Differential mechanisms of cell killing by redox cycling and arylating quinones

Archives of Toxicology

Volumn 70, Issue 8, 1996, Pages 482-489

  Henry, Tala R ^a,b   Wallace, Kendall B ^a  

^a UNIVERSITY OF MINNESOTA MEDICAL SCHOOL   (United States)

^b UNIVERSITY OF WISCONSIN MADISON   (United States)

Author keywords

Arylation; Hepatocytes; Mitochondria; Quinones; Redoc cycling

Indexed keywords

1,4 BENZOQUINONE; 1,4 NAPHTHOQUINONE; 1,4 NAPHTHOQUINONE DERIVATIVE; 2,3 DIMETHOXY 1,4 NAPHTHOQUINONE; CYCLOSPORIN A; FRUCTOSE; MENADIONE; OLIGOMYCIN; PROTECTIVE AGENT; QUINONE DERIVATIVE; RUTHENIUM RED;

ANIMAL CELL; ARTICLE; CELL DEATH; CELL KILLING; CELL VIABILITY; CONCENTRATION RESPONSE; CONTROLLED STUDY; CYTOTOXICITY; LIVER CELL; LIVER MITOCHONDRION; MALE; MEMBRANE DEPOLARIZATION; NONHUMAN; OXIDATION REDUCTION REACTION; PRIORITY JOURNAL; RAT;

ANIMALS; CELL SURVIVAL; CELLS, CULTURED; DOSE-RESPONSE RELATIONSHIP, DRUG; LIVER; MALE; MEMBRANE POTENTIALS; MITOCHONDRIA, LIVER; NAPHTHOQUINONES; RATS; RATS, SPRAGUE-DAWLEY; VITAMIN K 3;

EID: 0029949226     PISSN: 03405761     EISSN: None     Source Type: Journal    
DOI: 10.1007/s002040050302     Document Type: Article

References (43)

