Protective effect of binaphthyl diselenide, a synthetic organoselenium compound, on 2-nitropropane-induced hepatotoxicity in rats

Cell Biochemistry and Function

Volumn 28, Issue 4, 2010, Pages 258-265

  Ibrahim, Mohammad ^a   Prigol, Marina ^a   Hassan, Waseem ^a   Nogueira, Cristina W ^a   Rocha, Joao B T ^a  

^a Laboratorio de Sintese   (Brazil)

Author keywords

2 NP; Antioxidant; Binaphthyl diselenide; Hepatic damage; Liver; Selenium

Indexed keywords

2 NITROPROPANE; ALANINE AMINOTRANSFERASE; ASCORBIC ACID; ASPARTATE AMINOTRANSFERASE; BINAPHTHYL DISELENIDE; CATALASE; CREATININE; ORGANOSELENIUM DERIVATIVE; PORPHOBILINOGEN SYNTHASE; UNCLASSIFIED DRUG;

ALANINE AMINOTRANSFERASE BLOOD LEVEL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ANTIOXIDANT ACTIVITY; ARTICLE; ASPARTATE AMINOTRANSFERASE BLOOD LEVEL; BIOCHEMISTRY; CREATININE BLOOD LEVEL; ENZYME ACTIVITY; ENZYME INHIBITION; HISTOPATHOLOGY; LIPID PEROXIDATION; LIVER HISTOLOGY; LIVER PROTECTION; LIVER TOXICITY; MALE; NONHUMAN; OXIDATIVE STRESS; PRIORITY JOURNAL; RAT;

RATTUS;

EID: 84984535947     PISSN: 02636484     EISSN: 10990844     Source Type: Journal    
DOI: 10.1002/cbf.1645     Document Type: Article

References (48)

