Lipopolysaccharide-induced liver injury in rats treated with the CYP2E1 inducer pyrazole

American Journal of Physiology - Gastrointestinal and Liver Physiology

Volumn 289, Issue 2 52-2, 2005, Pages

  Lu, Yongke ^a   Wang, Xiaodong ^a   Cederbaum, Arthur I ^a  

^a MOUNT SINAI SCHOOL OF MEDICINE   (United States)

Author keywords

Alcoholic liver disease; Cytochrome P 450 2E1; Oxidative stress; Pyrazole

Indexed keywords

3 NITROTYROSINE; AMINOTRANSFERASE; CARBONYL DERIVATIVE; CASPASE 3; CASPASE 9; CYTOCHROME P450 2E1; INDUCIBLE NITRIC OXIDE SYNTHASE; LIPOPOLYSACCHARIDE; NITRATE; NITRIC OXIDE; NITRITE; PEROXYNITRITE; PYRAZOLE; SUPEROXIDE;

ALCOHOL LIVER DISEASE; AMINOTRANSFERASE BLOOD LEVEL; ANIMAL MODEL; ANIMAL TISSUE; APOPTOSIS; ARTICLE; CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME LOCALIZATION; HISTOPATHOLOGY; IMMUNOHISTOCHEMISTRY; INFLAMMATION; LIPID PEROXIDATION; LIVER HOMOGENATE; LIVER INJURY; LIVER NECROSIS; MALE; NICK END LABELING; NONHUMAN; OXIDATIVE STRESS; PRIORITY JOURNAL; RAT; RISK FACTOR;

ANIMALS; APOPTOSIS; CYTOCHROME P-450 CYP2E1; DRUG SYNERGISM; ENZYME INHIBITORS; HEPATITIS, TOXIC; LIPID PEROXIDATION; LIPOPOLYSACCHARIDES; LIVER; MALE; NECROSIS; NITRIC OXIDE; NITRIC OXIDE SYNTHASE; NITRIC OXIDE SYNTHASE TYPE II; OXIDATIVE STRESS; PROTEINS; PYRAZOLES; RATS; RATS, SPRAGUE-DAWLEY; SUPEROXIDES; TYROSINE;

EID: 22544473009     PISSN: 01931857     EISSN: None     Source Type: Journal    
DOI: 10.1152/ajpgi.00054.2005     Document Type: Article

References (70)

