Pathogenesis of alcoholic liver disease with particular emphasis on oxidative stress

Journal of Gastroenterology and Hepatology (Australia)

Volumn 12, Issue 9-10, 1997, Pages

  Ishii, Hiromasa ^a   Kurose, Iwao ^a   Kato, Shinzo ^a  

^a KEIO UNIVERSITY   (Japan)

Author keywords

Acetaldehyde; Alcoholic liver disease; Cytokine; Oxidative stress

Indexed keywords

ACETALDEHYDE; ALCOHOL; CATALASE; CYTOCHROME P450; GLUTATHIONE; GLUTATHIONE PEROXIDASE; XANTHINE OXIDASE;

ALCOHOL LIVER CIRRHOSIS; ANTIOXIDANT ACTIVITY; CONFERENCE PAPER; HUMAN; LIPID PEROXIDATION; MEMBRANE PERMEABILITY; OXIDATIVE STRESS; PATHOGENESIS; PEROXISOME; PRIORITY JOURNAL;

EID: 0030735567     PISSN: 08159319     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1440-1746.1997.tb00510.x     Document Type: Conference Paper

References (128)

1. Di Luzio NR, Hartman AD. Role of lipid peroxidation in the pathogenesis of ethanol-induced fatty liver. Fed. Proc. 1967; 26: 1436-42.
2. + and alcohol dehydrogenase. Alcoholism. Clin. Exp. Res. 1990; 14: 238-44.
3. Müller A, Sies H. Alcohol, aldehydes and lipid peroxidation: Current notions. Alcohol Alcoholism 1987; 1 (Suppl): 67-74.
4. Reinke LA, Lai EK, Du Bose CM, MacCay PB. Reactive free radical generation in vivo in heart and liver of ethanol-fed rats: Correlation with radical formation in vitro. Proc. Natl Acad. Sci. USA 1987; 84: 9223-7.
5. Bautista AP, Spitzer JJ. Acute ethanol intoxication stimulates superoxide anion production by in situ perfused rat liver. Hepatology 1992; 15: 892-8.
6. Kurose I, Higuchi H, Kato S, Miura S, Ishii H. Ethanol-induced oxidative stress in the liver. Alcohol Clin. Exp. Res. 1996; 20: 77A-85A.
7. Boveris A, Fraga CG, Varsavsky AI, Koch OR. Increased chemiluminescence and superoxide production in the liver of chronically ethanol-treated rats. Arch. Biochem. Biophys. 1983; 227: 534-41.
8. Ekström G, Ingelman-Sundberg M. Rat liver microsomal NADPH-supported oxidase activity and lipid peroxidation dependent on ethanol-inducible cytochrome P-450 (P-450 IIE1). Biochem. Pharmacol 1989; 38: 1313-19.
9. Lieber CS, DeCarli LM. Hepatic microsomal ethanol-oxidizing system. In vitro characteristics and adaptive properties in vivo. J. Biol. Chem. 1970; 245: 2505-12.
10. Thurman RG. Induction of hepatic microsomal NADPH-dependent production of hydrogen peroxide by chronic prior treatment with ethanol. Mol. Pharmacol. 1973; 9: 670-5.
11. Klein SM, Cohen G, Lieber CS, Cederbaum AI. Increased microsomal oxidation of hydroxyl radical scavenging agents and ethanol after chronic consumption of ethanol. Arch. Biochem. Biophys. 1983; 223: 425-32.
12. Dicker E, Cederbaum AI. Hydroxyl radical generation by microsomes after chronic ethanol consumption. Alcoholism. Clin. Exp. Res. 1987; 11: 309-14.
13. Joly JG, Ishii H, Teschke R, Hasamura Y, Lieber CS. Effect of chronic alcohol feeding on the activities and submicrosomal distribution of reduced nicotinamide adenine dinucleotide phosphate-cytochrome P-450 reductase and demethylase for aminopyrine and ethylmorphine. Biochem. Pharmacol. 1973; 22: 1532-5.
14. Ekström G, Cronholm T, Ingelman-Sundberg M. Hydroxyl-radical production and ethanol oxidation by liver microsomes isolated from ethanol-treated rats. Biochem. J. 1986; 233: 755-61.
