J. Lipid Res.
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Originally published In Press as doi:10.1194/jlr.M600291-JLR200 on September 1, 2006

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Journal of Lipid Research, Vol. 47, 2718-2725, December 2006
Copyright © 2006 by American Society for Biochemistry and Molecular Biology

Dietary flavonoids with a catechol structure increase {alpha}-tocopherol in rats and protect the vitamin from oxidation in vitro

Jan Frank1,*, Alicja Budek*, Torbjörn Lundh{dagger}, Robert S. Parker§, Joy E. Swanson§, Cátia F. Lourenço**, Bruno Gago**, João Laranjinha**, Bengt Vessby{dagger}{dagger} and Afaf Kamal-Eldin*

* Department of Food Science, Swedish University of Agricultural Sciences, Uppsala, Sweden
{dagger} Department of Animal Nutrition and Management, Swedish University of Agricultural Sciences, Uppsala, Sweden
§ Division of Nutritional Sciences, Cornell University, Ithaca, NY
** Faculty of Pharmacy and Center for Neurosciences, University of Coimbra, Coimbra, Portugal
{dagger}{dagger} Department of Public Health and Caring Sciences/Geriatrics, University of Uppsala, Uppsala, Sweden

Published, JLR Papers in Press, September 1, 2006.

1 To whom correspondence should be addressed. e-mail: frank{at}foodsci.uni-kiel.de

To identify dietary phenolic compounds capable of improving vitamin E status, male Sprague-Dawley rats were fed for 4 weeks either a basal diet (control) with 2 g/kg cholesterol and an adequate content of vitamin E or the basal diet fortified with quercetin (Q), (–)-epicatechin (EC), or (+)-catechin (C) at concentrations of 2 g/kg. All three catechol derivatives substantially increased concentrations of {alpha}-tocopherol ({alpha}-T) in blood plasma and liver. To study potential mechanisms underlying the observed increase of {alpha}-T, the capacities of the flavonoids to i) protect {alpha}-T from oxidation in LDL exposed to peroxyl radicals, ii) reduce {alpha}-tocopheroxyl radicals ({alpha}-T · ) in SDS micelles, and iii) inhibit the metabolism of tocopherols in HepG2 cells were determined. All flavonoids protected {alpha}-T from oxidation in human LDL ex vivo and dose-dependently reduced the concentrations of {alpha}-T · . None of the test compounds affected vitamin E metabolism in the hepatocyte cultures. In conclusion, fortification of the diet of Sprague-Dawley rats with Q, EC, or C considerably improved their vitamin E status. The underlying mechanism does not appear to involve vitamin E metabolism but may involve direct quenching of free radicals or reduction of the {alpha}-T · by the flavonoids.

Supplementary key words (+)-catechin • cytochrome P450 • (–)-epicatechin • hepatocytes • HepG2 • quercetin • tocopherol-{omega}-hydroxylase • tocopheroxyl radical

Abbreviations: C, (+)-catechin; CYP, cytochrome P450; EC, (–)-epicatechin; Q, quercetin; {alpha}-T, {alpha}-tocopherol; {alpha}-T · , {alpha}-tocopheroxyl radical; UV, ultraviolet


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Copyright © 2006 by the American Society for Biochemistry and Molecular Biology.