Mechanisms of mammary cancer chemoprevention by organoselenium compounds

Mutation Research - Fundamental and Molecular Mechanisms of Mutagenesis

Volumn 551, Issue 1-2, 2004, Pages 181-197

  El Bayoumy, Karam ^a   Sinha, Raghu ^a  

^a AMERICAN HEALTH FOUNDATION   (United States)

Author keywords

1,4 phenylenebis(methylene)selenocyanate; 7,12 dimethylbenz a anthracene; aromatic selenol moiety of p XSeSG; benzylselenocyanate; benzylthiocyanate; BSC; BTC; DMBA; glutathione conjugate of p XSC; Mammary cancer; p XSC; p XSeH; p XSeSG; Selenium

Indexed keywords

1,4 PHENYLENEBIS(METHYLENE)SELENOCYANATE; 7,12 DIMETHYLBENZ[A]ANTHRACENE; BENZYL SELENOCYANATE; BENZYL THIOCYANATE; COMPLEMENTARY DNA; DNA; DRUG METABOLITE; GLUTATHIONE DERIVATIVE; ORGANOSELENIUM DERIVATIVE; SE METHYLSELENOCYSTEINE; SELENOMETHIONINE; SODIUM SELENITE; UNCLASSIFIED DRUG;

BREAST CARCINOMA; CANCER CELL CULTURE; CANCER CHEMOTHERAPY; CANCER PREVENTION; CARCINOGENESIS; CELL PROLIFERATION; CLINICAL TRIAL; DNA MICROARRAY; DOSE RESPONSE; DRUG EFFICACY; DRUG MECHANISM; DRUG METABOLISM; DRUG STRUCTURE; HUMAN; IN VIVO STUDY; NONHUMAN; PRIORITY JOURNAL; RAT; REVIEW; SIDE EFFECT;

9,10-DIMETHYL-1,2-BENZANTHRACENE; ANIMALS; ANTICARCINOGENIC AGENTS; BREAST NEOPLASMS; CLINICAL TRIALS; DNA ADDUCTS; HUMANS; MAMMARY NEOPLASMS, EXPERIMENTAL; ORGANOSELENIUM COMPOUNDS;

EID: 3042693150     PISSN: 00275107     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.mrfmmm.2004.02.023     Document Type: Review

References (73)

