Interação da citosporona-b com modelos de membrana na interface ar-água

Detalhes bibliográficos
Autor(a) principal: Jaroque, Guilherme Nuñez [UNIFESP]
Data de Publicação: 2023
Tipo de documento: Dissertação
Idioma: por
Título da fonte: Repositório Institucional da UNIFESP
Texto Completo: https://repositorio.unifesp.br/11600/69108
Resumo: The study of interactions at the molecular level of compounds that have some bioactive properties with membrane models allows us to understand the bioactive-membrane mechanism of action in detail. Among these models, we can use the Langmuir monolayers, which are monomolecular films built at the air-water interface. Therefore, this work aimed to study the interaction between Cytosporone-B (Csn-B), a secondary metabolite isolated from the endophyte fungus Phomopsis sp., with Langmuir films made from six phospholipids: dipalmitoylphosphatidylcholine (DPPC) and palmitoyl-oleoyl phosphatidylcholine (POPC), as phospholipids found in erythrocyte cell membranes; dipalmitoylphosphatidylethanolamine (DPPE) and dioleoyl-phosphatidylethanolamine (DOPE), found in bacterial cell membranes; and, finally, dipalmitoylphosphatidylserine (DPPS) and palmitoyl oleoyl phosphatidylserine (POPS), found in cancer cells. To analyze the interaction effects between Csn-B and lipid monolayers, surface pressure versus area per molecule isotherms, tensiometric stability curves, surface potential isotherms, and Brewster angle micrographs (BAM) were obtained. When we analyze the surface pressure versus area per molecule isotherms, it is possible to observe that, for some films, the curve shifted to larger areas, indicating the possible incorporation of the compound into the film. However, for some unsaturated lipids, it was possible to observe a shift in the curve to smaller areas, which may indicate a possible decrease in the repulsion between the polar heads of the phospholipid. Observing the tensiometric stability tests, it is possible to conclude that there was an increase in the instability of the films with the addition of Csn-B since the surface pressure decay rate was more significant in the films with the addition of the compound. There was also an increase in the surface potential of the films after the addition of Csn-B, showing a possible ordering of the electric dipoles of the phospholipids that make up the Langmuir film. The BAM images showed the formation of some interfacial clusters for some monolayer compositions, while there were no significant changes in their morphologies for others. In short, it was possible to notice thermodynamic, structural, and morphological changes in the phospholipid films after the addition of Csn-B, in addition to observing that the chemical composition of the films ends up altering the physical-chemical phenomenon observed. We believe that such data can contribute to a possible understanding of the molecular action of substances with possible biological activities in natural lipid interfaces.
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spelling Jaroque, Guilherme Nuñez [UNIFESP]http://lattes.cnpq.br/3306052344968821http://lattes.cnpq.br/8929162910172931http://lattes.cnpq.br/6836392358779448Caseli, Luciano [UNIFESP]Sartorelli, Patricia [UNIFESP]Diadema2023-09-06T12:24:34Z2023-09-06T12:24:34Z2023-08-28https://repositorio.unifesp.br/11600/69108The study of interactions at the molecular level of compounds that have some bioactive properties with membrane models allows us to understand the bioactive-membrane mechanism of action in detail. Among these models, we can use the Langmuir monolayers, which are monomolecular films built at the air-water interface. Therefore, this work aimed to study the interaction between Cytosporone-B (Csn-B), a secondary metabolite isolated from the endophyte fungus Phomopsis sp., with Langmuir films made from six phospholipids: dipalmitoylphosphatidylcholine (DPPC) and palmitoyl-oleoyl phosphatidylcholine (POPC), as phospholipids found in erythrocyte cell membranes; dipalmitoylphosphatidylethanolamine (DPPE) and dioleoyl-phosphatidylethanolamine (DOPE), found in bacterial cell membranes; and, finally, dipalmitoylphosphatidylserine (DPPS) and palmitoyl oleoyl phosphatidylserine (POPS), found in cancer cells. To analyze the interaction effects between Csn-B and lipid monolayers, surface pressure versus area per molecule isotherms, tensiometric stability curves, surface potential isotherms, and Brewster angle micrographs (BAM) were obtained. When we analyze the surface pressure versus area per molecule isotherms, it is possible to observe that, for some films, the curve shifted to larger areas, indicating the possible incorporation of the compound into the film. However, for some unsaturated lipids, it was possible to observe a shift in the curve to smaller areas, which may indicate a possible decrease in the repulsion between the polar heads of the phospholipid. Observing the tensiometric stability tests, it is possible to conclude that there was