Methylsulfonyl metabolites of PCBs and DDE in human tissues

Environmental Health Perspectives

Volumn 105, Issue 6, 1997, Pages 644-649

  Weistrand, Cecilia ^a   Norén, Koidu ^a  

^a KAROLINSKA INSTITUTE   (Sweden)

Author keywords

Adipose tissue; DDE; Environmental pollutants; Liver; Methyl sulfone DDE; Methyl sulfone PCB; PCBs; Polychlorinated biphenyls

Indexed keywords

1,1 DICHLORO 2,2 BIS(4 CHLOROPHENYL)ETHYLENE; DIMETHYL SULFONE; ENVIRONMENTAL CHEMICAL; POLYCHLORINATED BIPHENYL;

ADIPOSE TISSUE; ADULT; AGED; ARTICLE; AUTOPSY; CLINICAL ARTICLE; FEMALE; HUMAN; HUMAN TISSUE; LIVER LEVEL; LUNG PARENCHYMA; MALE; METABOLITE; PATHOLOGY; POLLUTION; PRIORITY JOURNAL; SWEDEN;

EID: 0030808697     PISSN: 00916765     EISSN: None     Source Type: Journal    
DOI: 10.1289/ehp.97105644     Document Type: Article

References (32)

1. Kimbrough RD, Jensen AA. Halogenated Biphenyls, Terphenyls, Naphthalenes, Dibenzodioxins and Related Products. Topics in Environmental Health, Vol 4. Amsterdam:Elsevier, 1989.
2. Bouwman H, Reinecke AJ, Cooppan RM, Becker PJ. Factors affecting levels of DDT and metabolites in human breast milk from Kwazulu. J Toxicol Environ Health 31:95-115 (1990).
3. Dua VK, Pant CS, Sharma VP. Determination of levels of HCH and DDT in soil, water and whole blood from bioenvironmental and insecticide-sprayed areas of malaria control. Indian J Malariol 33:7-15 (1996).
4. Bakke JE, Bergman Å, Larsen GL. Metabolism of 2,4′,5-trichlorobiphenyl by the mercapturic acid pathway. Science 217:645-647 (1982).
5. Preston BD, Miller EC. Reactions of 2,2′,5,5′-tetrachlorobiphenyl-3,4-oxide with methionine, cysteine and glutathione in relation to formation of methylthio-metabolites of 2,2′,5,5′-tetrachlorobiphenyl in the rat and mouse. Chem-Biol Interact 50:289-312 (1984).
6. Bergman Å, Norstrom RJ, Haraguchi K, Kuroki H, Béland P. PCB and DDE methyl sulfones in mammals from Canada and Sweden. Environ Toxicol Chem 13:121-128 (1994).
7. Haraguchi K, Kuroki H, Masuda Y. Capillary gas chromatographic analysis of methylsulphone metabolites of polychlorinated biphenyls retained in human tissues. J Chromatogr 361:239-252 (1986).
8. Haraguchi K, Kuroki H, Masuda Y. Occurrence and distribution of chlorinated aromatic methylsulfones and sulfoxides in biological samples. Chemosphere 19:487-492 (1989).
9. Lund B-O, Bergman Å, Brandt I. Metabolic activation and toxicity of a DDT-metabolite, 3-methylsulphonyl-DDE, in the adrenal zona fasciculata in mice. Chem-Biol Interact 65: 25-40 (1988).
10. Jönsson C-J, Lund B-O. In vitro bioactivation of the environmental pollutant 3-methylsulphonyl-2,2-bis(4-chlorophenyl)-1,1 -dichloroethene in the human adrenal gland. Toxicol Lett 71:169-175 (1994).
11. Bergman Å, Brandt I, Jansson B. Accumulation of methylsulfonyl derivatives of some bronchial-seeking polychlorinated biphenyls in the respiratory tract of mice. Toxicol Appl Pharmacol 48:213-220 (1979).
12. Lund J, Brandt I, Poellinger L, Bergman Å, Klasson-Wehler E, Gustafsson J-Å. Target cells for the polychlorinated biphenyl metabolite 4,4′-bis(methylsulfonyl)-2,2′,5,5′-tetrachlorobiphenyl. Characterization of high affinity binding in rat and mouse lung cytosol. Mol Pharmacol 27:314-323 (1985).
13. Brandt I, Bergman Å. PCB methyl sulphones and related compounds: identification of target cells and tissues in different species. Chemosphere 16:1671-1676 (1987).
14. Jensen S, Jansson B. Anthropogenic substances in seal from the Baltic: methyl sulfone metabolites of PCB and DDE. Ambio 5:257-260 (1976).
15. Yoshida S, Nakamura A. Studies on a metabolite of PCB (methyl-sulfone PCB) in mother milk. J Food Hyg Soc Japan 18:387-388 (1977).
