The adverse effects of alcohol on vitamin A metabolism

Nutrients

Volumn 4, Issue 5, 2012, Pages 356-371

  Clugston, Robin D ^a   Blaner, William S ^a  

^a Columbia University ^*  (United States)

Author keywords

Alcohol dehydrogenase; Aldehyde dehydrogenase; Cytochrome P450; Ethanol; Hepatic stellate cell; Hepatocyte; Retinoic acid; Retinol; Retinyl ester

Indexed keywords

ALCOHOL; ALCOHOL DEHYDROGENASE; ALDEHYDE DEHYDROGENASE; BETA CAROTENE; CYTOCHROME P450 2E1; RETINOIC ACID; RETINOID; RETINOL; RETINOL ESTER; RETINYL PALMITATE ESTERASE;

ADVERSE OUTCOME; ALCOHOL CONSUMPTION; ALCOHOL INTOXICATION; ALCOHOLISM; ENZYME ACTIVITY; LIVER CELL CARCINOMA; LIVER FIBROSIS; LIVER INJURY; LIVER LEVEL; LONG TERM EXPOSURE; METABOLIC BALANCE; NONHUMAN; OXIDATION KINETICS; PROTEIN HYDROLYSIS; RETINOL DEFICIENCY; REVIEW; STELLATE CELL; VITAMIN BLOOD LEVEL; VITAMIN METABOLISM; VITAMIN SUPPLEMENTATION;

ANIMALIA;

EID: 84861560120     PISSN: None     EISSN: 20726643     Source Type: Journal    
DOI: 10.3390/nu4050356     Document Type: Review

References (82)

