Effects of co-administration of butylated hydroxytoluene, butylated hydroxyanisole and flavonoids on the activation of mutagens and drug-metabolizing enzymes in mice

Toxicology

Volumn 122, Issue 1-2, 1997, Pages 61-72

  Sun, Buxiang ^a   Fukuhara, Morio ^a  

^a NATIONAL INSTITUTE OF PUBLIC HEALTH   (Japan)

Author keywords

BHA; BHT; Co administration; Flavonoids; Mutagens; P450

Indexed keywords

AFLATOXIN B1; ANTIOXIDANT; BENZO[A]PYRENE; BUTYLATED HYDROXYANISOLE; BUTYLCRESOL; CYTOCHROME P450 ISOENZYME; DIMETHYLNITROSAMINE; DRUG METABOLIZING ENZYME; ENZYME ANTIBODY; FLAVANONE; FLAVONE; FLAVONOID; FOOD ADDITIVE; MUTAGENIC AGENT;

AMES TEST; ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; DIET; DRUG MECHANISM; ENZYME INDUCTION; FOOD; LIVER MICROSOME; MALE; METABOLIC ACTIVATION; MOUSE; MUTAGEN TESTING; NONHUMAN; ORAL DRUG ADMINISTRATION; PRIORITY JOURNAL;

ANIMALS; ANTIBODIES; BINDING, COMPETITIVE; BIOTRANSFORMATION; BUTYLATED HYDROXYANISOLE; BUTYLATED HYDROXYTOLUENE; CYTOCHROME P-450 ENZYME SYSTEM; ENZYME ACTIVATION; FLAVONOIDS; IMMUNOBLOTTING; ISOENZYMES; MALE; MICE; MICROSOMES, LIVER; MUTAGENS;

ANIMALIA;

EID: 0030798084     PISSN: 0300483X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0300-483X(97)00078-4     Document Type: Article

References (45)

