Key Roles of Vitamins A, C, and E in Aflatoxin B1-Induced Oxidative Stress

Vitamins and Hormones

Volumn 86, Issue , 2011, Pages 287-305

  Alpsoy, Lokman ^a   Yalvac, Mehmet Emir ^b  

^a FATIH UNIVERSITY   (Turkey)

^b YEDITEPE UNIVERSITY   (Turkey)

Author keywords

Aflatoxin B1; Oxidative stress; Vitamins A, C, and E

Indexed keywords

AFLATOXIN B1; ALPHA TOCOPHEROL; ASCORBIC ACID; POISON; RETINOL;

ANIMAL; BOOK; FOOD POISONING; HUMAN; METABOLISM; NUTRITIONAL DEFICIENCY; OXIDATIVE STRESS; PATHOPHYSIOLOGY;

AFLATOXIN B1; ANIMALS; ASCORBIC ACID; DEFICIENCY DISEASES; FOODBORNE DISEASES; HUMANS; OXIDATIVE STRESS; POISONS; VITAMIN A; VITAMIN E;

EID: 79952679405     PISSN: 00836729     EISSN: None     Source Type: Book Series    
DOI: 10.1016/B978-0-12-386960-9.00012-5     Document Type: Book

References (117)

1. Aboobaker V.S., et al. Inhibition of microsomal activation of aflatoxin B1 by 3-dehydroretinol and 3-dehydroretinyl palmitate. Indian J. Exp. Biol. 1997, 35:1125-1127.
2. Alexander M., et al. Oral beta-carotene can increase the number of OKT4+ cells in human blood. Immunol. Lett. 1985, 9:221-224.
3. Allaben W.T., et al. Dietary Restriction and Toxicological Endpoints: A Historical Perspective 1991, Springer-Verlag, Berlin, Germany.
4. Alpsoy L., et al. The antioxidant effects of vitamin A, C, and E on aflatoxin B1-induced oxidative stress in human lymphocytes. Toxicol. Ind. Health 2009, 25:121-127.
5. Arita M., et al. Human alpha-tocopherol transfer protein: cDNA cloning, expression and chromosomal localization. Biochem. J. 1995, 306(Pt. 2):437-443.
6. Asao T., et al. The structures of aflatoxins B and G. J. Am. Chem. Soc. 1965, 87:882-886.
7. Atroshi F., et al. Liver enzyme activities of rats exposed to ochratoxin A and T-2 toxin with antioxidants. Bull. Environ. Contam. Toxicol. 2000, 64:586-592.
8. Ayub M., Sachan D. Dietary factors affecting aflatoxin Bi carcinogenicity. Mal. J. Nutr. 1997, 3:161-179.
9. Ball R.W., et al. Comparative activation of aflatoxin B-1 by mammalian pulmonary tissues. Toxicol. Lett. 1995, 75:119-125.
10. Bedard L.L., Massey T.E. Aflatoxin B1-induced DNA damage and its repair. Cancer Lett. 2006, 241:174-183.
11. Bendich A. Antioxidant Micro Nutrients and Immune Responses 1990, New York Academy of Science, New York.
12. Bendich A., Shapiro S.S. Effect of beta-carotene and canthaxanthin on the immune responses of the rat. J. Nutr. 1986, 116:2254-2262.
13. Bhatnagar D., et al. Oxidation-reduction reactions in biosynthesis of secondary metabolites. Handbook of Applied Micology: Mycotoxins in Ecological Systems 1992, 255-286. New York. D. Bhatnagar, E.B. Lillehoj, D.L. Arora (Eds.).
14. Bhattacharya R.K., et al. Factors modulating the formation of DNA adduct by aflatoxin-B1 in vitro. Carcinogenesis 1984, 5:1359-1362.
15. Bhattacharya R.K., et al. Modifying role of dietary factors on the mutagenicity of aflatoxin B1: In vitro effect of vitamins. Mutat. Res. 1987, 188:121-128.
16. Bowry V.W., Stocker R. Tocopherol-mediated peroxidation. The prooxidant effect of vitamin E on the radical-initiated oxidation of human low-density lipoprotein. J. Am. Chem. Soc. 1993, 115:6029-6044.