15. Ingelman-Sundberg M, Johansson I. Mechanisms of hydroxyl radical formation and ethanol oxidation by ethanol-inducible and other forms of rabbit microsomal cytochromes P-450. J. Biol. Chem. 1984; 259: 6447-58.
16. Cederbaum AI, Dicker E. Inhibition of microsomal oxidation of alcohols and of hydroxyl-radical-scavenging agents by the iron-chelating agent desferrioxamine. Biochem. J. 1983; 210: 107-13.
17. Krikun G, Cederbaum AI. Evaluation of microsomal pathways of oxidation of alcohols and hydroxyl radical scavenging agents with carbon monoxide and cobalt protoporphyrin IX. Biochem. Pharmacol. 1985; 34: 2929-35.
18. Koop DR, Nordblom GD, Coon MJ. Immunochemical evidence for a role of cytochrome P-450 in liver microsomal ethanol oxidation. Arch. Biochem. Biophys. 1984; 235: 228-38.
19. Sinaceur J, Ribière C, Sabourault D, Nordmann R. Superoxide formation in liver mitochondria during ethanol intoxication: Possible role in alcohol hepatotoxicity. In: Poli G, Cheeseman KH, Dianzani MU, Slater TF, eds. Free Radicals in Liver Injury. Oxford: IRL Press, 1985; 175-7.
20. Slater TF, Sawyer BC, Sträuli UD. Changes in liver nucleotide concentrations in experimental liver injury. 2. Acute ethanol poisoning. Biochem. J. 1964; 93: 267-70.
21. Rouach H, Park MK, Orfanelli MT et al. Effects of ethanol on hepatic and cerebellar lipid peroxidation and endogenous antioxidants in native and chronic ironoverload rats. In: Nordmann R, Ribière C, Rouach H, eds. Alcohol Toxicity and Free Radical Mechanisms. Advances in the Biosciences, vol. 71. Oxford: Pergamon Press, 1988; 49-54.
22. Kiessling KH, Tobe U. Degeneration of liver mitochondria in rats after prolonged alcohol consumption. Exp. Cell Res. 1964; 33: 350-4.
23. Iseri OA, Lieber CS, Gottlieb LS. The ultrastructure of fatty liver induced by prolonged ethanol ingestion. Am. J. Pathal. 1966; 48: 535-55.
24. Ribière C, Saffar C, Sabourault D, Nordmann R. Cerebral and hepatic mitochondrial respiratory functions after chronic ethanol treatment. Alcohol Alcoholism 1988; 23: A71.
25. Koch OR, Boveris A, Sirotsky de Favelukes S, Schwarcz de Tarlovsky M, Stoppani AOM. Biochemical lesions of liver mitochondria from rats after chronic alcohol consumption. Exp. Mol. Pathol. 1977; 27: 213-20.
26. Cunningham CC, Coleman WB, Spach PI. The effects of chronic ethanol consumption on hepatic mitochondrial energy metabolism. Alcohol Alcoholism 1990; 25: 127-36.
27. Müller A, Sies H. Role of alcohol dehydrogenase activity and of acetaldehyde in ethanol-induced ethane and pentane production by isolated perfused rat liver. Biochem. J. 1982; 206: 153-6.
28. Müller A, Sies H. Ethane released during metabolism of aldehydes and monoamines in perfused rat liver. Eur. J. Biochem. 1983; 134: 599-602.
29. Videla LA, Villena MI. Effect of ethanol, acetaldehyde and acetate on the antioxidant-sensitive respiration in the perfused rat liver. Influence of fasting and diethylmaleate treatment. Alcohol 1986; 3: 163-7.
30. Stege TE. Acetaldehyde-induced lipid peroxidation in isolated hepatocytes. Res. Commun. Chem. Pathol. Pharmacol. 1982; 36: 287-92.
31. Videla LA, Fernandez V, de Marinis A. Liver lipoperoxidative pressure and glutathione status following acetaldehyde and aliphatic alcohols pretreatment of rats. Biochem. Biophys. Res. Commun. 1982; 104: 965-70.
32. Cederbaum AI, Berl L. Pyrazole and 4-methylpyrazole inhibit oxidation of ethanol and dimethyl sulfoxide by hydroxyl radicals generated from ascorbate, xanthine oxidase, and rat liver microsomes. Arch. Biochem. Biophys. 1982; 216: 530-43.