1. Best, C.A.; Laposata, M. Fatty acid ethyl esters: Toxic non-oxidative metabolites of ethanol and markers of ethanol intake. Front. Biosci. 2003, 8, e202-e217.
2. Isaksson, A.; Walther, L.; Hansson, T.; Andersson, A.; Alling, C. Phosphatidylethanol in blood (b-peth): A marker for alcohol use and abuse. Drug Test. Anal. 2011, 3, 195-200.
3. Shirakami, Y.; Lee, S.A.; Clugston, R.D.; Blaner, W.S. Hepatic metabolism of retinoids and disease associations. Biochim. Biophys. Acta 2012, 1821, 124-136.
4. Zachman, R.D.; Grummer, M.A. The interaction of ethanol and vitamin A as a potential mechanism for the pathogenesis of fetal alcohol syndrome. Alcohol. Clin. Exp. Res. 1998, 22, 1544-1556.
5. Ballard, M.S.; Sun, M.; Ko, J. Vitamin A, folate, and choline as a possible preventive intervention to fetal alcohol syndrome. Med. Hypotheses 2012, 78, 489-493.
6. Lieber, C.S. Relationships between nutrition, alcohol use, and liver disease. Alcohol. Res. Health 2003, 27, 220-231.
7. Halsted, C.H. Nutrition and alcoholic liver disease. Semin. Liver Dis. 2004, 24, 289-304.
8. Patek, A.J.; Haig, C. The occurrence of abnormal dark adaptation and its relation to vitamin A metabolism in patients with cirrhosis of the liver. J. Clin. Invest. 1939, 18, 609-616.
9. Halsted, J.A.; Smith, J.C., Jr. Letter: Night blindness and chronic liver disease. Gastroenterology 1974, 67, 193-194.
10. Majumdar, S.K.; Shaw, G.K.; Thomson, A.D. Vitamin A utilization status in chronic alcoholic patients. Int. J. Vitam. Nutr. Res. 1983, 53, 273-279.
11. Roncone, D.P. Xerophthalmia secondary to alcohol-induced malnutrition. Optometry 2006, 77, 124-133.
12. Smith, J.C., Jr.; Brown, E.D.; White, S.C.; Finkelstein, J.D. Letter: Plasma vitamin A and zinc concentration in patients with alcoholic cirrhosis. Lancet 1975, 1, 1251-1252.
13. McClain, C.J.; van Thiel, D.H.; Parker, S.; Badzin, L.K.; Gilbert, H. Alterations in zinc, vitamin A, and retinol-binding protein in chronic alcoholics: A possible mechanism for night blindness and hypogonadism. Alcohol. Clin. Exp. Res. 1979, 3, 135-141.
14. Leo, M.A.; Lieber, C.S. Hepatic vitamin A depletion in alcoholic liver injury. New Engl. J. Med. 1982, 307, 597-601.
15. Leo, M.A.; Sato, M.; Lieber, C.S. Effect of hepatic vitamin A depletion on the liver in humans and rats. Gastroenterology 1983, 84, 562-572.
16. Bell, H.; Nilsson, A.; Norum, K.R.; Pedersen, L.B.; Raknerud, N.; Rasmussen, M. Retinol and retinyl esters in patients with alcoholic liver disease. J. Hepatol. 1989, 8, 26-31.
17. Adachi, S.; Moriwaki, H.; Muto, Y.; Yamada, Y.; Fukutomi, Y.; Shimazaki, M.; Okuno, M.; Ninomiya, M. Reduced retinoid content in hepatocellular carcinoma with special reference to alcohol consumption. Hepatology 1991, 14, 776-780.
18. Sato, M.; Lieber, C.S. Hepatic vitamin A depletion after chronic ethanol consumption in baboons and rats. J. Nutr. 1981, 111, 2015-2023.
19. Leo, M.A.; Kim, C.; Lieber, C.S. Increased vitamin A in esophagus and other extrahepatic tissues after chronic ethanol consumption in the rat. Alcohol. Clin. Exp. Res. 1986, 10, 487-492.
20. Mobarhan, S.; Layden, T.J.; Friedman, H.; Kunigk, A.; Donahue, P. Depletion of liver and esophageal epithelium vitamin A after chronic moderate ethanol consumption in rats: Inverse relation to zinc nutriture. Hepatology 1986, 6, 615-621.
21. Mobarhan, S.; Seitz, H.K.; Russell, R.M.; Mehta, R.; Hupert, J.; Friedman, H.; Layden, T.J.; Meydani, M.; Langenberg, P. Age-related effects of chronic ethanol intake on vitamin A status in fisher 344 rats. J. Nutr. 1991, 121, 510-517.
22. Chapman, K.; Prabhudesai, M.; Erdman, J.W., Jr. Effects of ethanol and carbon tetrachloride upon vitamin A status of rats. Alcohol. Clin. Exp. Res. 1992, 16, 764-768.
23. Wang, X.D.; Liu, C.; Chung, J.; Stickel, F.; Seitz, H.K.; Russell, R.M. Chronic alcohol intake reduces retinoic acid concentration and enhances ap-1 (c-jun and c-fos) expression in rat liver. Hepatology 1998, 28, 744-750.
