Effects of phenethyl isothiocyanate, a carcinogenesis inhibitor, on xenobiotic-metabolizing enzymes and nitrosamine metabolism in rats

Carcinogenesis

Volumn 13, Issue 12, 1992, Pages 2205-2210

  Guo, Zuyu ^a   Smith, Theresa J ^a   Wang, Erjia ^a   Sadrieh, Nakissa ^a   Ma, Qiang ^a   Thomas, Paul E ^a   Yang, Chung S ^a  

^a RUTGERS UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

4 (METHYLNITROSAMINO) 1 (3 PYRIDYL) 1 BUTANONE; CYTOCHROME P450; DIMETHYLNITROSAMINE DEMETHYLASE; ETHOXYRESORUFIN DEETHYLASE; GLUCURONOSYLTRANSFERASE; GLUTATHIONE TRANSFERASE; ISOTHIOCYANIC ACID DERIVATIVE; NITROSAMINE; PENTOXYRESORUFIN; PHENETHYL ISOTHIOCYANATE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE (PHOSPHATE) DEHYDROGENASE (QUINONE); SULFOTRANSFERASE;

AEROBIC METABOLISM; ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; DEMETHYLATION; ENZYME ACTIVITY; ENZYME INDUCTION; ENZYME INHIBITION; INTRAGASTRIC DRUG ADMINISTRATION; LIVER; LIVER MICROSOME; LUNG; MALE; MICROSOME; NONHUMAN; NOSE MUCOSA; PRIORITY JOURNAL; RAT; XENOBIOTIC METABOLISM;

ANIMAL; ANTICARCINOGENIC AGENTS; ENZYMES; LUNG; MALE; MICROSOMES; MICROSOMES, LIVER; NITROSAMINES; OLFACTORY MUCOSA; RATS; RATS, INBRED F344; SUPPORT, U.S. GOV'T, P.H.S.; THIOCYANATES;

EID: 0027055359     PISSN: 01433334     EISSN: None     Source Type: Journal    
DOI: 10.1093/carcin/13.12.2205     Document Type: Article

References (35)