1. Doll R. Nature and nurture: possibilities for cancer control. Carcinogenesis. 17:1996;177-184
2. G.F. Combs Jr., L.C. Clark, Selenium and cancer, in: D. Heber, G.L. Blackburn, V-L.W. Go (Eds.), Nutritional Oncology, Academic Press, San Diego, CA, 1999, pp. 215-222.
3. El-Bayoumy K., Chung F.-L., Richie J. Jr., Reddy B.S., Cohen L., Weisburger J., Wynder E.L. Dietary control of cancer. Proc. Soc. Exp. Biol. Med. 216:1997;211-223
4. Berzelius J.J. Lettre de M. Berzelius à M. Berthollet sur deux métauz noveaux. Ann. Chim. Phys. Ser. 2(7):1817;199
5. C. Reilly, Selenium in Food and Health, Chapman and Hall, London, 1996, p. 2.
6. Franke K.W. A new toxicant occurring naturally in certain samples of plant foodstuffs. I. Results obtained in preliminary feeding trials. J. Nutr. 8:1934;597-608
7. Schwarz K., Foltz C. Selenium as an integral part of factor 3 against necrotic liver degeneration. J. Am. Chem. Soc. 79:1957;3292-3293
8. Shamberger R.J., Frost D.V. Possible protective effect of selenium against human cancer. Can. Med. Assoc. J. 100:1969;682
9. Schrauzer G.N., White D.A., Schneider C.J. Cancer mortality correlation studies. III. Statistical association with dietary selenium intakes. Bioinorg. Chem. 7:1977;35-56
10. El-Bayoumy K. The protective role of selenium on genetic damage and on cancer. Mutat. Res. 475:2001;123-139
11. Rotruck J.T., Pope A.L., Ganther H.E., Swanson A.B., Hafeman D.G., Hoekstra W.G. Selenium: biochemical role as a component of glutathione peroxidase. Science. 179:1973;588-590
12. El-Bayoumy K. Effects of organoselenium compounds on induction of mouse forestomach tumors by benzo(a)pyrene. Cancer Res. 45:1985;3631-3635
13. Yu S.Y., Zhu Y.J., Li W.G., Huang Q.S., Huang C.Z., Zhang Q.N., Hou C. A preliminary report on the intervention trials of primary liver cancer in high-risk populations with nutritional supplementation of selenium in China. Biol. Trace Elem. Res. 29:1991;289-294
14. Yu S.Y., Zhu Y.J., Li W.G. Protective role of selenium against hepatitis B virus and primary liver cancer in Qidong. Biol. Trace Elem. Res. 56:1997;117-124
15. Blot W.J., Li J.Y., Taylor P.R., Guo W., Dawsey S., Wang G.Q., Yang C.S., Zheng S.F., Gail M., Li G.Y., Yu V., Liu J., Tangrea J., Sun Y., Liu F. Jr., Fraumeni J.F., Zhang Y.H., Li B. 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. 85:1993;1483-1492
16. Li J.Y., Taylor P.R., Li B., Dawsey S., Wang G.Q., Ershow A.G., Guo W., Liu S.F., Yang C.S., Shen Q., Wang W., Mark S.D., Zou X.-N., Greenwald P., Wu Y.-P., Blot W.J. Nutrition intervention trials in Linxian, China: multiple vitamin/mineral supplementation, cancer incidence, and disease-specific mortality among adults with esophageal dysplasia. J. Natl. Cancer Inst. 85:1993;1492-1498
17. Prasad M.P.R., Mukundan M.A., Krishnaswamy K. Micronuclei and carcinogen DNA adducts as intermediate end points in nutrient intervention trial of precancerous lesions in the oral cavity. Oral Oncol. Eur. J. Cancer. 31B:1995;155-159
18. Clark L.C., Combs G.F. Jr., Turnbull B.W., Slate E.H., Chalker D.K., Chow J., Davis L.S., Glover R.A., Graham G.F., Gross E.G., Krongrad A., Lesher J.L. Jr., Park H.K., Sanders B.B. Jr., Smith C.L., Taylor P.R. Effects of selenium supplementation for cancer prevention in patients with carcinoma of the skin. A randomized controlled trial. Nutritional Prevention of Cancer Study Group. J. Am. Med. Assoc. 276:1996;1957-1963
19. Duffield-Lillico A.J., Reid M.E., Turnbull B.W., Combs G.F. Jr., Slate E.H., Fischbach L.A., Marshall J.R., Clark L.C. Baseline characteristics and the effect of selenium supplementation on cancer incidence in a randomized clinical trial: a summary report of the Nutritional Prevention of Cancer Trial. Cancer Epidemiol. Biomarkers Prev. 11:2002;630-639
