Increased bioaccumulation of urethane in CYP2E1-/- versus CYP2E1+/+ mice

Drug Metabolism and Disposition

Volumn 33, Issue 8, 2005, Pages 1144-1150

  Hoffler, Undi ^b   Ghanayem, Burhan I ^a  

^a NATIONAL INSTITUTE OF ENVIRONMENTAL HEALTH SCIENCES   (United States)

^b NONE

Author keywords

[No Author keywords available]

Indexed keywords

CARBON 14; CARBON DIOXIDE; URETHAN;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; BIOACCUMULATION; CONCENTRATION RESPONSE; CONTROLLED STUDY; GENOTYPE; HYDROXYLATION; MALE; MOUSE; NONHUMAN; PLASMA; PRIORITY JOURNAL; RADIOACTIVITY; STATISTICAL SIGNIFICANCE;

ANIMALS; CARBON DIOXIDE; CARBON RADIOISOTOPES; CARCINOGENS; CYTOCHROME P-450 CYP2E1; DIET; DOSE-RESPONSE RELATIONSHIP, DRUG; MALE; MICE; MICE, KNOCKOUT; MUTAGENS; TISSUE DISTRIBUTION; URETHANE;

ANIMALIA;

EID: 22944489902     PISSN: 00909556     EISSN: None     Source Type: Journal    
DOI: 10.1124/dmd.105.003806     Document Type: Article

References (27)

1. Benson RW and Beland FA (1997) Modulation of urethane (ethyl carbamate) carcinogenicity by ethyl alcohol: a review. Int J Toxicol 16:521-544.
2. Dahl G, Miller EC, and Miller JA (1980) Comparative carcinogenicities and mutagenicities of vinyl carbamate, ethyl carbamate, and ethyl-N- hydroxycarbamate. Cancer Research 40:1194-1203.
3. Dahl G, Miller JA, and Miller EC (1978) Vinyl carbamate as a promutagen and a more carcinogenic analog of ethyl carbamate. Cancer Res 38:3793-3804.
4. 32P-postlabelling in liver and lung DNA of mice treated with ethylcarbamate (urethane) or its metabolites. Carcinogenesis 17:1711-1718.
5. Guengerich FP (1987) Oxidative cleavage of carboxylic esters by cytochrome P450. J Biol Chem 262:8459-8462.
6. Guengerich FP (2001) Common and uncommon cytochrome P450 reactions related to metabolism and chemical toxicity. Chem Res Toxicol 14:612-640.
7. 6-ethenoadenosine. Chem Res Toxicol 4:413-421.
8. Guengerich FP, Peterson LA, and Böcker RH (1988) Cytochrome P450-catalyzed hydroxylation and carboxylic acid ester cleavage of Hantzsch pyridine esters. J Biol Chem 263:8176-8183.
9. Hoffler U, Dixon D, Peddada S, and Ghanayem BI (2005) Inhibition of urethane-induced genotoxicity and cell proliferation in CYP2E1-/- mice. Mutat Res 572:58-72.
10. Hoffler U, El-Masri HA, and Ghanayem BI (2003) Cytochrome P4502E1 (CYP2E1) is the principal enzyme responsible for urethane metabolism: comparative studies using CYP2E1-/- and CYP2E1+/+CYP2E1+/+ mice. J Pharmocol Exp Ther 305:557-564.
11. Hoffler U and Ghanayem BI (2003) Inhibition of urethane metabolism and bioaccumulation in cytochrome P4502E1-null mice. Toxicol Sci 72 (Suppl):1546.
12. IARC (1974) Urethane, in Monographs on the Carcinogenic Risk of Chemicals to Man: Some Antithyroid and Related Substances, Nitrofurans and Industrial Chemicals, vol 7, pp 111-140, International Agency for Research on Cancer, Lyon, France.
13. Kaye AM (1960) A study of the relationship between the rate of ethyl carbamate (urethan) catabolism and urethan carcinogenesis. Cancer Res 20:237-241.
14. Lawson TA and Pound AW (1973) The interaction of carbon-14-labelled alkyl carbamates, labelled in the alkyl and carbonyl positions, with DNA in vivo. Chem-Biol Interact 6:99-105.
15. Lee SST, Buters JTM, Pineau T, Fernandez-Salguero P, and Gonzalez FJ (1996) Role of CYP2E1 in the hepatotoxicity of acetaminophen. J Biol Chem 271:12063-12067.
16. Nomeir AA, Ioannou YM, Sanders JM, and Matthews HB (1989) Comparative metabolism and disposition of ethyl carbamate (urethane) in male Fischer 344 rats and male B6C3F1 mice. Toxicol Appl Pharmacol 97:203-215.
17. Miller JA and Miller EC (1983) The metabolic activation and nucleic acid adducts of naturally occurring carcinogens: recent results with ethyl carbamate and the spice flavors safrole and estragole. Br J Cancer 48(1):1-15.
18. [NTP] National Toxicology Program (2000) Report on Carcinogens, 9th ed. National Institute of Environmental Health Sciences, National Institutes of Health, Research Triangle Park, NC.
19. Park KK, Surh YJ, Stewart BC, and Miller JA (1990) Synthesis and properties of vinyl carbamate epoxide, a possible ultimate electrophilic and carcinogenic metabolite of vinyl carbamate and ethyl carbamate. Biochem Biophys Res Commun 169:1094-1098.
20. Peng HM, Raner GM, Vaz AD, and Coon MJ (1995) Oxidative cleavage of esters and amides to carbonyl products by cytochrome P450. Arch Biochem Biophys 318:333-339.
21. 14C] ethyl carbamate (urethan). Carcinogenesis 3:593-546.
22. Salmon A and Zeise L, eds (1991) Risks of Carcinogenesis from Urethane Exposure. CRC Press, Inc., Boca Raton, FL.
23. Skipper HE, Bennett LL Jr, Bryan CE, White L Jr, Newton MA, and Simpson L (1951) Carbamates in the chemotherapy of leukemia. VIII. Overall tracer studies on carbonyl-labeled urethan, methylene-labeled urethan, and methylene-labeled ethyl alcohol. Cancer Res 11:46-51.
24. U.S. Department of Health and Human Services, National Institutes of Health (1986) Guide for the Care and Use of Laboratory Animals. NIH Publication no. 86-23, National Institutes of Health, Bethesda, MD.
25. Yamamoto T, Pierce WM Jr, Hurst HE, Chen D, and Waddell WJ (1988) Inhibition of the metabolism of urethane by ethanol. Drug Metab Dispos 16:355-358.
26. Yamamoto T, Pierce WM Jr, Hurst HE, Chen D, and Waddell WJ (1990) Ethyl carbamate metabolism - in vivo inhibitors and in vitro enzymatic systems. Drug Metab Dispos 18:276-280.
27. Zimmerli B and Schlatter J (1991) Ethyl carbamate: analytical methodology, occurrence, formation, biological activity and risk assessment. Mutat Res 259:325-350.