Enzyme Specificity in the Metabolic Activation of N-Nitrosodimethylamine to a Mutagen for Chinese Hamster V79 Cells

Cancer Research

Volumn 45, Issue , 1985, Pages 5569-5574

  Yoo, Jeong Sook H ^a   Yang, Chung S ^a  

^a RUTGERS NEW JERSEY MEDICAL SCHOOL   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2 PROPANOL; ACETONE; ALCOHOL; CYTOCHROME P450; DIMETHYLNITROSAMINE; NITROSAMINE;

ANIMAL CELL; CARCINOGENICITY; CELL CULTURE; HAMSTER; HEREDITY; IN VITRO STUDY; METABOLISM; MICROSOME; MUTAGENICITY; NONHUMAN; PRIORITY JOURNAL; RAT; THERAPY;

ACETONE; ANIMAL; BIOTRANSFORMATION; CELLS, CULTURED; CRICETULUS; CYTOCHROME P-450 ENZYME SYSTEM; DIMETHYLNITROSAMINE; ENZYME INDUCTION; ETHANOL; HAMSTERS; ISOENZYMES; LUNG; MALE; MICROSOMES, LIVER; MUTAGENS; RATS; RATS, INBRED STRAINS; SUPPORT, NON-U.S. GOV'T; SUPPORT, U.S. GOV'T, P.H.S.;

EID: 0022392927     PISSN: 00085472     EISSN: 15387445     Source Type: Journal    
DOI: None     Document Type: Article

References (38)