33. Oei HHH, Stroo WE, Burton KP, Schaffer SW. A possible role of xanthine oxidase in producing oxidative stress in the heart of chronically ethanol-treated rats. Res. Commun. Chem. Pathol. Pharmacol. 1982; 38: 453-61.
34. Oei HHH, Zoganas C, McCord JM, Schaffer SW. Role of acetaldehyde and xanthine oxidase in ethanol-induced oxidative stress. Res. Commun. Chem. Pathol. Pharmacol. 1986; 51: 195-203.
35. Sultatos LG. Effects of acute ethanol administration on the hepatic xanthine dehydrogenase/oxidase system in the rat. J. Pharmacol. Exp. Ther. 1988; 246: 946-9.
36. Ji S, Lemasters JJ, Christenson V, Thurman R. Periportal and pericentral pyrimidine nucleotide fluorescence from the surface of the perfused liver. Evaluation of the hypothesis that chronic treatment with ethanol produces pericentral hypoxia. Proc. Natl Acad. Sci. USA 1982; 79: 5415-19.
37. Chen L, Davis GJ, Lumeng L. Zonal distribution of xanthine oxidase in rat liver. Clin. Res. 1989; 37: 537A.
38. Cederbaum AI, Rubin E. Protective effect of cysteine on the inhibition of mitochondrial functions by acetaldehyde. Biochem. Pharmacol. 1976; 25: 963-73.
39. Kato S, Kawase T, Alderman J, Inatori N, Lieber CS. Role of xanthine oxidase in ethanol-induced lipid peroxidation. Gastroenterology 1990; 98: 203-10.
40. Park MK, Rouach H, Orfanelli MT, Janvier B, Nordmann R. Influence of allopurinol and desferrioxamine on the ethanol-induced oxidative stress in rat liver and cerebellum. In: Nordmann R, Ribière C, Rouach H, eds. Alcohol Toxiaty and Free Radical Mechanisms. Advances in the Biosciences, vol. 71. Oxford: Pergamon Press, 1988; 135-9.
41. Eriksson CJP. Ethanol and acetaldehyde metabolism in rat strains genetically selected for their ethanol preference. Biochem. Pharmacol. 1973; 22: 2283-92.
42. Fridovich I. The mechanism of the enzymatic oxidation of aldehydes. J. Biol. Chem. 1966; 241: 3126-8.
43. Purg JG, Fox IH. Ethanol-induced activation of adenine nucleotide turnover. Evidence for a role of acetate. J. Clin. Invest. 1984; 74: 936-41.
44. Rajagopalan KV, Handler P. Hepatic aldehyde oxidase. III. The substrates-binding site. J. Biol. Chem. 1964; 239: 2027-35.
45. Handler JA, Thurman RG. Catalase-dependent ethanol oxidation in perfused rat liver. Requirement for fattyacid-stimulated H2O2 production by peroxisomes. Eur. J. Biochem. 1988; 176: 477-84.
46. Thurman RG, Handler JA. New perspectives in catalase-dependent ethanol metabolism. Drug Metab. Rev. 1989; 20: 679-88.
47. Handler JA, Thurman RG. Redox interactions between catalase and alcohol dehydrogenase pathways of ethanol metabolism in the perfused rat liver. J. Biol. Chem. 1990; 265: 1510-15.
48. Minotti G. Tert-Butyl hydroperoxide-dependent microsomal release of iron and lipid peroxidation. I. Evidence for the reductive release of nonheme, nonferritin iron. Arch. Biochem. Biophys. 1989; 273: 137-43.
49. Shaw S, Jayatilleke E, Lieber CS. Lipid peroxidation as a mechanism of alcoholic liver injury: Role of iron mobilization and microsomal induction. Alcohol 1988; 5: 135-40.
50. Valenzuela A, Fernandez, V, Videla LA. Hepatic and biliary levels of glutathione and lipid peroxides following iron overload in the rat: Effect of simultaneous ethanol administration. Toxicol. Applied Pharmacol. 1983; 70: 87-95.
51. Houzé P, Rouach H, Gentil M, Orfanelli MT, Nordmann R. Effect of allopurinol on the hepatic and cerebellar iron, selenium, zinc and copper status following acute ethanol administration to rats. Free Rad. Res. Commun. 1991; 12/13: 663-8.
