Tocopherols and the etiology of colon cancer

Journal of the National Cancer Institute

Volumn 89, Issue 14, 1997, Pages 1006-1014

  Stone, William L ^a   Papas, Andreas M ^b  

^a East Tennessee State University   (United States)

^b EASTMAN CHEMICAL COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALPHA TOCOPHEROL; BETA CAROTENE; FREE RADICAL; GAMMA TOCOPHEROL; LIPID HYDROPEROXIDE; MALONALDEHYDE; MUTAGENIC AGENT; REACTIVE OXYGEN METABOLITE; SELENIUM; TOCOPHEROL;

ANTIOXIDANT ACTIVITY; CLINICAL TRIAL; COLON CANCER; DIET; HUMAN; INTESTINE FLORA; LIPID PEROXIDATION; NONHUMAN; ORAL DRUG ADMINISTRATION; OXIDATIVE STRESS; REVIEW;

EID: 0030876658     PISSN: 00278874     EISSN: None     Source Type: Journal    
DOI: 10.1093/jnci/89.14.1006     Document Type: Review

References (95)

1. Parker SL, Tong T, Bolden S, Wingo PA. Cancer statistics, 1997. CA Cancer J Clin 1997;47:5-27.
2. Ries LA. Top 5 causes of cancer death in U.S. women and men [news]. J Natl Cancer Inst 1995;87:1048.
3. Nelson NJ. Is chemoprevention overrated or underfunded [news]. J Natl Cancer Inst 1996;88:947-9.
4. Steele VE, Moon RC, Lubet RA, Grubbs CJ, Reddy BS, Wargovich M, et al. Preclinical efficacy evaluation of potential chemopreventive agents in animal carcinogenesis models: methods and results from the NCI Chemoprevention Drug Development Program. J Cell Biochem Suppl 1994;20: 32-54.
5. Schatzkin A, Kelloff G, Chemo-and dietary prevention of colorectal cancer. Eur J Cancer 1995;31A:1198-204.
6. Nelson RL. Dietary iron and colorectal cancer risk. Free Radic Biol Med 1992;12:161-8.
7. Statland BE. Nutrition and cancer. Clin Chem 1992;38:1587-94.
8. Ames BN, Gold LS, Willett WC. The causes and prevention of cancer. Proc Natl Acad Sci U S A 1995;92:5258-65.
9. Liu JF, Huang CJ. Dietary oxidized frying oil enhances alpha-tocopherol depletion and radioisotope tracer excretion in vitamin E-deficient rats. J Nutr 1996;126:2227-35.
10. Prasad KN, Edwards-Prasad J. Vitamin E and cancer prevention: recent advances and future potentials. J Am Coll Nutr 1992;11:487-500.
11. Byers T, Guerrero N. Epidemiologic evidence for vitamin C and vitamin E in cancer prevention. Am J Clin Nutr 1995;62:1385S-1392S.
12. Weiser H, Riss G, Kormann AW. Biodiscrimination of the eight alpha-tocopherol stereoisomers results in preferential accumulation of the four 2R forms in tissues and plasma of rats. J Nutr 1996;126:2539-49.
13. Cheeseman KH, Holley AE, Kelly FJ, Wasil M, Hughes L, Burton G. Biokinetics in humans of RRR-alpha-tocopherol: the free phenol, acetate ester, and succinate ester forms of vitamin E. Free Radic Biol Med 1995; 19:591-8.
14. Burton GW, Ingold KU. Autoxidation of biological molecules. I. The antioxidant activity of vitamin E and related chain-breaking phenolic antioxidants in vitro. J Am Chem Soc 1981;103:6472-7.
15. Niki E, Kawakami A, Saito M, Yamamoto Y, Tsuchiya J, Kamiya Y. Effect of phytyl side chain of vitamin E on its antioxidant activity. J Biol Chem 1985;260:2191-6.
16. Suarna C, Hood RL, Dean RT, Stocker R. Comparative antioxidant activity of tocotrienols and other natural lipid-soluble antioxidants in a homogeneous system, and in rat and human lipoproteins. Biochim Biophys Acta 1993;1166:163-70.
17. Niki E. Antioxidants in relation to lipid peroxidation. Chem Phys Lipids 1987;44:227-53.