17. Brennan-Craddock W.E., et al. Dietary fat modifies the in vivo mutagenicity of some food-borne carcinogens. Mutat. Res. 1990, 230:49-54.
18. Brigelius-Flohe R. Vitamin E: The shrew waiting to be tamed. Free Radic. Biol. Med. 2009, 46:543-554.
19. Briviba K., et al. Beta-carotene inhibits growth of human colon carcinoma cells in vitro by induction of apoptosis. Biol. Chem. 2001, 382:1663-1668.
20. Bullerman L.B. Mycotoxins and food safety. Food Technol. 1986, 40:59-66.
21. Cassand P., et al. Effect of vitamin E dietary intake on in vitro activation of aflatoxin B1. Mutat. Res. 1993, 319:309-316.
22. Champe P.C., et al. Lippincott's Illustrated Reviews: Biochemistry 2007, North American Edition Wolters Kluwer/Lippincott Williams and Wilkins, New York.
23. Chang Y., Bjeldanes L.F. R-goitrin- and BHA-induced modulation of aflatoxin B1 binding to DNA and biliary excretion of thiol conjugates in rats. Carcinogenesis 1987, 8:585-590.
24. Chang C.F., Hamilton P.B. Impairment of phagocytosis in chicken monocytes during aflatoxicosis. Poult. Sci. 1979, 58:562-566.
25. Chaudiere J., Ferrari-Iliou R. Intracellular antioxidants: From chemical to biochemical mechanisms. Food Chem. Toxicol. 1999, 37:949-962.
26. Chentanez T., et al. Effects of cortisol pretreatment on the acute hepatotoxicity of aflatoxin B1. Toxicol. Lett. 1988, 42:237-248.
27. Chlopkiewicz B., et al. An evaluation of antimutagenic properties of vitamin E. Acta Pol. Pharm. 1991, 48:33-34.
28. Clayson D.B., et al. Oxidative DNA-damage-The effects of certain genotoxic and operationally nongenotoxic carcinogens. Mutat. Res. 1994, 317:25-42.
29. Cotty P.J., Bhatnagar D. Variability among atoxigenic Aspergillus flavus strains in ability to prevent aflatoxin contamination and production of aflatoxin biosynthetic pathway enzymes. Appl. Environ. Microbiol. 1994, 60:2248-2251.
30. Dawson E.B., et al. Relationship between ascorbic acid and male fertility. World Rev. Nutr. Diet. 1990, 62:1-26.
31. De Flora S., Ramel C. Mechanisms of inhibitors of mutagenesis and carcinogenesis. Classification and overview. Mutat. Res. 1988, 202:285-306.
32. Deng D.J., et al. Effect of beta-carotene on sister chromatid exchanges induced by MNNG and aflatoxin B1 in V79 cells. Zhonghua Zhong Liu Za Zhi 1988, 10:89-91.
33. Denissenko M.F., et al. Quantitation and mapping of aflatoxin B1-induced DNA damage in genomic DNA using aflatoxin B1-8, 9-epoxide and microsomal activation systems. Mutat. Res., Fundam. Mol. Mech. Mutagen. 1999, 425:205-211.
34. Denning D.W., et al. Transplacental transfer of aflatoxin in humans. Carcinogenesis 1990, 11:1033-1035.
35. Dragan Y.P., Pitot H.C. Aflatoxin Carcinogenesis in the Context of the Multistage Nature of Cancer 1994, Academic Press, New York.
36. Dvorackova I., Polster M. Relation between aflatoxin producing aspergilloma and lung carcinoma. Microbiologie-Aliments-Nutrition 1984, 2:187-192.
37. Dutton M.F. Enzymes and aflatoxin biosynthesis. Microbiol. Rev. 1988, 52:274-295.
38. Emerole G.O., et al. Effect of dietary vitamin E (alpha-tocopherol) on aflatoxin B metabolism. Eur. J. Drug Metab. Pharmacokinet. 1984, 9:295-300.
