Suppression of rat hepatic cytochrome P450 2E1 expression by isopropyl 2-(1,3-dithioetane-2-ylidene)-2-[N-(4-methyl-thiazol-2-yl)carbamoyl]ac etate (YH439), an experimental hepatoprotectant: Protective role against hepatic injury

Biochemical Pharmacology

Volumn 52, Issue 8, 1996, Pages 1219-1225

  Choi, Eun Young ^b   Kim, Sang Geon ^b   Lee, Jong Wook ^b   Yoo, Joong Keun ^b   Shin, Joe Kyu ^b   Kim, Nak Doo ^a  

^a Seoul National University   (South Korea)

^b NONE

Author keywords

cytochrome P450 2E1; enzyme suppression; hepatoprotective agent; P450 1A1; P450 2B; YH439

Indexed keywords

2 (1,3 DITHIETAN 2 YLIDENE) 2 [N (4 METHYL 2 THIAZOLYL)CARBAMOYL]ACETIC ACID ISOPROPYL ESTER; ALANINE AMINOTRANSFERASE; ALCOHOL; ALKALINE PHOSPHATASE; CARBON TETRACHLORIDE; CYTOCHROME P450 ISOENZYME; DRUG METABOLIZING ENZYME; HYDROXYPROLINE; ISONIAZID; LIVER PROTECTIVE AGENT; MALOTILATE; MESSENGER RNA; PHENOBARBITAL; XENOBIOTIC AGENT;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; DRUG MECHANISM; ENZYME BLOOD LEVEL; GENETIC TRANSCRIPTION; INTRAPERITONEAL DRUG ADMINISTRATION; LIVER INJURY; LIVER MICROSOME; LIVER PROTECTION; MALE; NONHUMAN; ORAL DRUG ADMINISTRATION; PRIORITY JOURNAL; PROTEIN EXPRESSION; RAT; RNA HYBRIDIZATION; XENOBIOTIC METABOLISM;

EID: 0030601798     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/0006-2952(96)00474-1     Document Type: Article

References (29)