an increase in the instability of the films with the addition of Csn-B since the surface pressure decay rate was more significant in the films with the addition of the compound. There was also an increase in the surface potential of the films after the addition of Csn-B, showing a possible ordering of the electric dipoles of the phospholipids that make up the Langmuir film. The BAM images showed the formation of some interfacial clusters for some monolayer compositions, while there were no significant changes in their morphologies for others. In short, it was possible to notice thermodynamic, structural, and morphological changes in the phospholipid films after the addition of Csn-B, in addition to observing that the chemical composition of the films ends up altering the physical-chemical phenomenon observed. We believe that such data can contribute to a possible understanding of the molecular action of substances with possible biological activities in natural lipid interfaces.O estudo de interações em nível molecular de compostos que possuem alguma propriedade bioativa com modelos de membrana nos permite entender detalhadamente o mecanismo de ação bioativo-membrana. Dentre estes modelos, podemos utilizar as monocamadas de Langmuir, que são filmes monomoleculares construídos na interface ar-água. Sendo assim, esse trabalho teve o objetivo de estudar a interação entre a Citosporona-B (Csn-B), um metabólito secundário isolado a partir do fungo endófito Phomopsis sp., com filmes de Langmuir constituídos a partir de seis fosfolipídios: o dipalmitoilfosfatidilcolina (DPPC) e o palmitoiloleoilfosfatidilcolina (POPC), como fosfolipídios encontrados em membranas celulares de eritrócitos; o dipalmitoilfosfatidiletanolamina (DPPE) e o dioleoilfosfatidiletanolamina (DOPE), encontrados em membranas celulares de bactérias; e, por fim, o dipalmitoilfosfatidilserina (DPPS) e o palmitoiloleoilfosfatidilserina (POPS), encontrados em células cancerígenas. Para analisar os efeitos da interação entre a Csn-B e as monocamadas lipídicas, foram obtidas isotermas de pressão superficial versus área por molécula, curvas de estabilidade tensiométrica, isotermas de potencial de superfície, e micrografias de ângulo de Brewster (BAM). Quando analisamos as isotermas de pressão superficial versus área por molécula, é possível observar que para alguns filmes, houve o deslocamento da curva para área maiores, indicando uma possível incorporação do composto ao filme. Porém, para alguns lipídios insaturados, foi possível observar um deslocamento da curva para áreas menores, o que pode indicar uma possível diminuição na repulsão entre as cabeças polares do fosfolipídio. Observando os testes de estabilidade tensiométrica, é possível concluir que houve um aumento na instabilidade dos filmes com a adição da Csn-B, devido ao fato da taxa de decaimento da pressão superficial ser maior nos filmes com adição do composto. Houve, também, aumento no potencial de superfície dos filmes após a adição da Csn-B, mostrando um possível ordenamento dos dipolos elétricos dos fosfolipídios que compõem o filme de Langmuir. As imagens de BAM mostraram a formação de alguns aglomerados interfaciais para algumas composições da monocamada, enquanto para outros, não tiveram mudanças significativas em suas morfologias. Em suma, foi possível notar mudanças termodinâmicas, estruturais e morfológicas nos filmes dos fosfolipídios após a adição da Csn-B, além de observamos que a composição química dos filmes acaba alterando o fenômeno físico-químico observado. Acreditamos que tais dados possam contribuir para o possível entendimento sobre a ação molecular de substâncias com possíveis atividades biológicas em interfaces lipídicas naturais.Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)85 f.porUniversidade Federal de São PauloCistoporonaLangmuirMembranaInterfaceBioativoCytosporonesMembraneInterfaceBioactiveInteração da citosporona-b com modelos de membrana na interface ar-águaCytosporone-b interaction with membrane models at the air-water interfaceinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisinfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da UNIFESPinstname:Universidade Federal de São Paulo (UNIFESP)instacron:UNIFESPInstituto de Ciências Ambientais, Químicas e Farmacêuticas (ICAQF)Química - Ciência e Tecnologia da SustentabilidadeCiências da SustentabilidadeDesenvolvimento de Moléculas Bioativas, Óptica Biomédica e BiossensoresTEXTDissertação - Guilherme Nunez 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dc.title.pt_BR.fl_str_mv Interação da citosporona-b com modelos de membrana na interface ar-água
dc.title.alternative.pt_BR.fl_str_mv Cytosporone-b interaction with membrane models at the air-water interface
title Interação da citosporona-b com modelos de membrana na interface ar-água
spellingShingle Interação da citosporona-b com modelos de membrana na interface ar-água
Jaroque, Guilherme Nuñez [UNIFESP]
Cistoporona
Langmuir
Membrana
Interface
Bioativo
Cytosporones