52. Ribère C, Sinaceur J, Nordmann J, Nordmann R. Discrepancy between the different subcellular activities of rat liver catalase and superoxide dismutases in response to acute ethanol administration. Alcohol Alcoholism 1985; 20: 13-18.
53. Ribère C, Sinaceur J, Sabourault D, Nordmann R. Hepatic catalase and superoxide dismutases after acute ethanol administration in rats. Alcohol 1985; 2: 31-3.
54. Kono Y, Fridovich I. Superoxide inhibits catalase. J. Biol. Chem. 1982; 257: 5751-4.
55. Sinet PM, Garber P. Inactivation of the human Cu Zn superoxide dismutase during exposure to O2 and H2O2. Arch. Biochem. Biophys. 1981; 212: 411-16.
56. Schisler NJ, Singh SM. Effect of ethanol in vivo on enzymes which detoxify oxygen free radicals. Free Rad. Biol. Med. 1989; 7: 117-23.
57. Koch OR, De Leo ME, Borrello S, Palombini G, Galeotti T. Ethanol treatment up-regulates the expression of mitochondrial manganese superoxide dismutase in rat liver. Biochem. Biophys. Res. Commun. 1994; 201: 1356-65.
58. Kocak-Toker N, Uysal M, Aykac G, Sivas A, Yalcin S, Oz H. Influence of acute ethanol administration on hepatic glutathione peroxidase and glutathione transferase activities in the rat. Pharmacol. Res. Commun. 1985; 17: 233-9.
59. Antébi H, Ribière C, Sinaceur J, Abu-Murad C, Nordmann R. Involvement of oxygen radicals in ethanol oxidation and in the ethanol-induced decrease in liver glutathione. In: Bors W, Saran M, Tait D, eds. Oxygen Radicals in Chemistry and Biology. Berlin: Walter de Gruyter and Co, 1984; 757-60.
60. Aykac G, Uysal M, Yalcin AS, Kocak-Toker N, Sivas A, Oz H. The effect of chronic ethanol ingestion on hepatic lipid peroxide, glutathione, glutathione peroxidase and glutathione transferase in rats. Toxicology 1985; 36: 71-6.
61. Vina J, Estrela JM, Guerri C, Romero FJ. Effect of ethanol on glutathione concentration in isolated hepatocytes. Biochem. J. 1980; 188: 549-52.
62. Zentella de Pina M, Corona S, Rocha-Hernández AE, Saldana Balmori Y, Cabrera G, Pina E. Restoration by piroxicam of liver glutathione levels decreased by acute ethanol intoxication. Life Sci. 1994; 54: 1433-9.
63. Speisky H, Kera Y, Penttila KE, Israel Y, Lindros KO. Depletion of hepatic glutathione by ethanol occurs independently of ethanol metabolism. Alcoholism. Clin. Exp. Res. 1988; 12: 224-7.
64. Kera Y, Kiriyama T, Komura S. Conjugation of acetaldehyde with cysteinylglycine, the first metabolite in glutathione breakdown by γ-glutamyltranspeptidase. Agents Actions 1985; 17: 48-52.
65. Videla LA, Valenzuela A. Alcohol ingestion, liver glutathione and lipoperoxidation: Metabolic interrelations and pathological implications. Life Sci. 1982; 31: 2395-407.
66. Guerri C, Grisolia S. Changes in glutathione in acute and chronic alcohol intoxication. Pharmacol. Biochem. Behav. 1980; 13 (Suppl. 1): 53-61.
67. Speisky H, MacDonald A, Giles G, Orrego H, Israel Y. Increased loss and decreased synthesis of hepatic glutathione after acute ethanol administration. Biochem. J. 1985; 225: 565-72.
68. Hannah JS, Soeres JH. The effects of vitamin E on the ethanol metabolizing liver in the rat. Nutr. Rep. Int. 1979; 19: 733-44.
69. BjØrneboe GEA, BjØrneboe A, Hagen BF, MØrland J, Drevon CA. Reduced hepatic α-tocopherol content after long-term administration of ethanol to rats. Biochim. Biophys. Acta. 1987; 918: 236-41.
70. Hagen BF, BjØrneboe A, BjØrneboe GEA, Drevon CA. Effect of chronic ethanol consumption on the content of α-tocopherol in subcellular fractions of rat liver. Alcoholism. Clin. Exp. Res. 1989; 13: 246-51.