39. Esterbauer H., et al. Role of vitamin-E in preventing the oxidation of low-density-lipoprotein. Am. J. Clin. Nutr. 1991, 53:S314-S321.
40. Firozi P.F., et al. Modulation by certain factors of metabolic activation of aflatoxin B1 as detected in vitro in a simple fluorimetric assay. Chem. Biol. Interact. 1986, 58:173-184.
41. Flodin N.W. Micronutrient supplements: Toxicity and drug interactions. Prog. Food Nutr. Sci. 1990, 14:277-331.
42. Francis A.R., et al. Modifying role of dietary factors on the mutagenicity of aflatoxin B1: In vitro effect of trace elements. Mutat. Res. 1988, 199:85-93.
43. Frei B., et al. Ubiquinol-10 is an effective lipid-soluble antioxidant at physiological concentrations. Proc. Natl. Acad. Sci. USA 1990, 87:4879-4883.
44. Fukuzawa K., et al. Rate constants for quenching singlet oxygen and activities for inhibiting lipid peroxidation of carotenoids and alpha-tocopherol in liposomes. Lipids 1998, 33:751-756.
45. Goldman R., Shields P.G. Food mutagens. J. Nutr. 2003, 133(Suppl. 3):965S-973S.
46. Hainaut P., Vahakangas K. p53 as a sensor of carcinogenic exposures: Mechanisms of p53 protein induction and lessons from p53 gene mutations. Pathol. Biol. (Paris) 1997, 45:833-844.
47. Halliwell B., Gutteridge J.M.C. Oxidative Stress: Adaptation Damage, Repair and Death 1999, Oxford University Press, New York.
48. Hashim S., et al. Modulatory effects of essential oils from spices on the formation of DNA adduct by aflatoxin B1 in vitro. Nutr. Cancer 1994, 21:169-175.
49. Hayes R.B., et al. Aflatoxin exposures in the industrial-setting-An epidemiological-study of mortality. Food Chem. Toxicol. 1984, 22:39-43.
50. Hendrickse R.G. Clinical implications of food contaminated by aflatoxins. Ann. Acad. Med. Singapore 1991, 20:84-90.
51. Hoehler D., et al. Model studies on free radical generation induced by different mycotoxins in yeast and bacteria. FASEB J. 1996, 10:790-796.
52. Holmquist G.U., et al. Influence of temperature, Ph, water activity and anti-fungal agents on growth of Aspergillus-flavus and Aspergillus-parasiticus. J. Food Sci. 1983, 48:778-782.
53. Hosomi A., et al. Affinity for alpha-tocopherol transfer protein as a determinant of the biological activities of vitamin E analogs. FEBS Lett. 1997, 409:105-108.
54. Huang C.C., et al. Retinol (vitamin A) inhibits sister chromatid exchanges and cell cycle delay induced by cyclophosphamide and aflatoxin B1 in Chinese hamster V79 cells. Carcinogenesis 1982, 3:1-5.
55. Some Naturally Occurring Substances. IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Humans, Vol. 10 1976, IARC, International Agency for Research on Cancer, Lyon, France, 353.
56. Some Naturally Occurring Substances: Food Items and Constituents, Heterocyclic Aromatic Amines, and Mycotoxins. IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Humans, Vol. 56. 1993, IARC, International Agency for Research on Cancer, Lyon, France, 571.
57. Ibeh I.N., Saxena D.K. Effect of alpha-tocopherol supplementation on the impact of aflatoxin B1 on the testes of rats. Exp. Toxicol. Pathol. 1998, 50:221-224.
