Hemoglobin and DNA adduct formation in Fischer-344 rats exposed to 2,4 and 2,6 toluene diamine

Archives of Toxicology

Volumn 70, Issue 10, 1996, Pages 591-598

  Wilson, Patrick M ^a   La, David K ^b   Froines, John R ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b University of North Carolina at Chapel Hill   (United States)

Author keywords

2,4 Toluene diamine; 2,6 Toluene diamine; Bioactivation; DNA adducts; Hemoglobin adducts

Indexed keywords

2,4 DIAMINOTOLUENE; 2,6 DIAMINOTOLUENE; ENZYME INHIBITOR; HEMOGLOBIN; PENTACHLOROPHENOL; PIPERONYL BUTOXIDE;

ANIMAL CELL; ARTICLE; COVALENT BOND; DNA ADDUCT; DOSE RESPONSE; MALE; METABOLIC ACTIVATION; NONHUMAN; PRIORITY JOURNAL; RAT;

ANIMALS; CARCINOGENS; DNA ADDUCTS; HEMOGLOBINS; MALE; PHENYLENEDIAMINES; RATS; RATS, INBRED F344;

ANIMALIA;

EID: 0029776029     PISSN: 03405761     EISSN: None     Source Type: Journal    
DOI: 10.1007/s002040050317     Document Type: Article

References (44)