71. Kawase T, Kato S, Lieber CS. Lipid peroxidation and antioxidant defence systems in rat liver after chronic ethanol feeding. Hepatology 1989; 10: 815-21.
72. Työppönen JT, Lindros KO. Combined vitamin E deficiency and ethanol pretreatment: Liver glutathione and enzyme changes. Int. J. Nutr. Res. 1986; 56: 241-5.
73. Shaw S, Jayatilleke E, Ross WA, Gordon ER, Lieber CS. Ethanol-induced lipid peroxidation: Potentiation by long-term alcohol feeding and attenuation by methionine. J. Lab. Clin. Med. 1981; 98: 417-24.
74. Litov RE, Gee DL, Downey JE, Tappel AL. The role of lipid peroxidation during chronic and acute exposure to ethanol as determined by pentane expiration in the rat. Lipids 1981; 16: 52-7.
75. Marcus SR, Chandrakala MV, Nadiger HA. Lipid peroxidation and ethanol toxicity in rat liver: Effect of vitamin E deficiency and supplementation. Med. Sci. Res. 1988; 16: 879-80.
76. Fraga CG, Zamora R, Tappel AL. Damage to protein synthesis concurrent with lipid peroxidation in rat liver slices: Effect of halogenated compounds, peroxides, and vitamin E. Arch. Biochem. Biophys. 1989; 270: 84-91.
77. Masini A, Ceccarelli D, Gallesi D, Giovannini F, Trenti T. Lipid hydroperoxide induced mitochondrial dysfunction following acute ethanol intoxication in rats. The critical role for mitochondrial reduced glutathione. Biochem. Pharmacol. 1994; 47: 217-24.
78. Trenti T, Sternieri E, Ceccarelli D, Gallesi D, Masini A. Production of lipid hydroperoxides and depletion of reduced glutathione in liver mitochondria after acute ethanol administration to rats. Toxicol. Lett. 1992; 64/65: 751-5.
79. Kukielka E, Dicker E, Cederbaum AI. Increased production of reactive oxygen species by rat liver mitochondria after chronic ethanol treatment. Arch. Biochem. Biophys. 1994; 309: 377-86.
80. Garcia-Ruiz C, Morales A, Ballesta A, Rodés J, Kaplowitz N, Fernández-Checa JC. Effect of chronic ethanol feeding on glutathione and functional integrity of mitochondria in periportal and perivenous rat hepatocytes. J. Clin. Invest. 1994; 94: 193-201.
81. Garcia-Ruiz C, Morales A, Colell A et al. Feeding S-adenosyl-L-methionine attenuates both ethanol-induced depletion of mitochondrial glutathione and mitochondrial dysfunction in periportal and perivenous rat hepatocytes. Hepatology 1995; 21: 207-14.
82. Rajasinghe H, Jayatilleke E, Shaw S. DNA cleavage during ethanol metabolism: Role of superoxide radicals and catalytic iron. Life Sci. 1990; 47: 807-14.
83. Toskulkao C, Glinsukon T. Hepatic lipid peroxidation and intracellular calcium accumulation in ethanol potentiated aflatoxin B1 toxicity. J. Pharmacobio-Dynam. 1988; 11: 191-7.
84. Wang CJ, Wang SW, Shiah HS, Lin JK. Effect of ethanol on hepatotoxicity and hepatic DNA-binding of aflatoxin B1 in rats. Biochem. Pharmacol 1990; 40: 715-21.
85. Shaw S, Jayatilleke E, Herbert V, Colman N. Cleavage of folates during ethanol metabolism: Role acetaldehyde/xanthine-oxidase generated superoxide. Biochem J. 1989; 257: 277-80.
86. Baraona E, Julkunen R, Tannenbaum L, Lieber CS. Role of intestinal bacterial overgrowth in ethanol production and metabolism in rats. Gastroenterology 1986; 90: 103-10.
87. Bird MI, Nunn PB. Metabolic homeostasis of L-threonine in the normally fed rat. Biochem. J. 1983; 214: 687-94.
88. Ma X-L, Baraona E, Hernández-Muñoz R, Lieber CS. High levels of acetaldehyde in non-alcoholic liver injury after threonine or ethanol administration. Hepatology 1989; 10: 933-40.
