CYP2E1-dependent benzene toxicity: The role of extrahepatic benzene metabolism

Archives of Toxicology

Volumn 73, Issue 4-5, 1999, Pages 189-196

  Bernauer, Ulrike ^a   Vieth, Bärbel ^a   Ellrich, Rainer ^a   Heinrich Hirsch, Barbara ^a   Jänig, Gerd Rüdiger ^a   Gundert Remy, Ursula ^a  

^a Fed Inst Hlth Protect Consumers   (Germany)

Author keywords

Benzene; Bone marrow; CYP2E1; Extrahepatic metabolism; Leukaemia

Indexed keywords

BENZENE;

ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; BLOOD TOXICITY; BONE MARROW CELL; BONE MARROW TOXICITY; CONTROLLED STUDY; CYTOTOXICITY; ENZYME ACTIVITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROXYLATION; LEUKEMIA; LIVER METABOLISM; LIVER MICROSOME; MOUSE; NONHUMAN; PRIORITY JOURNAL; TOXICOKINETICS;

ANIMALS; ANTIBODIES; BENZENE; BLOTTING, WESTERN; BONE MARROW; CARCINOGENS; CHLORZOXAZONE; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CYTOCHROME P-450 CYP2E1; ENVIRONMENTAL POLLUTANTS; MALE; MICE; MICROSOMES, LIVER; MIXED FUNCTION OXYGENASES; MUSCLE RELAXANTS, CENTRAL; SOLVENTS; SPECIES SPECIFICITY;

ANIMALIA;

EID: 0032785630     PISSN: 03405761     EISSN: None     Source Type: Journal    
DOI: 10.1007/s002040050605     Document Type: Article

References (43)

