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Lipophilic hydroxytyrosyl esters. Antioxidant activity in lipid matrices and biological systems
Authors:Trujillo Mariana  Mateos Raquel  Collantes de Teran Laura  Espartero José L  Cert Rosa  Jover Maria  Alcudia Felipe  Bautista Juan  Cert Arturo  Parrado Juan
Institution:Departamento de Química Organica y Farmacéutica and Departamento de Bioquímica, Facultad de Farmacia, Universidad de Sevilla, C/Prof. García Gonzalez 2, 41012 Sevilla, Spain.
Abstract:Antioxidant activities of lipophilic hydroxytyrosyl acetate, palmitate, oleate, and linoleate were compared with those of hydroxytyrosol, alpha-tocopherol, and butylhydroxytoluene (BHT) in both glyceridic matrix and biological systems. Aliquots of a glyceridic matrix spiked with various concentrations of antioxidant were subjected to accelerated oxidation in a Rancimat apparatus operated at 90 degrees C. The relationships between induction time (IT) and antioxidant concentration (mmol/kg) presented by hydroxytyrosol and hydroxytyrosyl acetate, palmitate, oleate, and linoleate were similar. Hydroxytyrosol and its esters showed greater antioxidant activity than alpha-tocopherol or BHT. We also evaluated the capacity of hydroxytyrosyl esters to protect proteins and lipids against oxidation caused by peroxyl radicals, using a brain homogenate as an ex vivo model. All tested compounds showed a protective effect in these systems, which was greater in preventing the generation of carbonyl groups in protein than of malondialdehyde in lipid. Inclusion of a lipophilic chain in the hydroxytyrosol molecule enhanced its antioxidant capacities in this biological model.
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