20. Duffield-Lillico A.J., Slate E.H., Reid M.E., Turnbull B.W., Wilkins P.A., Combs G.F. Jr., Park H.K., Gross E.G., Graham G.F., Stratton M.S., Marshall J.R., Clark L.C. Nutritional Prevention of Cancer Study Group. Selenium supplementation and secondary prevention of nonmelanoma skin cancer in a randomized trial. J. Natl. Cancer Inst. 95:2003;1477-1481
21. El-Bayoumy K., Richie J.P. Jr., Boyiri T., Komninou D., Prokopczyk B., Trushin N., Kleinman W., Cox J., Pittman B., Colosimo S. Influence of selenium-enriched yeast supplementation on biomarkers of oxidative damage and hormone status in healthy adult males: a clinical pilot study. Cancer Epidemiol. Biomarkers Prev. 11:2002;1459-1465
22. Rayman M.P. The importance of selenium to human health. Lancet. 356:2000;233-241
23. Klein E.A., Thompson I.M., Lippman S.M., Goodman P.J., Albanes D., Taylor P.R., Coltman C. SELECT: the Selenium and Vitamin E Cancer Prevention Trial: rationale and design. Prostate Cancer Prostatic Dis. 3:2000;145-151
24. Hoque A., Albanes D., Lippman S.M., Spitz M.R., Taylor P.R., Klein E.A., Thompson I.M., Goodman P., Stanford J.L., Crowley J.J., Coltman C.A., Santella R.M. Molecular epidemiologic studies within the Selenium and Vitamin E Cancer Prevention Trial (SELECT). Cancer Causes Control. 12:2001;627-633
25. Jemal A., Murray T., Samuels A., Ghafoor A., Ward E., Thun M.J. Cancer statistics, 2003. CA Cancer J. Clin. 53:2003;5-26
26. World Health Organization, The World Health Report 1996, WHO, Geneva, Switzerland, 1997.
27. Nelson A.A., Fitzhugh O.G., Calvery H.O. Liver tumors following cirrhosis caused by selenium in rats. Cancer Res. 3:1943;230-236
28. Clayton C.C., Baumann C.A. Diet and azo dye tumors: effect of diet during periods when the dye is not fed. Cancer Res. 9:1949;575-592
29. Harr J.R., Exon J.H., Whanger P.D., Weswig P.H. Effect of dietary selenium on N-2 fluorenyl-acetamide (FAA)-induced cancer in vitamin E supplemented, selenium depleted rats. Clin. Toxicol. 5:1972;187-194
30. Ip C. Lessons from basic research in selenium and cancer prevention. J. Nutr. 128:1998;1845-1854
31. K. El-Bayoumy, The role of selenium in cancer prevention, in: V.T. DeVita, S. Hellman, S.A. Rosenberg (Eds.), Cancer Prevention, JB Lippincott Company, Philadelphia, PA, USA 1991, pp. 1-15.
32. C. Ip, D. Medina, in: D. Medina, G.H. Hepper, W.R. Kidwell, E. Anderson (Eds.), Current Concepts of Selenium and Mammary Tumorigenesis. Cell and Molecular Biology of Experimental Breast Cancer, Plenum Press, New York, 1987, pp. 479-494.
33. Medina D., Morrison D.G. Current ideas on selenium as a chemopreventive agent. Pathol. Immunopathol. Res. 7:1988;187-199
34. Medina D., Lane H.W. Stage specificity of selenium-mediated inhibition of mouse mammary tumorigenesis. Biol. Trace Elem. Res. 5:1983;297-306
35. Schrauzer G.N., White D.A., Schneider C.J. Inhibition of the genesis of spontaneous mammary tumors in C3H mice: effects of selenium and of selenium-antagonistic elements and their possible role in human breast cancer. Bioinorg. Chem. 6:1976;265-270
36. El-Bayoumy K., Upadhyaya P., Chae Y.-H., Sohn O.S., Rao C.V., Fiala E.S., Reddy B.S. Chemoprevention of cancer by organoselenium compounds. J. Cell. Biochem. (Suppl.). 22:1995;92-100
37. El-Bayoumy K., Chae Y.-H., Upadhyaya P., Ip C. Chemoprevention of mammary cancer by diallyl selenide, a novel organoselenium compound. Anticancer Res. 16:1996;2911-2916
