Dietary indole-3-carbinol inhibits FMO activity and the expression of flavin-containing monooxygenase form 1 in rat liver and intestine

Drug Metabolism and Disposition

Volumn 24, Issue 9, 1996, Pages 927-931

  Larsen Su, Shelley ^a   Williams, David E ^a  

^a OREGON STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

3 INDOLEMETHANOL; CYTOCHROME P450; NATURAL PRODUCT; QUERCETIN; UNSPECIFIC MONOOXYGENASE;

ADOLESCENT; ANIMAL TISSUE; ARTICLE; DIET; DOSE RESPONSE; DRUG EFFECT; ENZYME ACTIVITY; ENZYME INHIBITION; GENE EXPRESSION; INTESTINE; LIVER; LIVER MICROSOME METABOLISM; MALE; NONHUMAN; ORAL DRUG ADMINISTRATION; PRIORITY JOURNAL; RAT;

ANIMALS; ANTICARCINOGENIC AGENTS; ARYL HYDROCARBON HYDROXYLASES; CYTOCHROME P-450 CYP1A1; DIET; INDOLES; INTESTINES; LIVER; MALE; OXYGENASES; RATS; RATS, INBRED F344;

ANIMALIA;

EID: 0029836098     PISSN: 00909556     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (31)

1. L. W. Wattenberg and W. D. Loub: Inhibition of polycyclic aromatic hydrocarbon-induced neoplasia by naturally occurring indoles. Cancer Res. 38, 1410-1413 (1978).
2. 1 carcinogenesis in rainbow trout by flavone and indole compounds. Carcinogenesis 5, 615-619 (1984).
3. H. L. Bradlow, J. J. Michnovicz, N. T. Telang, and M. P. Osborne: Effects of dietary indole-3-carbinol on estradiol metabolism and spontaneous mammary tumors in mice. Carcinogenesis 12, 1571-1574 (1991).
4. C. W. Boone, G. J. Kelloff, and W. E. Malone: Identification of candidate cancer chemopreventative agents and their evaluation in animal models and human clinical trials: a review. Cancer Res. 50, 2-9 (1990).
5. T. Kojima, T. Tanaka, and H. Mori: Chemoprevention of spontaneous endometrial cancer in female Donryu rats by dietary indole-3-carbinol. Cancer Res. 54, 1446-1449 (1994).
6. L. A. Newfield, A. Goldsmith, H. L. Bradlow, and K. Auborn: Estrogen metabolism and human papilloma virus-induced tumors of the larynx: chemoprophylaxis with indole-3-carbinol. Anticancer Res. 13, 337-342 (1993).
7. B. C. Pence, F. Buddingh, and S. P. Yang: Multiple dietary factors in the enhancement of dimethylhydrazine carcinogenesis: main effect of indole-3-carbinol. J. Natl. Cancer Inst. 77, 269-276 (1986).
8. R. H. Dashwood, A. T. Fong, D. E. Williams, J. D. Hendricks, and G. S. Bailey: Promotion of aflatoxin B1 carcinogenesis by the natural tumor modulator indole-3-carbinol: influence of dose, duration and intermittent exposure on indole-3-carbinol promotional potency. Cancer Res. 51, 2362-2365 (1991).
9. D. J. Kim, K. K. Lee, B. S. Han, B. Ahn, J. H. Bae, and J. J. Jang: Biphasic modifying effect of indole-3-carbinol on diethylnitrosamsine-induced preneoplastic glutathione S-transferase placental form-positive liver cell foci in Sprague-Dawley rats. Jpn. J. Cancer Res. 85, 578-583 (1994).
10. D. M. Stresser, D. E. Williams, D. A. Griffin, and G. S. Bailey: Mechanisms of tumor modulation by indole-3-carbinol: disposition and excretion in male Fischer 344 rats. Drug Metab. Dispos. 23, 965-974 (1995).
11. W. D. Loub, L. W. Wattenberg, and D. W. David: Aryl hydrocarbon hydroxylase induction in rat tissues by naturally occurring indoles of cruciferous plants. J. Natl. Cancer Inst. 54, 985-988 (1975).
12. P. H. Jellinck, P. Gek Forkert, D. S. Riddick, A. B. Okey, J. J. Michnovicz, and H. L. Bradlow: Ah receptor binding properties of indole carbinols and induction of hepatic estradiol hydroxylation. Biochem. Pharmacol. 45, 1129-1136 (1993).
13. D. M. Ziegler and C. H. Mitchell: Microsomal oxidase IV: Properties of a mixed-function amine oxidase isolated from pig liver microsomes. Arch. Biochem. Biophys. 150, 116-125 (1972).
