Tetramethylphenylenediamine-induced hepatocyte cytotoxicity caused by lysosomal labilisation and redox cycling with oxygen activation

Chemico-Biological Interactions

Volumn 172, Issue 1, 2008, Pages 39-47

  Pourahmad, Jalal ^a   O'Brien, Peter J ^b   Chan, Katie ^b   Shakouri, Ataollah ^a  

^a SHAHID BEHESHTI UNIVERSITY OF MEDICAL SCIENCES   (Iran)

^b UNIVERSITY OF TORONTO   (Canada)

Author keywords

Cytochrome oxidase; Cytotoxicity; Hepatocyte; Lysosomes; Oxidative stress; Phenylenediamine; Proteolysis

Indexed keywords

ANTIOXIDANT; CATALASE; CYANIDE; DEFEROXAMINE; DIMETHYL SULFOXIDE; DURENEDIAMINE; GLUTATHIONE; HYDROGEN PEROXIDE; MANNITOL; N,N,N',N' TETRAMETHYL 1,4 PHENYLENEDIAMINE; PROTEINASE INHIBITOR; REACTIVE OXYGEN METABOLITE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE (PHOSPHATE) DEHYDROGENASE (QUINONE); SCAVENGER; TEMPOL; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; AUTOOXIDATION; CELL DEATH; CELL VIABILITY; CONTROLLED STUDY; ELECTRON TRANSPORT; ENDOCYTOSIS; LIPID PEROXIDATION; LIVER TOXICITY; LYSOSOME; MITOCHONDRIAL RESPIRATION; MUSCLE NECROSIS; NONHUMAN; OXIDATION REDUCTION REACTION; OXIDATIVE STRESS; PROTEIN DEGRADATION; RAT; STATISTICAL ANALYSIS;

ANIMALS; CATALASE; CELLS, CULTURED; CHELATING AGENTS; FREE RADICAL SCAVENGERS; HEPATOCYTES; LYSOSOMES; MALE; OXIDATION-REDUCTION; OXYGEN; PROTEASE INHIBITORS; RATS; RATS, SPRAGUE-DAWLEY; REACTIVE OXYGEN SPECIES; TETRAMETHYLPHENYLENEDIAMINE;

RATTUS;

EID: 39549121707     PISSN: 00092797     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cbi.2007.12.002     Document Type: Article

References (35)