1. Bellomo G, Jewell SA, Orrenius S (1982) The metabolism of menadione impairs the ability of rat liver mitochondria to take up and retain calcium. J Biof Chem 257: 11558-11562
2. Bellomo G, Miravelli R, DiMonte D, Richelmi P, Thor H, Orrenius C, Ovrenius S (1987) Formation and reduction of glutathione-protein mixed disulfides during oxidative stress. A study with isolated hepalocytes and menadione (2-methyl-1,4-naphthoquinone). Biochem Pharmacol 38: 1313-1320
3. Broekemeier KM, Dempsey ME, Pfeiffer DR (1989) Cyclosporin A is a potent inhibitor of the inner membrane permeability transition in liver mitochondria. J Biol Chem 264: 7826-7830
4. 2+ and oxidative stress. FEBS Lett 304: 192-194
5. Cannon JR, Harvison PJ, Rush GF (1991) The effects of fructose on adenosine triphosphate depletion following mitochondrial dysfunction and lethal cell injury in isolated rat hepatocytes. Toxicol Appl Pharmacol 108: 407-416
6. DeGroot H, Noll T, Sies H (1985) Oxygen dependence and subcellular partitioning of hepatic menadione-mediated oxygen uptake. Arch Biochem Biophys 243: 556-562
7. 2+ homeostasis. Arch Biochem Biophys 235: 343-350
8. DiMonte D, Ross D, Bellomo G, Eklow L, Orrenius S (1984b) Alterations in intracellular thiol homeostasis during the metabolism of menadione by isolated hepatocytes. Arch Biochem Biophys 235: 334-342
9. Emaus RK, Grunwald R, Lemasters JJ (1986) Rhodamine-123 as a probe of transmembrane potential in isolated rat-liver mitochondria: spectral and metabolic properties. Biochim Biophys Acta 850: 436-448
10. Gant TW, Ramakrishna Rao DN, Mason RP, Cohen GM (1988) Redox cycling and sulphydryl arylation: their relative importance in the mechanism of quinone cytotoxicity to isolated hepatocytes. Chem-Biol Interact 65: 157-173
11. i. J Biol Chem 267: 7545-7552
12. Gores GJ, Nieminen A, Fleishman KE, Dawson TL, Herman B, Lemasters JJ (1988) Extracellular acidosis delays onset of cell death in ATP-depleted hepatocytes. Am J Physiol 255: C315-C322
13. Groskreutz JL, Bronk SF, Gores GJ (1992) Ruthenium red delays the onset of cell death during oxidative stress of rat hepatocytes. Gastroenterology 102: 1030-1038
14. Gunter TE, Pfeiffer DR (1990) Mechanisms by which mitochondria transport calcium. Am J Physiol 258: C755-C786
15. Gunter TE, Gunter KK, Sheu SS, Gavin CE (1994) Mitochondrial calcium transport: physiological and pathological relevance. Am J Physiol 267: C313-C339
16. Henry TR, Wallace KB (1995) Differential mechanisms of induction of the mitochondrial permeability transition by quinones of varying chemical reactivities. Toxicol Appl Pharmacol
17. Henry TR, Solem LE, Wallace KB (1995) Channel-specific induction of the cyclosporine A-sensitive mitochondrial permeability transition by mcnadione. J Toxicol Environ Health 45: 489-504
18. Imberti R, Nieminen A, Herman B, Lemasters JJ (1992) Synergism of cyclosporin A and phospholipase inhibitors in protection against lethal injury to rat hepatocytes from oxidant chemicals. Res Commun Chem Pathol Pharmacol 78: 27-38
19. Imberti R, Nieminen A-L, Herman B, Lemasters JJ (1993) Mitochondrial and glycolytic dysfunction in lethal injury to hepatocytes by t-butylhydroperoxide: protection by fructose, cyclosporin A and trifluoperazine. J Pharmacol Exp Ther 265: 392-400
20. Klaassen CD, Liu J (1991) Induction of metallothionein in primary rat hepatocyte cultures. Methods Enzymol 205: 567-574
21. Masaki N, Thomas AP, Hoek JB, Farber JL (1989) Intracellular acidosis protects cultured hepatocytes from the toxic consequences of a loss of mitochondrial energization. Arch Biochem Biophys 272: 152-161
22. Miller MG, Rodgers A, Cohen GM (1986) Mechanisms of toxicity of naphthoquinones to isolated hepatocytes. Biochem Pharmacol 35: 1177-1184
23. Moldeus P, Hogberg J, Orrenius S (1978) Isolation and use of liver cells. Methods Enzymol 52: 60-71
24. 2+ release from rat liver mitochondria is caused by NAD(P)H oxidation. Xenobiotica 16: 873-882
25. 2+ release induced by benzoquinone derivatives. Arch Biochem Biophys 259: 283-295
26. Nieminen A-L, Dawson TL, Gores GJ, Kawanishi T, Herman B, Lemasters JJ (1990) Protection by acidotic pH and fructose against lethal injury to rat hepatocytes from mitochondrial inhibitors, ionophores and oxidant chemicals. Biochem Biophys Res Comm 167: 600-606
27. Nieminen A-L, Savior AK, Herman B, Lemasters JJ (1994) ATP depletion rather than mitochondrial depolarization mediates hepatocyte killing after metabolic inhibition. Am J Physiol 267: C67-C74
28. O'Brien PJ (1991) Molecular mechanisms of quinone cytotoxicity. Chem-Biol Interact 80: 1-41
29. Pastorino JG, Snyder JW, Serroni A, Hoek J, Farber JL (1993) Cyclosporin and carnitine prevent the anoxic death of cultured hepatocytes by inhibiting the mitochondrial permeability transition. J Biol Chem 268: 13791-13798
30. Powis G, Appel PL (1980) Relationship of the single-electron reduction potential of quinones to their reduction by flavoproteins. Biochem Pharmacol 29: 2567-2572
31. Powis G, Svingen BA, Appel PL (1981) Quinone stimulated superoxide formation by subcellular fractions, isolated hepatocytes and other cells. Mol Pharmacol 20: 387-394
32. Redegeld FAM, Moison RMW, Koster ASJ, Noordhoek J (1989) Alterations in energy status by menadione metabolism in hepatocytes isolated from fasted and fed rats. Arch Biochem Biophys 273: 215-222
33. Ross D, Thor H, Threadgill MD, Sandy MS, Smith MT, Moldeus P, Orrenius S (1986) The role of oxidative processes in the cytotoxicity of substituted 1,4-naphthoquinones in isolated hepatocytes. Arch Biochem Biophys 248: 460-466
34. Rossi L, Moore GA, Orrenius S, O'Brien PJ (1986) Quinone toxicity in hepatocytes without oxidative stress. Arch Biochem Biophys 251: 25-35
35. Seglen PO (1976) Preparation of isolated rat liver cells. Methods Cell Biol 13: 29-38
36. Snedecor GW, Cochran WG (1980) Statistical methods. The Iowa State Press, Ames, Iowa
37. Snyder JW, Pastorino JG, Attie AM, Farber JL (1992) Protection by cyclosporin A of cultured hepatocytes from the toxic consequences of the loss of mitochondrial energization produced by 1-methyl-4-phenylpyridinium. Biochem Pharmacol 44: 833-835
38. Snyder JW, Pastorino JG, Thomas AP, Hoek JB, Farber JL (1993) ATP synthase activity is required for fructose to protect cultured hepatocytes from the toxicity of cyanide. Am J Physiol 264: C709-C714
39. Stubberfied CR, Cohen GM (1989) Interconversion of NAD(H) to NADP(H). A cellular response to quinone-induced oxidative stress in isolated hepatocytes. Biochem Pharmacol 38: 2631-2637
40. Toxopeus C, van Holsteijn I, Thuring JWF, Blaauboer BJ, Noordhoek J (1993) Cytotoxicity of menadione and related quinones in freshly isolated hepatocytes: effects on thiol homeostasis and energy charge. Arch Toxicol 67: 674-679
41. Toxopeus C, van Holsteijn I, de Winther MPJ, van den Dobbelsteen D, Horbach GJMJ, Blaauboer BJ, Noordhoek J (1994) Role of thiol homeostasis and adenine nucleotide metabolism in the protective effects of fructose in quinone-induced cytotoxicity in rat hepatocytes. Biochem Pharmacol 48: 1682-1692
42. Wu EY, Smith MT, Bellomo G, DiMonte D (1990) Relationships between the mitochondrial transmembrane potential. ATP concentration and cytotoxicity in isolated rat hepatocytes. Arch Biochem Biophys 282: 358-362
43. 3H]cyclosporindiaziridine. Biochim Biophys Acta 855: 147-156