Dimiristoylphosphatidylcholine/genistein molecular interactions: A physico-chemical approach to anti-glioma drug delivery systems.

Autor: de Azambuja Borges CRL; Programa de Pós-Graduação em Química Tecnológica e Ambiental, Escola de Química e Alimentos, Universidade Federal do Rio Grande, Av. Itália km 8, Campus Carreiros, Rio Grande, RS, 96203-900, Brazil., Silva NO; Programa de Pós-Graduação em Química Tecnológica e Ambiental, Escola de Química e Alimentos, Universidade Federal do Rio Grande, Av. Itália km 8, Campus Carreiros, Rio Grande, RS, 96203-900, Brazil., Rodrigues MR; Programa de Pós-Graduação em Química Tecnológica e Ambiental, Escola de Química e Alimentos, Universidade Federal do Rio Grande, Av. Itália km 8, Campus Carreiros, Rio Grande, RS, 96203-900, Brazil., Germani Marinho MA; Programa de Pós-Graduação em Ciências Fisiológicas, Universidade Federal do Rio Grande, Av. Itália, km 8, Campus Carreiros, Rio Grande, RS, 96203-900, Brazil., de Oliveira FS; Programa de Pós-Graduação em Ciências Fisiológicas, Universidade Federal do Rio Grande, Av. Itália, km 8, Campus Carreiros, Rio Grande, RS, 96203-900, Brazil., Cassiana M; Departamento de Química, Universidade Federal de Santa Catarina, 88040-900, Trindade, Florianópolis, SC, Brazil., Horn AP; Programa de Pós-Graduação em Ciências Fisiológicas, Universidade Federal do Rio Grande, Av. Itália, km 8, Campus Carreiros, Rio Grande, RS, 96203-900, Brazil., Parize AL; Departamento de Química, Universidade Federal de Santa Catarina, 88040-900, Trindade, Florianópolis, SC, Brazil., Flores DC; Programa de Pós-Graduação em Química Tecnológica e Ambiental, Escola de Química e Alimentos, Universidade Federal do Rio Grande, Av. Itália km 8, Campus Carreiros, Rio Grande, RS, 96203-900, Brazil., Clementin RM; Programa de Pós-Graduação em Química Tecnológica e Ambiental, Escola de Química e Alimentos, Universidade Federal do Rio Grande, Av. Itália km 8, Campus Carreiros, Rio Grande, RS, 96203-900, Brazil., de Lima VR; Programa de Pós-Graduação em Química Tecnológica e Ambiental, Escola de Química e Alimentos, Universidade Federal do Rio Grande, Av. Itália km 8, Campus Carreiros, Rio Grande, RS, 96203-900, Brazil. Electronic address: vrlima23@hotmail.com.
Jazyk: angličtina
Zdroj: Chemistry and physics of lipids [Chem Phys Lipids] 2019 Dec; Vol. 225, pp. 104828. Date of Electronic Publication: 2019 Sep 21.
DOI: 10.1016/j.chemphyslip.2019.104828
Abstrakt: Regarding free genistein small delivery to the central nervous system, physico-chemical parameters of dimiristoylphosphatidylcholine liposome-loaded genistein were investigated, as well as its in vitro activity against the DPPH radical and glioma cells. Data obtained by UV-vis spectroscopy, Fourier Transform Infrared Spectroscopy, Nuclear Magnetic Resonance, Differential Scanning Calorimetry and Dynamic Light Scattering were used to characterize the liposomal system with respect to motion restriction, hydration degree, trans-gauche isomerization and phase state. In vitro antitumoral effects were monitored through conting and viability assays. Genistein hydroxyl group and lipid hydrogen bonds may have important role in dimiristoylphosphatidylcholine phosphate and choline motion restriction. Genistein-induced choline restriction may be also related to a decrease in the group rotation rate. Genistein: dimiristoylphosphatidylcholine system showed higher molecular package at the acyl chains region compaired to empty liposomes, and it may be related to a decrease in gauche bonds quantity and system size. Lipid acyl chain length seems to influence different genistein effects on membranes, due to the presence of gauche conformers. Genistein: dimiristoylphosphatidylcholine liposome was more efficient as DPPH reducting system than the free-Gen. Liposomal system, at genistein 100 μM, was so efficient as the correspondent free-form genistein, probably showing higher stability to cross the blood-brain barrier. Genistein and the lipid did not show an additive activity against glioma cells. Antioxidant and anti-glioma genistein-loaded liposome potential may be related to the isoflavone location and its restriction effect in the lipid molecular motion. Anti-glioma activity may also be related to a decrease of system size and trans-gauche isomerization.
(Copyright © 2019 Elsevier B.V. All rights reserved.)
Databáze: MEDLINE
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