title: Structure-activity relationships for human estrogenic activity in zearalenone mycotoxins.
abstract: Zearalenones are estrogenic Fusarium mycotoxins consisting of a resorcinol moiety fused to a 14-member macrocyclic lactone. Using an improved MCF7 human breast cell proliferation assay, we have compared the estrogenicity of 17 chromatographically-homogeneous zearalenones. Both similarities and substantial differences from published results in intact animal systems were observed. Substantial human estrogenicity was retained even in analogs lacking hydroxylation on the aromatic and macrocyclic rings.
authors.affiliation: Department of Medicinal Chemistry, University of Minnesota, Minneapolis, MN 55455, USA. shier001@tc.umn.edu
authors.forename: W T
authors.initials: WT
authors.lastname: Shier
authors.forename: A C
authors.initials: AC
authors.lastname: Shier
authors.forename: W
authors.initials: W
authors.lastname: Xie
authors.forename: C J
authors.initials: CJ
authors.lastname: Mirocha
mesh_terms: D001943:Breast Neoplasms / Q000473:pathology; D004968:Estrogens, Non-Steroidal / Q000737:chemistry / Q000633:toxicity*; D005260:Female; D006801:Humans; D009183:Mycotoxins / Q000737:chemistry / Q000633:toxicity*; D011960:Receptors, Estrogen / Q000187:drug effects; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured; D015025:Zearalenone / Q000737:chemistry / Q000633:toxicity*
chemical_list: D004968:Estrogens, Non-Steroidal; D009183:Mycotoxins; D011960:Receptors, Estrogen; D015025:Zearalenone