38. El-Bayoumy K., Chae Y.-H., Upadhyaya P., Meschter C., Cohen L.A., Reddy B.S. Inhibition of 7, 12-dimethylbenz[a]anthracene-induced tumors and DNA adduct formation in the mammary glands of female Sprague-Dawley rats by the synthetic organoselenium compound, 1, 4-phenylenebis(methylene)selenocyanate. Cancer Res. 52:1992;2402-2407
39. Ip C., El-Bayoumy K., Upadhyaya P., Ganther H., Vadhanavikit S., Thompson H. Comparative effect of inorganic and organic selenocyanate derivatives in mammary cancer chemoprevention. Carcinogenesis. 15:1994;187-192
40. Ganther H.E. Selenium metabolism, selenoproteins and mechanisms of cancer prevention: complexities with thioredoxin reductase. Carcinogenesis. 20:1999;1657-1666
41. Medina D., Thompson H., Ganther H., Ip C. Se-Methylselenocysteine: a new compound for chemoprevention of breast cancer. Nutr. Cancer. 40:2001;12-17
42. Ip C., Thompson H.J., Zhu Z., Ganther H.E. In vitro and in vivo studies of methylseleninic acid: evidence that a monomethylated selenium metabolite is critical for cancer chemoprevention. Carcinogenesis. 20:1999;1657-1666
43. 14C ]phenylenebis(methylene) selenocyanate in the rat Carcinogenesis. 19:1998;1603-1607
44. El-Bayoumy K., Narayanan B.A., Desai D.H., Narayanan N.K., Pittman B., Amin S.G., Schwartz J., Nixon D.W. Elucidation of molecular targets of mammary cancer chemoprevention in the rat by organoselenium compounds using cDNA microarray. Carcinogenesis. 24:2003;1505-1514
45. Allan C.B., Lacourciere G.M., Stadtman T.C. Responsiveness of selenoproteins to dietary selenium. Annu. Rev. Nutr. 19:1999;1-16
46. Mustacich D., Powis G. Thioredoxin reductase (review). Biochem. J. 346:2000;1-8
47. Foiles P.G., Fujiki H., Suganuma M., Okabe S., Yatsunami J., Miglietta L.M., Upadhyaya P., El-Bayoumy K., Ronai Z. Inhibition of PKC and PKA by chemopreventive organoselenium compounds. Int. J. Oncol. 7:1995;685-690
48. Sinha R., Kiley S.C., Lu J., Thompson H.J., Moraes R., Jaken S., Medina D. Effects of methylselenocysteine on PKC activity, cdk2 phosphorylation and gadd gene expression in synchronized mouse mammary epithelial tumor cells. Cancer Lett. 146:1999;135-145
49. Gopalakrishna R., Gundimeda U., Chen Z.-H. Cancer-preventive selenocompounds induce a specific redox modification of cysteine-rich regions in Ca(2+)-dependent isoenzymes of protein kinase C. Arch. Biochem. Biophys. 346:1997;25-36
50. Gopalakrishna R., Chen Z.-H., Gundimeda U. Selenocompounds induce a redox modulation of protein kinase C in the cell, compartmentally independent from cytosolic glutathione: its role in inhibition of tumor promotion. Arch. Biochem. Biophys. 348:1997;37-48
51. Stapleton S.R., Garlock G.L., Foellmi-Adams L., Kletzien R.F. Selenium: potent stimulator of tyrosyl phosphorylation and activator of MAP kinase. Biochim. Biophys. Acta. 1355:1997;259-269
52. Fiala E.S., Joseph C., Sohn O.S., El-Bayoumy K., Reddy B.S. Mechanism of benzylselenocyanate inhibition of azoxymethane-induced colon carcinogenesis in F344 rats. Cancer Res. 51:1991;2826-2830
53. Sohn O.S., Fiala E.S., Upadhyaya P., Chae Y.-H., El-Bayoumy K. Comparative effects of phenylenebis(methylene)selenocyanate isomers on xenobiotic metabolizing enzymes in organs of female CD rats. Carcinogenesis. 20:1999;615-621
54. Tanaka T., Makita H., Kawabata K., Mori H., El-Bayoumy K. 1, 4-Phenylenebis(methylene)selenocyanate exerts exceptional chemopreventive activity in rat tongue carcinogenesis. Cancer Res. 57:1997;3644-3648
55. Makropoulos V., Brüning T., Schulze-Osthoff K. Selenium-mediated inhibition of transcription factor NF-kappa B and HIV-1 LTR promoter activity. Arch. Toxicol. 70:1996;277-283
56. Youn B.W., Fiala E.S., Sohn O.S. Mechanisms of organoselenium compounds in chemoprevention: effects of transcription factor-DNA binding. Nutr. Cancer. 40:2001;28-33
