title: Interaction of stilbene compounds with human and rainbow trout estrogen receptors.
abstract: Compounds with stilbene structures are widely used as pharmaceuticals and personal care products (PPCPs) and are present in plants. A suite of stilbene-related compounds, including PPCPs and plant-derived compounds were tested in vitro for interactions with the human and rainbow trout estrogen receptors and in vivo with rainbow trout using vitellogenin levels as a biomarker. Among the compounds with antagonistic activity, the common structural similarity was (in addition to the stilbene backbone) the presence of 4-hydroxy substitution. Stilbene-related compounds found to act as inhibitors at the estrogen receptor included the plant-derived compound resveratrol and two formulations of fluorescent whitening agents used in detergents, 4,4'-bis(2-sulfostyryl)biphenyl and diaminostilbene-1. In the yeast estrogenicity screening assay, the concentrations which caused a 50% inhibition in estrogenic response (IC50s) with the human estrogen receptor ranged from 2.56 x 10(-6) to 2.56 x 10(-6) M. In the rainbow trout estrogen receptor assay, the IC50s ranged from 7.75 x 10(-8) to 1.11 x 10(-5) M. However, in the in vivo rainbow trout vitellogenin assay, tamoxifen was the only stilbene of the compounds tested to have a significant effect as an inhibitor of estrogenicity.
authors.affiliation: Watershed Ecosystems Graduate Program, Trent University, Peterborough, ON, Canada.
authors.forename: Denina Bobbie Dawn
authors.initials: DB
authors.lastname: Simmons
authors.forename: Vance Lionel
authors.initials: VL
authors.lastname: Trudeau
authors.forename: Vicki Lee
authors.initials: VL
authors.lastname: Marlatt
authors.forename: Thomas William
authors.initials: TW
authors.lastname: Moon
authors.forename: James P
authors.initials: JP
authors.lastname: Sherry
authors.forename: Chris David
authors.initials: CD
authors.lastname: Metcalfe
mesh_terms: D000818:Animals; D004305:Dose-Response Relationship, Drug; D004785:Environmental Pollutants / Q000737:chemistry / Q000494:pharmacology; D004958:Estradiol / Q000494:pharmacology; D020847:Estrogen Receptor Modulators / Q000737:chemistry / Q000494:pharmacology; D005260:Female; D005786:Gene Expression Regulation; D006801:Humans; D015394:Molecular Structure; D017686:Oncorhynchus mykiss / Q000378:metabolism*; D011960:Receptors, Estrogen / Q000819:agonists* / Q000037:antagonists & inhibitors*; D013267:Stilbenes / Q000737:chemistry / Q000494:pharmacology*; D014819:Vitellogenins / Q000378:metabolism
chemical_list: D004785:Environmental Pollutants; D020847:Estrogen Receptor Modulators; D011960:Receptors, Estrogen; D013267:Stilbenes; D014819:Vitellogenins; D004958:Estradiol