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Bioorg Chem ; 51: 8-15, 2013 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-24076476

RESUMO

In this study, the effect of α-eleostearic acid (α-ESA) on the lipid peroxidation of soybean asolectin (ASO) liposomes was investigated. This effect was correlated to changes caused by the fatty acid in the membrane dynamics. The influence of α-ESA on the dynamic properties of liposomes, such as hydration, mobility and order, were followed by horizontal attenuated total reflection Fourier transform infrared spectroscopy (HATR-FTIR), nuclear magnetic resonance (NMR), differential scanning calorimetry (DSC) and UV-vis techniques. The α-ESA showed an in vitro antioxidant activity against the damage induced by hydroxyl radical (OH) in ASO liposomes. The analysis of HATR-FTIR frequency shifts and bandwidths and (1)H NMR spin-lattice relaxation times, related to specific lipid groups, showed that α-ESA causes an ordering effect on the polar and interfacial regions of ASO liposomes, which may restrict the OH diffusion in the membrane. The DSC enthalpy variation analysis suggested that the fatty acid promoted a disordering effect on lipid hydrophobic regions, which may facilitate interactions between the reactive specie and α-ESA. Turbidity results showed that α-ESA induces a global disordering effect on ASO liposomes, which may be attributed to a change in the lipid geometry and shape. Results of this study may allow a more complete view of α-ESA antioxidant mode of action against OH, considering its influence on the membrane dynamics.


Assuntos
Antioxidantes/farmacologia , Glycine max/química , Ácidos Linolênicos/farmacologia , Lipossomos/metabolismo , Fosfatidilcolinas/metabolismo , Termodinâmica , Antioxidantes/química , Radical Hidroxila/antagonistas & inibidores , Radical Hidroxila/química , Radical Hidroxila/metabolismo , Ácidos Linolênicos/química , Peroxidação de Lipídeos/efeitos dos fármacos , Lipossomos/química , Fosfatidilcolinas/química , Glycine max/metabolismo
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