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Int. J. Mol. Sci. 2009, 10(4), 1824-1837; doi:10.3390/ijms10041824

In Vitro Cytochrome P450 Formation of a Mono-Hydroxylated Metabolite of Zearalenone Exhibiting Estrogenic Activities: Possible Occurrence of This Metabolite in Vivo

1
CEA Saclay, iBiTec-S, SB2SM and URA CNRS 2096, Gif sur Yvette Cedex F-91191, France
2
IRCM, Institut de Recherche en Cancérologie de Montpellier, 34298, France; INSERM, U896, Montpellier 34298, France; Université Montpellier 1, Montpellier 34298, France; CRLC Val d’Aurelle Paul Lamarque, 34298, Montpellier, France
*
Author to whom correspondence should be addressed.
Received: 23 March 2009 / Accepted: 16 April 2009 / Published: 21 April 2009
(This article belongs to the Section Biochemistry, Molecular Biology and Biophysics)
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Abstract

The mycoestrogen zearalenone (ZEN), as well as its reduced metabolites, which belong to the endocrine disruptor bio-molecule family, are substrates for various enzymes involved in steroid metabolism. In addition to its reduction by the steroid dehydrogenase pathway, ZEN also interacts with hepatic detoxification enzymes, which convert it into hydroxylated metabolites (OH-ZEN). Due to their structures to that of estradiol, ZEN and its derived metabolites bind to the estrogen receptors and are involved in endocrinal perturbations and are possibly associated with estrogen-dependent cancers. The primary aim of this present study was to identify the enzymatic cytochrome P450 isoforms responsible for the formation of the most abundant OH-ZEN. We thus studied its in vitro formation using hepatic microsomes in a range of animal model systems including man. OH-ZEN was also recovered in liver and urine of rats treated orally with ZEN. Finally we compared the activity of ZEN and its active metabolites (α-ZAL and OH-ZEN) on estrogen receptors using HeLa ER-α and ER-β reporter cell lines as reporters. OH-ZEN estrogenic activities were revealed to be limited and not as significant as those of ZEN or α-ZAL. View Full-Text
Keywords: Cytochrome P450; zearalenone; hydroxy-metabolites; estrogenic activities; human Cytochrome P450; zearalenone; hydroxy-metabolites; estrogenic activities; human
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Bravin, F.; Duca, R.C.; Balaguer, P.; Delaforge, M. In Vitro Cytochrome P450 Formation of a Mono-Hydroxylated Metabolite of Zearalenone Exhibiting Estrogenic Activities: Possible Occurrence of This Metabolite in Vivo. Int. J. Mol. Sci. 2009, 10, 1824-1837.

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Int. J. Mol. Sci. EISSN 1422-0067 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
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