58. Kagan V.E., Tyurina Y.Y. Recycling and redox cycling of phenolic antioxidants. Ann. NY Acad. Sci. 1998, 854:425-434.
59. Kempna P., et al. Inhibition of HMC-1 mast cell proliferation by vitamin E: Involvement of the protein kinase B pathway. J. Biol. Chem. 2004, 279:50700-50709.
60. Kensler T.W., et al. Modulation of aflatoxin metabolism, aflatoxin-N7-guanine formation, and hepatic tumorigenesis in rats fed ethoxyquin: Role of induction of glutathione S-transferases. Cancer Res. 1986, 46:3924-3931.
61. Keys S.A., Zimmerman W.F. Antioxidant activity of retinol, glutathione, and taurine in bovine photoreceptor cell membranes. Exp. Eye Res. 1999, 68:693-702.
62. Khor H.T., Ng T.T. Effects of administration of alpha-tocopherol and tocotrienols on serum lipids and liver HMG CoA reductase activity. Int. J. Food Sci. Nutr. 2000, 51(Suppl.):S3-S11.
63. Klein P.J., et al. Biochemical factors underlying the age-related sensitivity of turkeys to aflatoxin B-1. Comp. Biochem. Physiol. C Toxicol. Pharmacol. 2002, 132:193-201.
64. Lamba V., et al. Hepatic CYP2B6 expression: Gender and ethnic differences and relationship to CYP2B6 genotype and CAR (constitutive androstane receptor) expression. J. Pharmacol. Exp. Ther. 2003, 307:906-922.
65. Lasky T., Magder L. Hepatocellular carcinoma p53 G>T transversions at codon 249: The fingerprint of aflatoxin exposure?. Environ. Health Perspect. 1997, 105:392-397.
66. Levine M., et al. Criteria and recommendations for vitamin C intake. JAMA 1999, 281:1415-1423.
67. Liu T.Y., et al. Mechanistic study of the inhibition of aflatoxin b1-induced hepatotoxicity by dimethyl 4, 4'-dimethoxy-5, 6, 5', 6'-dimethylenedioxy biphenyl-2, 2'-dicarboxylate. Cancer Lett. 1995, 89:201-205.
68. Lykkesfeldt J., et al. Ascorbic acid and dehydroascorbic acid as biomarkers of oxidative stress caused by smoking. Am. J. Clin. Nutr. 1997, 65:959-963.
69. Mace K., et al. Aflatoxin B1-induced DNA adduct formation and p53 mutations in CYP450-expressing human liver cell lines. Carcinogenesis 1997, 18:1291-1297.
70. Mandel H.G., et al. Effect of dietary-protein level on aflatoxin-B1 actions in the liver of weanling rats. Carcinogenesis 1992, 13:1853-1857.
71. Massey T.E., et al. Biochemical and molecular aspects of mammalian susceptibility to aflatoxin B-1 carcinogenicity. Proc. Soc. Exp. Biol. Med. 1995, 208:213-227.
72. Massey T.E., et al. Mechanisms of aflatoxin B1 lung tumorigenesis. Exp. Lung Res. 2000, 26:673-683.
73. Mathews-Roth M.M., Krinsky N.I. Carotenoid dose level and protection against UV-B induced skin tumors. Photochem. Photobiol. 1985, 42:35-38.
74. May J.M., et al. Ascorbate recycling in human erythrocytes: Role of GSH in reducing dehydroascorbate. Free Radic. Biol. Med. 1996, 20:543-551.
75. May J.M., et al. Protection and recycling of alpha-tocopherol in human erythrocytes by intracellular ascorbic acid. Arch. Biochem. Biophys. 1998, 349:281-289.
76. Mcglynn K.A., et al. Susceptibility to hepatocellular-carcinoma is associated with genetic-variation in the enzymatic detoxification of aflatoxin B-1. Proc. Natl. Acad. Sci. USA 1995, 92:2384-2387.