18. Cooney RV, Franke AA, Harwood PJ, Hatch-Pigott V, Custer LJ, Mordan LJ. Gamma-tocopherol detoxification of nitrogen dioxide: superiority to alpha-tocopherol. Proc Natl Acad Sci U S A 1993;90:1771-5.
19. Cooney RV, Harwood PJ, Franke AA, Narala K, Sundstrom AK, Berggren PO, et al. Products of gamma-tocopherol reaction with NO2 and their formation in rat insulinoma (RINm5F) cells. Free Radic Biol Med 1995;19: 259-69.
20. Rubbo H, Radi R, Trujillo M, Telleri R, Kalyanaraman B, Barnes S, et al. Nitric oxide regulation of superoxide and peroxynitrite-dependent lipid peroxidation. Formation of novel nitrogen-containing oxidized lipid derivatives. J Biol Chem 1994;269:26066-75.
21. Hayashi K, Noguchi N, Niki E. Action of nitric oxide as an antioxidant against oxidation of soybean phosphatidylcholine liposomal membranes. FEBS Lett 1995;370:37-40.
22. Radi R, Beckman JS, Bush KM, Freeman BA. Peroxynitrite-induced membrane lipid peroxidation: the cytotoxic potential of superoxide and nitric oxide. Arch Biochem Biophys 1991;288:481-7.
23. Bittrich H, Matzig AK, Kraker I, Appel KE. NO2-induced DNA single strand breaks are inhibited by antioxidative vitamins in V79 cells. Chem Biol Interact 1993;86:199-211.
24. Bieri JG, Evarts RP. Gamma tocopherol: metabolism, biological activity and significance in human vitamin E nutrition. Am J Clin Nutr 1974;27: 980-6.
25. Traber MG. Determinants of plasma vitamin E concentrations. Free Radic Biol Med 1994;16:229-39.
26. Kayden HJ, Traber MG. Absorption, lipoprotein transport, and regulation of plasma concentrations of vitamin E in humans. J Lipid Res 1993;34: 343-58.
27. Bjorneboe A, Bjorneboe GE, Drevon CA. Absorption, transport and distribution of vitamin E. J Nutr 1990;120:233-42.
28. Traber MG, Kayden HJ. Preferential incorporation of alpha-tocopherol vs gamma-tocopherol in human lipoproteins. Am J Clin Nutr 1989;49:517-26.
29. Catignani GL, Bien JG. Rat liver alpha-tocopherol binding protein. Biochim Biophys Acta 1977;497:349-57.
30. Sato Y, Hagiwara K, Arai H, Inoue K. Purification and characterization of the alpha-tocopherol transfer protein from rat liver. FEBS Lett 1991;288: 41-5.
31. Baker H, Handelman GJ, Short S, Machlin LJ, Bhagavan HN, Dratz EA, et al. Comparison of plasma alpha and gamma tocopherol levels following chronic oral administration of either all-rac-alpha-tocopheryl acetate or RRR-alpha-tocopheryl acetate in normal adult male subjects. Am J Clin Nutr 1986;43:382-7.
32. Handelman GJ, Machlin LJ, Fitch K, Weiter JJ, Dratz EA. Oral alpha-tocopherol supplements decrease plasma gamma-tocopherol levels in humans. J Nutr 1985;115:807-13.
33. Stone WL, Papas AM, LeClair IO, Neumann A, Foster M. The roles of alpha-and gamma-tocopherols in preventing the formation of fecal mutagens. FASEB J 1995;9:A472.
34. Peake IR, Windmueller HG, Bieri JG. Comparison of the intestinal absorption, lymph and plasma transport, and tissue uptake of alpha-and gamma-tocopherols in the rat. Biochim Biophys Acta 1972;260:679-88.
35. Peake IR, Bieri JG. Alpha-and gamma-tocopherol in the rat: in vitro and in vivo tissue uptake and metabolism. J Nutr 1971;101:1615-22.
36. Tran K, Chan AC. Comparative uptake of alpha-and gamma-tocopherol by human endothelial cells. Lipids 1992;27:38-41.
37. Harris CC. p53 tumor suppressor gene: from the basic research laboratory to the clinic - an abridged historical perspective. Carcinogenesis 1996;17: 1187-98.
