Mechanisms of hypericin incorporation to explain the photooxidation outcomes in phospholipid biomembrane models

Registro completo de metadados
MetadadosDescriçãoIdioma
Autor(es): dc.contributorUniversidade Estadual Paulista (UNESP)-
Autor(es): dc.contributorUniversidade de São Paulo (USP)-
Autor(es): dc.contributorState University of Maringá-
Autor(es): dc.contributorConcordia University-
Autor(es): dc.creatorPereira, Lucas S.A.-
Autor(es): dc.creatorCamacho, Sabrina A.-
Autor(es): dc.creatorAlmeida, Alexandre M.-
Autor(es): dc.creatorGonçalves, Renato S.-
Autor(es): dc.creatorCaetano, Wilker-
Autor(es): dc.creatorDeWolf, Christine-
Autor(es): dc.creatorAoki, Pedro H.B.-
Data de aceite: dc.date.accessioned2025-08-21T16:39:01Z-
Data de disponibilização: dc.date.available2025-08-21T16:39:01Z-
Data de envio: dc.date.issued2022-04-28-
Data de envio: dc.date.issued2022-04-28-
Data de envio: dc.date.issued2022-05-01-
Fonte completa do material: dc.identifierhttp://dx.doi.org/10.1016/j.chemphyslip.2022.105181-
Fonte completa do material: dc.identifierhttp://hdl.handle.net/11449/223587-
Fonte: dc.identifier.urihttp://educapes.capes.gov.br/handle/11449/223587-
Descrição: dc.descriptionCell membranes are the first barriers for drug binding and key for the action of photosensitizers (PS). Herein, we report on the incorporation of the PS hypericin into Langmuir monolayers of 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC), 1,2-dioleoyl-sn-glycero-3-phosphocholine (DOPC) and 1,2-dioleoyl-sn-glycero-3-phospho-L-serine (DOPS) to represent eukaryotic cell membranes, and 1,2-dioleoyl-sn-glycero-3-phospho(1’-rac-glycerol) (DOPG) to mimic bacterial membranes. Surface pressure (π) vs mean molecular area (Å) isotherms showed a high degree of interaction (binding, penetration and relative solubilization) of hypericin into DPPC and DOPC monolayers. On the other hand, electrostatic repulsions govern the interactions with DOPG and DOPS, favoring hypericin self-aggregation, as visualized by Brewster angle microscopy (BAM). Indeed, the larger domains in BAM were consistent with the greater expansion of DOPG monolayers with incorporated hypericin, owing to stronger electrostatic repulsions. In contrast to DPPC, light-irradiation of DOPC monolayers containing hypericin induced loss of material due to hydrocarbon chain cleavage triggered by contact-dependent reactions between triplet excited state of hypericin and chain unsaturations. The mild effects noted for both irradiated DOPS and DOPG monolayers are attributed to hypericin self-aggregation, which may have decreased the singlet oxygen quantum yield (Φ1O2) via self-quenching, despite the increased instability induced in the monolayers.-
Descrição: dc.descriptionFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)-
Descrição: dc.descriptionConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)-
Descrição: dc.descriptionNatural Sciences and Engineering Research Council of Canada-
Descrição: dc.descriptionSão Paulo State University (UNESP) School of Sciences Humanities and Languages, SP-
Descrição: dc.descriptionSão Carlos Institute of Physics University of São Paulo (USP) CP 369, SP-
Descrição: dc.descriptionDepartment of Chemistry State University of Maringá, PR-
Descrição: dc.descriptionDepartment of Chemistry and Biochemistry and Centre for NanoScience Research Concordia University-
Descrição: dc.descriptionSão Paulo State University (UNESP) School of Sciences Humanities and Languages, SP-
Descrição: dc.descriptionFAPESP: 2018/08077–6-
Descrição: dc.descriptionFAPESP: 2018/14692–5-
Descrição: dc.descriptionFAPESP: 2018/16713–0-
Descrição: dc.descriptionFAPESP: 2018/22214–6-
Descrição: dc.descriptionCNPq: 403713/2016–1-
Descrição: dc.descriptionNatural Sciences and Engineering Research Council of Canada: RGPIN-2019–07043-
Idioma: dc.languageen-
Relação: dc.relationChemistry and Physics of Lipids-
???dc.source???: dc.sourceScopus-
Palavras-chave: dc.subjectHypercin incorporation-
Palavras-chave: dc.subjectPhospholipid biomembrane models-
Palavras-chave: dc.subjectPhotodynamic therapy-
Palavras-chave: dc.subjectPhotooxidation-
Título: dc.titleMechanisms of hypericin incorporation to explain the photooxidation outcomes in phospholipid biomembrane models-
Tipo de arquivo: dc.typelivro digital-
Aparece nas coleções:Repositório Institucional - Unesp

Não existem arquivos associados a este item.