1. 1. Koop DR, Crump BL, Nordbloom GD and Coon MJ, Immunochemical evidence for induction of the alcohol-oxidizing cytochrome P-450 of liver microsomes by diverse agents: ethanol, imidazole, trichloroethylene, acetone, pyrazole and isoniazid. Proc Natl Acad Sci USA 82: 4065-4069, 1985.
2. 2. Seeff LB, Cuccherini BA, Zimmerman HJ, Adler E and Benjamin SB, Acetaminophen hepatotoxicity in alcoholics. Ann Intern Med 104: 399-404, 1986.
3. 3. Wrighton SA, Thomas PE, Molowa DT, Haniu M, Shively JE, Maines SL, Watkins PB, Parker G, Mendez-Picon G, Levin W and Guzelian PS, Characterization of ethanol-inducible human liver N-nitrosodimethylamine dernethylase. Biochemistry 25: 6731-6735, 1986.
4. 4. Nelson SD, Mitchell JR, Timbrell JA, Snodgrass WR and Corcoran GB, Isoniazid and iproniazid activation of metabolites to toxic intermediates in man and rat. Science 193: 901-903, 1976.
5. 5. Johansson I and Ingelman-Sundberg M, Carbon tetrachloride-induced lipid peroxidation dependent on an ethanol-inducible form of rabbit liver microsomal cytochrome P-450. FEBS Lett 183: 265-269, 1985.
6. 6. Ta YY, Peng R, Chang ZF and Yang CS, Induction of a high affinity nitrosamine demethylase in rat liver microsomes by acetone and isopropanol. Chem Biol Interact 44: 247-260, 1983.
7. 7. Koop DR, Laethem CL and Schnier GG, Identification of ethanol-inducible P450 isozyme 3a (P4502E1) as a benzene and phenol hydroxylase. Toxicol Appl Pharmacol 98: 278-288, 1989.
8. 8. Dong Z, Hong J, Ma Q, Li P, Bullock J, Gonzalez FJ, Park SS, Gelboin HV and Yang CS, Mechanism of induction of cytochrome P-450ac (P-450j) in chemically induced and spontaneous diabetic rats. Arch Biochem Biophys 263: 29-35, 1988.
9. 9. Brady JF, Li D, Ishizaki H and Yang CS, Effect of diallyl sulfide on rat liver microsomal nitrosamine metabolism and other monooxygenase activities. Cancer Res 48: 5937-5940, 1988.
10. 10. Kwak MK, Kim SG, Kwak JY, Novak RF and Kim ND, Inhibition of CYP2E1 expression by organosulfur compounds allylsulfide, allylmercaptan and allylmethylsulfide in rats. Biochem Pharmacol 47: 531-539, 1994.
11. 11. Kensler TW, Groopman JD, Roebuck BD and Curphey TJ, Chemoprotection by 1,2-dithiole-3-thiones. In: Food Phytochemicals for Cancer Prevention I (Eds. Huang MT, Osawa T, Ho CT and Rosen RT), pp. 154-163. American Chemical Society, Washington, DC, 1994.
12. 12. Egner PA, Kensler TW, Prestera T, Talalay P, Libby AD, Joyner HH and Curphy TJ, Regulation of phase 2 enzyme induction by oltipraz and other ditholethiones. Carcinogenesis 15: 177-181, 1994.
13. 13. Roebuck BD, MacMillan DL, Bush DM and Kensler TW, Modulation of azaserine-induced pancreatic foci by phenolic antioxidants in rats. J Natl Cancer Inst 72: 1405-1410, 1984.
14. 14. Kim SG, Kwak JY, Lee JW, Novak RF, Park SS and Kim ND, Malotilate, a hepatoprotectant, suppresses CYP2E1 expression in rats. Biochem Biophys Res Commun 200: 1414-1420, 1994.
15. 15. Cho E, Jang SH, Lee JW, Kim ND and Lee MG, Metabolic changes of acetaminophen after intravenous administration to rats pretreated with a hepatoprotective agent, YH439. Res Commun Mol Pathol Pharmacol 91: 3-16, 1996.
16. 16. Lowry OH, Rosebrough NJ, Farr AL and Randall RJ, Protein measurement with the Folin phenol reagent. J Biol Chem 193: 265-275, 1951.
17. 17. Kim SG, Williams DE, Schuetz EG, Guzelian PS and Novak RF, Pyridine induction of cytochrome P-450 in the rat: role of P-450j (alcohol-inducible form) in pyridine N-oxidation. J Pharmacol Exp Ther 246: 1175-1182, 1988.
18. 18. Brodie BB and Axelrod L, The estimation of acetanilide and its metabolic products, aniline, N-acetyl-4-aminophenol and 4-aminophenol (free and conjugated) in biological fluids and tissues. J Pharmacol Exp Ther 94: 22-28, 1948.
19. 19. Laemmli UK, Cleavage of structural proteins during assembly of the head of the bacteriophage T4. Nature (Lond) 227: 680-685, 1970.
20. 20. Kim SG, Shehin SE, States JC and Novak RF, Evidence for increased translational efficiency in the induction of P450IIE1 by solvents: analysis of P450IIE1 mRNA polyribosomal distribution. Biochem Biophys Res Commun 172: 767-774, 1990.
21. 21. Puissant C and Houdebine LM, An improvement of the single-step method of RNA isolation by acid guanidinium thiocyanate-phenol-chloroform extraction. Biotechniques 8: 148-149, 1990.
22. 22. Jacobson A, Purification and fractionation of poly(A)+ RNA. Methods Enzymol 152: 254-261, 1987.
23. 23. Kim SG and Novak RF, Induction of rat hepatic P450IIE1 (CYP 2E1) by pyridine: evidence for a role of protein synthesis in the absence of transcriptional activation. Biochem Biophys Res Commun 166: 1072-1079, 1990.
24. 24. Kim SG, Transcriptional regulation of rat microsomal epoxide hydrolase gene by imidazole antimycotic agents. Mol Pharmacol 42: 273-279, 1992.
25. 25. Jamall IS, Finelli VN and Que Hee SS, A simple method to determine nanogram levels of 4-hydroxyproline in biological tissues. Anal Biochem 112: 70-75, 1981.
26. 26. Hayes MA, Rushmore TH and Goldberg MT, Inhibition of hepatocarcinogenic responses to 1,2-dimethylhydrazine by diailyl sulfide, a component of garlic oil. Carcinogenesis (Lond) 8: 1155-1157, 1987.
27. 27. Brady JF, Li D, Ishizaki H and Yang CS, Effect of diallyl sulfide on rat liver microsomal nitrosamine metabolism and other monooxygenase activities. Cancer Res 48: 5937-5940, 1988.
28. 28. Brady JF, Wang MH, Hong JY, Xiao F, Li Y, Yoo JS, Ning SM, Lee MJ, Fukuto JM, Gapac JM and Yang CS: Modulation of rat hepatic microsomal monooxygenase enzymes and cytotoxicity by diallyl sulfides. Toxicol Appl Pharmacol 108: 342-354, 1991.
29. 29. Koop DR, Hydroxylation of p-nitrophenol by rabbit ethanol-inducible cytochrome P-450 isozyme 3a. Mol Pharmacol 29: 399-404, 1986.