Please use this identifier to cite or link to this item: https://repositorio.unifesp.br/handle/11600/54242
Title: Chitosan derivatives targeting lipid bilayers: Synthesis, biological activity and interaction with model membranes
Authors: Martins, Danubia Batista
Nasario, Fabio Domingues
Silva-Goncalves, Laiz Costa [UNIFESP]
de Oliveira Tiera, Vera Aparecida
Arcisio-Miranda, Manoel [UNIFESP]
Tiera, Marcio Jose
dos Santos Cabrera, Marcia Perez
Keywords: Quaternized chitosan
Chitosan-lipid bilayer interaction
Hydrophobic/hydrophilic balance
Lytic activity
Antimicrobial and tumoricidal activities
Charge cluster mechanism
Issue Date: 2018
Publisher: Elsevier Sci Ltd
Citation: Carbohydrate Polymers. Oxford, v. 181, p. 1213-1223, 2018.
Abstract: The 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.
URI: https://repositorio.unifesp.br/handle/11600/54242
ISSN: 0144-8617
Other Identifiers: http://dx.doi.org/10.1016/j.carbpol.2017.12.011
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