1. Albrecht W, Neumann HG (1985) Biomonitoring of aniline and nitrobenzene. Arch Toxicol 57: 1-5
2. Ames BN, Kammen HO, Yamasaki E (1975) Hair dyes are mutagenic: identification of a variety of mutagenic ingredients. Proc Natl Acad Sci 72: 2423-2427
3. Aune T, Nelson SD, Dybing E (1979) Mutagenicity and irreversible binding of the hepatocarcinogen, 2,4-diaminotoluene. Chem-Biol Interact 25: 23-33
4. Bailey E, Farmer PB, Shuker DEG (1987) Estimation of exposure to alkylating carcinogens by GC MS determination of adducts to hemoglobin and nucleic acid bases in urine. Arch Toxicol 60: 187-191
5. Bailey E, Brooks AGF, Dollery CT, Farmer PB, Passingham BJ, Sleightholm MA, Yates DW (1988) Hydroxyethylvaline adduct formation in hemoglobin as a biological monitor of cigarette smoke intake. Arch Toxicol 62: 247-253
6. Beland FA, Dooley KL, Jackson CD (1982) Persistence of DNA adducts in rat liver and kidney after multiple doses of the carcinogen N-hydroxy-2-acetyIaminofluorene. Cancer Res 42: 1348-1354
7. Bermudez E, Tillery D, Butterworth BE (1979) The effect of 2,4-diaminotoluene and isomers of dinitrotoluene on unscheduled DNA synthesis in primary rat hepatocytes. Environ Mutagen 1 : 391-398
8. Coppinger WJ, Brennan SA, Carver JH, Thompson ED (1984) Locus specificity of mutagenicity of 2,4-diaminotoluene in both L5178Y mouse lymphoma and AT #-2 Chinese hamster ovary cells. Mutat Res 135: 115-123
9. Cunningham ML, Burka LT, Matthews HB (1989) Metabolism, disposition, and mutagenicity of 2,6-diaminotoluene, a mutagenic noncarcinogen. Drug Metab Dispos 17: 612-617
10. Duus U, Osterman-Golkar S et al. (1989) Studies in determinants of tissue dose and cancer risk from ethylene oxide exposure. Swedish National Chemical Inspectorate, Solna
11. Ehrenberg L, Osterman-Golkar S, Tornqvist M (1986) Macromolecule adducts, target dose and risk assessment. A.R. Liss, New York
12. Farmer PB, Neumann HG, Henschler D (1987) Estimation of exposure of man to substances reacting covalently with macromolecules. Arch Toxicol 60: 251-260
13. Furlong BB, Weaver RP, Goldstein JA (1987) Covalent binding to DNA and mutagenicity of 2,4-diaminotoluene metabolities produced by isolated hepatocytes and 9000 g supernatant from Fischer 344 rats. Carcinogenesis 8: 247-251
14. George E, Westmoreland C (1991) Evaluation of the in-vivo genotoxicity of the structural analogues 2,6-diaminotoluene and 2,4-diaminotoluene using the rat micronucleus test and rat liver UDS assay. Carcinogenesis 12: 2233-2237
15. Green EJ, Friedman MA (1980) In vitro cell transformation screening of 4 toluene diamine isomers. Mutat Res 79: 363-375
16. Green LC, Skipper PL, Turesky RJ, Bryant MS, Tannenbaum SR (1984) In vivo dosimetry of 4 Aminobiphenyl in rats via a cysteine adduct in hemoglobin. Cancer Res 44: 4254-4259
17. Gupta RC (1984) Nonrandom binding of the carcinogen N-hydroxy-2-acetylaminofluorene to repetitive sequences of rat liver DNA in vivo. Proc Natl Acad Sci 81: 6943-6947
18. Hammons GJ, Dooley KL, Kadlubar FF (1991) 4-Aminobiphenyl-hemoglobin adduct formation as an index of in vivo ,Y-oxidation by hepatic cytochrome p4501A2. Chem Res Toxicol 4: 144-147
19. Hogstedt B, Bergmark E, Tornqvist M, Osterman-Golkar S (1990) Chromosomal aberrations and micronuclei in relation to alkylation of hemoglobin in workers exposed to ethylene oxide and propylene oxide. Hereditas 113: 133-138
20. Kadlubar FF, Miller JA, Miller EC (1976) Hepatic metabolism of N-hydroxy-N-methyl-4-aminoazobenzene and other N-hydroxy-arylamines to reactive sulfuric acid esters. Cancer Res 36: 2350-2359
21. Kedderis GL, Dyroff MC, Rickert DE (1984) Hepatic macromolecular covalent binding of the hepatocarcinogen 2,6-dinitrotoluene and its 2,4-isomer in vivo: modulation by the sulfotransferase inhibitors pentachlorophenol and 2,6-dichloro-4-nitrophenol. Carcinogenesis 5: 1199-1204
22. 32P-Postlabelling analysis of DNA adducts from Fischer-344 rats administered 2,4-diaminotoluene. Chem-Biol Interact 83: 121-134
23. La DK, Froines JR (1993) Comparison of DNA binding between the carcinogen 2,6-dinitrotoluene and its noncarcinogenic analog 2,6-diaminotoluene. Mutat Res 301: 79-85
24. La DK, Froines JR (1994) Formation and removal of DNA adducts in Fischer 344 rats exposed to 2,4-diaminotoluene. Arch Toxicol 69: 8-13
25. Mirsalis JC, Tyson CK, Butterworth BE (1982) Detection of genotoxic carcinogens in the in vivo - in vitro hepatocyte DNA repair assay. Environ Mutagen 4: 553-562
26. National Cancer Institute (1979) Bioassay of 2,4-diaminotoluene for possible carcinogenicity. National Cancer Institute Carcinogenesis Technical Report Series, No. 162, DHEW Publication No. (NIH) 79-1718, National Institutes of Health, Bethesda, Md.
27. National Cancer Institute (1980) Bioassay of 2,6-toluene diamine hydrochloride for possible carcinogenicity. National Cancer Institute Carcinogenesis Technical Report Series. No. 200. NIH Publication No. 80-1756. National Cancer Institute. National Institutes of Health, Bethesda, Md.
28. Neumann HG (1983) Role of tissue exposure and DNA lesions for organ specific effects of carcinogenic trans-4-acetylaminostilbene in rats. Environ Health Perspect 49: 51-58
29. Neumann HG (1984) Analysis of hemoglobin as a dose monitor for alkylating and arylating agents. Arch Toxicol 56: 1-6
30. Neumann HG (1986) Toxication mechanisms in drug metabolism. Adv Drug Res 15: 1-28
31. Neumann HG (1988) Methods for detecting DNA damaging agents in humans: applications in cancer epidemiology and prevention. IARC Publication No. 89, Lyon
32. Osterman-Golkar S, Ehrenberg L, Segerback D. Hallstrom I (1976) Evaluation of genetic risks of alkylating agents. II Hemoglobin as a dose monitor. Mutat Res 34: 139-151
33. Osterman-Golkar S, Hultmark D, Segerback D, Calleman DJ, Gothe R, Ehrenberg L, Wachtmeister CA (1977) Alkylation of DNA and proteins in mice exposed to vinyl chloride. Biochem Biophys Res Commun 76: 259-266
34. Pienta RJ, Shah MJ, Lebherz WB, Andrews AW (1977) Correlation of bacterial mutagenicity and hamster cell transformation with tumorigenicity induced by 2,4-toluene diamine. Cancer Lett 3: 45-52
35. 32P-Postlabeling test for structurally diverse DNA adducts. Carcinogenesis 7: 1543-1551
36. Schut HAJ, Thorgeirsson SS (1978) In-vitro metabolism of mutagenic activation of 2-acetylaminofluorene by subcellular liver fractions from cotton rats. Cancer Res 38: 2501 2507
37. Segerback D (1983) Alkylation of DNA and hemoglobin in the mouse following exposure to genotoxic chemicals. Environ Health Perspect 62: 5-18
38. Segerback D (1990) Reaction products in hemoglobin and DNA after in vitro treatment with ethylene oxide and N-(2-hydroxyethyl)-N-nitrosourea. Carcinogenesis 11: 307-312
39. Skipper PL, Tannenbaum SR (1986) Mechanisms of DNA damage and repair: implications of Carcinogenesis and risk assessment. Plenum Press, New York
40. Skipper PL. Tannenbaum SR (1990) Protein adducts in the molecular dosimetry of chemical carcinogens. Carcinogenesis 11: 507-518
41. Svensson K (1988) Alkylation of protein and DNA in mice treated with urethane. Carcinogenesis 9: 2197-2201
42. Walker VE, Fennell TR, Upton PB, MacNella JP, Swenberg JA (1993) Molecular dosimetry of DNA and hemoglobin adducts in mice and rats exposed to ethylene oxide. Environ Health Perspect 99: 11-17
43. Wilson PM, Que Hee SS, Froines JR (1995) Determination of hemoglobin adduct levels of the carcinogen 2,4-toluene diamine using gas chromatography electron impact positive ion mass spectrometry. J Chrom B: Biomed Appl (in press)
44. Wogan GN, Gorelick NJ (1985) Chemical and biochemical dosimetry of exposure to genotoxic chemicals. Environ Health Perspect 62: 5 18