77. Moller P., et al. Vitamin C supplementation decreases oxidative DNA damage in mononuclear blood cells of smokers. Eur. J. Nutr. 2004, 43:267-274.
78. Neldon-Ortiz D.L., Qureshi M.A. Direct and microsomal activated aflatoxin B1 exposure and its effects on turkey peritoneal macrophage functions in vitro. Toxicol. Appl. Pharmacol. 1991, 109:432-442.
79. Netke S.P., et al. Ascorbic acid protects guinea pigs from acute aflatoxin toxicity. Toxicol. Appl. Pharmacol. 1997, 143:429-435.
80. Newberne P.M., et al. Effects of dietary-fat on hepatic mixed-function oxidases and hepatocellular carcinoma induced by aflatoxin-B1 in rats. Cancer Res. 1979, 39:3986-3991.
81. Noguchi N., et al. Inhibition of THP-1 cell adhesion to endothelial cells by alpha-tocopherol and alpha-tocotrienol is dependent on intracellular concentration of the antioxidants. Free Radic. Biol. Med. 2003, 34:1614-1620.
82. Nyandieka H.S., et al. Association of reduction of Afb1-induced liver-tumors by antioxidants with increased activity of microsomal-enzymes. Indian J. Med. Res. B 1990, 92:332-336.
83. Nyathi C.B., et al. The effect of diet on aflatoxin-B(1) binding to hepatic macromolecules in rats. Res. Commun. Chem. Pathol. Pharmacol. 1993, 82:199-207.
84. Odin A.P. Vitamins as antimutagens: Advantages and some possible mechanisms of antimutagenic action. Mutat. Res. 1997, 386:39-67.
85. Pariza M.W., Boutwell R.K. Historical perspective: Calories and energy expenditure in carcinogenesis. Am. J. Clin. Nutr. 1987, 45:151-156.
86. Pietri S., et al. Ascorbyl free radical: A noninvasive marker of oxidative stress in human open-heart surgery. Free Radic. Biol. Med. 1994, 16:523-528.
87. Pollard M., Luckert P.H. Tumorigenic effects of direct- and indirect-acting chemical carcinogens in rats on a restricted diet. J. Natl. Cancer Inst. 1985, 74:1347-1349.
88. Primiano T., et al. Intermittent dosing with oltipraz: Relationship between chemoprevention of aflatoxin-induced tumorigenesis and induction of glutathione S-transferases. Cancer Res. 1995, 55:4319-4324.
89. Reddy L., et al. Aflatoxin B1-induced toxicity in HepG2 cells inhibited by carotenoids: Morphology, apoptosis and DNA damage. Biol. Chem. 2006, 387:87-93.
90. Sachan D., Ayub M. Suppression of aflatoxin B1-induced lipid abnormalities and macromolecule-adduct formation by L-carnitine. J. Environ. Pathol. Toxicol. Oncol. 1992, 11:205-210.
91. Sachan D.S., Yatim A.M. Modulation of aflatoxin-B1 (Afb1) toxicity by L-carnitine. FASEB J. 1991, 5:A712.
92. Sahaphong S., et al. Enhanced hepatotoxicity of aflatoxin B1 in the rat by ethanol: Ultrastructural changes. Toxicol. Lett. 1992, 61:89-98.
93. Saito K., et al. The lipid-binding SEC14 domain. Biochim. Biophys. Acta 2007, 1771:719-726.
94. Salem M.H., et al. Protective role of ascorbic acid to enhance semen quality of rabbits treated with sublethal doses of aflatoxin B(1). Toxicology 2001, 162:209-218.
95. Shen H.M., et al. Aflatoxin B1-induced lipid peroxidation in rat liver. Toxicol. Appl. Pharmacol. 1994, 127:145-150.
96. Shen H.M., et al. Aflatoxin B1-induced 8-hydroxydeoxyguanosine formation in rat hepatic DNA. Carcinogenesis 1995, 16:419-422.
