Protective effects of garlic and related organosulfur compounds on acetaminophen-induced hepatotoxicity in mice

Toxicology and Applied Pharmacology

Volumn 136, Issue 1, 1996, Pages 146-154

  Wang, Er Jia ^a   Li, Yan ^a   Lin, Marie ^a   Chen, Laishun ^a   Stein, Adam P ^a   Reuhl, Kenneth R ^a   Yang, Chung S ^a  

^a RUTGERS UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLCYSTEINE; ALLICIN; ALLYL SULFIDE; CYSTEINE DERIVATIVE; DIALLYL DISULFIDE; DIALLYL TRISULFIDE; GARLIC EXTRACT; ORGANOSULFUR DERIVATIVE; PARACETAMOL; PROTECTIVE AGENT; THIOL;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; GARLIC; LIVER TOXICITY; MALE; MOUSE; NONHUMAN;

EID: 0030030355     PISSN: 0041008X     EISSN: None     Source Type: Journal    
DOI: 10.1006/taap.1996.0018     Document Type: Article

References (39)

1. Abdullah, T. H., Kandil, O., Elkadi, A., and Carter, J. (1988). Garlic revisited: Therapeutic for the major diseases of our times? J. Natl. Med. Assoc. 80, 439-445.
2. Albano, E., Rundgren, M., Harvison, P. J., Nelson, S. D., and Moldeus, P. (1985). Mechanisms of N-acetyl-p-benzoquinone imine cytotoxicity. Mol. Pharmacol. 28, 306-311.
3. Block, E. (1985). The chemistry of garlic and onions. Sci. Am. 252, 114-119.
4. Boyd, E. M., and Bereczky, G. M. (1966). Liver necrosis from paracetamol. Br. J. Pharmacol. 26, 606-614.
5. Brady, J. F., Ishizaki, H., Fukuto, J. M., Lin, M. C., Fadel, A., Gapac, J. M., and Yang, C. S. (1991a). Inhibition of cytochrome P-450IIE1 by diallyl sulfide and its metabolites. Chem. Res. Toxicol. 4, 642-647.
6. Brady, J. F., Wang, M.-H., Hong, J.-Y., Xiao, F., Li, Y., Yoo, J.-S. H., Ning, S. M., Fukuto, J. M., Gapac, J. M., and Yang, C. S. (1991b). Modulation of rat hepatic microsomal monooxygenase activities and cytotoxicity by diallyl sulfide. Toxicol. Appl. Pharmacol. 108, 342-354.
7. Burk, R. F., Hill, K. E., Hunt, R. W., Martin, J., and Martin, A. E. (1990). Isoniazid potentiation of acetaminophen hepatotoxicity in the rat and 4-methylpyrazole inhibition of it. Res. Commun. Chem. Pathol. Pharmacol. 69, 115-118.
8. Corcoran, G. B., Mitchell, J. R., Vaishnav, Y. N, and Horning, E. C. (1980). Evidence that acetaminophen and N-hydroxy-acetaminophen form a common arylating intermediate, N-acetyl-p-benzoquinone imine. Mol. Pharmacol. 18, 536-542.
9. Dahlin, D. C., Miwa, G. T., Lu, A. Y. H., and Nelson, S. D. (1984). N-Acetyl-p-benzoquinone imine: A cytochrome P-450-mediated oxidation product of acetaminophen. Proc. Natl. Acad. Sci. USA 81, 1327-1331.
10. Dalvi, R. R. (1992). Alterations in hepatic Phase I and Phase II biotransformation enzymes by garlic oil in rats. Toxicol. Lett. 60, 299-305.
11. Dausch, J. G., and Nixon, D. W. (1990). Garlic: A review of its relationship to malignant disease. Prev. Med. 19, 346-361.
12. Flanagan, R. J. (1987). The role of acetylcysteine in clinical toxicology. Med. Toxicol. 2, 93-104.
13. Guo, Z., Smith, T. J., Wang, E., Sadrieh, N., Ma, Q., Thomas, P. E., and Yang, C. S. (1992). Effects of phenethyl isothiocyanate, a carcinogenesis inhibitor, on xenobiotic-metabolizing enzymes and nitrosamine metabolism in rats. Carcinogenesis 13, 2205-2210.
14. Harvison, P. J., Guengerich, F. P., Rashed, M. S., and Nelson, S. D. (1988). Cytochrome P450 isozyme selectivity in the oxidation of acetaminophen. Chem. Res. Toxicol. 1, 47-52.
15. Hikino, H., Tohkin, M., Kiso, Y., Namiki, T., Nishimura, S., and Takeyama, K. (1986). Antihepatotoxic actions of Allium sativum bulbs. Planta Med. 52, 163-168.
16. Hissin, P. J., and Hilf, R. (1976). A fluorometric method for determination of oxidated and reduced glutathione in tissue. Anal. Biochem. 74, 214-226.
17. Horie, T., Murayama, T., Mishima, T., Itoh, F., Minamide, Y., Fuwa, T., and Awazu, S. (1989). Protection of liver microsomal membranes from lipid peroxidation by garlic extract. Planta Med. 55, 506-508.