1. National Academy of Sciences. Chapters 7 to 10. In: The Health Effects of Nitrate, Nitrite, and N-Nitroso Compounds (Part 1). Washington, DC: National Academy Press, 1981.
2. Fine, D. H. Nitrosamines in the genera: environment and food. In: P. N. Magee (ed.), Banbury Report 12: Nitrosamines and Human Cancer, pp. 199-207. Cold Spring Harbor, NY: Cold Spring Harbor Laboratory, 1982.
3. Hoffmann, D., Brunnemann, K. D., Adams, J. D., Rivenson, A., and Hecht, S. S. N-Nitrosamines in tobacco carcinogenesis. In: P. N. Magee (ed.), Banbury Report 12: Nitrosamines and Human Cancer, pp. 211-220. Cold Spring Harbor, NY: Cold Spring Harbor Laboratory, 1982.
4. Scanlan, R. A. Formation and occurrence of nitrosamines in food. Cancer Res., 43: 2435S-2440S, 1983.
5. Magee, P. N. and Barnes, J. M. Carcinogenic nitroso compounds. Adv. Cancer Res., 10: 163-246, 1967.
6. Lai, D. Y. and Arcos, J. C. Minireview: dilalkylnitrosamine bioactivation and carcinogenesis. Life Sci., 27: 2149-2165, 1980.
7. Peng, R., Tu, Y. Y., and Yang, C. S. The induction and competitive inhibition of a high affinity microsomal nitrosodirnethyiamine demethylase by ethanol. Carcinogenesis (Lond.), 3; 1457-1461, 1982.
8. Tu, Y. Y. and Yang, C. S. High-affinity nitrosamine dealkyiase system in rat liver microsomes and its induction by fasting. Cancer Res., 43: 623-629, 1983.
9. Peng, R., Tennant, P., Lorr, N. A., and Yang, C. S. Alterations of microsomal monooxygenase system and carcinogen metabolism by streptozotooin-in-duced diabetes in rats. Carcinogenesis (Lond.), 4: 703-708, 1983.
10. Tu, Y. Y., Peng, R., Chang, Z.-F., and Yang, C. S. Induction of a high affinity nitrosamine demethylase in rat Mver microsomes by acetone and isopropanol. Chem. -Biol. Interact., 44: 247-260, 1983.
11. Miller, K. W. and Yang, C. S. Studies on the mechanisms of induction of N-nitrosodimethytamine demethylase by fasting, acetone, and ethanol. Arch. Biochem. Biophys., 229: 483-491, 1984.
12. Lorr, N. A., Miller, K. W., Chung, H. R., and Yang, C. S. Potentiation of the hepatotoxicity of N-nitrosodirnethyiamine by fasting, diabetes, acetone, and isopropanol. Toxicol. Appl. Pharmacol., 73: 423-431, 1984.
13. Haag, S. M. and Sipes, I. G. Differential effects of acetone or aroctor 1254 pretreatment on the microsomal activation of dimethylnitrosamine to a mutagen. Mutat. Res., 74: 431-438, 1980.
14. Garro, A. J., Seitz, H. K., and Lieber, C. S. Enhancement of dimethylnitrosamine metabolism and activation to a mutagen following chronic ethanol consumption. Cancer Res., 41: 120-124, 1981.
15. Glatt, H., deBalle, L., and Oesch, F. Ethanol or acetone-pretreatment of mice strongly enhances the bacterial mutagenicity of dimethylnitrosamine in assays mediated by liver subcellular fraction, but not in host-mediated assays. Carcinogenesis (Lond.), 2: 1057-1061, 1981.
16. Hong, J. and Yang, C. S. The nature of microsomal N-ritrosodimetrfylamine demethylase and its role in carcinogen activation. Carcinogenesis, (Lond.), in press, 1985.
17. Belinsky, S. A., Bedell, M. A., and Swenberg, J. A. Effect of chronic ethanol diet on the replication, alkylation, and repair of DNA from hepatocytes and nonparenchymal cells following dimethylnitrosamine administration. Carcinogenesis (Lond.), 3: 1293-1297, 1982.
18. Frantz, C. N. and Mailing, H. V. Factors affecting metabolism and mutagenicity of dimethylnitrosamine and diethytarvtrosamine. Cancer Res., 35: 2307-2314, 1975.
19. Guttenplan, J. B., Hutterer, F., and Garro, A. J. Effects of cytochrome P-448 and P-450 inducers on microsomal dimethylnitrosamine demethylase activity and the capacity of isolated microsomes to activate dimethylnitrosamine to a mutagen. Mutat. Res., 35: 415-422, 1976.
20. Masson, H. A., loannides, C., and Gibson, G. G. The role of highly purified forms of rat liver cytochrome P-450 in the demethytation of dimethylnitrosamine and its activation to mutagens. Toxicol. Lett., 17: 131-135, 1983.
21. Bartsch, H., Malaveille, C. and Montesano, R. In vitro metabolism and micro-somal-mediated mutagenicity of dialkyinitrosamines in rat, hamster, and mouse tissues. Cancer Res., 35: 644-651, 1975.
22. Kuroki, T., Drevon, C., and Montesano, R. Microsome-mediated mutagenesis in V79 Chinese hamster cells by various nitrosamines. Cancer Res., 37: 1044-1050, 1977.
23. Hutton, J. J., Meier, J., and Hackney, C. Comparison of the in vitro mutagenicity and metabolism of dimethylnitrosamine and benzo(a)pyrene in tissues from inbred mice treated with phenobarbital. 3-rnethylholanthrene or poiychlori-nated biphenyls. Mutat. Res., 66: 75-94, 1979.
24. Jones, C. A. and Huberman, E. A sensitive hepatocyte-mediated assay for the metabolism of nitrosamines to mutagens for mammalian cells. Cancer Res., 40: 406-411, 1980.
25. Raineri, R., Poitey, J. A., Andrews, A. W., Pienta, R. J., and Lijinsky, W. Greater effectiveness of hepatocyte and liver S9 preparations from hamsters than rat preparations in activating N-nitroso compounds to metabolites mutagenic to Salmonella. J. Natl. Cancer Inst., 67: 1117-1122, 1981.
26. Phillipson, C. E., loannides, C., and Parke, D. V. Metabolic activation of dimethylnitrosamine to mutagens: role of cytochromes P-450 and P-448. Toxicol. Lett., 11: 95-101, 1982.
27. Rumruen, K. and Pool, B. L. Metabolic activation capabilities of S9 and hepatocytes from uninduced rats to convert carcinogenic N-nitrosamines to mutagens. Mutat. Res., 140: 147-153, 1984.
28. Yang, C. S., Strickhart, F. S., and Kicha, L. P. The effect of temperature on monooxygenase reactions in the microsomal membranes. Biochim. Biophys. Acta, 465: 362-370, 1977.
29. West, S. B., Huang, M.-T., Miwa, G. T., and Lu, A. Y. H. A simple and rapid procedure for the purification of plienobarbital-inducible cytochrome P-450 from rat liver microsomes. Arch. Biochem. Biophys., 193: 42-50, 1979.
30. Baskin, L. S. and Yang, C. S. Cross-linking studies of cytochrome P-450 and NADPH-cytochrome P-450 reductase. Biochemistry, 19: 2260-2264, 1980.
31. Ryan, D. E., Thomas, P. E., Korzentowski, D., and Levin, W. Separation and characterization of highly purified forms of liver microsomal cytochrome P-450 from rats treated with polychtorinated biphenyls, phenobarbital, and 3-meth-ylcholanthrene. J. Biol. Chem., 254: 1365-1374, 1979.
32. Cheng, K.-C. and Schenkman, J. B. Purification and characterization of two constitutive forms of rat liver microsomal cytochrome P-450. J. Biol. Chem., 257: 2378-2385, 1982.
33. Yang, C. S., Tu, Y. Y., Hong, J., and Patten, C. Metabolism of nitrosamines by cytochrome P-450 isozymes. In: I. K. O'Neill, R. C. von Borstel, C. T. Miller, J. Long, and H. Bartsch (eds.), N-Nitroso compounds: Occurrence, Biological Effects and Relevance to Human Cancer, pp. 423-428. Lyon, France: IARC Scientific Publications, 1984.
34. Yang, C. S., Strickhart, F. S., and Kicha, L. P. Interaction between NADPH-cytochrome P-450 reductase and hepatic microsomes. Biochim. Biophys. Acta, 509: 326-327, 1978.
35. Kuroki, T., Malaveille, C., Drevon, C., Piccoli, C., Macleod, M., and Selkirk, J. K. Critical importance of microsome concentration in mutagenesis assay with V79 Chinese hamster cells. Mutat. Res., 63: 259-272, 1979.
36. Yang, C. S., Tu, Y. Y., Koop, D. R., and Coon, M. J. Metabolism of nitrosamines by purified rabbit liver cytochrome P-450. Cancer Res., 45: 1140-1145, 1985.
37. Yang, C. S., Koop, D. R., Wang, T., and Coon, M. J. Immunochemical studies on the metabolism of nitrosamines by ethanoMnducible cytochrome P-450. Biochem. Biophys. Res. Commun., 128: 1007-1013, 1985.
38. Tu, Y. Y. and Yang, C. S. Demethylation and denitrosation of nitrosamines by cytochrome P-450 isozymes. Arch. Biochem. Biophys., 242: in press, 1985.