Mutagenicitg of vinyl chloride and its reactive metabolites, chloroethylene oxide and chloroacetaldehyde, in a metabolically competent human B-lymphoblastoid line

Carcinogenesis

Volumn 18, Issue 1, 1997, Pages 31-36

  Chiang, Su Yin ^a   Swenberg, James A ^a   Weisman, Wade H ^a   Skopek, Thomas R ^a,b  

^a UNIVERSITY OF NORTH CAROLINA   (United States)

^b MERCK RESEARCH LABORATORIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CHLOROACETALDEHYDE; COMPLEMENTARY DNA; CYTOCHROME P450; ETHYLENE OXIDE; HYPOXANTHINE PHOSPHORIBOSYLTRANSFERASE; VINYL CHLORIDE; ACETALDEHYDE; CHLOROETHYLENE OXIDE; DRUG DERIVATIVE;

ARTICLE; B LYMPHOBLAST; CONTROLLED STUDY; DOSE RESPONSE; HUMAN; HUMAN CELL; METABOLIC ACTIVATION; MUTAGENICITY; MUTATION RATE; NONHUMAN; PRIORITY JOURNAL; SOUTHERN BLOTTING; B LYMPHOCYTE; CELL LINE; DRUG EFFECT; GENETICS; MUTAGEN TESTING; MUTATION; TIME;

ACETALDEHYDE; B-LYMPHOCYTES; CELL LINE; DOSE-RESPONSE RELATIONSHIP, DRUG; ETHYLENE OXIDE; HUMANS; HYPOXANTHINE PHOSPHORIBOSYLTRANSFERASE; MUTAGENICITY TESTS; MUTATION; TIME FACTORS; VINYL CHLORIDE;

EID: 0031284674     PISSN: 01433334     EISSN: None     Source Type: Journal    
DOI: 10.1093/carcin/18.1.31     Document Type: Article

References (37)