24. Chung, J.; Liu, C.; Smith, D.E.; Seitz, H.K.; Russell, R.M.; Wang, X.D. Restoration of retinoic acid concentration suppresses ethanol-enhanced c-jun expression and hepatocyte proliferation in rat liver. Carcinogenesis 2001, 22, 1213-1219.
25. Liu, C.; Chung, J.; Seitz, H.K.; Russell, R.M.; Wang, X.D. Chlormethiazole treatment prevents reduced hepatic vitamin A levels in ethanol-fed rats. Alcohol. Clin. Exp. Res. 2002, 26, 1703-1709.
26. Chung, J.; Veeramachaneni, S.; Liu, C.; Mernitz, H.; Russell, R.M.; Wang, X.D. Vitamin E supplementation does not prevent ethanol-reduced hepatic retinoic acid levels in rats. Nutr. Res. 2009, 29, 664-670.
27. Kane, M.A.; Folias, A.E.; Wang, C.; Napoli, J.L. Ethanol elevates physiological all-trans-retinoic acid levels in select loci through altering retinoid metabolism in multiple loci: A potential mechanism of ethanol toxicity. FASEB J. 2010, 24, 823-832.
28. Luvizotto, R.A.; Nascimento, A.F.; Veeramachaneni, S.; Liu, C.; Wang, X.D. Chronic alcohol intake upregulates hepatic expression of carotenoid cleavage enzymes and ppar in rats. J. Nutr. 2010, 140, 1808-1814.
29. Blaner, W.S.; O'Byrne, S.M.; Wongsiriroj, N.; Kluwe, J.; D'Ambrosio, D.M.; Jiang, H.; Schwabe, R.F.; Hillman, E.M.; Piantedosi, R.; Libien, J. Hepatic stellate cell lipid droplets: A specialized lipid droplet for retinoid storage. Biochim. Biophys. Acta 2009, 1791, 467-473.
30. Rasmussen, M.; Blomhoff, R.; Helgerud, P.; Solberg, L.A.; Berg, T.; Norum, K.R. Retinol and retinyl esters in parenchymal and nonparenchymal rat liver cell fractions after long-term administration of ethanol. J. Lipid Res. 1985, 26, 1112-1119.
31. Cottalasso, D.; Bassi, A.M.; Canepa, C.; Maloberti, G.; Casu, A.; Nanni, G. Chronic ethanol treatment: Dolichol and retinol distribution in isolated rat liver cells. Free Radic. Biol. Med. 2003, 34, 337-344.
32. Leo, M.A.; Arai, M.; Sato, M.; Lieber, C.S. Hepatotoxicity of vitamin A and ethanol in the rat. Gastroenterology 1982, 82, 194-205.
33. Leo, M.A.; Lieber, C.S. Hepatic fibrosis after long-term administration of ethanol and moderate vitamin A supplementation in the rat. Hepatology 1983, 3, 1-11.
34. Seifert, W.F.; Bosma, A.; Hendriks, H.F.; Blaner, W.S.; van Leeuwen, R.E.; van Thiel-de Ruiter, G.C.; Wilson, J.H.; Knook, D.L.; Brouwer, A. Chronic administration of ethanol with high vitamin A supplementation in a liquid diet to rats does not cause liver fibrosis. 2. Biochemical observations. J. Hepatol. 1991, 13, 249-255.
35. Bosma, A.; Seifert, W.F.; Wilson, J.H.; Roholl, P.J.; Brouwer, A.; Knook, D.L. Chronic administration of ethanol with high vitamin A supplementation in a liquid diet to rats does not cause liver fibrosis. 1. Morphological observations. J. Hepatol. 1991, 13, 240-248.
36. Chung, J.; Chavez, P.R.; Russell, R.M.; Wang, X.D. Retinoic acid inhibits hepatic jun n-terminal kinase-dependent signaling pathway in ethanol-fed rats. Oncogene 2002, 21, 1539-1547.
37. Pan, Z.; Dan, Z.; Fu, Y.; Tang, W.; Lin, J. Low-dose atra supplementation abolishes PRM formation in rat liver and ameliorates ethanol-induced liver injury. J. Huazhong Univ. Sci. Technol. Med. Sci. 2006, 26, 508-512.
38. Leo, M.A.; Kim, C.; Lowe, N.; Lieber, C.S. Interaction of ethanol with beta-carotene: Delayed blood clearance and enhanced hepatotoxicity. Hepatology 1992, 15, 883-891.
39. Leo, M.A.; Aleynik, S.I.; Aleynik, M.K.; Lieber, C.S. Beta-carotene beadlets potentiate hepatotoxicity of alcohol. Am. J. Clin. Nutr. 1997, 66, 1461-1469.
40. Leo, M.A.; Kim, C.I.; Lieber, C.S. Increased vitamin A in esophagus and lungs after moderate ethanol consumption. Drug Nutr. Interact. 1988, 5, 227-236.
41. Sato, M.; Lieber, C.S. Changes in vitamin A status after acute ethanol administration in the rat. J. Nutr. 1982, 112, 1188-1196.
42. Chapman, K.M.; Prabhudesai, M.; Erdman, J.W., Jr. Effects of acute ethanol doses or dietary phenobarbitol with carbon tetrachloride exposure on vitamin A status of rats. Alcohol. Clin. Exp. Res. 1993, 17, 637-642.
