Toxicokinetics and toxicity of thioacetamide sulfoxide: a metabolite of thioacetamide

Toxicology

Volumn 230, Issue 2-3, 2007, Pages 105-116

  Chilakapati, Jaya ^a   Korrapati, Midhun C ^a   Hill, Ronald A ^a   Warbritton, Alan ^b   Latendresse, John R ^b   Mehendale, Harihara M ^a  

^a UNIVERSITY OF LOUISIANA AT MONROE   (United States)

^b NATIONAL CENTER FOR TOXICOLOGICAL RESEARCH   (United States)

Author keywords

Bioactivation; Liver injury; Saturation; Thioacetamide; Thioacetamide sulfoxide

Indexed keywords

ALANINE AMINOTRANSFERASE; ASPARTATE AMINOTRANSFERASE; THIOACETAMIDE DERIVATIVE; THIOACETAMIDE SULFOXIDE; UNCLASSIFIED DRUG;

ALANINE AMINOTRANSFERASE BLOOD LEVEL; ANIMAL EXPERIMENT; ANIMAL TISSUE; AREA UNDER THE CURVE; ARTICLE; ASPARTATE AMINOTRANSFERASE BLOOD LEVEL; CONTROLLED STUDY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HISTOPATHOLOGY; LIVER INJURY; LIVER TOXICITY; MALE; NONHUMAN; PRIORITY JOURNAL; RAT; TOXICITY TESTING; TOXICOKINETICS;

ALANINE TRANSAMINASE; ANIMALS; AREA UNDER CURVE; ASPARTATE AMINOTRANSFERASES; DNA REPLICATION; DOSE-RESPONSE RELATIONSHIP, DRUG; HEPATITIS, TOXIC; HISTOCYTOCHEMISTRY; LIVER; MALE; MICROSOMES, LIVER; RATS; RATS, SPRAGUE-DAWLEY; THIOACETAMIDE; THYMIDINE;

RATTUS;

EID: 33846280472     PISSN: 0300483X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tox.2006.11.050     Document Type: Article

References (32)

