Enantioselectivity in Estrogenic Potential and Uptake of Bifenthrin
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文摘
Despite the fact that the biological processes of chiralcompounds are enantioselective, the endocrine disruptionactivity and uptake of chiral contaminants with respectto enantioselectivity has so far received limited research.In this study, the estrogenic potential and uptake of theenantiomers of a newer pyrethroid insecticide, bifenthrin(BF), were investigated. Significant differences in estrogenicpotential were observed between the two enantiomersin the in vitro human breast carcinoma MCF-7 cell proliferationassay (i.e., the E-SCREEN assay) and the in vivo aquaticvertebrate vitellogenin enzyme-linked immunosorbent assay(ELISA). In the E-SCREEN assay, the relative proliferativeeffect ratios of 1S-cis-BF and 1R-cis-BF were 74.2% and20.9%, respectively, and the relative proliferative potencyratios were 10% and 1%, respectively. The cell proliferationinduced by the two BF enantiomers may be through theclassical estrogen response pathway via the estrogen receptor(ER), as the proliferation induced by the enantiomerscould be completely blocked when combined with 10-6mol/L of the ER antagonist ICI 182,780. Measurement ofvitellogenin induction in Japanese medaka (Oryzias latipes)showed that, at an exposure level of 10 ng/mL, theresponse to 1S-cis-BF was about 123 times greater thanthat to the R enantiomer. Significant selectivity also occurredin the uptake of BF enantiomers in the liver and othertissues of J. medaka. These results together suggest thatassessment of the environmental safety of chiralinsecticides should consider enantioselectivity in acuteand chronic ecotoxicities such as endocrine disruption.

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