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Understanding the endocrine disruption of chiral pesticides:The enantioselectivity in estrogenic activity of synthetic pyrethroids

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Science china Chemistry 2010年第5期53卷 1003-1009页

作者： wang cui 1,zhang quan 1,zhang xiaofeng 1,liu jing 2 & liu weiping 2 1college of biological and environmental engineering,zhejiang university of technology,hangzhou 310032,china 2key laboratory of environmental remediation and ecosystem health,ministry of education college of environmental and Resource Sciences,zhejiang university,hangzhou 310029,china 1. college of biological and environmental engineering Zhejiang University of Technology Hangzhou 310032 China2. Key Laboratory of Environmental Remediation and Ecosystem Health Ministry of Education College of Environmental and Resource Sciences Zhejiang University Hangzhou 310029 China

Synthetic pyrethroids(SPs) ,a family of chiral insecticides consisting of multiple stereoismers,have been regarded as estrogenic endocrine-disrupting chemicals(EDCs) .In this study,we applied the yeast two-hybrid and molecular docking(MD) assay to assess the enantioselective estrogenic activities of three commonly used SPs,bifenthrin(cis-BF) ,permethrin(PM) and fenvalerate(Fen) .The β-galactosidase analyses indicated that all of the testing pyrethroids displayed significant(p2R-Fen and αS-2S-Fen also induced the β-galactosidase *** inability to initiate the reporter gene expression by the racemic chemicals may be due to the low ratios of these isomers or the antagonism among *** strong hydrophobic interaction and the hydrogen bond between positive estrogenic isomers and ERα support our biological testing *** research demonstrated that the enantioselective estrogenic activity of chiral SPs was due to selective binding between their isomers and the ERα*** data suggests that enantioselectivity of these chiral pesticides is significant to their estrogenic activities.

关键词： enantioselectivity synthetic pyrethroids (SPs) endocrine disruption yeast molecular docking

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