title: Binding characteristics of zearalenone analogs to estrogen receptors.
abstract: The estrogenic effect of zearalenone derivatives was investigated for their binding characteristics to cytosol and nuclear receptors in the uterus. Competition with 17beta-estradiol at the cytosol receptor sites was observed in four of the six derivatives tested, namely trans- and cis-zearalenone, zearalenol, and zearalanol. The other two, 8'-hydroxyzearalenone and 6'-aminozearalene, lacked the binding ability to receptors and were biologically inactive. trans-Zearalenone, like 17beta-estradiol, could elicit an immediate translocation of cytosol-receptor complexes into the uterine nuclei. However, it differs from either 17beta-estradiol or antiestrogens (tamoxifen) in three aspects: (a) a second wave of translocation occurred 6 to 12 hr following zearalenone injection; (b) there was a much longer nuclear retention (over 24 hr) than in the case of 17beta-estradiol; and (c) following a depletion of cytosol receptors, trans-zearalenone induced an overreplenishment by 24 hr, whereas tamoxifen is reported to suppress the replenishment.
mesh_terms: D000818:Animals; D001667:Binding, Competitive; D002417:Cattle; D002467:Cell Nucleus / Q000378:metabolism; D002499:Centrifugation, Density Gradient; D003600:Cytosol / Q000378:metabolism; D004958:Estradiol / Q000378:metabolism / Q000494:pharmacology; D005260:Female; D066298:In Vitro Techniques; D051381:Rats; D011960:Receptors, Estrogen / Q000187:drug effects / Q000302:isolation & purification / Q000378:metabolism*; D012118:Resorcinols / Q000031:analogs & derivatives; D013629:Tamoxifen / Q000378:metabolism; D014599:Uterus / Q000378:metabolism*; D015025:Zearalenone / Q000031:analogs & derivatives / Q000378:metabolism / Q000494:pharmacology
chemical_list: D011960:Receptors, Estrogen; D012118:Resorcinols; D013629:Tamoxifen; D004958:Estradiol; D015025:Zearalenone