Bioorthogonal Photoactivation of 2-Nitrobenzyl Caged Doxorubicin Anticancer Prodrugs on Gold Nanostars
[EN] Bioorthogonal chemistry that can be controlled through near-infrared (NIR) light is a promising route to therapeutics. This study proposes a method to intracellularly photoactivate prodrugs using plasmonic gold nanostars (AuNSt) and NIR irradiation. Two strategies are followed. On one hand, dox...
| Autores: | , , , , , , , , , , , , , , , |
|---|---|
| Formato: | artículo |
| Fecha de publicación: | 2025 |
| País: | España |
| Recursos: | Universitat Politècnica de València (UPV) |
| Repositorio: | RiuNet. Repositorio Institucional de la Universitat Politécnica de Valéncia |
| Idioma: | inglés |
| OAI Identifier: | oai:riunet.upv.es:10251/229929 |
| Acesso em linha: | https://riunet.upv.es/handle/10251/229929 |
| Access Level: | acceso abierto |
| Palavra-chave: | Bioorthogonal chemistry Cancer therapy Doxorubicin Gold nanostars Near infrared radiation Photocleavable linkers Prodrugs photoactivation |
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| dc.title.none.fl_str_mv |
Bioorthogonal Photoactivation of 2-Nitrobenzyl Caged Doxorubicin Anticancer Prodrugs on Gold Nanostars |
| title |
Bioorthogonal Photoactivation of 2-Nitrobenzyl Caged Doxorubicin Anticancer Prodrugs on Gold Nanostars |
| spellingShingle |
Bioorthogonal Photoactivation of 2-Nitrobenzyl Caged Doxorubicin Anticancer Prodrugs on Gold Nanostars Esteve-Moreno, Juan José|||0000-0002-1259-7663 Bioorthogonal chemistry Cancer therapy Doxorubicin Gold nanostars Near infrared radiation Photocleavable linkers Prodrugs photoactivation |
| title_short |
Bioorthogonal Photoactivation of 2-Nitrobenzyl Caged Doxorubicin Anticancer Prodrugs on Gold Nanostars |
| title_full |
Bioorthogonal Photoactivation of 2-Nitrobenzyl Caged Doxorubicin Anticancer Prodrugs on Gold Nanostars |
| title_fullStr |
Bioorthogonal Photoactivation of 2-Nitrobenzyl Caged Doxorubicin Anticancer Prodrugs on Gold Nanostars |
| title_full_unstemmed |
Bioorthogonal Photoactivation of 2-Nitrobenzyl Caged Doxorubicin Anticancer Prodrugs on Gold Nanostars |
| title_sort |
Bioorthogonal Photoactivation of 2-Nitrobenzyl Caged Doxorubicin Anticancer Prodrugs on Gold Nanostars |
| dc.creator.none.fl_str_mv |
Esteve-Moreno, Juan José|||0000-0002-1259-7663 Escudero-Noguera, Andrea|||0000-0003-2670-6127 Terrés-Haro, José Manuel|||0000-0001-5794-7332 Sancenón Galarza, Félix|||0000-0002-5205-7135 García-Fernández, Alba|||0000-0002-8416-1674 Hernández-Montoto, Andy|||0000-0001-5623-9836 Martínez-Máñez, Ramón|||0000-0001-5873-9674 Ferreira Silvestre, Óscar Gorbe, Mónica Garrido, Eva Renero-Lecuna, Carlos Langer, Judith Alfonso, María Ibañez, J. Roberto Cao Milán Liz-Marzán, Luis M. |
| author |
Esteve-Moreno, Juan José|||0000-0002-1259-7663 |
| author_facet |
Esteve-Moreno, Juan José|||0000-0002-1259-7663 Escudero-Noguera, Andrea|||0000-0003-2670-6127 Terrés-Haro, José Manuel|||0000-0001-5794-7332 Sancenón Galarza, Félix|||0000-0002-5205-7135 García-Fernández, Alba|||0000-0002-8416-1674 Hernández-Montoto, Andy|||0000-0001-5623-9836 Martínez-Máñez, Ramón|||0000-0001-5873-9674 Ferreira Silvestre, Óscar Gorbe, Mónica Garrido, Eva Renero-Lecuna, Carlos Langer, Judith Alfonso, María Ibañez, J. Roberto Cao Milán Liz-Marzán, Luis M. |
| author_role |
author |
| author2 |
