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Structural elucidation of possible lutein oxidation products mediated through peroxyl radical inducer 2,2 0-Azobis (2-methylpropionamidine) dihydrochloride: Antioxidant and cytotoxic influence of oxidized lutein in HeLa cells

Rangaswamy, Lakshminarayana and Aruna, G. and Sathisha, U. V. and Shylaja, M. Dharmesh and Baskaran, V. (2013) Structural elucidation of possible lutein oxidation products mediated through peroxyl radical inducer 2,2 0-Azobis (2-methylpropionamidine) dihydrochloride: Antioxidant and cytotoxic influence of oxidized lutein in HeLa cells. Chemico-Biological Interactions, 203. pp. 448-455.

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Abstract

Aim of this study was to elucidate lutein oxidation products mediated through peroxyl radical inducer 2,20-Azobis (2-methylpropionamidine) dihydroc hloride (AAPH) and to study antioxidant and cytotoxic effect s of oxidized lutein using liposome and HeLa cells. Lutein (20 lmol) with AAPH (5 mM) in liposome’s was incubated at 37 �C in dark for 3 h, oxidized lutein products were characterized by LC–MS (APCI+) and studied for their free radical scavenging activity and cytotoxic effects in terms of cell viability, cellular glutathione, and malondialdehyde leve ls. AAPH mediated lutein fragmented ions were identified as 551 (M+ + H+-H2O), 391 (M+ + H+ + O2–C22H32O) and 276 (M+ + H+ + O2–C12H20O) and its isomers as 13- Z lutein, 13-Z zeaxanthin, 13 0-Z zeaxanthin and all-E zeaxanthin. Free radical scavenging activity of oxidized lutein was higher by 32.7% (IC50, 2.64 lg) than lutein (IC50, 5.28 lg). Oxidized lutein lowered the lipid peroxid ation (21%), HeLa cells viability (22%) and glutathione levels (32%) than lutein. To conclude, the oxidized lutein may be highly reactive, since oxidation by AAPH results in peroxyl radical ions, which can react with conjugated polyene chain of lutein that could lead to higher antiox idant and cytotoxic effect s on HeLa cells.

Item Type: Article
Uncontrolled Keywords: Lutein Peroxyl radicals Oxidative degradation Antioxidant activity HeLa cells
Subjects: 500 Natural Sciences and Mathematics > 04 Chemistry and Allied Sciences > 14 Carotenoid Chemistry
600 Technology > 08 Food technology > 32 Antioxidants
Divisions: Dept. of Biochemistry
Depositing User: Food Sci. & Technol. Information Services
Date Deposited: 08 Sep 2016 10:33
Last Modified: 08 Sep 2016 10:33
URI: http://ir.cftri.res.in/id/eprint/12286

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