1. Aebi H. Catalase in vitro. Methods Enzymol 105: 121-126, 1984.
2. Arteel GE. Oxidants and antioxidants in alcohol-induced liver disease. Gastroenterology 124: 778-790, 2003.
3. Bhagwandeen BS, Apte M, Manwarring L, and Dickeson J. Endotoxin induced hepatic necrosis in rats on an alcohol diet. J Pathol 152: 47-53, 1987.
4. Bian K and Murad F. Diversity of endotoxin-induced nitrotyrosine formation in macrophage-endothelium-rich organs. Free Radic Biol Med 31: 421-429, 2001.
5. Boveris A, Fraga CG, Varsavsky AI, and Koch OR. Increased chemiluminescence and superoxide production in the liver of chronically ethanol-treated rats. Arch Biochem Biophys 227: 534-541, 1983.
6. Bykov I, Ylipaasto P, Eerola L, and Lindros KO. Phagocytosis and LPS-stimulated production of cytokines and prostaglandin E2 is different in Kupffer cells isolated from the periportal or perivenous liver region. Scand J Gastwenterol 38: 1256-1261, 2003.
7. Carlberg I and Mannervik B. Glutathione reductase. Methods Enzymol 113: 484-490, 1985.
8. Caro AA and Cederbaum AI. Oxidative stress, toxicology, and pharmacology of CYP2E1. Annu Rev Pharmacol Toxicol 44: 27-42, 2004.
9. Cederbaum AI. Introduction-serial review: alcohol, oxidative stress, and cell injury. Free Radic Biol Med 31: 1524-1526, 2001.
10. Chen L, Hong JY, So E, Hussin AH, Cheng WF, and Yang CS. Decrease of hepatic catalase level by treatment with diallyl sulfide and garlic homogenates in rats and mice. J Biochem Mol Toxicol 13: 127-134, 1999.
11. Cheng PY, Wang M, and Morgan ET. Rapid transcriptional suppression of rat cytochrome P450 genes by endotoxin treatment and its inhibition by curcumin. J Pharmacol Exp Ther 307: 1205-1212, 2003.
12. Choi AM and Alam J. Heme oxygenase-1: function, regulation, and implication of a novel stress-inducible protein in oxidant-induced lung injury. Am J Respir Cell Mol Biol 15: 9-19, 1996.
13. Chou JY and Richardson KE. The effect of pyrazole on ethylene glycol toxicity, and metabolism in the rat. Toxicol Appl Pharmacol 43: 33-44, 1978.
14. Clejan LA and Cederbaum AI. Comparison of the interaction of pyrazole and its metabolite 4-hydroxypyrazole with rat liver microsomes. Drug Metab Dispos 18: 393-397, 1990.
15. G-nitro-L-arginine methyl ester and aminoethyl-isothiourea on the liver microcirculation in rat endotoxemia. J Hepatol 28: 61-69, 1998.
16. Davies KJ. Protein damage and degradation by oxygen radicals. I. General aspects. J Biol Chem 262: 9895-9901, 1987.
17. Deaciuc IV, Nikolova-Karakashian M, Fortunato F, Lee EY, Hill DB, and McClain CJ. Apoptosis and dysregulated ceramide metabolism in a murine model of alcohol-enhanced lipopolysaccharide hepatotoxicity. Alcohol Clin Exp Res 24: 1557-1565, 2000.
18. Ekstrom G and Ingelman-Sundberg M. Rat liver microsomal NADPH-supported oxidase activity and lipid peroxidation dependent on ethanol-inducible cytochrome P-450 (P-450IIE1). Biochem Pharmacol 38: 1313-1319, 1989.
19. Enomoto N, Ikejima K, Yamashina S, Hirose M, Shimizu H, Kitamura T, Takei Y, Sato N, and Thurman RG. Kupffer cell sensitization by alcohol involves increased permeability to gut-derived endotoxin. Alcohol Clin Exp Res 25, Suppl 6: 51S-54S, 2001.
20. Enomoto N, Takei Y, Hirose M, Ikejima K, Miwa H, Kitamura T, Sato N. Thalidomide prevents alcoholic liver injury in rats through suppression of Kupffer cell sensitization and TNF-α production. Gastroenterology 123: 291-300, 2002.
21. Feytmans E, Morales MN, and Leighton F. Effect of pyrazole on rat liver catalase. Biochem Pharmacol 23: 1293-1305, 1974.
22. Flohe L and Gunzler WA. Assays of glutathione peroxidase. Methods Enzymol 105: 114-121, 1984.
23. Funae Y and Imaoka S. Simultaneous purification of multiple forms of rat liver microsomal cytochrome P-450 by high-performance liquid chromatography. Biochim Biophys Acta 842: 119-132, 1985.
24. Gilmore WJ, Hartmann G, Piquette-Miller M, Marriott J, and Kirby GM. Effects of lipopolysaccharide-stimulated inflammation and pyrazole-mediated hepatocellular injury on mouse hepatic Cyp2a5 expression. Toxicology 184: 211-226, 2003.
25. Hansen J, Cherwitz DL, and Allen JI. The role of tumor necrosis factor-α in acute endotoxin-induced hepatotoxicity in ethanol-fed rats. Hepatology 20: 461-474, 1994.
26. Hewett JA, Jean PA, Kunkel SL, and Roth RA. Relationship between tumor necrosis factor-α and neutrophils in endotoxin-induced liver injury. Am J Physiol Gastrointest Liver Physiol 265: G1011-G1015, 1993.