38. Ohshima H, Bartsch H. Chronic infections and inflammatory processes as cancer risk factors: possible role of nitric oxide in carcinogenesis. Mutat Res 1994;305:253-64.
39. Grisham MB, Ware K, Gilleland HE Jr, Gilleland LB, Abell CL, Yamada T. Neutrophil-mediated nitrosamine formation: role of nitric oxide in rats. Gastroenterology 1992;103:1260-6.
40. Preston-Martin S, Pike MC, Ross RK, Jones PA, Henderson BE. Increased cell division as a cause of human cancer. Cancer Res 1990;50:7415-21.
41. Chadwick RW, George SE, Claxton LD. Role of gastrointestinal mucosa and microflora in the bioactivation of dietary and environmental mutagens or carcinogens. Drug Metab Rev 1992;24:425-92.
42. Bruce WR. Recent hypotheses for the origin of colon cancer. Cancer Res 1987;47:4237-42.
43. Van Tassell RL, Kingston DG, Wilkins TD. Metabolism of dietary genotoxins by the human colonie microflora; the fecapentaenes and heterocyclic amines. Mutat Res 1990;238:209-21.
44. Robertson AM. Roles of endogenous substances and bacteria in colorectal cancer. Mutat Res 1993;290:71-8.
45. Blakeborough MH, Owen RW, Bilton RF. Free radical generating mechanisms in the colon: their role in the induction and promotion of colorectal cancer? Free Radic Res Commun 1989;6:359-67.
46. Babbs CF. Free radicals and the etiology of colon cancer. Free Radic Biol Med 1990;8:191-200.
47. Gibson GR, Roberfroid MB. Dietary modulation of the human colonic microbiota: introducing the concept of prebiotics. J Nutr 1995;25:1401-12.
48. Breen AP, Murphy JA. Reactions of oxyl radicals with DNA. Free Radic Biol Med 1995;18:1033-77.
49. Hughes PE, Tove SB. Occurrence of alpha-tocopherolquinone and alpha-tocopherolquinol in microorganisms. J Bacteriol 1982;151:1397-402.
50. Thornton DE, Jones KH, Jiang Z, Zhang H, Liu G, Cornwell DG. Antioxidant and cytotoxic tocopheryl quinones in normal and cancer cells. Free Radic Biol Med 1995;18:963-76.
51. Bennet JD. Use of alpha-tocopherolquinone in the treatment of ulcerative colitis. Gut 1986;27:695-7.
52. Bennet JD. Ulcerative colitis: the result of an altered bacterial metabolism of bile acids or cholesterol. Med Hypotheses 1986;20:125-32.
53. Bull AW, Nigro ND, Golembieski WA, Crissman JD, Marnett LJ. In vivo stimulation of DNA synthesis and induction of ornithine decarboxylase in rat colon by fatty acid hydroperoxides, autoxidation products of unsaturated fatty acids. Cancer Res 1984;44:4924-8.
54. Bull AW, Nigro ND, Marnett LJ. Structural requirements for stimulation of colonie cell proliferation by oxidized fatty acids. Cancer Res 1988;48: 1771-6.
55. Yang MH, Schaich KM. Factors affecting DNA damage caused by lipid hydroperoxides and aldehydes. Free Radic Biol Med 1996;20:225-36.
56. Dion PW, Bright-See EB, Smith CC, Bruce WR. The effect of dietary ascorbic acid and alpha-tocopherol on fecal mutagenicity. Mutat Res 1982;102:27-37.
57. Estabauer H, Eckl P, Ortner A. Possible mutagens derived from lipids and lipid precursors. Mutat Res 1990;238:223-33.
58. Chaudhary AK, Nokubo M, Reddy GR, Yeola SN, Morrow JD, Blair IA, et al. Detection of endogenous malondialdehyde-deoxyguanosine adducts in human liver. Science 1994;265:1580-2.
59. Hendrickse CW, Kelly R, Radley S, Donovan IA, Keighley MR, Neoptolemos JP. Lipid peroxidation and prostaglandins in colorectal cancer. Br J Surg 1994;81:1219-23.
60. Hursting SD, Thomquist M, Henderson MM. Types of dietary fat and the incidence of cancer at five sites. Prev Med 1990;19:242-53.