43. Balmer, J.E.; Blomhoff, R. Gene expression regulation by retinoic acid. J. Lipid Res. 2002, 43, 1773-1808.
44. Napoli, J.L. Effects of ethanol on physiological retinoic acid levels. IUBMB Life 2011, 63, 701-706.
45. Sato, M.; Lieber, C.S. Increased metabolism of retinoic acid after chronic ethanol consumption in rat liver microsomes. Arch. Biochem. Biophys. 1982, 213, 557-564.
46. Molotkov, A.; Duester, G. Retinol/ethanol drug interaction during acute alcohol intoxication in mice involves inhibition of retinol metabolism to retinoic acid by alcohol dehydrogenase. J. Biol. Chem. 2002, 277, 22553-22557.
47. Sauvant, P.; Sapin, V.; Abergel, A.; Schmidt, C.K.; Blanchon, L.; Alexandre-Gouabau, M.C.; Rosenbaum, J.; Bommelaer, G.; Rock, E.; Dastugue, B.; et al. Pav-1, a new rat hepatic stellate cell line converts retinol into retinoic acid, a process altered by ethanol. Int. J. Biochem. Cell Biol. 2002, 34, 1017-1029.
48. Wolf, G. Tissue-specific increases in endogenous all-trans retinoic acid: Possible contributing factor in ethanol toxicity. Nutr. Rev. 2010, 68, 689-692.
49. Leo, M.A.; Lieber, C.S. Alcohol, vitamin A, and beta-carotene: Adverse interactions, including hepatotoxicity and carcinogenicity. Am. J. Clin. Nutr. 1999, 69, 1071-1085.
50. Stryker, W.S.; Kaplan, L.A.; Stein, E.A.; Stampfer, M.J.; Sober, A.; Willett, W.C. The relation of diet, cigarette smoking, and alcohol consumption to plasma beta-carotene and alpha-tocopherol levels. Am. J. Epidemiol. 1988, 127, 283-296.
51. Ward, R.J.; Peters, T.J. The antioxidant status of patients with either alcohol-induced liver damage or myopathy. Alcohol Alcohol. 1992, 27, 359-365.
52. Ahmed, S.; Leo, M.A.; Lieber, C.S. Interactions between alcohol and beta-carotene in patients with alcoholic liver disease. Am. J. Clin. Nutr. 1994, 60, 430-436.
53. Forman, M.R.; Beecher, G.R.; Lanza, E.; Reichman, M.E.; Graubard, B.I.; Campbell, W.S.; Marr, T.; Yong, L.C.; Judd, J.T.; Taylor, P.R. Effect of alcohol consumption on plasma carotenoid concentrations in premenopausal women: A controlled dietary study. Am. J. Clin. Nutr. 1995, 62, 131-135.
54. Fukao, A.; Tsubono, Y.; Kawamura, M.; Ido, T.; Akazawa, N.; Tsuji, I.; Komatsu, S.; Minami, Y.; Hisamichi, S. The independent association of smoking and drinking with serum beta-carotene levels among males in miyagi, japan. Int. J. Epidemiol. 1996, 25, 300-306.
55. D'Ambrosio, D.N.; Clugston, R.D.; Blaner, W.S. Vitamin A metabolism: An update. Nutrients 2011, 3, 63-103.
56. Friedman, H.; Mobarhan, S.; Hupert, J.; Lucchesi, D.; Henderson, C.; Langenberg, P.; Layden, T.J. In vitro stimulation of rat liver retinyl ester hydrolase by ethanol. Arch. Biochem. Biophys. 1989, 269, 69-74.
57. Herr, F.M.; Ong, D.E. Differential interaction of lecithin-retinol acyltransferase with cellular retinol binding proteins. Biochemistry 1992, 31, 6748-6755.
58. Boerman, M.H.; Napoli, J.L. Cholate-independent retinyl ester hydrolysis. Stimulation by apo-cellular retinol-binding protein. J. Biol. Chem. 1991, 266, 22273-22278.
59. Kumar, S.; Sandell, L.L.; Trainor, P.A.; Koentgen, F.; Duester, G. Alcohol and aldehyde dehydrogenases: Retinoid metabolic effects in mouse knockout models. Biochim. Biophys. Acta 2012, 1821, 198-205.
60. Napoli, J.L. Physiological insights into all-trans-retinoic acid biosynthesis. Biochim. Biophys. Acta 2012, 1821, 152-167.
61. Han, C.L.; Liao, C.S.; Wu, C.W.; Hwong, C.L.; Lee, A.R.; Yin, S.J. Contribution to first-pass metabolism of ethanol and inhibition by ethanol for retinol oxidation in human alcohol dehydrogenase family-implications for etiology of fetal alcohol syndrome and alcohol-related diseases. Eur. J. Biochem. 1998, 254, 25-31.
62. Parlesak, A.; Menzl, I.; Feuchter, A.; Bode, J.C.; Bode, C. Inhibition of retinol oxidation by ethanol in the rat liver and colon. Gut 2000, 47, 825-831.