Membrane
Interface
Bioactive
title_short Interação da citosporona-b com modelos de membrana na interface ar-água
title_full Interação da citosporona-b com modelos de membrana na interface ar-água
title_fullStr Interação da citosporona-b com modelos de membrana na interface ar-água
title_full_unstemmed Interação da citosporona-b com modelos de membrana na interface ar-água
title_sort Interação da citosporona-b com modelos de membrana na interface ar-água
author Jaroque, Guilherme Nuñez [UNIFESP]
author_facet Jaroque, Guilherme Nuñez [UNIFESP]
author_role author
dc.contributor.authorLattes.pt_BR.fl_str_mv http://lattes.cnpq.br/3306052344968821
dc.contributor.advisorLattes.pt_BR.fl_str_mv http://lattes.cnpq.br/8929162910172931
dc.contributor.advisor-coLattes.pt_BR.fl_str_mv http://lattes.cnpq.br/6836392358779448
dc.contributor.author.fl_str_mv Jaroque, Guilherme Nuñez [UNIFESP]
dc.contributor.advisor1.fl_str_mv Caseli, Luciano [UNIFESP]
dc.contributor.advisor-co1.fl_str_mv Sartorelli, Patricia [UNIFESP]
contributor_str_mv Caseli, Luciano [UNIFESP]
Sartorelli, Patricia [UNIFESP]
dc.subject.por.fl_str_mv Cistoporona
Langmuir
Membrana
Interface
Bioativo
Cytosporones
Membrane
Interface
Bioactive
topic Cistoporona
Langmuir
Membrana
Interface
Bioativo
Cytosporones
Membrane
Interface
Bioactive
description The study of interactions at the molecular level of compounds that have some bioactive properties with membrane models allows us to understand the bioactive-membrane mechanism of action in detail. Among these models, we can use the Langmuir monolayers, which are monomolecular films built at the air-water interface. Therefore, this work aimed to study the interaction between Cytosporone-B (Csn-B), a secondary metabolite isolated from the endophyte fungus Phomopsis sp., with Langmuir films made from six phospholipids: dipalmitoylphosphatidylcholine (DPPC) and palmitoyl-oleoyl phosphatidylcholine (POPC), as phospholipids found in erythrocyte cell membranes; dipalmitoylphosphatidylethanolamine (DPPE) and dioleoyl-phosphatidylethanolamine (DOPE), found in bacterial cell membranes; and, finally, dipalmitoylphosphatidylserine (DPPS) and palmitoyl oleoyl phosphatidylserine (POPS), found in cancer cells. To analyze the interaction effects between Csn-B and lipid monolayers, surface pressure versus area per molecule isotherms, tensiometric stability curves, surface potential isotherms, and Brewster angle micrographs (BAM) were obtained. When we analyze the surface pressure versus area per molecule isotherms, it is possible to observe that, for some films, the curve shifted to larger areas, indicating the possible incorporation of the compound into the film. However, for some unsaturated lipids, it was possible to observe a shift in the curve to smaller areas, which may indicate a possible decrease in the repulsion between the polar heads of the phospholipid. Observing the tensiometric stability tests, it is possible to conclude that there was an increase in the instability of the films with the addition of Csn-B since the surface pressure decay rate was more significant in the films with the addition of the compound. There was also an increase in the surface potential of the films after the addition of Csn-B, showing a possible ordering of the electric dipoles of the phospholipids that make up the Langmuir film. The BAM images showed the formation of some interfacial clusters for some monolayer compositions, while there were no significant changes in their morphologies for others. In short, it was possible to notice thermodynamic, structural, and morphological changes in the phospholipid films after the addition of Csn-B, in addition to observing that the chemical composition of the films ends up altering the physical-chemical phenomenon observed. We believe that such data can contribute to a possible understanding of the molecular action of substances with possible biological activities in natural lipid interfaces.
publishDate 2023
dc.date.accessioned.fl_str_mv 2023-09-06T12:24:34Z
dc.date.available.fl_str_mv 2023-09-06T12:24:34Z
dc.date.issued.fl_str_mv 2023-08-28
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/masterThesis
format masterThesis
status_str publishedVersion
dc.identifier.uri.fl_str_mv https://repositorio.unifesp.br/11600/69108
url https://repositorio.unifesp.br/11600/69108
dc.language.iso.fl_str_mv por
language por
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 85 f.
dc.coverage.spatial.pt_BR.fl_str_mv Diadema
dc.publisher.none.fl_str_mv Universidade Federal de São Paulo
publisher.none.fl_str_mv Universidade Federal de São Paulo
dc.source.none.fl_str_mv reponame:Repositório Institucional da UNIFESP
instname:Universidade Federal de São Paulo (UNIFESP)
instacron:UNIFESP
instname_str Universidade Federal de São Paulo (UNIFESP)
instacron_str UNIFESP
institution UNIFESP
reponame_str Repositório Institucional da UNIFESP
collection Repositório Institucional da UNIFESP
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