14. D. M. Ziegler: Metabolic oxygenation of organic nitrogen and sulfur compounds. In: "Drug Metabolism and Drug Toxicity" (J. R. Mitchell and M. G. Hornings, eds.), pp. 1-31. Raven Press, New York, 1984.
15. D. M. Ziegler: Flavin-containing monooxygenases: catalytic mechanism and substrate specificities. In: "Drug Metabolism Review" (F. J. DiCarlo, ed), pp. 1-32. Marcel Dekker, Inc. New York, 1988.
16. J. R. Cashman: Structural and catalytic properties of the mammalian flavin-containing monooxygenase. Chem. Res. Toxicol. 8, 165-181 (1995).
17. R. N. Hines, J. R. Cashman, R. M. Philpot, D. E. Williams, and D. M. Ziegler: The mammalian flavin-containing monooxygenases: molecular characterization and regulation of expression. Toxicol. Appl. Pharmacol. 125, 1-6 (1994).
18. J. Sadeque, K. E. Thummel, and A. E. Rettie: Purification of macaque liver flavin-containing monooxygenase: a form of the enzyme related immunologically to an isozyme expressed selectively in adult human liver. Biochim. Biophys. Acta. 1162, 127-134 (1993).
19. J. G. Falls, B. L. Blake, Y. Cao, P. E. Levi, and E. Hodgsen: Gender differences in hepatic expression of flavin-containing monooxygenase isoforms (FMO1, FMO3 and FMO5) in mice. J. Biochem. Toxicol. 10, 171-177 (1995).
20. M.-Y. Lee, S. Smiley, S. Kadkhodayan, R. N. Hines, and D. E. Williams: Developmental regulation of flavin-containing monooxygenase (FMO) isoforms 1 and 2 in pregnant rabbit. Chem.-Biol. Interact. 96, 75-85 (1995).
21. R. F. Kaderlik, E. Weser, and D. M. Ziegler: Selective loss of liver flavin-containing monooxygenase in rats on chemically defined diets. Prog. Pharmacol. Clin. Pharmacol. 3, 95-103 (1991).
22. D. M. Ziegler: Recent studies on the structure and function of multisubstrate flavin-containing monooxygenases. Annu. Rev. Pharmacol. Toxicol. 33, 179-199 (1993).
23. W.-X. A. Guo and D. M. Ziegler: Estimation of flavin-containing monooxygenase activities in crude tissue preparations by thiourea-dependent oxidation of thiocholine. Anal. Biochem. 193, 143-148, (1991).
24. F. P. Guengerich: Analysis and characterization of enzymes. In "Principles and Methods of Toxicology" (A. W. Hayes, ed), pp. 777-814. Raven Press, New York (1989).
25. O. H. Lowry, N. J. Rosebrough, A. L. Farr, and R. J. Randall: Protein measurement with the Folin phenol reagent. J. Biol. Chem. 193, 265-275 (1951).
26. U. K. Laemmli: Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature 227, 680-685 (1970).
27. H. Towbin, T. Staehelin, and J. Gordon: Electrophoretic transfer of proteins from polyacrylamide gels to nitrocellulose sheets: procedure and some applications. Proc. Natl. Acad Sci. USA 76, 4350-4354 (1979).
28. 1 in the rat. Drug Metab. Dispos. 22, 383-391 (1994).
29. H. M. Wortelboer, E. C. M. van der Linden, C. A. de Kruif, J. Noordhoek, B. J. Blaauboer, P. J. van Bladeren, and H. E. Falke: Effects of indole-3-carbinol on biotransformation enzymes in the rat: in vivo changes in liver and small intestinal mucosa in comparison with primary hepatocyte cultures: Food Chem. Toxicol. 30, 589-599 (1992).
30. L. F. Bjeldanes, J.-Y. Kim, K. R. Grose, J. C. Bartholomew, and C. A. Bradfield: Aromatic hydrocarbon responsiveness-receptor agonists generated from indole-3-carbinol in vitro and in vivo: comparison with 2,3,7,8-tetrachlorodibenzo-p-dioxin. Proc. Natl. Acad. Sci. USA 88, 9543-9547 (1991).
31. D. M. Stresser, L. F. Bjeldanes, G. S. Bailey, and D. E. Williams: The anticarcinogen 3,3′-diindolylmethane is an inhibitor of cytochrome P-450. J. Biochem. Toxicol. 10, 191-201 (1995).