1. Nogueira CW, Zeni G, Rocha JBT. Organoselenium and organotellurium compounds, toxicology and pharmacology. Chem Rev 2004; 104: 6255-6286.
2. Mugesh G, Arunashree P, Sangit K, Apte SD, Singh HB, Butcher RJ. Intramolecularly coordinated diorganyl ditellurides, thiol peroxidase-like antioxidants. Organometallics 2001; 21: 884-892.
3. Parnham M, Sies H. Ebselen, prospective therapy for cerebral ischaemia. Expert Opin Investig Drug 2000; 9: 607-619.
4. Savegnago L, Jesse CR, Moro AV, Borges VC, Rocha JBT, Nogueira CW. Bis-selenide alkene derivatives, a class of potential antioxidant and antinociceptive agents. Pharmacol Biochem Behav 2006; 83: 221-229.
5. Savegnago L, Trevisan M, Alves D, Rocha JBT, Nogueira CW, Zeni G. Antisecretory and antiulcer effects of diphenyl diselenide. Environ Toxicol Pharmacol 2006; 21: 86-92.
6. Arteel GE, Sies H. The biochemistry of selenium and the glutathione system. Environ Toxicol Pharmacol 2001; 10: 153-158.
7. El-Bayoumy K. The protective role of selenium on genetic damage and on cancer. Mutat Res 2001; 475: 123-139.
8. Ip C. Lessons from basic research in selenium and cancer prevention. J Nutr 1998; 128: 1845-1854.
9. Barbosa NBV, Rocha JBT, Wondracek DC, Perottoni J, Zeni G, Nogueira CW. Diphenyl diselenide reduces temporarily hyperglycemia: possible relationship with oxidative stress. Chem Biol Interact 2006; 163: 230-238.
10. de Vargas Barbosa NB, Nogueira CW, Guecheva TN, Bellinaso Mde L, Rocha JBT. Diphenyl diselenide supplementation delays the development of N-nitroso-N-methylurea-induced mammary tumors. Arch Toxicol 2008; 82: 655-663.
11. Borges LP, Borges VC, Moro AV, Rocha JBT, Nogueira CW, Zeni G. Protective effect of diphenyl diselenide on acute liver damage induced by 2-nitropropane in rats. Toxicology 2005; 210: 1-8.
12. Ghisleni G, Porciúncula LO, Cimarosti H, Rocha JBT, Salbego CG, Souza DO. Diphenyl diselenide protects rat hippocampal slices submitted to oxygen-glucose deprivation and diminishes inducible nitric oxide synthase immunocontent. Brain Res 2003; 986: 196-199. (Pubitemid 37279140)
13. Meotti FC, Stangherlin EC, Zeni G, Rocha JBT, Nogueira CW. Protective role of aryl and alkyl diselenides on lipid peroxidation. Environ Res 2004; 94: 276-282.
14. Zitting A, Savolainen H, Nickels J. Acute effects of 2-nitropropane on rat liver and brain. Toxicol Lett 1981; 9: 237-246.
15. Lewis TR, Ulrich CE, Busey WM. Subchronic inhalation toxicity of nitromethane and 2-nitropropane. J Environ Pathol Toxicol 1979; 2: 233-249.
16. Borges LP, Nogueira CW, Panatieri RB, Rocha JBT, Zeni G. Acute liver damage induced by 2-nitropropane in rats: effect of diphenyl diselenide on antioxidant defenses. Chem Biol Interact 2006; 160: 99-107.
17. Kohl C, Morgan P, Gescher A. Metabolism of genotoxicant 2-nitropropane to a nitric oxide species. Chem Biol Interact 1995; 97: 175-184.
18. Plopper CG, Macklin J, Nishio SJ, Hyde DM, Buckpitt AR. Relationship of cytochrome P-450 activity to Clara cell cytotoxicity. III. Morphometric comparison of changes in the epithelial populations of terminal bronchioles and lobar bronchi in mice, hamsters, and rats after parenteral administration of naphthalene. Lab Invest 1992; 67: 553-565.
19. +-ATPase and ∂-aminolevulinic acid dehydratase in the rat brain. Neurochem Res 2008; 33: 167-178.
20. Wilhelm EA, Jesse CR, Nogueira CW, Savegnago L. Introduction of trifluoromethyl group into diphenyl diselenide molecule alters its toxicity and protective effect against damage induced by 2-nitropropane in rats. Exp Toxicol Pathol 2009; 61: 197-203.
21. Kozlov VV, Suvorova SE. Investigations on naphthalene derivatives. 23. Oxidative nitration of alpha-selenocyanatonaphthalene and alpha,alpha-dinaphthyl diselenide. Zhurnal Obshchei Khimii 1961; 31: 3034.
22. Petrelli G, Siepi G, Miligi L, Vineis P. Solvents in pesticides, Scand. Scand J Work Environ Health 1993; 19: 63-6365.
23. Ohkawa H, Ohishi N, Yagi K. Assay for lipid peroxides in animal tissues by thiobarbituric acid reaction. Anal Biochem 1979; 95: 351-358.
24. Ellman GL. Tissue sulfhydryl groups. Arch Biochem Biophys 1959; 82: 70-77.