97. Shi H.L., et al. Comparative study on dynamics of antioxidative action of alpha-tocopheryl hydroquinone, ubiquinol, and alpha-tocopherol, against lipid peroxidation. Free Radic. Biol. Med. 1999, 27:334-346.
98. Sinha S.P., Dharmshila K. Vitamin A ameliorates the genotoxicity in mice of aflatoxin B1-containing Aspergillus flavus infested food. Cytobios 1994, 79:85-95.
99. Sontag T.J., Parker R.S. Comparative influence of major structural features of tocopherols and tocotrienols on kinetics of their omega-oxidation by cellular and microsomal tocopherol-omega -hydroxylase. J. Lipid Res. 2007, 48:1090-1098.
100. Srivastava V.P., et al. Aflatoxin M-1 contamination in commercial samples of milk and dairy products in Kuwait. Food Addit. Contam. 2001, 18:993-997.
101. Tannenbaum A. The genesis and growth of tumors. II. Effects of caloric restriction per se. Cancer Res. 1942, 2:460-467.
102. Toskulkao C., Glinsukon T. Hepatic lipid-peroxidation and intracellular calcium accumulation in ethanol potentiated aflatoxin-B1 toxicity. J. Pharmacobio-Dynam. 1988, 11:191-197.
103. Traber M.G., Atkinson J. Vitamin E, antioxidant and nothing more. Free Radic. Biol. Med. 2007, 43:4-15.
104. Trail F., et al. Molecular biology of aflatoxin biosynthesis. Microbiology 1995, 141(Pt. 4):755-765.
105. Tucker B.W., Halver J.E. Ascorbate-2-sulfate metabolism in fish. Nutr. Rev. 1984, 42:173-179.
106. Turrens J.F. The potential of antioxidant enzymes as pharmacological agents in vivo. Xenobiotica 1991, 21:1033-1040.
107. Verma R.J. Aflatoxin cause DNA damage. Int. J. Hum. Genet. 2004, 4:231-236.
108. Verma R.J., Nair A. Vitamin E ameliorates aflatoxin-induced biochemical changes in the testis of mice. Asian J. Androl. 2001, 3:305-309.
109. Verma R.J., Nair A. Effect of aflatoxins on testicular steroidogenesis and amelioration by vitamin E. Food Chem. Toxicol. 2002, 40:669-672.
110. Wang J.S., Groopman J.D. DNA damage by mycotoxins. Mutat. Res., Fundam. Mol. Mech. Mutagen. 1999, 424:167-181.
111. Wang C.J., et al. Modulatory effect of crocetin on aflatoxin B1 cytotoxicity and DNA adduct formation in C3H10T1/2 fibroblast cell. Cancer Lett. 1991, 56:1-10.
112. Webster R.P., et al. Effect of different vitamin a status on carcinogen-induced DNA damage and repair enzymes in rats. In Vivo 1996, 10:113-118.
113. Webster R.P., et al. Modulation of carcinogen-induced DNA damage and repair enzyme activity by dietary riboflavin. Cancer Lett. 1996, 98:129-135.
114. Wheeler J.L., et al. In vitro metabolism of aflatoxin B1 with microsomal enzymes in the presence of selected nutrients. J. Food Sci. 2006, 52:1432-1433.
115. Yu M.W., et al. Influence of vitamins A, C, and E and beta-carotene on aflatoxin B1 binding to DNA in woodchuck hepatocytes. Cancer 1994, 73:596-604.
116. Zile M.H., et al. Effect of moderate vitamin A supplementation and lack of dietary vitamin A on the development of mammary tumors in female rats treated with low carcinogenic dose levels of 7, 12-dimethylbenz(a)anthracene. Cancer Res. 1986, 46:3495-3503.
117. Zingg J.M., Azzi A. Non-antioxidant activities of vitamin E. Curr. Med. Chem. 2004, 11:1113-1133.