1. International Agency for Research on Cancer. IARC Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Man vol. 16 (1978), IARC, Lyon
2. Liden C. Occupational dermatoses at a film laboratory. Contact Dermatitis 10 (1984) 77-87
3. Environmental Protection Agency, Phenylenediamines: Response to Intragency Testing Committee. Fed. Reg. 47 (1982) 973.
4. Rhee C.K., Lattimer R.P., and Layer R.W. In: Kroschwitz J.I. (Ed). Antiozonants, Encyclopedia of Polymer Science and Engineering (1985), Wiley, New York 91-99
5. Elias E.A., and Meijer A.E.F.H. The increase in activity of glucose-6-phosphate dehydrogenase and 6-phosphogluconate dehydrogenase in skeletal muscles of rats after subcutaneous administration of N,N′-dimethyl-para-phenylenediamine. Histochemistry 71 (1981) 543-558
6. Jasmin G., and Gareau R. Histopathological study of muscle lesions produced by para-phenylenediamine in rats. Br. J. Exp. Pathol. 42 (1961) 592-596
7. Babich H., Stern A., and Munday R. In vitro cytotoxicity of methylated phenylenediamines. Toxicol. Lett. 63 (1992) 171-179
8. Harauchi T., and Hirata M. Effects of p-phenylenediamines and adriamycin on primary culture of rat skeletal muscle cells. Toxicol. Lett. 66 (1993) 35-46
9. Munday R., Manns E., Fowke E.A., and Hoggard G.K. Structure-activity relationships in the myotoxicity of ring-methylated p-phenylenediamines in rats and correlation with autoxidation rates in vitro. Chem. Biol. Interact. 76 (1990) 31-45
10. Draper R.P., Waterfield C.J., York M.J., and Timbrell J.A. Studies on the muscle toxicant 2,3,5,6-tetramethyl p-phenylenediamine: effects on various biomarkers including urinary creatine and taurine. Arch. Toxicol. 69 (1994) 111-117
11. Munday R. Mitochondrial oxidation of p-phenylenediamine derivatives in vitro: structure-activity relationships and correlation with myotoxic activity in vivo. Chem. Biol. Interact. 82 (1992) 165-179
12. Sood C., Khan S., and O'Brien P.J. Phenylenediamine induced hepatocyte cytotoxicity: redox cycling mediated oxidative stress without oxygen activation. Biochim. Biophys. Acta 1335 (1997) 343-352
13. 2+ induced hepatocyte cytotoxicity. Chem. Biol. Interact. 126 (2000) 159-169
14. Galati G., Teng S., Moridani M.Y., Chan T.S., and O'Brien P.J. Cancer chemoprevention and apoptosis mechanisms induced by dietary polyphenolics. Drug Metabol. Drug Interact. 17 (2000) 311-349
15. Shen H.M., Shi C.Y., Shen Y., and Ong C.N. Detection of elevated reactive oxygen species level in cultured rat hepatocytes treated with aflatoxin B1. Free Radic. Biol. Med. 21 (1996) 139-146
16. Pourahmad J., Ross S., and O'Brien P.J. Lysosomal involvement in hepatocyte cytotoxicity induced by Cu2+ but not Cd2+. Free Radic. Biol. Med. 30 (2001) 89-97
17. Novak R.F., Kharasch E.D., and Wendel N.K. Nitrofurantoin-stimulated proteolysis in human erythrocytes: a novel index of toxic insult by nitroaromatics. J. Pharmacol. Exp. Ther. 247 (1988) 439-444
18. Siraki A.G., Pourahmad J., Chan T.S., Khan S., and O'Brien P.J. Endogenous and endobiotic induced reactive oxygen species formation by isolated hepatocytes. Free Radic. Biol. Med. 32 (2002) 2-10
19. Niknahad H., and O'Brien P.J. Prevention of cyanide-induced cytotoxicity by nutrients in isolated rat hepatocytes. Toxicol. Appl. Pharmacol. 128 (1994) 271-279
20. DeMaster E.G., Redfern B., Shirota F.N., and Nagasawa H.T. Differential inhibition of rat tissue catalase by cyanamide. Biochem. Pharmacol. 35 (1986) 2081-2085
21. Graham R.M., Morgan E.H., and Baker E. Characterisation of citrate and iron citrate uptake by cultured rat hepatocytes. J. Hepatol. 29 (1998) 603-613
22. Luiken L.L., Amts L.M., and Meijer A.J. The role of the intralysosomal pH in the control of autophagic protedytic flux in rat hepatocytes. Eur. J. Biochem. 235 (1996) 564-573
23. Brunk U.T., Zhang H., Roberg K., and Ollinger K. Lethal hydrogen peroxide toxicity involves lysosomal iron-catalyzed reactions with membrane damage. Redox Rep. 1 (1995) 267-277
24. Seglen P.O. DNA ploidy and autophagic protein degradation as determinants of hepatocellular growth and survival. Cell. Biol. Toxicol. 13 (1997) 301-315
25. Fengsrud M., Roos N., Berg T., Liou W., Slot J.W., and Seglen P.O. Ultrastructural and immunocytochemical characterization of autophagic vacuoles in isolated hepatocytes: effects of vinblastine and asparagine on vacuole distributions. Exp. Cell. Res. 221 (1995) 504-519
26. Olav Berg T., Fengsrud M., Stromhaug P.E., Berg T., and Seglen P.O. Isolation and characterization of rat liver amphisomes: evidence for fusion of autophagosomes with both early and late endosomes. J. Biol. Chem. 273 (1998) 21883-21892
27. O'Brien P.J. Radical formation during the peroxidase catalyzed metabolism of carcinogens and xenobiotics: the reactivity of these radicals with GSH, DNA, and unsaturated lipid. Free Radic. Biol. Med. 4 (1988) 169-183
28. Garberg P., and Hogberg J. Studies on Se incorporation in selenoproteins; effects of peroxisome proliferators and hydrogen peroxide generating system. Chem. Biol. Interact. 81 (1992) 291-306
29. Latour I., Pregaldien J.L., and Buc-Calderon P. Cell death and lipid peroxidation in isolated hepatocytes incubated in the presence of hydrogen peroxide and iron salts. Arch. Toxicol. 66 (1992) 743-749
30. Pourahmad J., Khan S., and O'Brien P.J. Lysosomal oxidative stress cytotoxicity induced by nitrofurantoin redox cycling in hepatocytes. Adv. Exp. Med. Biol. 500 (2001) 261-265
31. Starke P., Gilbertson J.D., and Farber L.L. Lysosomal origin of the ferric iron required for cell killing by hydrogen peroxide. Biochem. Biophys. Res. Commun. 133 (1985) 371-379
32. Motoyama S., Saito S., Saito R., Minamiya Y., Nakamura M., Okuyama M., Imano H., and Ogawa J. Hydrogen peroxide-dependent declines in Bcl-2 induces apoptosis in hypoxic liver. J. Surg. Res. 110 (2003) 211-216
33. Powis G., See K.L., Santone K.S., Melder D.C., and Hodnett E.M. Quinoneimines as substrates for quinone reductase (NAD(P)H:Quinone-Acceptor) and the effect of dicumarol on their cytotoxicity. Biochem. Pharmacol. 36 (1987) 2473-2479
34. Eyer P. Reactions of oxidatively activated arylamines with thiols: reaction mechanisms and biologic implications. An overview. Environ. Health Perspect. 102 Suppl. 6 (1994) 123-132
35. Storle C., and Eyer P. Reactions of the Wurster's blue radical cation with thiols and some properties of the reaction products. Chem. Biol. Interact. 78 (1991) 333-346