89. Hasumura Y, Teschke R, Lieber CS. Acetaldehyde oxidation by hepatic mitochondria: Its decrease after chronic ethanol consumption. Science 1975; 189: 727-9.
90. Roine RP, Gentry RT, Lim RT Jr, Heikkonen E, Salaspuro M, Lieber CS. Comparison of blood alcohol concentrations after beer and whiskey. Alcohol Clin. Exp. Res. 1993; 17: 709-11.
91. Pikkarainen PH, Gordon ER, Lebsack ME, Lieber CS. Determinants of plasma free acetaldehyde level during the oxidation of ethanol: effects of chronic ethanol feeding. Biochem. Pharmacol. 1981; 30: 799-802.
92. Lieber CS, Baraona E, Hernandez-Muñoz et al. Impaired oxygen utilization: a new mechanism for the hepatotoxicity of ethanol in sub-human primates. J. Clin. Invest. 1989; 83: 1682-90.
93. Shaw S, Rubin KP, Lieber CS. Depressed hepatic glutathione and increased diene conjugates in alcoholic liver disease: evidence of lipid peroxidation. Dig. Dis. Sci. 1983; 28: 585-9.
94. Castillo T, Koop DR, Kamimura S, Triadafilopoulos G, Tsukamoto H. Role of cytochrome P-450 2E1 in ethanol-, carbon tetrachloride-, and iron-dependent microsomal lipid peroxidation. Hepatology 1992; 16: 992-6.
95. Morton S, Mitchell MC. Effects of chronic ethanol feeding on glutathione turnover in the rat. Biochem. Pharmacol. 1985; 34: 1559-63.
96. Hirano T, Kaplowitz N, Tsukamoto H, Kamimura S, Fernandez-Checa JC. Hepatic mitochondrial glutathione depletion and progression of experimental alcoholic liver disease in rats. Hepatology 1992; 6: 1423-7.
97. Barclay LR. The cooperative antioxidant role of glutathione with a lipid-soluble and a water-soluble antioxidant during peroxidation of liposomes initiated in the aqueous phase and in the lipid phase. J. Biol. Chem. 1988; 263: 16 138-42.
98. Geesin JC, Hendricks LI, Falkenstein PA, Gordon JS, Berg RA. Regulation of collagen synthesis by ascorbic acid: characterization of the role of ascorbate-stimulated lipid peroxidation. Arch. Biochem. Biophys. 1991; 290: 127-32.
99. Tribble DL, Au TY, Jones DP. The pathological significance of lipid peroxidation in oxidative cell injury. Hepatology 1987; 7: 377-87.
100. Bonjour JP. Vitamins and alcoholism. Int. Vit. Nutr. Res. 1979; 49: 434-41.
101. Korpela H, Kumpulainen J, Luoma PV, Arranto AJ, Sotaniemi EA. Decreased serum selenium in alcoholics as related to liver structure and function. Am. J. Clin. Nutr. 1985; 42: 147-51.
102. Dworkin B, Rosenthal WS, Jankowski RH, Gordon GG, Haldea D. Low blood selenium levels in alcoholics with and without advanced liver disease. Dig. Dis. Sci. 1985; 30: 838-44.
103. Tanner AR, Bantock I, Hinks L, Lloyd B, Turner NR, Wright R. Depressed selenium and vitamin E levels in an alcoholic population: possible relationship to hepatic injury through increased pilid peroxidation. Dig. Dis. Sci. 1986; 31: 1307-12.
104. Losowsky MS, Leonard PJ. Evidence of vitamin E deficiency in patients with malabsorption or alcoholism and the effect of therapy. Gut 1967; 8: 539-43.
105. Yoshikawa Y, Takemura S, Kondo M. α-tocopherol level in liver diseases. Acta Vitaminol. Enzymol. 1982; 4: 311-18.
106. BjØrneboe GEA, Johnsen J, BjØrneboe A, Morland J, Drevon CA. Effect of heavy alcohol consumption on serum concentration of fat soluble vitamins and selenium. Alcohol Alcohol. 1987; 1 (Suppl): 533-7.