1. Wattenberg, L.W. (1985) Chemoprevention of cancer. Cancer Res., 45, 1-8.
2. Sones, K., Heaney, R.K. and Fenwick, G.R. (1984) An estimate of the meandaily intake of glucosinolates from cruciferous vegetables in the UK. J. Sci.Food Agric., 35, 712-720.
3. Stoner, G.D., Morrissey, D.T., Heur, Y.H., Daniel, E.M., Galati, A.J. andWagner, S.A. (1991) Inhibitory effects of phenethyl isothiocyanale on N-nitrosobenzylmethylamine carcinogenesis in the rat esophagus. Cancer Res., 51, 2063-2068.
4. Morse, M.A., Wang, C.-X., Stoner, G.D., Mandal, S., (1989) Inhibition of4-(methylnitrosamino)-l-(3-pyridyl)-l-butanone (NNKFinduced DNA adductformation and tumorigenicity in lung of F344 rats by dietary phenethylisothiocyanate. Cancer Res., 49, 549-553.
5. Morse, S.A., Amin, S.G., Hecht, S.S. and Chung, F.-L. (1989) Effects ofaromatic isothiocyanales on tumorigenicity, 06-methylguanine formation andmetabolism of the tobacco-specific nitrosamine 4-(methylnitrosamino)-l-(3-pyridyl)-l-butanone in A/J mouse lung. Cancer Res., 49, 2894-2897.
6. Morse, M.A., Eklind, K.I., Hecht, S.S., Jordan, K.G., Choi, C.-I., (1991) Structure-activity relationships forinhibition of 4-(methylnitrosamino)-l-(3-pyridyl)-l-butanone lungtumorigenesis by arylalkyl isothiocyanates in A J mice. Cancer Res., 51, 1846-1850.
7. Wattenberg, L.W. (1977) Inhibition of carcinogenic effects of polycyclichydrocarbons by benzyl isothiocyanate and related compounds. J. Natl CancerInst., 58, 395-398.
8. Hoffmann, D. and Hecht, S.S. (1985) Nicotine-derived A-nitrosamines andtobacco-related cancer: current status and future directions. Cancer Res., 45, 935-944.
9. Magee, P.N., Montesano, P. and Preussmann, R. (1976) Af-nitroso compoundsand related carcinogens. In C.E. Seale (ed.) Chemical Carcinogens. AmericanChemical Society Monograph 173, American Chemical Society, Washington,DC, pp. 491-625.
10. Yang, C.S., Yoo, J.-S.H., Ishizaki, H. and Hong, J.-Y. (1990) Cytochrome W50DEI: roles in nitrosamine metabolism and mechanisms of regulation. DrugMetah. Rev., 22, 147-160.
11. Chung, F.-L., Wang, M. and Hecht, S.S. (1985) Effects of dietary indoles andisothiocyanates on A-nitrosodimethylamine and 4-(methylnitrosamino)-l-(3-pyridyl)-l-butanone a-hydroxylation and DNA methylation in rat liver.Carcinogenesis, 6, 539-543.
12. Ishizaki, H., Brady, J.F., Ning, S.M. and Yang, C.S. (1990) Effect of phenethylisothiocyanate on microsomal A-nitrosodimethylamine metabolism and othermonooxygenase activities. Xenobiotica, 20, 255-264.
13. Lubet, R.A., Syi, J.-L., Nelson, J.O. and Nims, R.W. (1990) Induction ofhepatic cytochrome P-450 mediated alkoxyresorufin O-dealkylase activitiesin different species by prototype P450 inducers. Chem. -Biol. Interactions, 75, 325-339.
14. Watkins, P.B., Wrighton, S.A., Maurcl, P., Schuetz, E.G., Mendez-Picon, G.,Parker, G.A. and Guzelian, P.S. (1985) Identification of an inducible formof cytochrome P450 in human liver. Proc. Natl. Acad. Sci. USA, 82, 6310-6314.
15. Yang, C.S., Strickhart, T.S. and Kicha, L.P. (1978) Analysis of the arylhydrocarbon hydroxylase assay. Biochem. Pharmacol., 27, 2321-2326.
16. Tan, Y., Keefer, L.K. and Yang, C.S. (1987) Inhibition of microsomal N-nitrosodimethylamine demethylase by diethyl ether and other anesthetics.Biochem. Pharmacol., 36, 1973-1978.
17. Reiners, J.J., Cantu, A.R., Pavone, A., Smith, S.C., Gardner, C.R. andLaskin, D.L. (1990) Fluorescence assay for per-cell estimation of cytochromeP450-depcndent monooxygenase activities in keratinocyte suspensions andcultures. Anal. Biochem., 188, 317-324.
18. Thomas, P.E., Lu, A.Y.H., Ryan, D., West, S.B., Kawalek, J. and Levin, W. (1976) Multiple forms of rat liver cytochrome P450. J. Biol. Chem., 251, 1385-1391.
19. Hollander, P.M. and Emster, L. (1975) Studies on the reaction and mechanismof DT-diaphorase: action of dead-end inhibitors and effects of phospholipid.Arch. Biochem. Biophys., 169, 560-567.
20. Benson, A.M., Talalay, P., Keen, J.H. and Jakoby, W.B. (1977) Relationshipbetween the soluble glutathione-dependent delta 5-3-ketosteroid isomeraseand the glutathione S-transferases of the liver. Proc. Natl Acad Sci. USA, 74, 158-162.
21. Ramaswamy, S.G. and Jakoby, W.B. (1987) Sulfotransferase assays. MethodsEnzymol., 143, 201-203.
22. Bock, K.W., Burchell, B., Dutton, G.T., Hanninen, O., Mulder, G.F.,Owens, I.S., Siest, G. and Tehply, T.R. (1983) UDP glucuronosyl transferaseactivities-guidelines for consistent interim terminology and assay conditions.Biochem. Pharmacol, 32, 953-955.
23. Guo, Z., Smith, T.J., Thomas, P.E. and Yang, C.S. (1992) Metabolism of4-(methylnitrosamino)-l-(3-pyridyl)-l-butanone (NNK) by inducible andconstitutive cytochrome P450 enzymes in rats. Arch. Biochem. Biophys., inpress.
24. Smith, TJ., Guo, Z., Hong, J.-Y., Ning, S.M., Thomas, P.E. and Yang, C.S.(1992) Kinetics and enzyme involvements in the metabolism of4-(methylnitrosamino)-l-(3-pyridyl)-l-butanone (NNK) in rat lung and nasalmucosa microsomes. Carcinogenesis, 13, 1409-1414.
25. Laemmli, U.K. (1970) Cleavage of structural proteins during the assemblyof the head of bacteriophage T4. Nature, 227, 680-685.
26. Towbin, H., Staehelin, T. and Gordon, J. (1979) Electrophoretic transfer ofprotein from polyacrylamide gels to nitrocellulose sheets: procedure and someapplications. Proc. Natl. Acad. Sci. USA, 76, 4350-4354.
27. Omura, T. and Sato, R. (1964) The carbon monoxide-binding pigment of livermicrosomes. I. Evidence for its hemoprotein nature. J. Biol. Chem., 239, 2370-2378.
28. Lowry, H.O., Rosebrough, N.J., Farr, A.L. and Randall, R.J. (1951) Protein measurement with the folin reagent. J. Biol. Chem., 193, 265-275.
29. Guo, Z., Smith, T.J., Ishizaki, H. and Yang, C.S. (1991) Metabolism of4-(methylnitrosamino)-l-(3-pyridyl)-l-butanone (NNK) by cytochromeP450IIB1 in a reconstituted system. Carcinogenesis, 12, 2277-2282.
30. Eklind, K.I., Morse, M.A. and Chung, F.-L. (1990) Distribution and metabolismof the natural anticarcinogen phenethyl isothiocyanate in A J mice.Carcinogenesis, 11, 2033-2036.
31. Drobnica, L., Kristian, P. and Augustin J. (1977) The chemistry of the -NCSgroup. In S.Patai (ed.) The Chemistry ofCyanate and their Thio Derivatives.Part 2. Wiley, New York, pp. 1002-1022.
32. Smith, T.J., Guo, Z., Thomas, P.E., Chung, F.-L., Morse, M.A., Eklind, K.I.and Yang, C.S. (1990) Metabolism of 4-(methylnitrosamino)-l-(3-pyridyl)-1-butanone in mouse lung microsomes and its inhibition by isothiocyanates.Cancer Res., 50, 6817-6822.
33. Guengerich, F.P. and Shimada, T. (1991) Oxidation of toxic and carcinogenicchemicals by human cytochrome P450 enzymes. Chem. Res. Toxicol., 4, 391-407.
34. Lind, C., Vadi, H. and Emster, L. (1978) Metabolism of benzo[a]pyrene-3, 6-quinone and 3-hydroxybenzo(a]pyrene in liver microsomes from 3-methyl-cholanthrene-treated rats: a possible role of DT-diaphorase in the formation of glucuronyl conjugates. Arch. Biochem. Biophys., 190, 97-108.
35. Lind, C., Hochstein, P. and Emster, L. (1982) DT-diaphorase as a quinonereductase: acellular control device against semiquinone and superoxides radicalformation. Arch. Biochem. Biophys., 216, 178-185.