Free access
Issue
Vet. Res.
Volume 36, Number 5-6, September-December 2005
Page(s) 799 - 810
DOI http://dx.doi.org/10.1051/vetres:2005034
How to cite this article Vet. Res. (2005) 799-810
Vet. Res. 36 (2005) 799-810
DOI: 10.1051/vetres:2005034

Bioactivation of zearalenone by porcine hepatic biotransformation

Hassan Malekinejad, Roel Franciscus Maas-Bakker and Johanna Fink-Gremmels

Department of Veterinary Pharmacology, Pharmacy and Toxicology, Faculty of Veterinary Medicine, Utrecht University, Yalelaan 16, 3508 TD Utrecht, The Netherlands

(Received 18 June 2004; accepted 4 April 2005)

Abstract - Zearalenone (ZEA) is a resorcylic acid lactone derivative produced by various Fusarium species that are widely found in food and feeds. The structure of zearalenone is flexible enough to allow a conformation able to bind to mammalian oestrogen receptors, where it acts as an agonist. Using oestrogen-dependent Human Breast Cancer (MCF-7) cells, the oestrogenic activity of zearalenone and its derivatives were compared using 17 $\beta$-oestradiol as a positive control. The results obtained demonstrate that the oestrogenic potency of ZEA derivatives could be ranked in the following order: $\alpha$- zearalenol > $\alpha$-zearalanol > zearalenone > $\beta$-zearalenol. Since pigs have been reported to be among the most sensitive animal species, biotransformation studies with pig liver subcellular fractions were conducted. These studies indicated that $\alpha$-zearalenol is the main hepatic metabolite of zearalenone in pigs, and it is assumed that 3$\alpha$- and 3$\beta$-hydroxysteroid dehydrogeneases are involved in the hepatic biotransformation, since the formation of $\alpha$-zearalenol and $\beta$-zearalenol could be inhibited by prototypic substrates for either enzyme. The bioactivation of ZEA into the more active $\alpha$-zearalenol seems to provide a possible explanation for the observed high sensitivity of pigs towards feedingstuffs contaminated with the mycotoxin.


Key words: zearalenone / MCF-7 cells / oestrogenic effects / biotransformation / pigs

Corresponding author: Johanna Fink-Gremmels J.Fink@vfft.vet.uu.nl

© INRA, EDP Sciences 2005

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