57. Adler V., Pincus M.R., Posner S., Upadhyaya P., El-Bayoumy K., Ronai Z. Effects of chemopreventive selenium compounds on Jun N-kinase activities. Carcinogenesis. 19:1996;1849-1854
58. Kaeck M., Lu J., Strange R., Ip C., Ganther H.E., Thompson H.J. Differential induction of growth arrest inducible genes by selenium compounds. Biochem. Pharmacol. 53:1997;921-926
59. Lanfear J., Fleming J., Wu L., Webster G., Harrison P.R. The selenium metabolite selenodiglutathione induces p53 and apoptosis: relevance to the chemopreventive effects of selenium? Carcinogenesis. 15:1994;1387-1392
60. Spyrou G., Bjornstedt M., Kumar S., Holmgren A. AP-1 DNA-binding activity is inhibited by selenite and selenodiglutathione. FEBS Lett. 368:1995;59-63
61. Fiala E.S., Staretz M.E., Pandya G.A., El-Bayoumy K., Hamilton S.R. Inhibition of DNA cytosine methyltransferase by chemopreventive selenium compounds, determined by an improved assay for DNA cytosine methyltransferase and DNA cytosine methylation. Carcinogenesis. 19:1998;597-604
62. Cao Y.Z., Reddy C.C., Sordillo L.M. Altered eicosanoid biosynthesis in selenium-deficient endothelial cells. Free Radic. Biol. Med. 28:2000;381-389
63. Ip C., Thompson H.J., Ganther H.E. Selenium modulation of cell proliferation and cell cycle biomarkers in normal and premalignant cells of the rat mammary gland. Cancer Epidemiol. Biomarkers Prev. 9:2000;49-54
64. El-Bayoumy K., Das A., Boyiri T., Desai D., Sinha R., Pittman B., Amin S. Comparative action of 1, 4-phenylenebis(methylene)selenocyanate and its metabolites against 7, 12-dimethylbenz[a]anthracene-DNA adduct formation in the rat and cell proliferation in rat mammary tumor cells. Chem. Biol. Interact. 146:2003;179-190
65. Ronai Z., Traganos F., Darzynkiewicz Z., Tillotson J.K., Conaway C.C., Upadhyaya P., El-Bayoumy K. Effects of organic and inorganic selenium compounds on rat mammary tumor cells. Int. J. Cancer. 63:1995;428-434
66. Thompson H.J., Wilson A., Lu J., Singh M., Jiang C., Upadhyaya P., El-Bayoumy K., Ip C. Comparison of the effects of an organic and an inorganic form of selenium on a mammary carcinoma cell line. Carcinogenesis. 15:1994;183-186
67. Eisen M.B., Spellman P.T., Brown P.O., Botstein D. Cluster analysis and display of genome-wide expression patterns. Proc. Natl. Acad. Sci. U.S.A. 96:1998;14863-14868
68. Kaminski N., Allard J.D., Pittet J.F., Zuo F., Griffiths M.J., Morris D., Huang X., Sheppard D., Heller R.A. Global analysis of gene expression in pulmonary fibrosis reveals distinct programs regulating lung inflammation and fibrosis. Proc. Natl. Acad. Sci. U.S.A. 97:2000;1778-1783
69. Guengerich F.P. Common and uncommon cytochrome P450 reactions related to metabolism and chemical toxicity. Chem. Res. Toxicol. 14:2001;611-650
70. Morrison V.M., Burnett A.K., Craft J.A. Metabolism of 7, 12-dimethylbenz[a]anthracene in hepatic microsomal membranes from rats treated with isoenzyme-selective inducers of cytochromes P450. Biochem. Pharmacol. 41:1991;1505-1512
71. Lambard S.E., Burnett A.K., Wolf C.R., Craft J.A. The role of specific cytochromes P450 in the formation of 7, 12-dimethylbenz(a)anthracene-protein adducts in rat liver microsomes in vitro. Biochem. Pharmacol. 42:1991;1529-1535
72. McCord A., Burnett A.K., Wolf C.R., Morrison V., Craft J.A. Role of specific cytochrome P-450 isoenzymes in the regio-selective metabolism of 7, 12-dimethylbenz[a]anthracene in microsomes from rats treated with phenobarbital or Sudan III. Carcinogenesis. 9:1988;1485-1491
73. Liu J.Z., Zhang B.Z., Milner J.A. Dietary selenite modifies glutathione metabolism and 7, 12-dimethylbenz(a)anthracene conjugation in rats. J. Nutr. 124:1994;172-180