massaguer, Anna; Manzano, Blanca R.; Durá, Gema; 2024; Supporting Information: Ir(III) half-sandwich photosensitizers with a π-expansive ligand for efficient anticancer photodynamic therapy [Dataset]; American Chemical Society; https://doi.org/10.1021/acs.jmedchem.3c01276
https://doi.org/10.1021/acs.jmedchem.3c01276

dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
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dc.publisher.none.fl_str_mv American Chemical Society
publisher.none.fl_str_mv American Chemical Society
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
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spelling Ir(III) half-sandwich photosensitizers with a π-expansive ligand for efficient anticancer photodynamic therapyGonzalo-Navarro, CarlosZafon, ElisendaOrganero, Juan AngelJalón, Félix A.Lima, João CarlosEspino, GustavoRodríguez, Ana MaríaSantos, LucíaMoro, Artur J.Barrabés, SílviaCastro, JessicaCamacho-Aguayo, JavierMassaguer, AnnaManzano, Blanca R.Durá, GemaOne approach to reduce the side effects of chemotherapy in cancer treatment is photodynamic therapy (PDT), which allows spatiotemporal control of the cytotoxicity. We have used the strategy of coordinating π-expansive ligands to increase the excited state lifetimes of Ir(III) half-sandwich complexes in order to facilitate the generation of 1O2. We have obtained derivatives of formulas [Cp*Ir(C∧N)Cl] and [Cp*Ir(C∧N)L]BF4 with different degrees of π-expansion in the C∧N ligands. Complexes with the more π-expansive ligand are very effective photosensitizers with phototoxic indexes PI > 2000. Furthermore, PI values of 63 were achieved with red light. Time-dependent density functional theory (TD-DFT) calculations nicely explain the effect of the π-expansion. The complexes produce reactive oxygen species (ROS) at the cellular level, causing mitochondrial membrane depolarization, cleavage of DNA, nicotinamide adenine dinucleotide (NADH) oxidation, as well as lysosomal damage. Consequently, cell death by apoptosis and secondary necrosis is activated. Thus, we describe the first class of half-sandwich iridium cyclometalated complexes active in PDT.This work was supported by the Spanish Ministerio de Ciencia, Innovación y Universidades (PID2021-127187OB-C21,PID2021-127187OB-C22), PID2019-105408GB-I00, Junta de Comunidades de Castilla-La Mancha-FEDER (JCCM) (grant SBPLY/19/180501/000260), Junta de Castilla y León (BU087G19), and UCLM-FEDER (grants 2019-GRIN-27183and 2019-GRIN-27209). C.G. acknowledges his fellowship toboth the European Social Fund and Plan Propio de I+D+I of UCLM (2022-PRED-20649). G.D. thanks the Junta de Comunidades de Castilla la Mancha and EU for financialsupport through the European Regional Development Fund (project SBPLY/19/180501/000191). J.C.L. and A.M. acknowledge the Portuguese Foundation for Science and Technology for funding through LAQV-REQUIMTE (UIDB/50006/2020 and UIDP/50006/2020). Dr. F. Javier Galbán, head of the group “Analytical Biosensors Group” of Zaragoza University is also acknowledged.Peer reviewedAmerican Chemical SocietyAgencia Estatal de Investigación (España)Ministerio de Ciencia, Innovación y Universidades (España)European CommissionJunta de Comunidades de Castilla-La ManchaJunta de Castilla y LeónFundação para a Ciência e a Tecnologia (Portugal)Universidad de Castilla La ManchaUniversidad de ZaragozaConsejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]202520252024info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Publisher's versioninfo:eu-repo/semantics/publishedVersionapplication/pdfhttp://hdl.handle.net/10261/380948reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Inglés#PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE#info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2021-127187OB-C21info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2021-127187OB-C22info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PID2019-105408GB-I00Gonzalo-Navarro, Carlos; Zafon, Elisenda; Organero, Juan Angel; Jalón, Félix A.; Lima, João Carlos; Espino, Gustavo; Rodríguez, Ana María; Santos, Lucía; Moro, Artur J.; Barrabés, Sílvia; Castro, Jessica; Camacho-Aguayo, Javier; Massaguer, Anna; Manzano, Blanca R.; Durá, Gema; 2024; Supporting Information: Ir(III) half-sandwich photosensitizers with a π-expansive ligand for efficient anticancer photodynamic therapy [Dataset]; American Chemical Society; https://doi.org/10.1021/acs.jmedchem.3c01276https://doi.org/10.1021/acs.jmedchem.3c01276Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/3809482026-05-22T06:33:51Z
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