25. Jacques-Silva MC, Nogueira CW, Broch LC, Rocha JBT. Diphenyl diselenide and ascorbic acid changes deposition of selenium and ascorbic acid in brain of mice. Pharmacol Toxicol 2001; 88: 119-125.
26. Aebi U, Chiu W, Milligan R. Role of catalase on antioxidative defenses. J Struct Biol 1995; 2: 117-118.
27. Sassa S. Delta-aminolevulinic acid dehydratase assay. Enzyme 1982; 28: 133-145.
28. Reitman S, Frankel S. A colorimetric method for the determinationmof serum glutamic oxalacetic and glutamic pyruvic transaminases. Am J Clin Pathol 1957; 28: 56-63.
29. Mackay EM, Mackay LL. Methods determining urea. J Clin Invest 1927; 4: 295-296.
30. Jaffe MZ. Methods determining creatinine. Physiol Chem Phys 1886; 10: 39-40.
31. Bradford MM. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principles of protein-dye binding. Anal Biochem 1976; 72: 248-254.
32. Gonçalves TL, Benvegnú DM, Bonfanti G, Frediani AV, Rocha JBT. Delta-ALA-D activity is a reliable marker for oxidative stress in bone marrow transplant patients. BMC Cancer 2009; 9: 138.
33. Gonçalves TL, Benvegnú DM, Bonfanti G, Frediani AV, Pereira DV, Rocha JB. Oxidative stress and delta-ALA-D activity in different conditioning regimens in allogeneic bone marrow transplantation patients. Clin Biochem 2009; 42: 602-610.
34. Mugesh G, Arunashree P, Sangit K, Sandeep D, Apte, Singh HB, Butcher RJ. Intramolecularly coordinated diorganyl ditellurides, thiol peroxidase-like antioxidants. Organometallics 2001; 21: 884-892.
35. Dequit J, Vasseur P, Potencier J. Experimental toxicologic study of some nitroparaffins, 2-nitropropane. Bull Soc Pharm Lille 1972; 2: 83-91.
36. Ribeiro MC, Barbosa NB, de Almeida TM, et al. High-fat diet and hydrochlorothiazide increase oxidative stress in brain of rats. Cell Biochem Funct 2009; 27: 473-478.
37. Kayan M, Naziroǧlu M, Celik O, Yalman K, Köylü H. Vitamin C and E combination modulates oxidative stress induced by X-ray in blood of smoker and nonsmoker radiology technicians. Cell Biochem Funct 2009; 27: 424-429.
38. Ozturk IC, Ozturk F, Gul M, Ates B, Cetin A. Protective effects of ascorbic acid on hepatotoxicity and oxidative stress caused by carbon tetrachloride in the liver of Wistar rats. Cell Biochem Funct 2009; 27: 309-315.
39. Prigol M, Luchese C, Nogueira CW. Antioxidant effect of diphenyl diselenide on oxidative stress caused by acute physical exercise in skeletal muscle and lungs of mice. Cell Biochem Funct 2009; 27: 216-222.
40. Sekihashi K, Sasaki T, Yamamoto A, et al. A comparison of intraperitoneal and oral gavage administration in comet assay in mouse eight organs. Mutat Res 2001; 493: 39-54.
41. Liu JZ, Zhang BZ, Milner JA. Dietary selenite modifies glutathione metabolism and 7, 12-dimethylbenz anthracene conjugation in rats. J Nutr 1994; 124: 172-180.
42. Hassan W, Ibrahim M, Nogueira CW, et al. Influence of pH on the reactivity of diphenyl ditelluride with thiols and anti-oxidant potential in rat brain. Chem Biol Interact 2009; 180: 47-53.
43. Hassan W, Ibrahim M, Deobald AM, Braga AL, Nogueira CW, Rocha JBT. pH-Dependent Fe (II) pathophysiology and protective effect of an organoselenium compound. FEBS Lett 2009; 583: 1011-1016.
44. Hassan W, Ibrahim M, Rocha JBT. Towards the mechanism and comparative effect of diphenyl diselenide, diphenyl ditelluride and ebselen under various pathophysiological conditions in rat's kidney preparation. Chem Biol Interact 2009; 182: 52-58.
45. Soares JCM, Folmer V, Rocha JBT. Influence of dietary selenium supplementation and exercise on thiol-containing enzymes in mice. Nutrition 2003; 19: 627-632.
46. Luchese C, Pinton S, Nogueira CW. Brain and lungs of rats are differently affected by cigarette smoke exposure: antioxidant effect of an organoselenium compound. Pharmacol Res 2009; 591: 94-201.
47. Luchese C, Stangherlin E, Ardais AP, Nogueira CW, Santos FW. Diphenyl diselenide prevents oxidative damage induced by cigarette smoke exposure in lung of rat pups. Toxicology 2007; 230: 189-196.
48. Luchese C, Brandao R, Oliveira RD, Nogueira CW, Santos FW. Efficacy of diphenyl diselenide against cerebral and pulmonary damage induced by cadmium in mice. Toxicol Lett 2007; 173: 181-190.