In vivo effect of diallyl sulfide and cimetidine on phenacetin metabolism and bio availability in rat

Acta Biochimica Polonica

Volumn 49, Issue 1, 2002, Pages 249-256

  Szutowski, Mirosław M ^a   Zalewska, Katarzyna ^a   Jadczak, Marta ^a   Marek, Monika ^a  

^a MEDICAL UNIVERSITY OF WARSAW   (Poland)

Author keywords

Cimetidine; Diallyl sulfide; Phenacetin

Indexed keywords

ALLYL COMPOUND; ALLYL SULFIDE; CIMETIDINE; CYTOCHROME P450; PHENACETIN; SULFIDE;

ANIMAL; ARTICLE; MALE; METABOLISM; RAT; WISTAR RAT;

ALLYL COMPOUNDS; ANIMALS; CIMETIDINE; CYTOCHROME P-450 ENZYME SYSTEM; MALE; PHENACETIN; RATS; RATS, WISTAR; SULFIDES;

EID: 0036048558     PISSN: 0001527X     EISSN: None     Source Type: Journal    
DOI: 10.18388/abp.2002_3842     Document Type: Article

References (29)

1. Hansten, P.D. (1985) Drug Interactions. (Lea, & Febiger, eds.) p. 419, Philadelphia.
2. Tassaneeyakul, W., Birkett, D.J. & Veronese, M.E. (1993) Specificity of substrate and inhibitor probes for human cytochromes P450 1A1 and 1A2. J. Pharmacol. Exp. Ther. 265, 401-407.
3. Venkatakrishnan, K., von Moltke, L.L. & Greenblatt, D.J. (1998) Human cytochrome P450 mediating phenacetin O-deethylation in vitro: Validation of the high affinity component as an index of CYP 1A2 activity. J. Pharm. Sci. 87, 1502-1507.
4. Yang, T.J., Say, Y., Krausz, K.W., Gonzalez, F.J. & Gelboin, H.V. (1998) Inhibitory monoclonal antibodies to human cytochrome P450 1A2: Analysis of phenacetin O-deethylation in human liver. Pharmacogenetics 8, 375-382.
5. Kitada, M., Kamataki, T. & Kitagawa, H. (1978) Enhancement in vivo of drug oxidation following administration of benzphetamine, acetone, metyrapon and dimetylosulfoxide. Jpn. J. Pharmacol. 28, 213-221.
6. Sesardic, D., Edwards, R.J., Davies, D.S., Thomas, P.E., Levin, W. & Boobis, A.R. (1990) High affinity phenacetin O-deethylase is catalysed specifically by cytochrome P450 1A2 in the liver of the rat. Biochem. Pharmacol. 39, 489-498.
7. Shimada, T., Mimura, M., Inoue, K., Nakamura, S., Oda, H., Ohmari, S. & Yamazaki, H. (1997) Cytochrome P450-dependent drug oxidation activities in liver microsomes of various animal species including rats, guinea pig, dogs, monkeys and humans. Arch. Toxicol. 71, 401-408.
8. Wargovich, M.J. & Goldgberg, M.T. (1985) Diallyl sulfide, a naturally occurring thioether that inhibits carcinogen-induced nuclear damage to colon epithelial cells in vivo. Mutat. Res. 143, 127-129.
9. Wargovich, M.J. (1987) Diallyl sulfide, a flavor component of garlic (Allium sativum), inhibits dimethylhydrazine-induced colon cancer. Carcinogenesis 8, 487-489.
10. Hayes, M.A, Rushmore, T.H. & Goldberg, M.T. (1987) Inhibition of hepatocarcinogenic responses to 1,2-dimethylhydrazine by diallyl sulfide, a component of garlic oil. Carcinogenesis 8, 1155-1157.
11. Wargovich, M.J, Woods, C., Eng, V.W.S., Stephens, L.C. & Gray, K. (1988) Chemoprevention of N-nitrosomethylbenzylamine-induced esophageal cancer in rats by the naturally occurring thioether, diallyl sulfide. Cancer Res. 48, 6872-6875.
12. Dwivedi, C., Rohlfs, S., Jarvis, D. & Engineer, F.N. (1992) Chemoprevention of chemically induced skin tumor development by diallyl sulfide and diallyl disulfide. Pharmaceut. Res. 9, 1668-1670.
13. Brady, J.F, Li, D., Ishizaki, H. & Yang, C.S. (1988) Effect of diallyl sulfide on rat liver microsomal nitrosoamine metabolism and other monooxygenase activities. Cancer Res. 48, 5937-5940.