18. Jollow, D. J., Mitchell, J. R., Potter, W. Z., Davis, D. C., Gillette, J. R., and Brodie, B. B. (1973). Acetaminophen-induced hepatic necrosis. II. Role of covalent binding in vivo. J. Pharmacol. Exp. Ther. 187, 195-202.
19. Jorgensen, L., Thomsen, P., and Poulsen, H. E. (1988). Disulfiram prevents acetaminophen hepatotoxicity in rats. Pharmacol. Toxicol. 62, 267-271.
20. Kadri, A. Z., Fisher, R., and Winterton, M. C. (1988). Cimetidine and paracetamol hepatotoxicity. Human Toxicol. 7, 205.
21. Lauterburg, B. H., Corcoran, G. B., and Mitchell, J. R. (1983). Mechanism of action of N-acetylcysteine in the protection against hepatotoxicity in rats in vivo. J. Clin. Invest. 71, 980-991.
22. Lowry, O. H., Rosenbrough, N. J., Farr, A., and Randall, R. J. (1951). Protein measurement with the Folin phenol reagent. J. Biol. Chem. 193, 265-275.
23. Madhu, C., Maziasz, T., and Klaassen, C. D. (1992). Effect of pregnenolone-16α-carbonitrile and dexamethasone on acetaminophen-induced hepatotoxicity in mice. Toxicol. Appl. Pharmacol. 115, 191-198.
24. Mitchell, J. R. (1988). Acetaminophen toxicity. N. Engl. J. Med. 319, 1601-1602.
25. Mitchell, J. R., Jollow, D. J., Potter, W. Z., Davis, D. C., Gillette, J. R., and Brodie, B. B. (1973a). Acetaminophen-induced hepatic necrosis. I. Role of drug metabolism. J. Pharmacol. Exp. Ther. 187, 185-194.
26. Mitchell, J. R., Jollow, D. J., Potter, W. Z., Davis, D. C., Gillette, J. R., and Brodie, B. B. (1973b). Acetaminophen-induced hepatic necrosis. IV. Protective role of glutathione. J. Pharmacol. Exp. Ther. 187, 211-217.
27. Moldeus, P., Cotgreave, I. A., and Berggren, M. (1986). Lung protection by a thiol-containing antioxidant: N-Acetylcysteine. Respiration 50, 31-42.
28. Morgan, E. T., Koop, D. R., and Coon, M. J. (1983). Comparison of six rabbit liver cytochrome P450 isozymes in formation of a reactive metabolite of acetaminophen. Biochem. Biophys. Res. Commun. 112, 8-13.
29. Nelson, S. D. (1982). Metabolic activation and drug toxicity. J. Med. Chem. 25, 753-765.
30. Patten, C. J., Thomas, P. E., Guy, R. L., Lee, M. L., Gonzalez, F. J., Guengerich, F. P., and Yang, C. S. (1993). Cytochrome P450 enzymes involved in acetaminophen activation by rat and human liver microsomes and their kinetics. Chem. Res. Toxicol. 6, 511-518.
31. Peng, R., Tu, Y. Y., and Yang, C. S. (1982). The induction and competitive inhibition of a high affinity microsomal nitrosodimethylamine demethylase by ethanol. Carcinogenesis (London) 3, 1457-1461.
32. Peterson, F. J., Holloway, D. E., Erickson, R. R., Duquette, P. H., McClain, C. L., and Holtzman, J. L. (1980). Ethanol induction of acetaminophen toxicity and metabolism. Life Sci. 27, 1705-1711.
33. Potter, W. Z., Thorgeirsson, S. S., Jollow, D. J., and Mitchell, J. R. (1974). Acetaminophen-induced hepatic necrosis. V. Correlation of hepatic necrosis, covalent binding and glutathione depletion in hamsters. Pharmacology 12, 129-143.
34. Raucy, J. L., Lasker, J. M., Lieber, C. S., and Black, M. (1989). Acetaminophen activation by human liver cytochromes P450 2E1 and P450 1A2. Arch. Biochem. Biophys. 271, 270-283.
35. Seeff, L. B., Cuccherini, B. A., Zimmerman, H. J., Adler, E., and Benjamin, S. B. (1986). Acetaminophen hepatotoxicity in alcoholics. Ann. Int. Med. 104, 399-404.
36. Stoll, A., and Seeback, E. (1951). Chemical investigation on alliin, the specific principle of garlic. Adv. Enzymol. 11, 377-400.
37. Thummel, K. E., Lee, C. A., Kunze, K. L., Nelson, S. D., and Slattery, J. T. (1993). Oxidation of acetaminophen to N-acetyl-p-aminobenzoquinone imine by human CYP 3A4. Biochem. Pharmacol. 45, 1563-1569.
38. Wargovich, M. J. (1987). Diallyl sulfide, a flavor component of garlic (Allium sativum), inhibits dimethylhydrazine-induced colon cancer. Carcinogenesis (London) 8, 487-489.
39. Yu, T. H., Wu, C. M., and Liou, Y. C. (1989). Volatile compounds from garlic. J. Agric. Food Chem. 37, 725-730.