Characterization of the effects of musk ketone on mouse hepatic cytochrome P450 enzymes

Fundamental and Applied Toxicology

Volumn 40, Issue 2, 1997, Pages 264-271

  Stuard, Sharon B ^a   Caudill, Douglas ^a   Lehman Mckeeman, Lois D ^a  

^a PROCTER AND GAMBLE COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

COSMETIC; CYTOCHROME P450; DOMESTIC CHEMICAL; MUSK KETONE; MUSK XYLENE; PERFUME;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; BIOASSAY; CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME INHIBITION; LIVER TUMOR; MALE; MOUSE; NONHUMAN; TOXICITY TESTING; XENOBIOTIC METABOLISM;

ANIMALIA; STAPHYLOCOCCUS PHAGE 3A;

EID: 85033505394     PISSN: 02720590     EISSN: None     Source Type: Journal    
DOI: 10.1006/faat.1997.2395     Document Type: Article

References (41)

1. Adams N. H., Levi P. E., Hodgson E. Regulation of cytochrome P-450 isozymes by methylenedioxyphenyl compounds. Chem.-Biol. Interact. 86:1993;255-274.
2. Api A. M., Ford R. A., San R. H. C. An evaluation of musk xylene in a battery of genotoxicity tests. Food Chem. Toxicol. 33:1996a;1039-1045.
3. Api A. M., Pfitzer E. A., San R. H. C. An evaluation of genotoxicity tests with musk ketone. Food Chem. Toxicol. 34:1996b;633-638.
4. Bradford M. M. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal. Biochem. 72:1976;248-254.
5. Burke M. D., Thompson S., Elcombe C. R., Halpert J., Haaparanta T., Mayer R. R. Ethoxy-, pentoxy-, and benzyloxyphenoxazones and homologues: A series of substrates to distinguish between different induced cytochromes P-450. Biochem. Pharmacol. 34:1985;3337-3345.
6. Butler M. A., Iwasaki M., Guengerich F. P., Kadlubar F. F. Human cytochrome P-450PA (P-4501A2), the phenacetinO. Proc. Natl. Acad. Sci. USA. 86:1989;7696-7700.
7. Decad G. M., Graichen M. E., Rickert D. E., Dent J. G. Effect of 2,4-dinitrotoluene pretreatment on hepatic reduction and mixed function oxidase activities. Pharmacologist. 21:1979;165.
8. Degawa M., Nakayama M., Yoshinari K., Hashimoto Y. 2-Methoxy-4-nitroaniline is a selective inducer of cytochrome P450IA2 (CYP1A2) in rat liver. Cancer Lett. 96:1995;95-98.
9. 1. Fundam. Appl. Toxicol. 22:1994;411-421.
10. Guengerich F. P. Analysis and characterization of enzymes. Principles and Methods in Toxicology. 1989;Raven Press, New York. p. 777-814.
11. Hammons G. J., Guengerich F. P., Weis C. C., Beland F. A., Kadlubar F. F. Metabolic activation of carcinogenic arylamines by rat, dog, and human hepatic microsomes and by purified flavin-containing and cytochrome P450 monooxygenases. Cancer Res. 45:1985;3578-3585.
12. Hashimoto Y., Degawa M. Induction of cytochrome P450 isoforms by carcinogenic aromatic amines and carcinogenic susceptibility of rodent animals. Pharmacogenetics. 5:1995;S80-S83.
13. Hassett C., Omiecinski C. J. Sequence and gene expression of rabbit cytochrome P-450 IIC6: Comparison to highly related family members. Nucleic Acids Res. 18:1990;1429-1434.
14. International Agency for Research on Cancer, 1985, Interpretation of negative epidemiological evidence for carcinogenicity, IARC Scientific Publications, N. J. WaldR. Doll, 65, 151, 160.
15. International Agency for Research on Cancer, 1996, Printing processes and printing inks, carbon black, and some nitro compounds, IARC Monographs on the Evaluation of Carcinogenic Risks to Humans, 65, 477, 495.
16. Iwata N., Minegishi K., Suzuki K., Ohno Y., Kawanishi T., Takahashi A. Musk xylene is a novel specific inducer of cytochrome P-4501A2. Biochem. Biophys. Res. Commun. 184:1992;149-153.
17. Iwata N., Minegishi K-I., Suzuki K., Ohno Y., Igarashi T., Satoh T., Takahashi A. An unusual profile of musk xylene-induced drug-metabolizing enzymes in rat liver. Biochem. Pharmacol. 45:1993a;1659-1665.
18. Iwata N., Suzuki K., Minegishi K-I., Kawanishi T., Hara S., Endo T., Takahashi A. Induction of cytochrome P4501A2 by musk analogues and other inducing agents in rat liver. Eur. J. Pharmacol. 248:1993b;243-250.
