Unsaturated lipids modulating the interaction of the antileishmanial isolinderanolide E with models of cellular membranes

Registro completo de metadados
MetadadosDescriçãoIdioma
Autor(es): dc.contributorUniversidade de São Paulo (USP)-
Autor(es): dc.contributorUniversidade Federal do ABC (UFABC)-
Autor(es): dc.contributorUniversidade Estadual Paulista (UNESP)-
Autor(es): dc.creatorRosa, Matheus Elias-
Autor(es): dc.creatorConserva, Geanne A. Alves-
Autor(es): dc.creatorPassero, Luiz Felipe D.-
Autor(es): dc.creatorLago, João Henrique G.-
Autor(es): dc.creatorCaseli, Luciano-
Data de aceite: dc.date.accessioned2025-08-21T18:04:45Z-
Data de disponibilização: dc.date.available2025-08-21T18:04:45Z-
Data de envio: dc.date.issued2023-03-01-
Data de envio: dc.date.issued2023-03-01-
Data de envio: dc.date.issued2022-07-01-
Fonte completa do material: dc.identifierhttp://dx.doi.org/10.1016/j.bioorg.2022.105814-
Fonte completa do material: dc.identifierhttp://hdl.handle.net/11449/239922-
Fonte: dc.identifier.urihttp://educapes.capes.gov.br/handle/11449/239922-
Descrição: dc.descriptionThe present work evaluated the antiprotozoal activity of isolinderanolide E, isolated from the Brazilian plant Nectandra oppositifolia, against promastigote forms of Leishmania (Leishmania) amazonensis. The compound exhibited an EC50 value of 20.3 μM, similar to the positive control miltefosine (IC50 of 19.4 μM), and reduced toxicity to macrophages (CC50 > 200 μM). Based on these results, Langmuir monolayers of two unsaturated lipids: 1,2-dioleoyl-sn-glycero-3-phosphocholine (DOPC) and 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE), were employed as a model of mammalian and parasite membranes, respectively, to study the interaction of isolinderanolide E at a molecular level. The films were characterized with tensiometry (surface pressure-area isotherms and surface pressure-time curves), infrared spectroscopy, and Brewster angle microscopy (BAM). This compound changed the profile of the isotherms leading to fluid DOPC and DOPE monolayers, which were not able to attain rigid states even with compression. Infrared spectroscopy showed that the bioactive compound decreases the trans/gauche ratio conformers related to the molecular conformational disorder. BAM showed the formation of specific aggregates upon drug incorporation. In conclusion, isolinderanolide E changes the thermodynamic, mechanical, structural, and morphological characteristics of the monolayer of these unsaturated lipids, which may be essential to understand the action at the molecular level bioactives in biointerfaces.-
Descrição: dc.descriptionCoordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)-
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.descriptionLaboratory of Hybrid Materials Chemistry Department Federal University of São Paulo (UNIFESP), SP-
Descrição: dc.descriptionLaboratory of Chemical Biology Center for Natural and Human Sciences Federal University of ABC (UFABC), SP-
Descrição: dc.descriptionInstitute of Biosciences São Paulo State University (UNESP), SP-
Descrição: dc.descriptionInstitute for Advanced Studies of Ocean São Paulo State University (UNESP), SP-
Descrição: dc.descriptionInstitute of Biosciences São Paulo State University (UNESP), SP-
Descrição: dc.descriptionInstitute for Advanced Studies of Ocean São Paulo State University (UNESP), SP-
Descrição: dc.descriptionCAPES: 001-
Descrição: dc.descriptionFAPESP: 2016/20633-6-
Descrição: dc.descriptionFAPESP: 2018/22214-6-
Descrição: dc.descriptionFAPESP: 2018/24077-6-
Descrição: dc.descriptionFAPESP: 2019/03239-0-
Descrição: dc.descriptionFAPESP: 2019/04407-4-
Descrição: dc.descriptionFAPESP: 2021/02789-7-
Descrição: dc.descriptionCNPq: 301354/2019-7-
Idioma: dc.languageen-
Relação: dc.relationBioorganic Chemistry-
???dc.source???: dc.sourceScopus-
Palavras-chave: dc.subjectAir-water interface-
Palavras-chave: dc.subjectDOPC-
Palavras-chave: dc.subjectDOPE-
Palavras-chave: dc.subjectIsolinderanolide E-
Palavras-chave: dc.subjectLeishmania (L.) amazonensis-
Palavras-chave: dc.subjectMonolayers-
Título: dc.titleUnsaturated lipids modulating the interaction of the antileishmanial isolinderanolide E with models of cellular membranes-
Tipo de arquivo: dc.typelivro digital-
Aparece nas coleções:Repositório Institucional - Unesp

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