61. Lindner MA. A fish oil diet inhibits colon cancer in mice. Nutr Cancer 1991;15:1-11.
62. Zhao LP, Kushi LH, Klein RD, Prentice RL. Quantitative review of studies of dietary fat and rat colon carcinoma. Nutr Cancer 1991;15:169-77.
63. Bartoli GM, Palozza P, Marra G, Armelao F, Franceschelli P, Luberto C, et al. n-3 PUFA and alpha-tocopherol control of tumor cell proliferation. Mol Aspects Med 1993;14:247-52.
64. Narisawa T, Fukaura Y, Yazawa K, Ishikawa C, Isoda Y, Nishizawa Y. Colon cancer prevention with a small amount of dietary perilla oil high in alpha-linolenic acid in an animal model. Cancer 1994;73:2069-75.
65. Nicholson ML, Neoptolemos JP, Clayton HA, Talbot IC, Bell PR. Increased cell membrane arachidonic acid in experimental colorectal tumours. Gut 1991;32:413-8.
66. Kinter M, Roberts RJ. Glutathione consumption and glutathione peroxidase inactivation in fibroblast cell lines by 4-hydroxyl-2-nonenal. Free Radic Biol Med 1996;21:457-62.
67. Bartram HP, Gostner A, Scheppach W, Reddy BS, Rao CV, Dusel G, et al. Effects of fish oil on rectal cell proliferation, mucosal fatty acids, and prostaglandin E2 release in healthy subjects. Gastroenterology 1993;105: 1317-22.
68. Qiao L, Kozoni V, Tsioulias GJ, Koutsos M, Hanif R, Shiff S, et al. Selected eicosanoids increase the proliferation rate of human colon carcinoma cell lines and mouse colonocytes in vivo. Biochim Biophys Acta 1995;1258:215-23.
69. Arvind P, Papavassiliou E, Tsioulias GJ, Qiao L, Lovelace C, Duceman B, et al. Prostaglandin E2 down-regulates the expression of HLA-DR antigen in human colon adenocarcinoma cell lines. Biochemistry 1995;34:5604-9.
70. Traber MG, Packer L, Vitamin E: beyond antioxidant function. Am J Clin Nutr 1995;62:1501s-1509s.
71. Willett WC, Stampfer MJ, Colditz GA, Rosner BA, Speizer FE. Relation of meat, fat, and fiber intake to the risk of colon cancer in a prospective study among women. N Engl J Med 1990;323:1664-72.
72. Borek C, Ong A, Mason H, Donahue L, Biaglow JE. Selenium and vitamin E inhibit radiogenic and chemically induced transformation in vitro via different mechanisms. Proc Natl Acad Sci U S A 1986;83:1490-4.
73. Rama BN, Prasad KN. Study on the specificity of alpha-tocopheryl (vitamin E) acid succinate effects on melanoma, glioma and neuroblastoma cells in culture. Proc Soc Exp Biol Med 1983;174:302-7.
74. Israel K, Sanders BG, Kline K. RRR-alpha-tocopheryl succinate inhibits the proliferation of human prostatic tumor cells with defective cell cycle/ differentiation pathways. Nutr Cancer 1995;24:161-9.
75. Azzi A, Boscoboinik D, Marilley D, Ozer NK, Stauble B, Tasinato A. Vitamin E: a sensor and an information transducer of the cell oxidation state. Am J Clin Nutr 1995;62:1337s-1346s.
76. Tasinato A, Boscoboinik D, Bartoli GM, Maroni P, Azzi A. d-alpha-tocopherol inhibition of vascular smooth muscle cell proliferation occurs at physiological concentrations, correlates with protein kinase C inhibition, and is independent of its antioxidant properties. Proc Natl Acad Sci U S A 1995;92:12190-4.
77. Sumiyoshi H. Effects of vitamin E deficiency on 1,2-dimethylhydrazine-induced intestinal carcinogenesis in rats. Hiroshima J Med Sci 1985;34: 363-9.
78. Cook MG, McNamara P. Effect of dietary vitamin E on dimethylhydrazine-induced colonic tumors in mice. Cancer Res 1980;40:1329-31.