1. Bailey, D.G., Arnold, J.M.O., Spence, J.D., 1994. Grapefruit juice and drugs: how significant is the interaction?. Clin. Pharmacokinet. 26, 91-98.
2. Brown, W.D., Johnson, A.R., O'Halloran, M.W., 1959. The effect of the level of dietary fat on the toxicity of phenolic antioxidants. Aust. J. Exp. Biol. Med. Sci. 37, 533-548.
3. 1 metabolism in human liver microsomes by naturally occurring flavonoids. Cancer Res. 41, 67-72.
4. Buetler, T.M., Gallagher, E.P., Wang, C., Stahl, D.L., Hayes, J.D., Eaton, D.L., 1995. Induction of phase I and phase II drug-metabolizing enzyme, mRNA, protein, and activity by BHA, ethoxyquin, and oltipraz. Toxicol. Appl. Pharmacol. 135, 45-57.
5. Burke, M.D., Mayer, R.T., 1974. Ethoxyresorufin: direct fluorimetric assay of a microsomal O-dealkylation which is preferentially inducible by 3-methylcholanthrene. Drug Metab. Disp. 2, 583-588.
6. Burke, M.D., Thompson, S., Elcombe, C.R., Halpert, J., Haaparanta, T., Mayer, R.T., 1985. Ethoxy-, pentoxy- and benzyloxyphenoxazones and homologues: a series of substrates to distinguish between different induced cytochromes P-450. Biochem. Pharmacol. 34, 3337-3345.
7. Cha, Y.N., Bueding, E., 1979. Effect of 2(3)-tert-butyl-4-hydroxyanisole administration on the activities of several hepatic microsomal and cytoplasmic enzymes in mice. Biochem. Phramcol. 28, 1917-1921.
8. Dehnen, W., Tomingas, R., Roos, J., 1973. A modified method for the assay of benzo[a]pyrene hydroxylase. Analyt. Biochem. 53, 373-383.
9. Fuhr, U., Klittich, K., Staib, A.H., 1993. Inhibitory effect of grapefruit juice and the active component, naringenin, on CYP1A2 dependent metabolim of caffeine. Brit. J. Clin. Pharmacol. 35, 431-436.
10. Fukayama, M.Y., Hsieh, D.P.H., 1984. The effects of butylated hydroxy-toluene on the in vitro metabolism, DNA binding and mutagenicity of aflatoxin B1 in the rat. Food Chem. Toxicol. 22, 355-360.
11. Gilbert, D., Golberg, L., 1965. Liver response tests. III. Liver enlargement and stimulation of microsomal processing enzyme activity. Food Cosmet. Toxicol. 3, 417-432.
12. Graham, W.D., Grice, H.C., 1955. Chronic toxicity of bread additives to rats Part II. J. Pharmacy Phamacol. 7, 126-134.
13. Greenlee, R.C., Poland, A., 1978. An improved assay of 7-ethoxycoumarin O-deethylation activity; induction of hepatic enzyme activity in C57BL/6J and DBA/2J mice by phenobarbital, 3-methylcholanthrene and 2,3,7,8-teterachlorodibenzo-p-dioxin. J. Pharmacol. Exp. Ther. 205, 596-605.
14. Guengerich, F.P., 1984. Effects of nutritive factors on metabolic processes involving bioactivation and detoxication of chemicals. Ann. Rev. Nutrit. 4, 207-231.
15. 1 activation in human liver microsomes by naringenin and other flavonoids. Carcinogenesis 11, 2275-2279.
16. Guengerich, F.P., Wang, P., Davidson, N.K., 1982. Estimation of isozymes of microsomal cytochrome P-450 in rats, rabbits, and humans using immunochemical staining coupled with sodium dodecyl sulfate-polyacrylamide gel electrophoresis. Biochemistry 21, 1698-1706.
17. Habig, W.H., Pabst, M.J., Jakoby, W.B., 1974. Glutathione S-transferase. The first enzymatic step in mercapturic acid formation. J. Biol. Chem. 249, 7130-7139.
18. Hayes, J.D., Kerr, L.A., Peacock, S.D., Cronshaw, A.D., McLellan, L.I., 1991. Hepatic glutathione S-transferases in mice fed on a diet containing the anticarcinogenic antioxidant butylated hydroxyanisole. Isolation of mouse glutathione S-transferase heterodimers by gradient elution of the glutathione-Sepharose affinity matrix. Biochem. J. 277, 501-512.
19. Ito, N., Hirose, M., 1989. Antioxidants-carcinogenic and chemopreventive properties. Adv. Cancer Res. 53, 247-302.
20. Iverson, F., Campbell, J., Clayson, D., Hierlihy, S., Labossiere, E., Hayward, S., 1987. Effects of antioxidants on aflatoxin-induced hepatic tumors in rats. Cancer Lett. 34, 139-144.
21. Iwata, N., Suzuki, K., Minegishi, K., Kawanishi, T., Hara, S., Endo, T., Takahashi, A., 1993. Induction of cytochrome P450 1A2 by musk analogues and other inducing agents in rat liver. Europ. J. Pharmacol. 248, 243-250.