27. Ischiropoulos H. Biological tyrosine nitration: a pathophysiological function of nitric oxide and reactive oxygen species. Arch Biochem Biophys 356: 1-11, 1998.
28. 2. Arch Biochem Biophys 210: 505-516, 1981.
29. Kessova I and Cederbaum AI. CYP2E1: biochemistry, toxicology, regulation and function in ethanol-induced liver injury. Curr Mol Med 3: 509-518, 2003.
30. Kim YS and Han S. Superoxide reactivates nitric oxide-inhibited catalase. Biol Chem 381: 1269-1271, 2000.
31. Koteish A, Yang S, Lin H, Huang X, and Diehl AM. Chronic ethanol exposure potentiates lipopolysaccharide liver injury despite inhibiting Jun N-terminal kinase and caspase 3 activation. J Biol Chem 277: 13037-13044, 2002.
32. Li TK and Theorell H. Human liver alcohol dehydrogenase: inhibition by pyrazole, and pyrazole analogs. Acta Chem Scand 23: 892-902, 1969.
33. Liang JF, Akaike T, and Kim SC. Nitric oxide is not involved in lipopolysaccharide and cytokine mixture-induced cellular injuries in primary cultured hepatocytes. Biochem Biophys Res Commun 240: 664-668, 1997,
34. Lieber CS and DeCarli LM. The role of the hepatic microsomal ethanol oxidizing system (MEOS) for ethanol metabolism in vivo. J Pharmacol Exp Ther 181: 279-287, 1972.
35. Lieber CS and DeCarli LM. Hepatic microsomal ethanol-oxidizing system. In vitro characteristics and adaptive properties in vivo. J Biol Chem 245: 2505-2512, 1970.
36. Maher JJ and Gores GJ. Apoptosis: silent killer or neutron bomb? Hepatology 28: 865-867, 1998.
37. Mathison JC and Ulevitch RJ. The clearance, tissue distribution, and cellular localization of intravenously injected lipopolysaccharide in rabbits. J Immunol 123: 2133-2143, 1979.
38. Mathurin P, Deng QG, Keshavarzian A, Choudhary S, Holmes EW, and Tsukamoto H. Exacerbation of alcoholic liver injury by enteral endotoxin in rats. Hepatology 32: 1008-1017, 2000.
39. McCarty MF. Inhibition of CYP2E1 with natural agents may be a feasible strategy for minimizing the hepatotoxicity of ethanol. Med Hypotheses 56: 8-11, 2001.
40. McKim SE, Gabele E, Isayama F, Lambert JC, Tucker LM, Wheeler MD, Connor HD, Mason RP, Doll MA, Hein DW, and Arteel GE. Inducible nitric oxide synthase is required in alcohol-induced liver injury: studies with knockout mice. Gastroenterology 125: 1834-1844, 2003.
41. McMartin KE, Hedstrom KG, Tolf BR, Ostling-Wintzell H, and Blomstrand R. Studies on the metabolic interactions between 4-methylprazole and methanol using the monkey as an animal model. Arch Biochem Biophys 199: 606-614, 1980.
42. Minamiyama Y, Takemura S, Toyokuni S, Imaoka S, Funae Y, Hirohashi K, Yoshikawa T, and Okada S. CYP3A induction aggravates endotoxemic liver injury via reactive oxygen species in male rats. Free Radic Biol Med 37: 703-712, 2004.
43. Nanji AA, Jokelainen K, Lau GK, Rahemtulla A, Tipoe GL, Polavarapu R, and Lalani EN. Arginine reverses ethanol-induced inflammatory and fibrotic changes in liver despite continued ethanol administration. J Pharmacol Exp Ther 299: 832-839, 2001.
44. Nieto N, Mari M, and Cederbaum AI. Cytochrome P450 2E1 responsiveness in the promoter of glutamate-cysteine ligase catalytic subunit. Hepatology 37: 96-106, 2003.
45. Ogasawara J, Watanabe-Fukunaga R, Adachi M, Matsuzawa A, Kasugai T, Kitamura Y, Itoh N, Suda T, and Nagata S. Lethal effect of the anti-Fas antibody in mice. Nature 364: 806-809, 1993.
46. Palakodety RB, Clejan LA, Krikun G, Feierman DE, and Cederbaum AI. Characterization and identification of a pyrazole-inducible form of cytochrome P-450. J Biol Chem 263: 878-884, 1988.
47. Quan Z, Khan S, and O'Brien PJ. Role of cytochrome P-450IIE1 in N-nitroso-N-methylaniline induced hepatocyte cytotoxicity. Chem Biol Interact 83: 221-233, 1992.
48. Rao RK, Seth A, and, Sheth P. Recent Advances in Alcoholic Liver Disease. I. Role of intestinal permeability and endotoxemia in alcoholic liver disease. Am J Physiol Gastrointest Liver Physiol 286: G881-G884, 2004.
49. Rashba-Step J, Turro NJ, and Cederbaum AI. Increased NADPH- and NADH-dependent production of superoxide and hydroxyl radical by microsomes after chronic ethanol treatment. Arch Biochem Biophys 300: 401-408, 1993.
50. Reinke LA and Moyer MJ. p-Nitrophenol hydroxylation. A microsomal oxidation which is highly inducible by ethanol. Drug Metab Dispos 13: 548-552, 1985.
