Chemical change of chlorinated bisphenol A by ultraviolet irradiation and cytotoxicity of their products on Jurkat cells

Environmental Toxicology and Pharmacology

Volumn 21, Issue 3, 2006, Pages 283-289

  Mutou, Yasuko ^a   Ibuki, Yuko ^a   Terao, Yoshinori ^a   Kojima, Shuji ^b   Goto, Rensuke ^a  

^a UNIVERSITY OF SHIZUOKA   (Japan)

^b TOKYO UNIVERSITY OF SCIENCE   (Japan)

Author keywords

Bisphenol A; Chlorinated bisphenol A; Hydroxylated bisphenol A; Photoproduct; Ultraviolet rays

Indexed keywords

3 CHLOROBISPHENOL A; 3,3' DICHLOROBISPHENOL A; 3,3',5 TRICHLOROBISPHENOL A; 4,4' ISOPROPYLIDENEDIPHENOL; PHENOL DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; CHLORINATION; CYTOTOXICITY; DRUG MECHANISM; HUMAN; HUMAN CELL; IRRADIATION; LEUKEMIA CELL LINE; PRIORITY JOURNAL; ULTRAVIOLET A RADIATION; ULTRAVIOLET B RADIATION; ULTRAVIOLET C RADIATION;

EID: 33645214878     PISSN: 13826689     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.etap.2005.09.005     Document Type: Article

References (25)

1. A. Atkinson, and D. Roy In vivo DNA adduct formation by bisphenol A Environ. Mol. Mutagen. 26 1995 60
2. A. Atkinson, and D. Roy In vitro conversion of environmental estrogenic chemical bisphenol A to DNA binding metabolite(s) Biochem. Biophys. Res. Commun. 210 1995 424
3. S. Basu-Modak, and R.M. Tyrrell Singlet oxygen: a primary effector in the ultraviolet A/near-visible light induction of the human heme oxygenase gene Cancer Res. 53 1993 4505
4. J.L. Bolton, M.A. Trush, T.M. Penning, G. Dryhurst, and T.J. Monks Role of quinones in toxicology Chem. Res. Toxicol. 13 2000 135
5. F.C. Chang, T.C. Chiu, J.H. Yen, and Y.S. Wang Dechlorination pathways of ortho-substituted PCBs by UV irradiation in n-hexane and their correlation to the charge distribution on carbon atom Chemosphere 51 2003 775
6. H. Fukazawa, K. Hoshino, T. Shiozawa, H. Matsushita, and Y. Terao Identification and quantification of chlorinated bisphenol A in wastewater from wastepaper recycling plants Chemosphere 44 2001 973
7. R. Goto, T. Kubota, Y. Ibuki, K. Kaji, and A. Goto Degradation of nonylphenol polyethoxylates by ultraviolet B irradiation and effects of their products on mammalian cultured cells Toxicology 202 2004 237
8. P.H. Howard Handbook of Environmental Fate and Exposure Data 1989 Lewis Chelsea, MI
9. J.Y. Hu, T. Aizawa, and S. Ookubo Products of aqueous chlorination of bisphenol A and their estrogenic activity Environ. Sci. Technol. 36 2002 1980
10. H. Iida, K. Maehara, M. Doiguchi, T. Mori, and F. Yamada Bisphenol A-induced apoptosis of cultured rat Sertoli cells Reprod. Toxicol. 17 2003 457
11. Y. Izawa, H. Tomioka, M. Natsume, S. Beppu, and H. Tsujii Photoinduced alcoholysis of the trichloroacetyl group J. Org. Chem. 45 1980 4835
12. H.M. Kuch, and K. Ballschmiter Determination of endocrine-disrupting phenolic compounds and estrogens in surface and drinking water by HRGC-(NCI)-MS in the picogram per liter range Environ. Sci. Technol. 35 2001 3201
13. J.L. Lopez, F.S. Garcia Einschlag, C.V. Rives, L.S. Villata, and A.L. Capparelli Physicochemical and toxicological studies on 4-chloro-3,5- dinitrobenzoic acid in aqueous solutions Environ. Toxicol. Chem. 23 2004 1129
14. P. Méallier Phototransformation of pesticides in aqueous solution P. Boule Environmental Photochemistry vol. 2, part 1 1999 Springer Verlag Berlin, Heidelberg, Germany 241 261
15. Y. Nakagawa, and T. Suzuki Metabolism of bisphenol A in isolated rat hepatocytes and oestrogenic activity of a hydroxylated metabolite in MCF-7 human breast cancer cells Xenobiotica 31 2001 113
16. Y. Nakagawa, and S. Tayama Metabolism and cytotoxicity of bisphenol A and other bisphenols in isolated rat hepatocytes Arch. Toxicol. 74 2000 99
17. R.M. Pagni, and M.E. Sigman The photochemistry of PAHs and PCBs in water and on solids P. Boule Environmental Photochemistry vol. 2, part 1 1999 Springer Verlag Berlin, Heidelberg, Germany 139 179
18. C. Richard, and G. Grabner Mechanism of phototransformation of phenol and derivatives in aqueous solution P. Boule Environmental Photochemistry vol. 2, part 1 1999 Springer Verlag Berlin, Heidelberg, Germany 218 240
19. N.I. Sax Dangerous properties of industrial chemicals Toxicolgy of Phenol 1975 Von Nostrand New York 458 1008
20. C.A. Staples, K. Woodburn, N. Caspers, A.T. Hall, and G.M. Klecka A weight of evidence approach to the aquatic hazard assessment of bisphenol A Hum. Ecol. Risk Asses. 8 2002 1083
21. T. Suzuki, Y. Nakagawa, I. Takano, K. Yaguchi, and K. Yasuda Environmental fate of bisphenol A and its biological metabolites in river water and their xeno-estrogenic activity Environ. Sci. Technol. 38 2004 2389
22. 2O interfaces Chemosphere 52 2003 851
23. 2-to-M arrest of ovarian granulosa cells Biochem. Biophys. Res. Commun. 292 2002 456
24. K. Yamauchi, A. Ishihara, H. Fukazawa, and Y. Terao Competitive interactions of chlorinated phenol compounds with 3,3′,5-triiodothyronine binding to transthyretin: detection of possible thyroid-disrupting chemicals in environmental waste water Toxicol. Appl. Pharmacol. 187 2003 110
25. D. Zhou, F. Wu, N. Deng, and W. Xiang Photooxidation of bisphenol A (BPA) in water in the presence of ferric and carboxylate salts Water Res. 38 2004 4107