22. Kahl, R., 1984. Synthetic antioxidants: Biochemical actions and interference with radiation, toxic compounds, chemical mutagens and chemical carcinogens. Toxicology 33, 185-228.
23. Kawano, S., Nakao, T., Hiraga, K., 1980. Species and strain differences in the butylated hydroxytoluene (BHT)-producing induction of hepatic drug oxidation enzymes. Jp. J. Pharmacol. 30, 861-870.
24. Laemmli, U.K., 1970. Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature 227, 680-685.
25. Lowry, O.H., Rosebrough, N.J., Farr, A.L., Randall, R.G., 1951. Protein measurement with the Folin phenol reagent. J. Biol. Chem. 193, 265-275.
26. Lubet, R.A., Mayer, R.T., Cameron, J.W., Nim, R.W., Burke, M.D., Wolf, R.T., Guengerich, F.P., 1985. Dealkylation of pentoxyresorufin: a rapid and sensitive assay for measuring induction of xenobiotics in rat. Arch. Biochem. Biophys. 238, 43-48.
27. 1. Carcinogenesis 8, 723-728.
28. Merkel, U., Sigusch, H., Hoffmann, A., 1994. Grapefruit juice inhibits 7-hydroxylation of coumarin in healthy volunteers. Eur. J. Clin. Pharmacol. 46, 175-177.
29. +-linked assay for microsomal uridine diphosphate glucuronyltransferase of rat liver and some observations on substrate specificity of the enzyme. Biochem. J. 151, 131 -140.
30. Obermeier, M.T., White, R.E., Yang, C.S., 1995. Effects of bioflavonoids on hepatic P450 activities. Xenobiotica 25, 575-584.
31. Omura, T., Sato, R., 1964. The carbon monoxide-binding pigment of liver microsomes. 1. Evidence for its hemoprotein nature. J. Biol. Chem. 239, 2370-2378.
32. Parke, D.V., Ioannides, C., 1981. The role of nutrition in toxicology. Ann. Rev. Nutr. 1, 207-234.
33. Peinke, L.A., Moyer, M.J., 1985. p-Nitrophenol hydroxylation: a microsomal oxidation which is highly inducible by ethanol. Drug Metab. Disp. 13, 548-552.
34. Powell, C.J., Connelly, J.C., Jones, S.M., Grasso, P., Bridges, J.W., 1986. Hepatic responses to the administration of high doses of BHT to the rat: Their relevance to hepatocarcino-genicity. Food Chem. Toxicol. 24, 1131-1143.
35. Salocks, C.B., Hsieh, D.P.H., Byard, J.L., 1981. Butylated hydroxytoluene pretreatment protects against cytotoxicity and reduces covalent binding of aflatoxin B1 in primary hepatocytes cultures. Toxicol. Appl. Pharmacol. 59, 331-345.
36. Shelef, L.A., Chin, B., 1980. Effect of phenolic antioxidants on the mutagenicity of aflatoxin B1. Appl. Environ. Microbiol. 40, 1039-1043.
37. Siess, M.H., Bon, A.M.L., Suschetet, M., 1992. Dietary modification of drug-metabolizing enzyme activities: dose-response effect of flavonoids. J. Toxicol. Environ. Hlth. 35, 141-152.
38. Sun, B., Fukuhara, M., Takanaka, A., 1995. Characterization of benzo[a]pyrene metabolism and related cytochrome P-450 isozymes in Syrian hamster livers. J. Toxicol. Environ. Hlth. 46, 47-55.
39. Warttenberg, L., 1993. Chemoprevention of carcinogenesis by minor non-nutrients constituents of the diet. In: Parke, D.V., Ioannides, C., Walker, R. (Eds.), Food, Nutrition and Chemical Toxicity. Smith-Gordon Nishimura, London, pp. 287-300.
40. Wattenberg, L.W., Loub, W.D., Lam, L.K.T., Speier, J.L., 1976. Dietary constituents altering the responses to chemical carcinogens. Fed. Proc. 35, 1327-1331.
41. Weisburger, E.K., Evarts, R.P., Wenk, M.L., 1977. Inhibitory effect of butylated hydroxytoluene (BHT) on intestinal carcinogenesis in rats by azoxymethane. Food Cosmet. Toxic. 15, 139-141.
42. Williams, G.M., Tanaka, T., Maeura, Y., 1986. Dose-related inhibition of aflatoxin B1 induced hepatocarcinogenesis by the phenolic antioxidants, butylated hydroxyanisole and butylated hydroxytoluene. Carcinogenesis 7, 1043-1050.
43. Wrighton, S.A., Maurel, P., Schuetz, E.G., Watkins, P.B., Young, B., Guzelian, P.S., 1985. Identification of the cytochrome P-450 induced by macrolide antibiotics in rat liver as the glucocorticoid responsive cytochrome P-450p. Biochemistry 24, 2171-2178.
44. Yahagi, T., Nagao, M., Seino, Y., Matsushima, T., Sugimura, T., Okada, M., 1977. Mutagenicities of N-nitrosamines on Salmonella. Mutation Res. 48, 121-130.
45. Yang, C.S., Strickhart, F.S., Woo, G.K., 1974. Inhibition of the mono-oxygenase system by butylated hydroxyanisole and butylated hydroxytoluene. Life Sci. 15, 1497-1505.