Use of kinetic and mechanistic data in species extrapolation of bioactivation: Cytochrome P-450 dependent trichloroethylene metabolism at occupationally relevant concentrations

Journal of Occupational Health

Volumn 40, Issue 2, 1998, Pages 110-117

  Lipscomb, John C ^a,d   Garrett, Carol M ^b   Snawder, John E ^c  

^a USAF   (United States)

^b SCIENCE APPLICATIONS INTERNATIONAL CORPORATION   (United States)

^c NATIONAL INSTITUTE FOR OCCUPATIONAL SAFETY AND HEALTH   (United States)

^d U S ENVIRONMENTAL PROTECTION AGENCY   (United States)

Author keywords

Bioactivation; Chloral hydrate; Cytochrome P450; Enzyme kinetics; Metabolism; Microsomes; Risk assessment; Toxicity; Trichloroethylene

Indexed keywords

EID: 2642709830     PISSN: 13419145     EISSN: None     Source Type: Journal    
DOI: 10.1539/joh.40.110     Document Type: Article

References (44)

1. Murray AJ, Riley JP. Occurrence of some chlorinated aliphatic hydrocarbons in the environment. Nature 1973; 242: 37-38.
2. Forkert PG, Sylvestre PL, Poland JS. Lung injury induced by trichloroethylene. Toxicology 1985; 35: 143-160.
3. Forkert PG, Birch DW. Pulmonary toxicity of trichloroethylene in mice. Covalent binding and morphological manifestations. Drug Metab Dispos 1989; 17: 106-113.
4. Fukuda K, Takemoto K, Tsuruta H. Inhalation carcinogenicity of trichloroethylene in mice and rats. Ind Health 1983; 2: 243-254.
5. National Cancer Institute. Bioassay of trichloroethylene. DHEW Public. No. (NIH) 76-802; 1976.
6. National Toxicology Program, Carcinogenesis bioassay of trichloroethylene (Without epichlorhydrin) in F344/ N rats and B6C3F1/N mice (gavage studies). Tech Report 243, NIH publication No. 83-1799, U.S. Department of Health and Human Services, Washington, D.C.; 1983.
7. Maltoni C, Cotti G. Results of long-term carcinogenicity bioassays of tetrachloroethylene on Sprague-Dawley rats administered by ingestion. Acta Oncol 1986; 1: 11-26.
8. National Toxicology Program. Toxicology and carcinogenesis studies of trichloroethylene in four strains of rats (ACI, August, Marshall, Osborne-Mendel). NTP TR 273, NIH publication 88-2529, U.S. Department of Health and Human Services, Bethesda, MD; 1987.
9. Buben JA, O'Flaherty EJ. Delineation of the role of metabolism in the hepatotoxicity of trichloroethylene and perchloroethylene: A dose-effect study. Toxicol Appl Pharmacol 1985; 78: 105-122.
10. Prout MS, Provan WM, Green T. Species differences in response to trichloroethylene. Toxicol Appl Pharmacol 1985; 79: 389-400.
11. Nelson MA, Bull RJ. Induction of strand breaks in DNA by trichloroethylene and metabolites in rat and mouse liver in vivo. Toxicol Appl Pharmacol 1988; 94: 45-54.
12. Byington KH, Leibman KC. Metabolism of trichloroethylene in liver microsomes. I. Characteristics of the reaction. Mol Pharmacol 1965; 1: 247-254.
13. Leibman KH. Metabolism of trichloroethylene in liver microsomes. II. Identification of the reaction product as chloral hydrate. Mol Pharmacol 1965; 1: 239-246.
14. Nakajima T, Wang RS, Murayama N, Sato A. Three forms of trichloroethylene-metabolizing enzymes in rat liver induced by ethanol, phenobarbital and 3-methylcholanthrene. Toxicol Appl Pharmacol 1990; 102: 546-552.
15. Sato A, Nakajima T. Enhanced metabolism of volatile hydrocarbons in rat liver following food deprivation, restricted carbohydrate intake, and administration of ethanol, phenobarbital, polychlorinated biphenyl and 3-methylcholanthrene: A comparative study. Xenobiotica 1985; 67-75.
16. Nakajima T, Wang RS, Elovaara E, Park SS, Gelboin HV, Vainio H. A comparative study on the contribution of cytochrome P450 isozymes to metabolism of benzene, toluene, and trichloroethylene in rat liver. Biochem Pharmacol 1992; 43: 251-257.
17. Green T. Species differences in carcinogenicity: The role of metabolism in human risk evaluation. Teratogenesis, Carcinogenesis, and Mutagenesis 1990; 10: 103-113.
18. Odum J, Foster JR, Green T. A mechanism for the development of Clara cell lesions in the mouse lung after exposure to trichloroethylene. Chem Biol Interact 1992; 88: 135-153.
19. Elcombe CR, Rose MS, Pratt IS. Biochemical, histochemical and ultrastructural changes in rat and mouse liver following the administration of trichloroethylene: Possible relevance to species differences in hepatocarcinogenicity. Toxicol Appl Pharmacol 1985; 79: 365-376.
20. Goldsworthy TL, Popp JA. Chlorinated hydrocarbon-induced peroxisomal enzyme activity in relation to species and organ carcinogenicity. Toxicol Appl Pharmacol 1987; 88: 225-233.