1. Ammon R., Berninger H., Haas H.J., and Landsberg I. [Thioacetamide sulfoxide, a metabolite of thioacetamide]. Arzneimittelforschung 17 (1967) 521-523
2. Anand S.S., Soni M.G., Vaidya V.S., and Mehendale H.M. Extent and timeliness of tissue repair determines the dose-related hepatotoxicity of chloroform. Int. J. Toxicol. 22 (2003) 25-33
3. Apte U.M., Limaye P.B., Desaiah D., Bucci T.J., Warbritton A., and Mehendale H.M. Mechanisms of increased liver tissue repair and survival in diet-restricted rats treated with equitoxic doses of thioacetamide. Toxicol. Sci. 72 (2003) 272-282
4. Becker V., and Walter W. The effect of thioacetyl compounds on the liver parenchyma in the animal experiment. Acta Hepatosplenol. 12 (1965) 129-140
5. Burton K. A study of the conditions and mechanism of the diphenylamine reaction for the colorimetric estimation of deoxyribonucleic acid. Biochem. J. 62 (1956) 315-323
6. Cashman J.R., Traiger G.J., and Hanzlik R.P. Pneumotoxic effects of thiobenzamide derivatives. Toxicology 23 (1982) 85-93
7. Chang L.O., and Looney W.B. A biochemical and autoradiographic study of the in vivo utilization of tritiated thymidine in regenerating rat liver. Cancer Res. 25 (1965) 1817-1822
8. Chauveau J., Moule Y., and Rouiller C. Isolation of pure and unaltered liver nuclei morphology and biochemical composition. Exp. Cell Res. 11 (1956) 317-321
9. Chilakapati, J., Korrapati, M.C., Shankar, K., Hill, R.A., Warbritton, A., Latendresse, J. R., Mehendale, H.M., 2007. Role of CYP2E1 and saturation kinetics in the bioactivation of thioacetamide: effects of diet restriction and phenobarbital. Toxicol. Appl. Pharmacol., in press.
10. Chilakapati J., Shankar K., Korrapati M.C., Hill R.A., and Mehendale H.M. Saturation toxicokinetics of thioacetamide: role in initiation of liver injury. Drug Metab. Dispos. 33 (2005) 1877-1885
11. Dessau F.I., and Jackson B. Acetamide-induced liver cell alterations in rats. Lab. Invest. 4 (1955) 387-397
12. Dyroff M.C., and Neal R.A. Identification of the major protein adduct formed in rat liver after thioacetamide administration. Cancer Res. 41 (1981) 3430-3435
13. Hanzlik R.P., Cashman J.R., and Traiger G.J. Relative hepatotoxicity of substituted thiobenzamides and thiobenzamide-S-oxides in the rat. Toxicol. Appl. Pharmacol. 55 (1980) 260-272
14. Hunter A.L., Holscher M.A., and Neal R.A. Thioacetamide-induced hepatic necrosis. I. Involvement of the mixed-function oxidase enzyme system. J. Pharmacol. Exp. Ther. 200 (1977) 439-448
15. Limaye P.B., Apte U.M., Shankar K., Bucci T.J., Warbritton A., and Mehendale H.M. Calpain released from dying hepatocytes mediates progression of acute liver injury induced by model hepatotoxicants. Toxicol. Appl. Pharmacol. 191 (2003) 211-226
16. Limaye P.B., Bhave V.S., Palkar P.S., Apte U.M., Sawant S.P., Yu S., Latendresse J.R., Reddy J.K., and Mehendale H.M. Upregulation of calpastatin in regenerating and developing livers: role in resistance against hepatotoxicity. Hepatology 44 (2006) 379-388
17. Mangipudy R.S., Chanda S., and Mehendale H.M. Tissue repair response as a function of dose in thioacetamide hepatotoxicity. Environ. Health Perspect. 103 (1995) 260-267
18. 4 by rats pretreated with chlordecone, mirex, or phenobarbital. Toxicol. Appl. Pharmacol. 93 (1988) 247-256
19. Mehendale H.M., and Limaye P.B. Calpain: a death protein that mediates progression of liver injury. Trends Pharmacol. Sci. 26 (2005) 232-236
20. Napirei M., Basnakian A.G., Apostolov E.O., and Mannherz H.G. Deoxyribonuclease 1 aggravates acetaminophen-induced liver necrosis in male CD-1 mice. Hepatology 43 (2006) 297-305
21. Nygaard O., Eldjarn L., and Nakken K.F. Studies on the metabolism of thioacetamide-S35 in the intact rat. Cancer Res. 14 (1954) 625-628
22. Poet T.S., Soelberg J.J., Weitz K.K., Mast T.J., Miller R.A., Thrall B.D., and Corley R.A. Mode of action and pharmacokinetic studies of 2-butoxyethanol in the mouse with an emphasis on forestomach dosimetry. Toxicol. Sci. 71 (2003) 176-189
23. Porter W.R., and Neal R.A. Metabolism of thioacetamide and thioacetamide-S-oxide by rat liver microsomes. Drug Metab. Dispos. 6 (1978) 379-388
24. Porter W.R., Gudzinowicz M.J., and Neal R.A. Thioacetamide-induced hepatic necrosis. II. Pharmacokinetics of thioacetamide and thioacetamide-S-oxide in the rat. J. Pharmacol. Exp. Ther. 208 (1979) 386-391
25. Ramaiah S.K., Soni M.G., Bucci T.J., and Mehendale H.M. Diet restriction enhances compensatory liver tissue repair and survival following administration of lethal dose of thioacetamide. Toxicol. Appl. Pharmacol. 150 (1998) 12-21
26. Ramaiah S.K., Apte U., and Mehendale H.M. Cytochrome P4502E1 induction increases thioacetamide liver injury in diet-restricted rats. Drug Metab. Dispos. 29 (2001) 1088-1095
27. 4 hepatotoxicity: a novel dose-response. Toxicology 118 (1997) 181-193
28. Rees K., Rowland G., and Varcoe J. The metabolism of tritiated thioacetamide in the rat. Int. J. Cancer 14 (1966) 625-628
29. Sawant S.P., Dnyanmote A.V., Mitra M.S., Chilakapati J., Warbritton A., Latendresse J.R., and Mehendale H.M. Protective effect of type 2 diabetes on acetaminophen-induced hepatotoxicity in male Swiss-Webster mice. J. Pharmacol. Exp. Ther. 316 (2006) 507-519
30. Sawant S.P., Dnyanmote A.V., Warbritton A., Latendresse J.R., and Mehendale H.M. Type 2 diabetic rats are sensitive to thioacetamide hepatotoxicity. Toxicol. Appl. Pharmacol. 211 (2006) 221-232
31. Shankar K., Vaidya V.S., Apte U.M., Manautou J.E., Ronis M.J., Bucci T.J., and Mehendale H.M. Type 1 diabetic mice are protected from acetaminophen hepatotoxicity. Toxicol. Sci. 73 (2003) 220-234
32. Wang T., Shankar K., Ronis M.J., and Mehendale H.M. Potentiation of thioacetamide liver injury in diabetic rats is due to induced CYP2E1. J. Pharmacol. Exp. Ther. 294 (2000) 473-479