Memantine biotin conjugate with intra tumoral cell displacing ability for cucurbit[8]uril-based switchable photosensitizer

Simple item page
dc.article.number116305
dc.article.number116305
dc.catalogadoryvc
dc.contributor.authorGonzález Torres, Diego Ariel
dc.contributor.authorZúñiga Nuñez, Daniel
dc.contributor.authorMariño Ocampo, Nory Johana
dc.contributor.authorDíaz Canals, Martin Rodrigo
dc.contributor.authorMuñoz, Constanza
dc.contributor.authorGuerra Díaz, Daniel
dc.contributor.authorSoto Arriaza, Marco
dc.contributor.authorFuentealba, Denis
dc.date.accessioned2025-03-20T13:42:02Z
dc.date.available2025-03-20T13:42:02Z
dc.date.issued2025
dc.description.abstractSwitchable supramolecular photosensitizers have the potential to be more potent and decrease common side effects of photodynamic therapy such as patient's sensitivity to ambient light. Combining this supramolecular strategy with a cancer-targeting strategy would also improve selectivity towards tumoral cells. In this work, we take advantage of the strong binding ability of cucurbit[8]uril towards cationic photosensitizer methylene blue. Encapsulation of two molecules of methylene blue inside the cavity of cucurbit[8]uril leads to strong quenching of its photoactivity, particularly the generation of singlet oxygen. In order to release selectively the photosensitizer, we synthesized a new memantine-biotin conjugate that is able to cross a liposomal bilayer as a model for a biological membrane and bind to cucurbit[8]uril releasing the photosensitizer. This phenomenon leads to a sizable boost in singlet oxygen generation. In vitro phototoxicity studies in tumoral cells show a significant difference in cell killing after the addition of the memantine-biotin displacing agent. These studies have important potential for more selective photodynamic therapy of cancer.
dc.description.funderCONICYT/FONDECYT; No. 1210583; CONICYT/FONDEQUIP; EQM170120
dc.format.extent7 páginas
dc.fuente.origenScopus
dc.identifier.doi10.1016/j.jphotochem.2025.116305
dc.identifier.issn1010-6030
dc.identifier.scopusidScopus_ID:85216535512
dc.identifier.urihttps://repositorio.uc.cl/handle/11534/102862
dc.information.autorucEscuela de Química; González Torres, Diego Ariel; S/I; 1027457
dc.information.autorucEscuela de Química y Farmacia; Zúñiga Nuñez, Daniel; S/I; 240032
dc.information.autorucEscuela de Química; Mariño Ocampo, Nory Johana; S/I; 1059618
dc.information.autorucEscuela de Química; Díaz Canals, Martin Rodrigo; S/I; 233888
dc.language.isoen
dc.nota.accesocontenido completo
dc.publisherElsevier B.V.
dc.revistaJournal of Photochemistry and Photobiology A: Chemistry
dc.rightsacceso restringido
dc.subjectCucurbit[8]uril
dc.subjectPhotodynamic therapy
dc.subjectSinglet oxygen
dc.subjectSwitchable
dc.subject.ddc510
dc.subject.deweyMatemática física y químicaes_ES
dc.titleMemantine biotin conjugate with intra tumoral cell displacing ability for cucurbit[8]uril-based switchable photosensitizer
dc.typeartículo
dc.volumen463
sipa.codpersvinculados1027457
sipa.codpersvinculados240032
sipa.codpersvinculados1059618
sipa.codpersvinculados233888
sipa.trazabilidadScopus;2025-02-23
sipa.trazabilidadORCID;2025-03-03
Files
Collections
Artículos de revistas