21. Klauning JE, Ruch RJ, Lin EC. Effects of trichloroethylene and its metabolites on rodent hepatocyte intercellular communication. Toxicol Appl Pharmacol 1989; 99: 454-465.
22. Miller RE, Guengerich FP. Metabolism of trichloroethylene in isolated hepatocytes, microsomes and reconstituted enzyme system containing cytochrome P450. Cancer Res. 1983; 43: 1145-1152.
23. Stott WT, Quast JF, Watanabe PG. The pharmacokinetics and macromolecular interactions of trichloroethylene in mice and rats. Toxicol Appl Pharmacol 1982; 62: 137-151.
24. Allen BC, Fisher JW. Pharmacokinetic modeling of trichloroethylene and trichloroacetic acid in humans. Risk Anal 1993; 13: 71-85.
25. Lipscomb JC, Garrett CM, Snawder JE. Cytochrome P450 dependent metabolism of trichloroethylene: Interindividual differences in humans. Toxicol Appl Pharmacol 1997; 142: 311-315.
26. Guengerich FP. Analysis and characterization of enzymes. In: Hayes AW, ed. Principles and methods of toxicology, second edition New York: Raven Press, 1989: 777-814.
27. Ikeda M, Miyake Y, Ogata M, Ohmori S. Metabolism of trichloroethylene. Biochem Pharmacol 1980; 29: 2983-2992.
28. Sato A, Nakajima T. A vial-equilibration method to evaluate the drug-metabolizing enzyme activity for volatile hydrocarbons. Toxicol Appl Pharmacol 1979; 47: 41-46.
29. Burke MD, Thompson S, Weaver RJ, Wolf CR, Mayer RT. Cytochrome P450 specificities of alkoxyresorufin o-dealkylation in human and rat liver. Biochem Pharmacol 1994; 48: 923-936.
30. Maenpaa J, Sigusch H, Raunio H, et al. Differential inhibition of coumarin 7-hydroxylase activity in mouse and human liver microsomes. Biochem Pharmacol 1993; 45: 1035-1042.
31. Reinke LA and Moyer MJ. p-Nitrophenol hydroxylation. A microsomal oxidation which is highly inducible by ethanol. Drug Metab Disp 1985; 13: 548-552.
32. Matsubara T, Touchi A, Tochino Y. Hepatic aminopyrene N-demethylase system: effect of cyanide on microsomal N-demethylase activity. Jap J Pharmacol 1977; 27: 127-132.
33. Snawder JE, Roe AL, Benson RW, Roberts DW, Casciano DA. Cytochrome P450 dependent metabolism of acetaminophen in four human transgenic lymphoblastoid cell lines. Pharmacogentics 1994; 4: 43-46.
34. Omura T, Sato R. The carbon monoxide binding pigment of liver microsomes J Biol Chem 1964; 239: 2370-2378.
35. Nakajima T, Okino T, Okuyama S, Kaneko T, Yonekura I, Sato A. Ethanol-induced enhancement of trichloroethylene metabolism and hepatotoxicity: Difference from the effect of phenobarbital. Toxicol Appl Pharmacol 1988; 94: 227-237.
36. Knadle SA, Green CE, Baugh M, et al. Trichloroethylene biotransformation in human and rat primary hepatocytes. Toxicol in vitro 1990; 4: 537-541.
37. Weaver RJ, Thompson S, Smith G, et al. A comparative study of constitutive and induced alkoxyresorufin o-dealkylation and individual cytochrome P450 forms in cynomolgus monkey (Macaca fascicularis), human, mouse, rat and hamster liver microsomes. Biochem Pharmacol 1994; 47: 763-773.
38. Shimada T, Yamazaki H, Mimura M, Inui Y, Guengerich FP. Interindividual variations in human liver cytochrome P450 enzymes involved in the oxidation of drugs, carcinogens and toxic chemicals: Studies with liver microsomes of 30 Japanese and 30 Caucasians. J Pharmacol Expt Ther 1994; 270: 414-423.
39. Hellmold H, Lumb JG, Wyss A, Gustafsson JA, Warner M. Developmental and endocrine regulation of P450 isoforms in rat breast. Mol Pharm 1995; 48: 630-638.
40. Ronis MJJ, Badger TM, Thomas PE, Hakkak R. Cytochrome P450-dependent metabolism of steroids and xenobiotics in adipose tissue: P450 occurrence, sexual dimorphism and regulation. ISSX Proceedings 6, 163; 1994.
41. Brown RB. The diphasic action of halothane on the oxidative metabolism of drugs by the liver: An in vitro study in the rat. Anesthesiology 1971; 33: 241-246.
42. Powis G, Boobis AR. The effect of pretreating rats with 3-methylcholanthrene upon the enhancement of microsomal aniline hydroxylation by acetone and other agents. Biochem Pharmacol 1975; 24: 424-426.
43. Roberts AE, Kedderis GL, Turner MJ, Rickert DE, Swenberg JA. Species comparison of acrylonitrile epoxidation by microsomes from mice, rats and humans: Relationship to epoxide concentrations in mouse and rat blood. Carcinogenesis 1991; 12: 401-404.
44. Kedderis GL, Batra R, Koop DR. Epoxidation of acrylonitrile by rat and human cytochromes P450. Chem Res Toxicol 1993; 6: 866-871.