1. Bachmann K, Sarver JG (1996) Chlorzoxazone as a single sample probe of hepatic CYP2E1 activity in humans. Pharmacology 52: 169-177
2. Bradford MM (1976) A rapid and sensitive method for the quantitation of microgram quantities of protein utilising the principle of protein-dye binding. Anal Biochem 72: 248-254
3. Carriere V, Berthou F, Baird S, Belloc C, Beaune P, de Waziers I (1996) Human cytochrome P450 2E1 (CYP2E1): from genotype to phenotype. Pharmacogenetics 6: 203-211
4. Court MH, von Moltke LL, Shader RI, Greenblatt DJ (1997) Biotransformation of chlorzoxazone by hepatic microsomes from humans and ten other mammalian species. Biopharm Drug Dispos 18: 213-226
5. Cronkite EP, Drew RT, Inoue T, Hirabayashi Y, Bullis JE (1989) Hematotoxicity and carcinogenicity of inhaled benzene. Environ Health Perspect 82: 97-108
6. Daiker DH, Moslen MT, Carr JB, Ward JB Jr (1996) Repeated oral benzene exposure alters enzymes involved in benzene metabolism. J Toxicol Environ Health 48: 439-451
7. O'Dowd JJ (1987) The metabolism in vitro of 7,12-dimethylbenz[a]anthracene by human bone marrow. Cancer Lett 36: 83-92
8. Dreisbach AW, Ferencz N, Hopkins NE, Fuentes MG, Rege AB, George WJ, Lertora JJL (1995) Urinary excretion of 6-hydroxychlorzoxazone as an index of CYP2E1 activity. Clin Pharmacol Ther 58: 498-505
9. Eastmond DA, Smith MT, Irons RD (1987) An interaction of benzene metabolites reproduces the myelotoxicity observed with benzene exposure. Toxicol Appl Pharmacol 91: 85-95
10. Farris GM, Everitt JI, Irons RD, Popp JA (1993) Carcinogenicity of inhaled benzene in CBA mice. Fundam Appl Toxicol 20: 503-507
11. Freeman JE, Russel AL, Wolf CR (1992) cDNA sequence, deduced amino acid sequence, predicted gene structure and chemical regulation of mouse Cyp2e1. Biochem J 281: 689-695
12. Gaido K, Wierda D (1984) In vitro effects of benzene metabolites in mouse bone marrow stromal cells. Toxicol Appl Pharmacol 76: 45-55
13. Genter MB, Recio L (1994) Absence of detectable P450 2E1 in bone marrow of B6C3F1 mice: relevance to butadiene-induced bone marrow toxicity. Fundam Appl Toxicol 22: 469-473
14. Goldstein BD, Snyder CA, Laskin S, Bromberg I, Albert RE, Nelson N (1982) Myelogenous leukemia in rodents inhaling benzene. Toxicol Lett 13: 169-173
15. Gorski JC, Jones DR, Wrighton SA, Hall SD (1997) Contribution of human CYP3A subfamily members to the 6-hydroxylation of chlorzoxazone. Xenobiotica 27: 243-256
16. Guengerich FP, Kim DH, Iwasaki M (1991) Role of human P4502E1 in the oxidation of many low molecular weight cancer suspects. Chem Res Toxicol 4: 168-179
17. Hayes RB, Yin S-N, Dosemeci M, Li GL, Wacholder S, Travis LB, Li CY, Rothman N, Hoover RN, Linet MS (1997) Benzene and the dose-related incidence of hematologic neoplasms in China. J Natl Cancer Inst 89: 1065-1071
18. Huff JE, Hasemann JK, Demarini DM, Eustis S, Maronpot RR, Peters AC, Persing RL, Chrisp CE, Jacobs AC (1989) Multiple-site carcinogenicity of benzene in Fischer 344 rats and B6C3F1 mice. Environ Health Perspect 82: 125-163
19. Irons RD (1985) Quinones as toxic metabolites of benzene. J Toxicol Environ Health 16: 673-678
20. Irons RD, Dent JG, Baker TS, Rickert DE (1980) Benzene is metabolized and covalently bound in bone marrow in situ. Chem-Biol Interact 30: 241-245
21. Jerina D, Daly J, Witkop B, Zaltzman-Nirenberg P, Udenfriend S (1968) Role of the arene oxide-oxepine system in the metabolism of aromatic substances. I. In vitro conversion of benzene oxide to a premercapturic acid and dihydrodiol. Arch Biochem Biophys 128: 176-193
22. Kalf GF (1987) Recent advances in the metabolism and toxicity of benzene. CRC Crit Rev Toxicol 18: 141-159
23. Kharasch ED, Thummel KE, Mhyre J, Lillibridge JH (1993) Single-dose disulfiram inhibition of chlorzoxazone metabolism: a clinical probe for P450 2E1. Clin Pharmacol Ther 53: 643-650
24. Laemmli UK (1970) Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature 227: 680-685
25. Lavin AL, Hahn DJ, Gasiewicz TA (1998) Expression of functional aromatic hydrocarbon receptor and aromatic hydrocarbon nuclear translocator proteins in murine bone marrow-stromal cells. Arch Biochem Biophys 352: 9-18
26. Lindstrom AB, Yeowell-O'Connell K, Waidyanata S, Golding BT, Tornero-Velez R, Rappaport SM (1997) Measurement of benzene oxide in the blood of rats following administration of benzene. Carcinogenesis 18: 1637-1641
27. Lown KS, Mayo RR, Leichtman AB, Hsiao H, Turgeon DK, Schmiedlin-Ren P, Brown MB, Guo W, Rossi SJ, Benet LZ, Watkins PB (1997) Role of intestinal P-glycoprotein (mdr1) in interpatient variation in the oral bioavailability of cyclosporine. Clin Pharmacol Ther 62: 248-260
28. Lucas D, Berthou F (1993) High-performance liquid chromatographic determination of chlorzoxazone and 6-hydroxychlorzoxazone in serum: a tool for indirect evaluation of cytochrome P4502E1 activity in humans. J Chromatogr 622: 79-86
29. Lucas D, Berthou F, Dreano Y, Lozach P, Volant A, Menez JF (1993) Comparison of levels of cytochromes P-450, CYP1A2, CYP2E1, and their related monooxygenase activities in human surgical liver samples. Alcohol Clin Exp Res 17: 900-905
30. Ono S, Hatanaka T, Hotta H, Tsutsui M, Satoh T, Gonzalez FJ (1995) Chlorzoxazone is metabolized by human CYP1A2 as well as by human CYP2E1. Pharmacogenetics 5: 243-256
31. Percy DH, Jonas AM (1971) Incidence of spontaneous tumors in CD-1 HaM/ICR mice. J Natl Cancer Inst 46: 1045-1046
32. Peter R, Böcker R, Beaune PH, Ixasaki M, Guengerich FP, Yang CS (1990) Hydroxylation of chlorzoxazone as a specific probe for human liver cytochrome P-450IIE1. Chem Res Toxicol 3: 566-573
33. Rickert DE, Baker TS, Bus JS, Barrow CS, Irons RD (1979) Benzene disposition in the rat after exposure by inhalation. Toxicol Appl Pharmacol 49: 417-423
34. Schnier GG, Laetheim CL, Koop DR (1989) Identification and induction of cytochromes P450, P450IIE1 and P450IA1 in rabbit bone marrow. J Pharmacol Exp Ther 251: 790-796
35. Selkirk JK, Croy RG, Whitlock JP, Gelboin HV (1975) In vitro metabolism of benzo[a]pyrene by human liver microsomes and lymphocytes. Cancer Res 35: 3651-3655
36. Siekevitz P (1962) Preparation of microsomes and submicrosomal fractions: mammalian. Methods Enzymol 5: 61-68
37. Smith MT, Yager JW, Steinmetz K, Eastmond DA (1989) Peroxidase-dependent metabolism of benzene's phenolic metabolites and its potential role in benzene toxicity and carcinogenicity. Environ Health Perspect 82: 23-29
38. Snyder CA, Goldstein BD, Sellakumar A, Bromberg I, Laskin S, Albert RE (1980) The inhalation toxicology of benzene: incidence of hematopoietic neoplasms and haematotoxicity in AKR/J and C57B1/6 mice. Toxicol Appl Pharmacol 54: 323-331
39. Snyder R, Witz G, Goldstein BD (1993) The toxicology of benzene. Environ Health Perspect 100: 293-306
40. Subrahmanyam VV, Sadler A, Suba E, Ross D (1989) Stimulation of in vitro bioactivation of hydroquinone by phenol in bone marrow cells. Drug Metab Dispos 17: 348-350
41. Towbin H, Staehelin T, Gordon J (1979) Electrophoretic transfer from polyacrylamide gels to nitrocellulose sheets: procedure and some applications. Proc Natl Acad Sci USA 76: 4350-4354
42. Valentine JL, Lee SST, Seaton MJ, Asgharian B, Farris G, Corton JC, Gonzales FJ, Medinsky M (1996) Reduction of benzene metabolism and toxicity in mice that lack CYP2E1 expression. Toxicol Appl Pharmacol 14: 205-213
43. Wallace L (1990) Major sources of exposure to benzene and other volatile organic chemicals. Risk Anal 10: 59-64