51. Reynier M and Theorell H. Studies on the stereospecificity of liver alcohol dehydrogenase (LADH) for 3beta-hydroxy-5beta-steroids. Inhibition effect of pyrazole and of a 3α-hydroxycholanoic acid. Acta Chem Scand 23: 1130-1136, 1969.
52. Saetre T, Gundersen Y, Thiemermann C, Lilleaasen P, and Aasen AO. Aminoethyl-isothiourea, a selective inhibitor of inducible nitric oxide synthase activity, improves liver circulation and oxygen metabolism in a porcine model of endotoxemia. Shock 9: 109-115, 1998.
53. Schild L, Reinheckel T, Reiser M, Horn TF, Wolf G, and Augustin W. Nitric oxide produced in rat liver mitochondria causes oxidative stress and impairment of respiration after transient hypoxia. FASEB J 17: 2194-2201, 2003.
54. Shimizu S, Yamada Y, Okuno M, Ohnishi H, Osawa Y, Seishima M, and Moriwaki H. Liver injury induced by lipopolysaccharide is mediated by TNFR-1 but not by TNFR-2 or Fas in mice. Hepatol Res 31: 136-143, 2005.
55. Song BJ, Veech RL, Park SS, Gelboin HV, and Gonzalez FJ. Induction of rat hepatic N-nitrosodimethylamine demethylase by acetone is due to protein stabilization. J Biol Chem 264: 3568-3572, 1989.
56. Su GL. Lipopolysaccharides in liver injury: molecular mechanisms of Kupffer cell activation. Am J Physiol Gastrointest Liver Physiol 283: G256-G265, 2002.
57. Suzuki S, Nakamura S, Serizawa A, Sakaguchi T, Konno H, Muro H, Kosugi I, and Baba S. Role of Kupffer cells and the spleen in modulation of endotoxin-induced liver injury after partial hepatectomy. Hepatology 24: 219-225, 1996.
58. Theorell H, Yonetani T, and Sjoberg B. On the effects of some heterocyclic compounds on the enzymic activity of liver alcohol dehydrogenase. Acta Chem Scand 23: 255-260, 1969.
59. Thurman RG. Mechanisms of hepatic toxicity. II. Alcoholic liver injury involves activation of Kupffer cells by endotoxin. Am J Physiol Gastrointest Liver Physiol 275: G605-G611, 1998.
60. Thurman RG. Induction of hepatic microsomal reduced nicotinamide adenine dinucleotide phosphate-dependent production of hydrogen peroxide by chronic prior treatment with ethanol. Mol Pharmacol 9: 670-675, 1973.
61. Tietze F. Enzymic method for quantitative determination of nanogram amounts of total and oxidized glutathione: applications to mammalian blood and other tissues. Anal Biochem 27: 502-522, 1969.
62. Tsukada S, Enomoto N, Takei Y, Hirose M, Ikejima K, Kitamura T, and Sato N. Dalteparin sodium prevents liver injury due to lipopolysaccharide in rat through suppression of tumor necrosis factor-á production by Kupffer cells. Alcohol Clin Exp Res 27, Suppl 8: 7S-11S, 2003.
63. Van der Vliet A, Eiserich JP, Halliwell B, and Cross CE. Formation of reactive nitrogen species during peroxidase-catalyzed oxidation of nitrite. A potential additional mechanism of nitric oxide-dependent toxicity. J Biol Chem 272: 7617-7625, 1997.
64. Wang JH, Redmond HP, Watson RW, and Bouchier-Hayes D. Role of lipopolysaccharide and tumor necrosis factor-α in induction of hepatocyte necrosis. Am J Physiol Gastrointest Liver Physiol 269: G297-G304, 1995.
65. Wheeler MD, Kono H, Yin M, Nakagami M, Uesugi T, Arteel GE, Gabele E, Rusyn I, Yamashina S, Froh M, Adachi Y, Iimuro Y, Bradford BU, Smutney OM, Connor HD, Mason RP, Goyert SM, Peters JM, Gonzalez FJ, Samulski RJ, and Thurman RG. The role of Kupffer cell oxidant production in early ethanol-induced liver disease. Free Radic Biol Med 31: 1544-1549, 2001.
66. Winters DK and Cederbaum AI. Time course characterization of the induction of cytochrome P-450 2E1 by pyrazole and 4-methylpyrazole. Biochim Biophys Acta 1117: 15-24, 1992.
67. Wu D and Cederbaum A. Ethanol and arachidonic acid produce toxicity in hepatocytes from pyrazole-treated rats with high levels of CYP2E1. Mol Cell Biochem 204: 157-167, 2000.
68. Wu D and Cederbaum A. Role of p38 MAPK in CYP2E1-dependent arachidonic acid toxicity. J Biol Chem 278: 1115-1124, 2003.
69. Wu D and Cederbaum A. Glutathione depletion in CYP2E1-expressing liver cells induces toxicity due to the activation of p38 mitogen-activated protein kinase and reduction of nuclear factor-κB DNA binding activity. Mol Pharmacol 66: 749-760, 2004.
70. Zlydaszyk JC and Moon RJ. Fate of 51Cr-labeled lipopolysaccharide in tissue culture cells and livers of normal mice. Infect Immun 14: 100-105, 1976.