Escudero-Noguera, Andrea|||0000-0003-2670-6127 Terrés-Haro, José Manuel|||0000-0001-5794-7332 Sancenón Galarza, Félix|||0000-0002-5205-7135 García-Fernández, Alba|||0000-0002-8416-1674 Hernández-Montoto, Andy|||0000-0001-5623-9836 Martínez-Máñez, Ramón|||0000-0001-5873-9674 Ferreira Silvestre, Óscar Gorbe, Mónica Garrido, Eva Renero-Lecuna, Carlos Langer, Judith Alfonso, María Ibañez, J. Roberto Cao Milán Liz-Marzán, Luis M. |
| author2_role |
author author author author author author author author author author author author author author author |
| dc.contributor.none.fl_str_mv |
Departamento de Ingeniería Electrónica Escuela Técnica Superior de Ingeniería de Telecomunicación Escuela Técnica Superior de Ingeniería Aeroespacial y Diseño Industrial Departamento de Química Instituto Universitario de Automática e Informática Industrial Escuela Técnica Superior de Ingeniería Industrial Instituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo Tecnológico European Commission Generalitat Valenciana Agencia Estatal de Investigación Asociación Española Contra el Cáncer Centro de Investigación Biomédica en Red Universitat Politècnica de València Repositorio Institucional de la Universitat Politècnica de València Riunet |
| dc.subject.none.fl_str_mv |
Bioorthogonal chemistry Cancer therapy Doxorubicin Gold nanostars Near infrared radiation Photocleavable linkers Prodrugs photoactivation |
| topic |
Bioorthogonal chemistry Cancer therapy Doxorubicin Gold nanostars Near infrared radiation Photocleavable linkers Prodrugs photoactivation |
| description |
[EN] Bioorthogonal chemistry that can be controlled through near-infrared (NIR) light is a promising route to therapeutics. This study proposes a method to intracellularly photoactivate prodrugs using plasmonic gold nanostars (AuNSt) and NIR irradiation. Two strategies are followed. On one hand, doxorubicin (Dox) masked with a 2-nitrobenzyl carbamate (proDox1) is used as a photoactivatable prodrug. In the second strategy, a photolabile Dox prodrug (proDox2) obtained by modification of Dox with 2-nitrobenzyl diol bearing a disulfide is attached to the AuNSt surface. Under NIR irradiation AuNSt induce local electromagnetic field enhancement, leading to photocleavage of the 2-nitrobenzyl moiety in both proDox1 and proDox2, and subsequent Dox release. Near field enhancement by excitation of surface plasmons in AuNSt is sufficient to record the surface-enhanced Raman scattering (SERS) spectra of proDox1 and proDox2. The therapeutic potential of this bioorthogonal photoactivation strategy is confirmed in vitro and in vivo using a mouse model of human melanoma. NIR-activated AuNSt induce in vivo the intracellular release of Dox and subsequent cancer cell death, thus reducing tumor growth at low irradiation power density to avoid undesired photothermal effects. These results demonstrate that AuNSt are suitable platforms for NIR light-triggered drug delivery in cancer therapy. |
| publishDate |
2025 |
| dc.date.none.fl_str_mv |
2025 2025-09-01 |
| dc.type.none.fl_str_mv |
journal article http://purl.org/coar/resource_type/c_6501 VoR http://purl.org/coar/version/c_970fb48d4fbd8a85 |
| dc.type.openaire.fl_str_mv |
info:eu-repo/semantics/article |
| format |
article |
| dc.identifier.none.fl_str_mv |
https://riunet.upv.es/handle/10251/229929 |
| url |
https://riunet.upv.es/handle/10251/229929 |
| dc.language.none.fl_str_mv |
Inglés eng |
| language_invalid_str_mv |
Inglés |
| language |
eng |
| dc.relation.none.fl_str_mv |
