Abstract
The prooxidant and antioxidant actions of Trolox were examined in anin vitro system measuring ferric ion-induced oxidation of erythrocyte membrane lipids. Trolox was found to produce a concentration-dependent biphasic effect on the ferric ion-stimulated lipid peroxidation, with the mode of action being similar to those produced by reducing-agent antioxidants, such as ascorbic acid and reduced glutathione, and iron chelator, such as desferrioxamine. Phytic acid, a potent iron chelator, could suppress the prooxidant actions of Trolox and desferrioxamine, but not those of ascorbic acid and reduced glutathione. The ability of Trolox to stimulate ferric ion-catalyzed ascorbate oxidation, as similar to the action produced by ethylenediaminetetraacetic acid, indicates the presence of iron-chelating activity. The ensemble of results suggests the possible involvement of iron chelation in the prooxidant action of Trolox in ferric ion-stimulated lipid peroxidation reactions.
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Abbreviations
- ASC:
-
ascorbic acid
- BHT:
-
butylated hydroxytoluene
- DESF:
-
desferrioxamine
- EDTA:
-
ethylenediamine-tetraacetic acid
- GSH:
-
reduced glutathione
- PHY:
-
phytic acid
- TBA:
-
thiobarbituric acid
- TBARS:
-
thiobarbituric acid-reactive substances
References
Scott JW, Cort WM, Harley H, Parrish DR, Saucy D: 6-hydroxylchroman-2-carboxylic acids: novel antioxidants. J Amer Oil Chem Soc 51:200–203, 1974
Mickle DAG, Li RK, Weisel RD, Birnbaum PL, Wu TW, Jackowski G, Madonik MM, Burton GW, Ingold KU: Myocardial salvage with trolox and ascorbic acid for an acute evolving infarction. Ann Thorac Surg 47:553–557, 1989
Wu TW, Hashimoto N, Au JX, Wu J, Mickle DAG, Carey D: Trolox protects rat hepatocytes against oxyradical damage and the ischemic rat liver from reperfusion injury. Hepatology 13:575–580, 1991
Wu TW, Hashimoto N, Wu J, Carey D, Li RK, Mickle DAG, Weisel RD: The cytoprotective effects of trolox demonstrated with three types of human cells. Biochem Cell Biol 68:1189–1194, 1990
Burton GW, Ingold KU: Autoxidation of biological molecules. The antioxidant activity of vitamin E and related chain-breaking antioxidantsin vitro. J Amer Chem Soc 103:6472–6477, 1981
Ko KM, Godin DV: Ferric ion-induced peroxidation in erythrocyte membranes: effects of physic acid and butylated hydroxytoluene. Mol Cell Biochem 95:125–131, 1990
Godin DV, Schrier SL: Mechanism of inactivation of adenosine triphosphatase by carbodiimides. Biochemistry 9:4068–4077, 1970
Tappel AL, Zalkin H: Lipid peroxidation in isolated mitochondria. Arch Biochem and Biophys 80:326–332, 1959
Minotti G, Aust SD: The role of iron in the initiation of lipid peroxidation. Chem Phys Lipids 44:191–208, 1987
Minotti G, Aust SD: The requirement for iron (III) in the initiation of lipid peroxidation by iron (III) and hydrogen peroxide. J Biol Chem 262:1098–1104, 1987
Loach PA: Oxidation-reduction potentials, absorbance bands and molar absorbance of compounds used in biochemical studies. In: Handbook of Biochemistry and Molecular Biology. Fasman GD (ed), CRC Press, Cleveland, 1: 3rd ed., pp. 122, 1976
Hoe S, Rowley DA, Halliwell B: Reactions of ferrioxamine and desferrioxamine with the hydroxyl radical. Chemico-Biol Interactions 41:75–81, 1982
Aruoma OI, Evans JP, Kaur H, Sutcliffe L, Halliwell B: An evaluation of the antioxidant and potential pro-oxidant properties of food additives and of Trolox C, vitamin E and probucol. Free Rad Res Comms 10: 143–157, 1990
Laughton MJ, Evans PJ, Moroney MA, Hoult JR, Halliwell B: Inhibition of mammalian 5-lipoxygenase and cyclo-oxygenase by flavonoids and phenolic dietary additives. Relationship to antioxidant and to iron-reducing ability. Biochem Pharmacol 42:1673–1678, 1991
Borg DC, Schaich KM: Pro-oxidant action of antioxidants. In: Handbook of Free Radicals and Antioxidants in Biomedicine. Miquel J, Quintanilha AT, Weber H (eds). CRC Press, Boca Raton, 1:63–80, 1989
Graf E, Empson KL, Eaton JW: Phytic acid: A natural antioxidant. J Biol Chem 262:11647–11650, 1987
Kontoghiorghes GJ: Iron mobilization from ferritin using alpha-oxohyrdoxy heteroaromatic chelators. Biochem J 233:299–302, 1986
Martell AE: Chelates of ascorbic acid. Formation and catalytic properties. In: Ascorbic Acid: Chemistry, Metabolism and Uses. Advances in Chemistry, Series 200. Seib PA, Tolbert BM (eds). Amer Chem Soc, Washington, D.C., 153–178, 1980
Halliwell B, Gutteridge JMC: Oxygen free radicals and iron in relation to biology and medicine: some problems and concepts. Arch Biochem Biophys 246:501–514, 1986
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Ko, K.M., Yick, P.K., Poon, M.K.T. et al. Prooxidant and antioxidant effects of trolox on ferric ion-induced oxidation of erythrocyte membrane lipids. Mol Cell Biochem 141, 65–70 (1994). https://doi.org/10.1007/BF00935592
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DOI: https://doi.org/10.1007/BF00935592