16. Norén K, Lundén Å, Pettersson, Bergman Å. Methylsulfonyl metabolites of PCBs and DDE in human milk in Sweden, 1972-1992. Environ Health Perspect 104:766-772 (1996).
17. Weistrand C, Norén K, Nilsson A. Organochlorine compounds in blood plasma from potentially exposed workers: PCB. PCN, PCDD/PCDF, HCB and methylsulphonyl metabolites of PCB. Environ Sci Pollur Res 3:2-9 (1997).
18. Kato Y, Haraguchi K, Kawashima M, Yamada S, Masuda Y, Kimura R. Induction of hepatic microsomal drug metabolizing enzymes by methylsulphonyl metabolites of polychlorinated biphenyl congeners in rats. Chem-Biol Interact 95:257-268 (1995).
19. Kato Y, Haraguchi K, Kawashima M, Yamada S, Isogai M, Masuda Y, Kimura R. Characterization of hepatic microsomal cytochrome P-450 from rats treated with methylsulphonyl metabolites of polychlorinated biphenyl congeners. Chem-Biol Interact 95:269-278 (1995).
20. Bergman Å, Wachtmeister CA. Synthesis of methylthio- and methylsulfonyl-polychlorinated biphenyls via nucleophilic aromatic substitution of certain types of polychlorinated biphenyls. Chemosphere 12:949-956 (1978).
21. Haraguchi K, Kuroki H, Masuda Y. Synthesis and characterization of tissue-retainable methylsulfonyl polychlorinared biphenyl isomers. J Agric Food Chem 35:178-182 (1987).
22. Bergman Å, Wachtmeister CA. Synthesis of methariesulfonyl derivatives of 2,2-bis(4-chlorophenyl)-1,1-dichloroethylene (p,p′-DDE), present in seal from the Baltic. Acta Chem Scand 31:90-91 (1977).
23. Ballschmiter K, Bacher R, Mennel A, Fischer R, Riehle U, Swerev M. The determination of chlorinated biphenyls, chlorinated dibenzodioxins, and chlorinated dibenzofurans by GC-MS. J High Resolut Chromatogr 15:260-270 (1992).
24. Weistrand C, Jakobsson E, Norén K. Liquid-gel partitioning using Lipidex in the determination of polychlorinated biphenyls, naphthalenes, dibenzo-p-dioxins and dibenzofurans in blood plasma. J Chromatogr B 669:207-217 (1995).
25. Weistrand C, Norén K. Liquid-gel partitioning using Lipidex in the determination of polychlorinated biphenyls in cod liver oil. J Chromatogr 630:179-186 (1993).
26. Norén K, Sjövall J. Analysis of organochlorine pesticides, polychlorinated biphenyls, dibenzop-dioxins and dibenzofurans in human milk by extraction with the lipophilic gel Lipidex 5000. J Chromatogr B 422:103-115 (1987).
27. Letcher RJ, Notstrom RJ, Bergman Å. Geographical distribution and identification of methyl sulphone PCB and DDE metabolites in pooled polar bear ( Ursus maritimus) adipose tissue from western hemisphere Arctic and subarctic regions. Sci Total Environ 160/161:409-420 (1995).
28. Letcher RJ, Notstrom RJ, Bergman A. An integrated analytical method for determination of polychlorinated aryl methyl sulfone metabolites and polychlorinated hydrocarbon contaminants in biological matrices. Anal Chem 67:4155-4163 (1995).
29. Kato Y, Haraguchi K, Tomaiyasu K, Hiroyuki S, Isogai M, Masuda Y, Kimura R. Structure-dependent induction of CYP2B by 3-methylsulfonyl metabolites of polychlorinated biphenyl congeners in rats. 16th Symposium on Chlorinated Dioxins and Related Compounds. Organohalogen Compounds 29:468-471 (1996).
30. Larsen GL, Bergman Å, Klasson Wehler E, Bass NM. A methylsulfonyl metabolite of a polychlorinated biphenyl can serve as a ligand for liver fatty acid binding protein in rat intestinal mucosa. Chem-Biol Interact 77:315-323 (1991).
31. Larsen GL, Huwe JK, Bergman Å, Klasson-Wehler E, Hargis P. Methylsulfonyl metabolites of xenobiotics can serve as ligands for fatty acid binding proteins in chicken liver and intestinal mucosa. Chemosphere 25:1189-1194 (1992).
32. Larsen GL, Bergman Å. Interaction of methylsulfonyl-containing PCB with mammalian carrier proteins. 14th International Symposium on Chlorinated Dioxins, PCB and Related Compounds. Organohalogen Compounds 20:451-454 (1994).