Cytoprotective effects of organosulfur compounds against methimazole-induced toxicity in isolated rat hepatocytes

Advanced Pharmaceutical Bulletin

Volumn 3, Issue 1, 2013, Pages 135-142

  Heidari, Reza ^a,b   Babaei, Hossein ^a,b   Eghbal, Mohammad Ali ^a,b  

^a TABRIZ UNIVERSITY OF MEDICAL SCIENCES   (Iran)

^b TABRIZ UNIVERSITY OF MEDICAL SCIENCES   (Iran)

Author keywords

Isolated hepatocytes; Methimazole; Mitochondria; N methylthiourea; Organosulfurs; Protein carbonylation

Indexed keywords

2 PROPENE 1 THIOL; ACETYLCYSTEINE; DIALLYL DISULFIDE; GLUTATHIONE; METHYLTHIOUREA; ORGANOSULFUR DERIVATIVE; REACTIVE OXYGEN METABOLITE; THIAMAZOLE; THIOL; THIOUREA; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL TISSUE; ARTICLE; CELL COUNT; CELL DAMAGE; CELL DEATH; CELL MEMBRANE DEPOLARIZATION; CELL PROTECTION; CELL VIABILITY; CONTROLLED STUDY; CYTOTOXICITY; DRUG EFFECT; DRUG MECHANISM; LIPID PEROXIDATION; LIVER CELL; MALE; MITOCHONDRIAL MEMBRANE POTENTIAL; MOLECULAR DYNAMICS; NONHUMAN; OXIDATIVE STRESS; PROTEIN CARBONYLATION; RAT;

EID: 84874972410     PISSN: 22285881     EISSN: 22517308     Source Type: Journal    
DOI: 10.5681/apb.2013.023     Document Type: Article

References (39)

