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Change of Estrogenic Activity and Release of Chloride Ion in Chlorinated Bisphenol A after Exposure to Ultraviolet B

  • Mutou Yasuko
    Laboratory of Radiation Biology, Graduate School of Nutritional and Environmental Sciences, University of Shizuoka Department of Radiation Biosciences, Faculty of Pharmaceutical Sciences, Tokyo University of Science
  • Ibuki Yuko
    Laboratory of Radiation Biology, Graduate School of Nutritional and Environmental Sciences, University of Shizuoka
  • Terao Yoshiyasu
    Laboratory of Environmental Chemistry and COE Program in the 21st Century, Graduate School of Nutritional and Environmental Sciences, University of Shizuoka
  • Kojima Shuji
    Department of Radiation Biosciences, Faculty of Pharmaceutical Sciences, Tokyo University of Science
  • Goto Rensuke
    Laboratory of Radiation Biology, Graduate School of Nutritional and Environmental Sciences, University of Shizuoka

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Abstract

Bisphenol A (BPA) and chlorinated bisphenol A (ClBPAs) were detected in wastewater from waste paper recycling plants. In previous study, we showed the acute cytotoxicity of oxidized products of BPA and ClBPAs generated by ultraviolet (UV) irradiation. However, estrogenic activities of these photoproducts have not been studied. Therefore, we investigated change of estrogenic activities of BPA and ClBPAs [3-chlorobisphenol A (3-ClBPA), 3,3′-dichlorobisphenol A (3,3′-diClBPA) and 3,3′,5-trichlorobisphenol A (3,3′,5-triClBPA)] after UVB irradiation using yeast two-hybrid assay. The agonist activities of ClBPAs were higher than that of BPA in the absence of S9. ClBPAs irradiated with UVB lost agonist activities. The addition of S9 also completely erased the activity. The antagonist activities of BPA and ClBPAs with or without UVB irradiation were not detected both in the absence or presence of S9. UVB irradiation (0—100 J/cm2) decreased the agonist activity of 3,3′-diClBPA in proportion to increase of released chloride ion. The agonist activity was completely lost at 50 J/cm2 of UVB, of which dose could dissociated almost all chlorine. These findings suggested that UVB irradiation could decrease the estrogenic activity of chlorinated compounds, which was due to the selective release of chloride ion.

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