63. Kedishvili, N.Y.; Gough, W.H.; Davis, W.I.; Parsons, S.; Li, T.K.; Bosron, W.F. Effect of cellular retinol-binding protein on retinol oxidation by human class iv retinol/alcohol dehydrogenase and inhibition by ethanol. Biochem. Biophys. Res. Commun. 1998, 249, 191-196.
64. Ong, D.E.; Kakkad, B.; MacDonald, P.N. Acyl-coa-independent esterification of retinol bound to cellular retinol-binding protein (type II) by microsomes from rat small intestine. J. Biol. Chem. 1987, 262, 2729-2736.
65. Leo, M.A.; Kim, C.I.; Lowe, N.; Lieber, C.S. Increased hepatic retinal dehydrogenase activity after phenobarbital and ethanol administration. Biochem. Pharmacol. 1989, 38, 97-103.
66. Ross, A.C.; Zolfaghari, R. Regulation of hepatic retinol metabolism: Perspectives from studies on vitamin A status. J. Nutr. 2004, 134, S269-S275.
67. Ross, A.C.; Zolfaghari, R. Cytochrome p450s in the regulation of cellular retinoic acid metabolism. Annu. Rev. Nutr. 2011, 31, 65-87.
68. Liu, C.; Russell, R.M.; Seitz, H.K.; Wang, X.D. Ethanol enhances retinoic acid metabolism into polar metabolites in rat liver via induction of cytochrome p4502e1. Gastroenterology 2001, 120, 179-189.
69. Koop, D.R.; Tierney, D.J. Multiple mechanisms in the regulation of ethanol-inducible cytochrome p450IIE1. Bioessays 1990, 12, 429-435.
70. Wang, X.D. Alcohol, vitamin A, and cancer. Alcohol 2005, 35, 251-258.
71. Lee, U.E.; Friedman, S.L. Mechanisms of hepatic fibrogenesis. Best Pract. Res. Clin. Gastroenterol. 2011, 25, 195-206.
72. Ryle, P.R.; Hodges, A.; Thomson, A.D. Inhibition of ethanol induced hepatic vitamin A depletion by administration of n,n′-diphenyl-p-phenylene-diamine (DPPD). Life Sci. 1986, 38, 695-702.
73. Takahashi, H.; Wong, K.; Jui, L.; Nanji, A.A.; Mendenhall, C.S.; French, S.W. Effect of dietary fat on ito cell activation by chronic ethanol intake: A long-term serial morphometric study on alcohol-fed and control rats. Alcohol. Clin. Exp. Res. 1991, 15, 1060-1066.
74. Dan, Z.; Popov, Y.; Patsenker, E.; Preimel, D.; Liu, C.; Wang, X.D.; Seitz, H.K.; Schuppan, D.; Stickel, F. Hepatotoxicity of alcohol-induced polar retinol metabolites involves apoptosis via loss of mitochondrial membrane potential. FASEB J. 2005, 19, 845-847.
75. Morimoto, M.; Reitz, R.C.; Morin, R.J.; Nguyen, K.; Ingelman-Sundberg, M.; French, S.W. CYP-2E1 inhibitors partially ameliorate the changes in hepatic fatty acid composition induced in rats by chronic administration of ethanol and a high fat diet. J. Nutr. 1995, 125, 2953-2964.
76. Gouillon, Z.; Lucas, D.; Li, J.; Hagbjork, A.L.; French, B.A.; Fu, P.; Fang, C.; Ingelman-Sundberg, M.; Donohue, T.M., Jr.; French, S.W. Inhibition of ethanol-induced liver disease in the intragastric feeding rat model by chlormethiazole. Proc. Soc. Exp. Biol. Med. 2000, 224, 302-308.
77. Schutze, M.; Boeing, H.; Pischon, T.; Rehm, J.; Kehoe, T.; Gmel, G.; Olsen, A.; Tjonneland, A.M.; Dahm, C.C.; Overvad, K.; et al. Alcohol attributable burden of incidence of cancer in eight european countries based on results from prospective cohort study. BMJ 2011, 342, doi:10.1136/bmj.d1584.
78. Mak, K.M.; Leo, M.A.; Lieber, C.S. Ethanol potentiates squamous metaplasia of the rat trachea caused by vitamin A deficiency. Trans. Assoc. Am. Physicians 1984, 97, 210-221.
79. Mak, K.M.; Leo, M.A.; Lieber, C.S. Potentiation by ethanol consumption of tracheal squamous metaplasia caused by vitamin A deficiency in rats. J. Natl. Cancer Inst. 1987, 79, 1001-1010.
80. Mak, K.M.; Leo, M.A.; Lieber, C.S. Effect of ethanol and vitamin A deficiency on epithelial cell proliferation and structure in the rat esophagus. Gastroenterology 1987, 93, 362-370.
81. van Thiel, D.H.; Gavaler, J.; Lester, R. Ethanol inhibition of vitamin A metabolism in the testes: Possible mechanism for sterility in alcoholics. Science 1974, 186, 941-942.
82. Rosenblum, E.R.; Gavaler, J.S.; van Thiel, D.H. Lipid peroxidation: A mechanism for alcohol-induced testicular injury. Free Radic. Biol. Med. 1989, 7, 569-577.