1. Agency for Toxic Substances and Disease Registry (ATSDR) (1993) Toxicological profile for vinyl chloride. US Department of Health and Human Service, Public Health Services, ATSDR, Atlanta,GA.
2. Creech,J.L. and Johnson,M.N. (1974) Angiosarcoma of the liver in the manufacture of PVC. J. Occup. Med., 16, 150-151.
3. Purchase,J.F., Stafford,J. and Paddle,G.M. (1987) Vinyl chloride: an assessment of the risk of occupational exposure. Food. Chem. Toxic., 25, 187-202.
4. Bartsch,H. and Montesano,R. (1975) Mutagenic and carcinogenic effects of vinyl chloride. Mutat. Res., 32, 93-114.
5. Loprieno,N., Barale,R., Baroncelli,S. et al. (1976) Evaluation of the genetic effects induced by vinyl chloride monomer (VCM) under mammalian metabolic activation: studies in vitro and in vivo. Mutat. Res., 40, 85-96.
6. Drevon,C and Kuroki,T. (1979) Mutagenicity of vinyl chloride, vinylidene chloride and chloroprene in V79 Chinese hamster cells. Mutat. Res., 67, 173-182.
7. Styles,J.A. (1977) A method for detecting carcinogenic organic chemicals using mammalian cells in culture. Br. J. Cancer, 36, 558-563.
8. Magnusson,J. and Ramel,C. (1978) Mutagenic effects of vinyl chloride on Drosophila melanogaster with and without pretreatment with sodium phenobarbiturate. Mutat. Res., 57, 307-312.
9. Basler, A. and Rohrborn,G. (1980) Vinyl chloride: an example for evaluating mutagenic effects in mammals in vivo after exposure to inhalation. Arch. Toxicol., 45, 1-7.
10. Fucic,A., Horvat,D. and Dimitrovic,B. (1990) Mutagenicity of vinyl chloride in man: comparison of chromosome aberrations with micronucleus and sister-chromatid exchange frequencies. Mutat. Res., 242, 265-270.
11. Guengerich,F.P., Crawford,W.M. and Watanabe,P.G. (1979) Activation of vinyl chloride to covalently bound metabolites: roles of 2-chloroethylene oxide and 2-chloroacetaldehyde. Biochemistry, 18, 5177-5182.
12. Guengerich,F.P., Mason,P.S., Stott,W.T., Fox,T.R. and Watanabe,P.G. (1981) Role of 2-haloethylene oxides and 2-haloacetaldehydes derived from vinyl bromide and vinyl chloride in irreversible binding to protein and DNA. Cancer Res., 41, 4391-4398.
13. Guengerich,F.P. (1992) Roles of the vinyl chloride oxidation products 2-chlorooxirane and 2-chloroacetaldehyde in the in vitro formation of etheno adducts of nucleic acid bases. Chem. Res. Toxicol., 5, 2-5.
14. Malaveille,C., Bartsch,H., Barbin,A., Camus,A.M., Montesano,R., Croisy,A. and Jacquignon,P. (1975) Mutagenicity of vinyl chloride, chloroethylene oxide, chloroacetaldehyde, and chloroethanol. Biochem. Biophys. Res. Commun., 63, 363-370.
15. Huberman,E., Bartsch,H. and Sachs.L. (1975) Mutation induction in Chinese hamster V79 cells by two vinyl chloride metabolites, chloroethylene oxide and 2-chloroacetaldehyde. Int. J. Cancer, 16, 639-644.
16. Loprieno,N., Barale,R., Baroncelli,S. et al. (1977) Induction of gene mutations and gene conversions by vinyl chloride metabolites in yeast. Cancer Res., 37, 253-257.
17. Zajdela,F., Croisy,A., Barbin,A., Malaveille,C., Tomatis,L. and Bartsch,H. (1980) Carcinogenicity of chloroethylene oxide, an ultimate reactive metabolite of vinyl chloride, and bis(chloromethyl)ether after subcutaneous administration and in initiation-promotion experiments in mice. Cancer Res., 40, 352-356.
18. Daniel,F.B., DeAngelo,A.B. Stober,J.A., Olson,G.R. and Page,N.P (1992) Hepatocarcinogenicity of chloral hydrate, 2-chloroacetaldehyde, and dichloroacetic acid in the male B6C3F1 mouse. Fundam. Appl. Toxicol., 19, 159-168.
19. Walling,C. and Fredricks,P.S. (1962) Positive halogen compounds. IV. Radical reactions of chlorine and t-buty1 hypochlorite with some small ring compounds. J. Am. Chem. Soc., 84, 3326-3331.
20. Crespi,C.L., Langenbach,R. and Penman,B.W. (1993) Human cell lines, derived from AHH-1 TK± human lymphoblasts, genetically engineered for expression of cytochromes P450. Toxicology, 82, 89-104.
21. Gennett,I.N. and Thilly,W.G. (1988) Mapping large spontaneous deletion endpoints in the human HPRT gene. Mutat. Res., 201, 149-160.
22. Bigger,C.A., Tomaszewski,J.E., Dipple,A. and Lake,R.S. (1980) Limitations of metabolic activation systems used with in vitro tests for carcinogens. Science, 209, 503-505.
23. Bartsch,H., Malaveille,C. and Montesano,R. (1975) Human, rat and mouse liver-mediated mutagenicity of vinyl chloride in S. typhimurium strains. Int. J. Cancer, 15, 429-437.
24. Hardie,D.W.F. (1964) Chlorocarbons and chlorohydrocarbons. Vinyl chloride. In: Kirk,R.E. and Othmer,D.F. (eds), Encyclopedia of chemical technology, 2nd edn, Vol. 5, John Wiley and Sons, New York, pp. 171-178.
25. Dosanjh,M.K., Chenna,A., Kim,E., Fraenkel-Conrat,H., Samson,L. and Singer,B. (1994) All four known cyclic adducts formed in DNA by the vinyl chloride metabolite chloroacetaldehyde are released by a human DNA glycosylase. Proc. Natl Acad. Sci. USA, 91, 1024-1028.
26. Crespi,C.L., Seixas,G.M., Turner,T.R. Ryan,C.G. and Penman,B.W. (1985) Mutagenicity of 1,2-dichloroethane and 1,2-dibromoethane in two human lymphoblastoid cell lines. Mutat. Res., 142, 133-140.
27. Barbin,A., Bresil,H., Croisy,A., Jacquignon,P., Malaveille,C., Montesano,R. and Bartsch,H. (1975) Liver microsome-mediated formation of alkylating agents from vinyl bromide and vinyl chloride. Biochem. Biophys. Res. Commun., 67, 596-603.
28. Barbin,A., Bereziat,J-C., Croisy,A., O'Neill,I.K. and Bartsch,H. (1990) Nucleophilic selectivity and reaction kinetics of chloroethylene oxide assessed by the 4(p-nitrobenzyl)pyridine assay and proton nuclear magnetic resonance spectroscopy. Chem.-Biol Interactions, 73, 261-277.
29. Sood,C. and O'Brien,P.J. (1993) Molecular mechanisms of chloroacetaldehyde-induced cytotoxicity in isolated rat hepatocytes. Biochem. Pharmacol., 46, 1621-1626.
30. Spengler,S.J. and Singer,B. (1988) Formation of interstrand cross-links in chloroacetaldeyhde-treated DNA demonstrated by ethidium bromide fluorescence. Cancer Res., 48, 4804-4806.
31. Kandala,J.C., Mrema,J.E., DeAngelo,A., Daniel,F.B. and Guntaka,R.V. (1990) 2-Chloroacetaldehyde and 2-chloroacetal are potent inhibitors of DNA synthesis in animal cells. Biochem. Biophys. Res. Commun., 167, 457-463.
32. Perrard,M.H. (1985) Mutagenicity and toxicity of chloroethylene oxide and chloroacetaldehyde. Experientia, 41, 676-677.
33. Hollstein,M., Marion,M.-J., Lehman,T., Welsh,J., Harris,C.C, Martel-Planche,G., Kusters,I., and Montesano,R. (1994) p53 mutations at A:T base pairs in angiosarcomas of vinyl chloride-exposed factory workers. Carcinogenesis, 15, 1-3.
34. Marion,M.-J., Froment,O. and Trepo,C. (1991) Activation of Ki-ras gene by point mutation in human liver angiosarcoma associated with vinyl chloride exposure. Mol. Carcinogenesis, 4, 450-454.
35. Froment,O., Boivin,S., Barbin,A., Bancel,B., Trepo,C. and Marion M.-J. (1994) Mutagenesis of ras proto-oncogenes in rat liver tumors induced by vinyl chloride. Cancer Res., 54, 5340-5345.
36. 6hydroxyadenine to TK6 human lymphoblast cells. Mutat. Res., 253, 91-95.
37. Sanchez,J.H. and Recio,L. (1991) Mutagenicity of chloroactaldehyde in human TK6 lymphoblasts. Environ. Mol. Mutagen., 17(Suppl. 19), 64.