1. Franklyn JA. Thyroid gland: Antithyroid therapy--best choice of drug and dose. Nat Rev Endocrinol 2009;5(11):592-4.
2. Garcia D, Peon N, Torres F, Hip-Avagnina MI, Martinez A, di Crocce ME. Four cases of thiamazole-induced agranulocytosis. Farm Hosp 2008;32(3):183-5.
3. Livadas S, Xyrafis X, Economou F, Boutzios G, Christou M, Zerva A, et al. Liver failure due to antithyroid drugs: Report of a case and literature review. Endocrine 2010;38(1):24-8.
4. Brittebo EB. Metabolism-dependent toxicity of methimazole in the olfactory nasal mucosa. Pharmacol Toxicol 1995;76(1):76-9.
5. Bergström U, Giovanetti A, Piras E, Brittebo EB. Methimazole-induced damage in the olfactory mucosa: effects on ultrastructure and glutathione levels. Toxicol Pathol 2003;31(4):379-87.
6. Mizutani T, Yoshida K, Murakami M, Shirai M, Kawazoe S. Evidence for the involvement of N-methylthiourea, a ring cleavage metabolite, in the hepatotoxicity of methimazole in glutathione-depleted mice: structure-toxicity and metabolic studies. Chem Res Toxicol 2000;13(3):170-6.
7. Mansuy D, Dansette PM. Sulfenic acids as reactive intermediates in xenobiotic metabolism. Arch Biochem Biophys 2011;507(1):174-85.
8. Heidari R, Babaei H, Eghbal MA. Mechanisms of methimazole cytotoxicity in isolated rat hepatocytes. Drug Chem Txicol 2012: doi: 10.3109/ 01480545.2012.749272
9. Forman HJ, Zhang H, Rinna A. Glutathione: Overview of its protective roles, measurement, and biosynthesis. Mol Aspects Med 2009;30(1-2):1-12.
10. Mizutani T, Murakami M, Shirai M, Tanaka M, Nakanishi K. Metabolism-dependent hepatotoxicity of methimazole in mice depleted of glutathione. J Appl Toxicol 1999;19(3):193-8.
11. Kedderis GL, Rickert DE. Loss of rat liver microsomal cytochrome P-450 during methimazole metabolism. Role of flavin-containing monooxygenase. Drug Metab Dispos 1985;13(1):58-61.
12. Block E. The chemistry of garlic and onions. Sci Am 1985;252(3):114-9.
13. Rosen RT, Hiserodt RD, Fukuda EK, Ruiz RJ, Zhou Z, Lech J, et al. Determination of allicin, S-allylcysteine and volatile metabolites of garlic in breath, plasma or simulated gastric fluids. J Nutr 2001;131(3s):968S-71S.
14. Fanelli SL, Castro GD, de Toranzo EG, Castro JA. Mechanisms of the preventive properties of some garlic components in the carbon tetrachloride-promoted oxidative stress. Diallyl sulfide; diallyl disulfide; allyl mercaptan and allyl methyl sulfide. Res Commun Mol Pathol Pharmacol 1998;102(2):163-74.
15. Sumioka I, Matsura T, Yamada K. Therapeutic effect of S-allylmercaptocysteine on acetaminophen-induced liver injury in mice. Eur J Pharmacol 2001;433(2-3):177-85.
16. Anoush M, Eghbal MA, Fathiazad F, Hamzeiy H, Kouzehkonani NS. The Protective Effect of Garlic Extract against Acetaminophen-Induced Loss of Mitochondrial Membrane Potential in Freshly Isolated Rat Hepatocytes. Iran J Pharm Sci 2009;5(3):141-50.
17. Mostafa MG, Mima T, Ohnishi ST, Mori K. S-allylcysteine ameliorates doxorubicin toxicity in the heart and liver in mice. Planta Med 2000;66(2):148-51.
18. Dwivedi C, John LM, Schmidt DS, Engineer FN. Effects of oil-soluble organosulfur compounds from garlic on doxorubicin-induced lipid peroxidation. Anticancer Drugs 1998;9(3):291-4.
19. Manesh C, Kuttan G. Alleviation of cyclophosphamide-induced urotoxicity by naturally occurring sulphur compounds. J Exp Clin Cancer Res 2002;21(4):509-17.
20. Sheen LY, Wu CC, Lii CK, Tsai SJ. Effect of diallyl sulfide and diallyl disulfide, the active principles of garlic, on the aflatoxin B(1)-induced DNA damage in primary rat hepatocytes. Toxicol Lett 2001;122(1):45-52.
21. Heard KJ. Acetylcysteine for Acetaminophen Poisoning. N Engl J Med 2008;359(3):285-92.
22. Zafarullah M, Li WQ, Sylvester J, Ahmad M. Molecular mechanisms of N-acetylcysteine actions. Cell Mol Life Sci 2003;60(1):6-20.
23. Kim JM, Chang HJ, Kim WK, Chang N, Chun HS. Structure-activity relationship of neuroprotective and reactive oxygen species scavenging activities for allium organosulfur compounds. J Agric Food Chem 2006;54(18):6547-53.
24. Heidari R, Babaei H, Eghbal MA. Ameliorative Effects of Taurine Against Methimazole-Induced Cytotoxicity in Isolated Rat Hepatocytes. Sci Pharm 2012;80:987-99.
25. Truong DH, Eghbal MA, Hindmarsh W, Roth SH, O'Brien PJ. Molecular Mechanisms of Hydrogen Sulfide Toxicity. Drug Metab Rev 2006;38(4):733-44.
26. Pourahmad J, Mortada Y, Eskandari MR, Shahraki J. Involvement of Lysosomal Labilisation and Lysosomal/mitochondrial Cross-Talk in Diclofenac Induced Hepatotoxicity. Iran J Pharm Res 2011;10(4):877-87.
27. Niknahad H, O'Brien PJ. Mechanism of sulfite cytotoxicity in isolated rat hepatocytes. Chem Biol Interact 2008;174(3):147-54.
28. Tafazoli S, O'Brien PJ. Amodiaquine-induced oxidative stress in a hepatocyte inflammation model. Toxicology 2009;256(1-2):101-9.
29. Eghbal MA, Pennefather PS, O'Brien PJ. H2S cytotoxicity mechanism involves reactive oxygen species formation and mitochondrial depolarisation. Toxicology 2004;203(1-3):69-76.
30. Rahman I, Kode A, Biswas SK. Assay for quantitative determination of glutathione and glutathione disulfide levels using enzymatic recycling method. Nat Protoc 2006;1(6):3159-65.
31. Khan S, O'Brien PJ. 1-bromoalkanes as new potent nontoxic glutathione depletors in isolated rat hepatocytes. Biochem Biophys Res Commun 1991;179(1):436-41.
32. Blokhina O, Virolainen E, Fagerstedt KV. Antioxidants, oxidative damage and oxygen deprivation stress: A review. Ann Bot 2003;91 Spec No:179-94.
33. Dalle-Donne I, Carini M, Orioli M, Vistoli G, Regazzoni L, Colombo G, et al. Protein carbonylation: 2,4-dinitrophenylhydrazine reacts with both aldehydes/ketones and sulfenic acids. Free Radic Biol Med 2009;46(10):1411-9.
34. Damani LA, Nnane IP. The assessment of flavin-containing monooxygenase activity in intact animals. Drug Metabol Drug Interact 1996;13(1):1-28.
35. Kroemer G, Galluzzi L, Brenner C. Mitochondrial membrane permeabilization in cell death. Physiol Rev 2007;87(1):99-163.
36. Yin MC, Hwang SW, Chan KC. Nonenzymatic antioxidant activity of four organosulfur compounds derived from garlic. J Agric Food Chem 2002;50(21):6143-7.
37. Pedraza-Chaverri J, Medina-Campos ON, Avila-Lombardo R, Berenice Zuniga-Bustos A, Orozco-Ibarra M. Reactive oxygen species scavenging capacity of different cooked garlic preparations. Life Sci 2006;78(7):761-70.
38. Garcia A, Haza AI, Arranz N, Delgado ME, Rafter J, Morales P. Organosulfur compounds alone or in combination with vitamin C protect towards N-nitrosopiperidine- and N-nitrosodibutylamine-induced oxidative DNA damage in HepG2 cells. Chem Biol Interact 2008;173(1):9-18.
39. Flora SJ. Structural, chemical and biological aspects of antioxidants for strategies against metal and metalloid exposure. Oxid Med Cell Longev 2009;2(4):191-206.