79. Toth B, Patil K. Enhancing effect of vitamin E on murine intestinal tumorigenesis by 1,2-dimethylhydrazine dihydrochloride. J Natl Cancer Inst 1983;70:1107-11.
80. Baker H, Frank O, DeAngelis B, Feingold S. Plasma tocopherol in man at various times after ingesting free and acetylated tocopherol. Nutr Rep Int 1980;21:531-6.
81. Nelson RL, Yoo SJ, Tanure JC, Andrianopoulous G, Misumi A. The effect of iron on experimental colorectal carcinogenesis. Anticancer Res 1989;9: 1477-82.
82. Albanes D, Heinonen OP, Huttunen JK, Taylor PR, Virtamo J, Edwards BK, et al. Effects of alpha-tocopherol and beta-carotene supplements on cancer incidence in the Alpha-Tocopherol Beta-Carotene Cancer Prevention Study. Am J Clin Nutr 1995;62(6 Suppl):1427S-1430S.
83. Flagg EW, Coates RJ, Greenberg RS. Epidemiologic studies of antioxidants and cancer in humans. J Am Coll Nutr 1995;14:419-27.
84. Greenberg ER, Baron JA, Tosteson TD, Freeman DH Jr, Beck GJ, Bond JH. et al. A clinical trial of antioxidant vitamins to prevent colorectal adenoma. Polyp Prevention Study Group. N Engl J Med 1994;331:141-7.
85. Longnecker MP, Martin-Moreno JM, Knekt P, Nomura AM, Schober SE, Stahelin HB, et al. Serum alpha-tocopherol concentration in relation to subsequent colorectal cancer: pooled data from five cohorts. J Natl Cancer Inst 1992;84:430-5.
86. Bostick RM, Potter JD, McKenzie DR, Sellers TA, Kushi LH, Steinmetz KA, et al. Reduced risk of colon cancer with high intake of vitamin E: the Iowa Women's Health Study. Cancer Res 1993;53:4230-7.
87. The effect of vitamin E and beta carotene on the incidence of lung cancer and other cancers in male smokers. The Alpha-Tocopherol, b-ccpg. Beta Carotene Cancer Prevention Study Group. N Engl J Med 1994;330:1029-35.
88. McKeown-Eyssen G, Holloway C, Jazmaji V, Bright-See E, Dion P, Bruce WR. A randomized trial of vitamins C and E in the prevention of recurrence of colorectal polyps. Cancer Res 1988;48:4701-5.
89. Bowen PE, Mobarhan S. Evidence from cancer intervention and biomarker studies and the development of biochemical markers. Am J Clin Nutr 1995;62:1403S-1409S.
90. Paganelli GM, Biasco G, Santucci R, Brandi G, Lalli AA, Miglioli M, et al. Rectal cell proliferation and colorectal cancer risk level in patients with nonfamilial adenomatous polyps of the large bowel. Cancer 1991;68: 2451-4.
91. Paganelli GM, Biasco G, Brandi G, Santucci R, Gizzi G, Villani V, et al. Effect of vitamin A, C, and E supplementation on rectal cell proliferation in patients with colorectal adenomas. J Natl Cancer Inst 1992;84:47-51.
92. Blot WJ, Li JY, Taylor PR, Guo W, Dawsey S, Wang GQ, et al. Nutrition intervention trials in Linxian, China: supplementation with specific vitamin/mineral combinations, cancer incidence, and disease-specific mortality in the general population. J Natl Cancer Inst 1993;85:1483-92.
93. Clark LC, Combs GF Jr, Turnbull BW, Slate EH, Chalker DK, Chow J, et al. Effects of selenium supplementation for cancer prevention in patients with carcinoma of the skin. A randomized controlled trial. Nutritional Prevention of Cancer Study Group. JAMA 1996;276:1957-63.
94. Hafeman DG, Hoekstra WG. Lipid peroxidation in vivo during vitamin E and selenium deficiency in the rat as monitored by ethane evolution. J Nutr 1977;107:666-72.
95. Drevon CA. Absorption, transport and metabolism of vitamin E. Free Radic Res Commun 1991;14:229-46.