14. Yang, C.S., Yoo, J.-S., Ishizaki, H. & Hong, J.-Y. (1990) Cytochrome P450IIE1: Roles in nitrosamine metabolism and mechanisms of regulation. Drug Metab. Rev. 22, 147-160.
15. Brady, J.F, Wang, M.-H., Hong, J.-Y., Xiao, F., Li, Y., Yoo, J.-S.H., Ning, S.M., Lee, M.-J., Fukuto, J.M., Gapac, J.M. & Yang, C.S. (1991) Modulation of rat hepatic microsomal monooxygenase enzymes and cytotoxicity by diallyl sulfide. Toxicol. Appl. Pharm. 108, 342-354.
16. Dragnev, K.H., Nims, R.W. & Lubet, R.A. (1995) The chemopreventive agent diallyl sulfide a structurally atypical phenobarbital-type inducer. Biochem. Pharmacol. 50, 2099-2104.
17. Haber, D., Siess, M.H., Canivenc-Lavier, M.C., Le Bon, A.M. & Suchetet, M. (1995) Differential effects of dietary diallyl sulfide and diallyl disulfide on rat intestinal and hepatic drug-metabolizing enzymes. J. Toxicol. Env. Health 44, 423-434.
18. Guyonnet, D., Siess, M.H., Le Bon, A.M. & Suchetet, M. (1999) Modulation of phase II enzymes by organosulfur compounds from allium vegetables in rat tissues. Toxicol. Appl. Pharm. 154, 50-58.
19. Pan, J., Hong, J.-Y., Li, D., Schuetz, E.G., Guzelian, P.S., Huang, W. & Yang, C.S. (1993) Regulation of cytochrome P450 2B1/2 genes by diallyl sulfone, disulfiram, and other organosulfur compounds in primary cultures of rat hepatocytes. Biochem. Pharmacol. 45, 2323-2329.
20. Hong, J.Y., Smith, T., Lee, M.-J., Li, W., Ma, B.L., Ning, S.M., Brady, J.F., Thomas, P.E. & Yang, C.S. (1991) Metabolism of carcinogenic nitrosoamines by rat liver nasal mucosa and the effect of diallyl sulfide. Cancer Res. 51, 1509-1514.
21. Chang, T., Levine, M., Bandiera, S.M. & Bellward, G.D. (1992) Selective inhibition of rat hepatic microsomal cytochrome P-450. I. Effect of the in vivo administration of cimetidine. J. Pharmacol. Exp. Ther. 260, 1441-1449.
22. Chang, T., Levine, M. & Bellward, G.D. (1992) Selective inhibition of rat hepatic microsomal cytochrome P-450. II. Effect of the in vitro administration of cimetidine. J. Pharmacol. Exp. Ther. 260, 1450-1455.
23. Levine, M., Law, E.Y.W., Bandiera, S.M., Chang, T.K.H. & Bellward, G.D. (1998) In vivo cimetidine inhibits hepatic CYP2C6 and CYP2C11 but not CYP1A1 in adult male rats. J. Pharmacol. Exp. Ther. 284, 493-499.
24. Su, S.F. & Huang, J.D. (1996) Inhibition of the intestinal digoxin absorption and exsorption by quinidine. Drug Metab. Dispos. 24, 142-147.
25. Emi, Y., Tsunashima, D., Ogawara, K., Higaki, K. & Kimura, T. (1998) Role of P-glycoprotein as a secretory mechanism in quinidine absorption from rat small intestine. J. Pharm. Sci. 87, 295-299.
26. Collett, A., Higgs, N.B., Sims, E., Rowland, M. & Warhurst, G. (1999) Modulation of the permeability of H2 receptor antagonists cimetidine and ranitidine by P-glycoprotein in rat intestine and the human colonic cell line Caco-2. J. Pharmacol. Exp. Ther. 288, 171-178.
27. Chung, J.G. (1999) Effects of garlic components diallyl sulfide and diallyl disulfide on arylamine N-acetyltransferase activity in human bladder tumor cells. Drug Chem. Toxicol. 22, 343-358.
28. Kudo, S., Umehara, K., Hosokawa, M., Miyamoto, G., Chiba, K. & Satoh, T. (2000) Phenacetin deacetylase activity in human liver microsomes: Distribution, kinetics, and chemical inhibition and stimulation. J. Pharmacol. Exp. Ther. 294, 80-88.
29. Chung, J.G., Chen, G.W., Wu, L.T., Lin, J.G., Yeh, C.C. & Wang, T.F. (1998) Effects of garlic compounds diallyl sulfide and diallyl disulfide on arylamine N-acetyltransferase activity in strains of Helicobacter pylori from peptic ulcer patients. Am. J. Chinese Med. 26, 353-364.