Agencia Estatal de Investigación http://dx.doi.org/10.13039/501100011033 Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023 PID2021-126304OB-C41 NUEVOS MATERIALES Y SONDAS PARA EL RECONOCIMIENTO, LIBERACION DE FARMACOS, NANOMOTORES Y COMUNICACION Agencia Estatal de Investigación http://dx.doi.org/10.13039/501100011033 Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023 PID2021-128141OB-C22 DESARROLLO DE NUEVOS MATERIALES INTELIGENTES Y SU APLICACION COMO SISTEMAS ANTIVIRALES, ANTIBIOFILM, ANTIENZIMATICOS Y ANTIMICROBIANOS PARA LA INDUSTRIA ALIMENTARIA. European Commission https://doi.org/10.13039/501100000780 HE 101052997 Engineered Particles for Chemical Communication Generalitat Valenciana https://doi.org/10.13039/501100003359 CIPROM%2F2021%2F007 Asociación Española Contra el Cáncer AECC PRDVA21651ESTE Centro de Investigación Biomédica en Red CIBER CB06%2F01%2F2012 |
| dc.rights.none.fl_str_mv |
open access http://purl.org/coar/access_right/c_abf2 Reconocimiento - No comercial - Sin obra derivada (by-nc-nd) http://creativecommons.org/licenses/by-nc-nd/4.0/ |
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info:eu-repo/semantics/openAccess |
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open access http://purl.org/coar/access_right/c_abf2 Reconocimiento - No comercial - Sin obra derivada (by-nc-nd) http://creativecommons.org/licenses/by-nc-nd/4.0/ |
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openAccess |
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application/pdf |
| dc.publisher.none.fl_str_mv |
John Wiley & Sons |
| publisher.none.fl_str_mv |
John Wiley & Sons |
| dc.source.none.fl_str_mv |
reponame:RiuNet. Repositorio Institucional de la Universitat Politécnica de Valéncia instname:Universitat Politècnica de València (UPV) |
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Universitat Politècnica de València (UPV) |
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RiuNet. Repositorio Institucional de la Universitat Politécnica de Valéncia |
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RiuNet. Repositorio Institucional de la Universitat Politécnica de Valéncia |
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1869420434070437888 |
| spelling |
Bioorthogonal Photoactivation of 2-Nitrobenzyl Caged Doxorubicin Anticancer Prodrugs on Gold NanostarsEsteve-Moreno, Juan José|||0000-0002-1259-7663Escudero-Noguera, Andrea|||0000-0003-2670-6127Terrés-Haro, José Manuel|||0000-0001-5794-7332Sancenón Galarza, Félix|||0000-0002-5205-7135García-Fernández, Alba|||0000-0002-8416-1674Hernández-Montoto, Andy|||0000-0001-5623-9836Martínez-Máñez, Ramón|||0000-0001-5873-9674Ferreira Silvestre, ÓscarGorbe, MónicaGarrido, EvaRenero-Lecuna, CarlosLanger, JudithAlfonso, MaríaIbañez, J.Roberto Cao MilánLiz-Marzán, Luis M.Bioorthogonal chemistryCancer therapyDoxorubicinGold nanostarsNear infrared radiationPhotocleavable linkersProdrugs photoactivation[EN] Bioorthogonal chemistry that can be controlled through near-infrared (NIR) light is a promising route to therapeutics. This study proposes a method to intracellularly photoactivate prodrugs using plasmonic gold nanostars (AuNSt) and NIR irradiation. Two strategies are followed. On one hand, doxorubicin (Dox) masked with a 2-nitrobenzyl carbamate (proDox1) is used as a photoactivatable prodrug. In the second strategy, a photolabile Dox prodrug (proDox2) obtained by modification of Dox with 2-nitrobenzyl diol bearing a disulfide is attached to the AuNSt surface. Under NIR irradiation AuNSt induce local electromagnetic field enhancement, leading to photocleavage of the 2-nitrobenzyl moiety in both proDox1 and proDox2, and subsequent Dox release. Near field enhancement by excitation of surface plasmons in AuNSt is sufficient to record the surface-enhanced Raman scattering (SERS) spectra of proDox1 and proDox2. The therapeutic potential of this bioorthogonal photoactivation strategy is confirmed in vitro and in vivo using a mouse model of human melanoma. NIR-activated AuNSt induce in vivo the intracellular release of Dox and subsequent cancer cell death, thus reducing tumor growth at low irradiation power density to avoid undesired photothermal effects. These results demonstrate that AuNSt are suitable platforms for NIR light-triggered drug delivery in cancer therapy.This research was supported by project PID2021-126304OB-C41 and PID2021-128141OB-C22 funded by MCIN/AEI/10.13039/501100011033/and by European Regional Development Fund-A way of doing Europe. The work was also supported by Generalitat Valenciana (CIPROM/2021/007). This study was also supported by the ERC Advanced Grant Edison (101052997). This research was supported by CIBER-Consorcio Centro de Investigacion Biomedica en Red-(CB06/01/2012), Instituto de Salud Carlos III, Ministerio de Ciencia e Innovacion. J. J. E-M. thanks the financial support from FC AECC and especially to the AECC Council of Valencia for the trust placed (PRDVA21651ESTE). O.F.S. acknowledges the support from the Provincial Council of Gipuzkoa under the program Fellows Gipuzkoa. The authors thank the UPV electron microscopy and CIPF confocal and electron microscopy services for technical support.John Wiley & SonsDepartamento de Ingeniería ElectrónicaEscuela Técnica Superior de Ingeniería de TelecomunicaciónEscuela Técnica Superior de Ingeniería Aeroespacial y Diseño IndustrialDepartamento de QuímicaInstituto Universitario de Automática e Informática IndustrialEscuela Técnica Superior de Ingeniería IndustrialInstituto Interuniversitario de Investigación de Reconocimiento Molecular y Desarrollo TecnológicoEuropean CommissionGeneralitat ValencianaAgencia Estatal de InvestigaciónAsociación Española Contra el CáncerCentro de Investigación Biomédica en RedUniversitat Politècnica de ValènciaRepositorio Institucional de la Universitat Politècnica de València Riunet20252025-09-01journal articlehttp://purl.org/coar/resource_type/c_6501VoRhttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleapplication/pdfhttps://riunet.upv.es/handle/10251/229929reponame:RiuNet. Repositorio Institucional de la Universitat Politécnica de Valénciainstname:Universitat Politècnica de València (UPV)InglésengAgencia Estatal de Investigación http://dx.doi.org/10.13039/501100011033 Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023 PID2021-126304OB-C41 NUEVOS MATERIALES Y SONDAS PARA EL RECONOCIMIENTO, LIBERACION DE FARMACOS, NANOMOTORES Y COMUNICACIONAgencia Estatal de Investigación http://dx.doi.org/10.13039/501100011033 Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023 PID2021-128141OB-C22 DESARROLLO DE NUEVOS MATERIALES INTELIGENTES Y SU APLICACION COMO SISTEMAS ANTIVIRALES, ANTIBIOFILM, ANTIENZIMATICOS Y ANTIMICROBIANOS PARA LA INDUSTRIA ALIMENTARIA.European Commission https://doi.org/10.13039/501100000780 HE 101052997 Engineered Particles for Chemical CommunicationGeneralitat Valenciana https://doi.org/10.13039/501100003359 CIPROM%2F2021%2F007Asociación Española Contra el Cáncer AECC PRDVA21651ESTECentro de Investigación Biomédica en Red CIBER CB06%2F01%2F2012open accesshttp://purl.org/coar/access_right/c_abf2Reconocimiento - No comercial - Sin obra derivada (by-nc-nd) http://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessoai:riunet.upv.es:10251/2299292026-06-13T07:49:27Z |
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15,811543 |