Chitosan derivatives targeting lipid bilayers: Synthesis, biological activity and interaction with model membranes

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dc.contributor.authorMartins, Danubia Batista
dc.contributor.authorNasário, Fábio Domingues
dc.contributor.authorSilva-Gonçalves, Laiz Costa
dc.contributor.authorde Oliveira Tiera, Vera Aparecida
dc.contributor.authorArcisio-Miranda, Manoel
dc.contributor.authorTiera, Marcio José
dc.contributor.authordos Santos Cabrera, Marcia Perez
dc.contributor.institutionUniversidade Estadual Paulista (Unesp)
dc.contributor.institutionUniversidade Federal de São Paulo (UNIFESP)
dc.date.accessioned2018-12-11T17:23:41Z
dc.date.available2018-12-11T17:23:41Z
dc.date.issued2017-01-01
dc.description.abstractThe antimicrobial activity of chitosan and derivatives to human and plant pathogens represents a high-valued prospective market. Presently, two low molecular weight derivatives, endowed with hydrophobic and cationic character at different ratios were synthesized and characterized. They exhibit antimicrobial activity and increased performance in relation to the intermediate and starting compounds. However, just the derivative with higher cationic character showed cytotoxicity towards human cervical carcinoma cells. Considering cell membranes as targets, the mode of action was investigated through the interaction with model lipid vesicles mimicking bacterial, tumoral and erythrocyte membranes. Intense lytic activity and binding are demonstrated for both derivatives in anionic bilayers. The less charged compound exhibits slightly improved selectivity towards bacterial model membranes, suggesting that balancing its hydrophobic/hydrophilic character may improve efficiency. Observing the aggregation of vesicles, we hypothesize that the charge cluster mechanism, ascribed to some antimicrobial peptides, could be applied to these chitosan derivatives.en
dc.description.affiliationDepartamento de Química e Ciências Ambientais, Universidade Estadual Paulista (Unesp), Instituto de Biociências Letras e Ciências Exatas (Ibilce), Câmpus São José do Rio Preto, R. Cristóvão Colombo, 2265, 15054-000, SP, Brazil
dc.description.affiliationDepartamento de Fisica, Universidade Estadual Paulista (Unesp), Instituto de Biociências Letras e Ciências Exatas (Ibilce), Câmpus São José do Rio Preto, R. Cristóvão Colombo, 2265, 15054-000, SP, Brazil
dc.description.affiliationLaboratório de Neurobiologia Estrutural e Funcional (LaNEF), Departamento de Biofísica, Universidade Federal de São Paulo, R. Botucatu, 862, 04023-062, São Paulo, SP, Brazil
dc.identifierhttp://dx.doi.org/10.1016/j.carbpol.2017.12.011
dc.identifier.citationCarbohydrate Polymers.
dc.identifier.doi10.1016/j.carbpol.2017.12.011
dc.identifier.file2-s2.0-85037622396.pdf
dc.identifier.issn0144-8617
dc.identifier.lattes8796747160088337
dc.identifier.scopus2-s2.0-85037622396
dc.identifier.urihttp://hdl.handle.net/11449/177063
dc.language.isoeng
dc.relation.ispartofCarbohydrate Polymers
dc.relation.ispartofsjr1,428
dc.rights.accessRightsAcesso aberto
dc.sourceScopus
dc.subjectAntimicrobial and tumoricidal activities
dc.subjectCharge cluster mechanism
dc.subjectChitosan-lipid bilayer interaction
dc.subjectHydrophobic/hydrophilic balance
dc.subjectLytic activity
dc.subjectQuaternized chitosan
dc.titleChitosan derivatives targeting lipid bilayers: Synthesis, biological activity and interaction with model membranesen
dc.typeArtigo
unesp.author.lattes8796747160088337

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Artigos - Química e Ciências Ambientais - IBILCE
Artigos - Física - IBILCE
Artigos - Neurologia, Psicologia e Psiquiatria - FMB