19. Kimura S., Gonzalez F. J., Nebert D. W. The murineAh. J. Biol. Chem. 259:1984;10705-10713.
20. Laemmli U. K. Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature. 227:1970;680-685.
21. Lehman-McKeeman L. D., Caudill D., Young J. A., Dierckman T. A. Musk xylene induces and inhibits mouse hepatic cytochrome P-450 2B enzymes. Biochem. Biophys. Res. Commun. 206:1995;975-980.
22. Lehman-McKeeman L. D., Johnson D. R., Caudill D. Induction and inhibition of mouse cytochrome P-450 2B enzymes by musk xylene. Toxicol. Appl. Pharmacol. 142:1997a;169-177.
23. Lehman-McKeeman L. D., Johnson D. R., Caudill D., Stuard S. B. Mechanism-based inactivation of mouse hepatic cytochrome P4502B enzymes by amine metabolites of musk xylene. Drug Metab. Dispos. 25:1997b;384-389.
24. Lubet R. A., Nims R. W., Ward J. M., Rice J. M., Diwan B. A. Induction of cytochrome P450b and its relationship to liver tumor promotion. J. Am. Coll. Toxicol. 8:1989;259-268.
25. Maekawa A., Matsushima Y., Onodera H., Shibutani M., Ogasawara H., Kodama Y., Kurokawa Y., Hayashi Y. Long-term toxicity/carcinogenicity of musk xylol in B6C3F1 mice. Food Chem. Toxicol. 28:1990;581-586.
26. Mersch-Sundermann V., Emig M., Reinhardt A. Nitromusks are cogenotoxicants by inducing toxifying enzymes in the rat. Mutat. Res. 356:1996;237-245.
27. Minegishi K-I., Nambaru S., Fukuoka M., Tanaka A., Nishimaki-Mogami T. Distribution, metabolism and excretion of musk xylene in rats. Arch. Toxicol. 65:1991;273-282.
28. Nash T. The colorimetric estimation of formaldehyde by means of the Hantzsch reaction. Biochem. J. 55:1953;416-421.
29. Nims R. W., Devor D. E., Henneman J. R., Lubet R. A. Induction of alkoxyresorufinO. Carcinogenesis. 8:1987;67-71.
30. Noshiro M., Lakso M., Kawajiri R., Negishi M. Rip locus: Regulation of female specific isozyme (I-P-45016a) of testosterone 16a-hydroxylase in mouse liver, chromosome localization, and cloning of P-450 cDNA. Biochemistry. 27:1988;6434-6443.
31. Omura T., Sato R. The carbon monoxide-binding pigment of liver microsomes. I. Evidence for its hemoprotein nature. J. Biol. Chem. 239:1964;2370-2378.
32. Parkinson A., Clement R. P., Casciano C. N., Cayen M. N. Evaluation of Loratadine as an inducer of liver microsomal cytochrome P450 in rats and mice. Biochem. Pharmacol. 43:1992;2169-2180.
33. Rickert D. E., Butterworth B. E., Popp J. A. Dinitrotoluene: Acute toxicity, oncogenicity, genotoxicity and metabolism. CRC Crit. Rev. Toxicol. 13:1984;217-234.
34. Rimkus G., Wolf M. Nachweis von nitromoschusverbindungen in frauenmilch and humanfett. Dtsch. Lebensm.-Rundsch. 89:1993;103-107.
35. Rimkus G., Rimkus B., Wolf M. Nitromusks in human adipose tissue and breast milk. Chemosphere. 28:1994;421-432.
36. Spanggord R. J., Myers C. J., LeValley S. E., Green C. E., Tyson C. A. Structure-activity relationship for the intrinsic hepatotoxicity of dinitrotoluenes. Chem. Res. Toxicol. 3:1990;551-558.
37. Whysner J., Ross P. M., Williams G. M. Phenobarbital mechanistic data and risk assessment: enzyme induction, enhanced cell proliferation, and tumor promotion. Pharmacol. Ther. 71:1996;153-191.
38. Williams G. M., Iatropoulos N. J., Weisburger J. H. Chemical carcinogenic mechanisms of action and implication for testing methodology. Exp. Toxicol. Pathol. 48:1996;101-111.
39. Wrighton S. A., Maurel P., Schuetz E. G., Watkins P. B., Young B., Guzelian P. S. Identification of the cytochrome P-450 induced by macrolide antibiotics in rat liver as the glucocorticoid responsive cytochrome P-450. Biochemistry. 24:1985;2171-2178.
40. Yamagishi T., Miyazaki T., Horii S., Kaneko S. Identification of musk xylene and musk ketone in freshwater fish collected from the Tama river. Tokyo Bull. Environ. Toxicol. 26:1981;656-662.
41. Yanagimoto T., Itoh S., Muller-Enoch D., Kamataki T. Mouse liver cytochrome P-450 (P-450IIIAm1): Its cDNA cloning and inducibility by dexamethasone. Biochem. Biophys. Acta. 1130:1992;329-332.