107. McCay PB. Vitamin E interaction with free radical and ascorbate. Annu. Rev. Nutr. 1985; 5: 323-40.
108. Niki E. Interaction of ascorbate and α-tocopherol. Ann. N. Y. Acad. Sci. 1987; 493: 186-99.
109. BjØrneboe GEA, BjØrneboe A, Hagen BF, Morland J, Drevon CA. Reduced hepatic a-tocopherol content after long-term administration of ethanol to rats. Biochem. Biophys. Acta. 1987; 918: 236-41.
110. BjØrneboe GEA, Johnsen J, BjØrneboe A et al. Some aspects of antioxidant status in blood from alcoholics. Alcoholism. Clin. Exp. Res. 1988; 12: 806-10.
111. Leo MA, Rosman A, Lieber CS. Differential depletion of carotenoids and tocopherol in liver diseases. Hepatology 1993; 17: 977-86.
112. Dicker E, Cederbaum AI. Increased oxygen radical-dependent inactivation of metabolic enzymes by liver microsomes after chronic ethanol consumption. FASEB J. 1988; 2: 2901-6.
113. Nomura F, Lieber CS. Binding of acetaldehyde to rat liver microsomes: enhancement after chronic alcohol consumption. Biochem. Biophys. Res. Commun. 1981; 100: 131-7.
114. Behrens UJ, Hoerner M, Lasker JM, Lieber CS. Formation of acetaldehyde adducts with ethanol-inducible P450IIE1 in vivo. Biochem. Biophys. Res. Commun. 1988; 154: 584-90.
115. Lin RC, Smith RS, Lumeng L. Detection of a protein-acetaldehyde adduct in the liver of rats fed alcohol .chronically. J. Clin. Invest. 1988; 81: 615-19.
116. Baraona E, Liu W, Ma X-L, Svegliati-Baroni G, Lieber CS. Acetaldehyde-collagen adducts in N-nitroso-dimethylamine-induced liver cirrhosis in rats. Life Sci. 1993; 52: 1249-55.
117. 14C]acetaldehyde to serum albumin. Arch. Biochem. Biophys. 1983; 220: 239-46.
118. Stevens VJ, Fantl WJ, Newman CB, Sims RV, Cerami A, Peterson CM. Acetaldehyde adducts with hemoglobin. J. Clin. Invest. 1981; 67: 361-9.
119. Wehr H, Rodo M, Lieber CS, Baraona E. Acetaldehyde adducts and autoantibodies against VLDL and LDL in alcoholics. J. Lipid Res. 1993; 34: 1237-44.
120. Yokoyama H, Ishii H, Nagata S, Kato S, Kamegaya K, Tsuchiya M. Experimental hepatitis induced by ethanol after immunization with acetaldehyde adducts. Hepatology 1993; 17: 14-19.
121. Yokoyama H, Nagata S, Moriya S et al. Hepatic fibrosis produced in guinea pigs by chronic ethanol administration and immunization with acetaldehyde adducts. Hepatology 1995; 21: 1438-42.
122. Baraona E, Leo MA, Borowsky SA, Lieber CS. Pathogenesis of alcohol-induced accumulation of protein in the liver. J. Clin. Invest. 1977; 60: 546-54.
123. Israel Y, Hurwitz E, Niëmelä O, Arnon R. Monoclonal and polyclonal antibodies against acetaldehyde-containing epitopes in acetaldehyde-protein adducts. Proc. Natl Acad. Sci. USA 1986; 83: 7923-7.
124. Hoerner M, Behrens UJ, Worner T, Lieber CS. Humoral immune response to acetaldehyde adducts in alcoholic patients. Res. Commun. Chem. Pathol. Pharmacol. 1986; 54: 3-12.
125. Hoerner M, Behrens UJ, Worner T et al. The role of alcoholism and liver disease in the appearance of serum antibodies against acetaldehyde adducts. Hepatology 1988; 8: 569-74.
126. Niemela O, Klajner F, Orrego H, Vidins E, Blendis L, Israel Y. Antibodies against acetaldehyde-modified protein epitopes in human alcoholics. Hepatology 1987; 7: 1210-14.
127. Solomon LR. Evidence for the generation of transaminase inhibitor (s) during ethanol metabolism by rat liver homogenates: a potential mechanism for alcohol toxicity. Biochem. Med. Metabol. Biol. 1987; 38: 9-18.
128. 6methylguanine transferase. Carcinogenests 1988; 9: 761-6.