Dietary flavonoids, quercetin, luteolin and genistein, reduce oxidative DNA damage and lipid peroxidation and quench free radicals

Cancer Letters

Volumn 119, Issue 1, 1997, Pages 99-107

  Cai, Qiuyin ^a   Rahn, Ronald O ^b   Zhang, Ruiwen ^a,b  

^a University of Alabama at Birmingham   (United States)

^b UNIVERSITY OF ALABAMA AT BIRMINGHAM   (United States)

Author keywords

8 hydroxy 2' deoxyguanosine; Antioxidant effect; Flavanoid; Free radical; Lipid peroxidation

Indexed keywords

8 HYDROXYDEOXYGUANOSINE; ANTIOXIDANT; FERROUS CHLORIDE; FERROUS GLUCONATE; FLAVONOID; FREE RADICAL; GENISTEIN; HYDROGEN PEROXIDE; LUTEOLIN; QUERCETIN; SUPEROXIDE; XANTHINE; XANTHINE OXIDASE;

ANIMAL TISSUE; ARTICLE; CATTLE; CHEMOPROPHYLAXIS; CONTROLLED STUDY; DIET; DNA DAMAGE; LIPID PEROXIDATION; NONHUMAN; OXIDATION; PRIORITY JOURNAL; RAT; THYMUS; ULTRAVIOLET IRRADIATION;

ANIMALS; ANTIOXIDANTS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DIET; DNA; FLAVONOIDS; FREE RADICAL SCAVENGERS; FREE RADICALS; GENISTEIN; LIPID PEROXIDATION; LUTEOLIN; MALE; QUERCETIN; RATS; RATS, SPRAGUE-DAWLEY;

EID: 0030693757     PISSN: 03043835     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0304-3835(97)00261-9     Document Type: Article

References (47)

1. M.G.L. Hertog, P.C.H. Hollman, M.B. Katan, D. Kromhout, Intake of potentially anticarcinogenic flavonoids and their determinants in adults in the Netherlands, Nutr. Cancer 20 (1993) 21-29.
2. D.K. Das, Naturally occurring flavonoids: structure, chemistry, and high-performance liquid chromatography methods for separation and characterization, Methods Enzymol. 234 (1994) 410-420.
3. K.A. Steinmetz, J.D. Potter, Vegetables, fruits, and cancer. II. Epidemiology, Cancer Causes Control 12 (1991) 325-357.
4. M.G.L. Hertog, H.B. Bueno-de-Mesquita, A.M. Fehily, P.M. Sweetnam, P.C. Elwood, D. Kromhout, Fruit and vegetable consumption and cancer mortality in the Caerphilly study. Cancer Epidemiol., Biomarkers Prev. 5 (1996) 673-677.
5. L.W. Wattenberg, Chemoprevention of cancer. Cancer Res. 45 (1985) 1-7.
6. A. Mora, M. Payá, J.L. Ríos, M.J. Alcaraz, Structure-activity relationships of polymethoxyflavones and other flavonoids as inhibitors of non-enzymic lipid peroxidation, Biochem. Pharmacol. 40 (1990) 793-797.
7. B. Stavric, Quercetin in our diet: from potent mutagen to probable anticarcinogen. Clin. Biochem. 27 (1994) 245-248.
8. H. Tsuda, N. Uehara, Y. Iwahori, M. Asamoto, M. Ilgo, M. Nagao, K. Matsumoto, M. Ito, I. Hirono, Chemopreventive effects of β-carotene, ∂-tocopherol and five naturally occurring antioxidants on initiation of hepatocarcinogenesis by 2-amino-3-methylimidazo[4,5-f]quinoline in the rat, Jpn. J. Cancer Res. 85 (1994) 1214-1219.
9. V. Elangovan, N. Sekar, S. Govindasamy, Chemopreventive potential of dietary bioflavonoids against 20-methylcholanthrene-induced tumorigenesis, Cancer Lett. 87 (1994) 107-113.
10. E.E. Deschner, J. Ruperto, G. Wong, H.L. Newmark, Quercetin and rutin as inhibitors of azoxymethanol-induced colonic neoplasia, Carcinogenesis 12 (1991) 1193-1196.
11. H. Makita, T. Tanaka, H. Fujitsuka, N. Tatematsu, K. Satoh, A. Hara, H. Mori, Chemoprevention of 4-nitroquinoline 1-oxide-induced rat oral carcinogenesis by the dietary flavonoids chalcone, 2-hydroxychalcone, and quercetin, Cancer Res. 56 (1996) 4904-4909.
12. S. Taj, B. Nagarajan, Inhibition by quercetin and luteolin of chromosomal alterations induced by salted, deep-fried fish and mutton in rats, Mutat. Res. 369 (1996) 97-106.
13. I. Morel, G. Lescoat, P. Cogrel, O. Sergent, N. Pasdeloup, P. Brissot, P. Cillard, J. Cillard, Antioxidant and iron-chelating activities of the flavonoids catechin, quercetin and diosmetin on iron-loaded rat hepatocyte cultures, Biochem. Pharmacol. 45 (1993) 13-19.
14. M. Das, P.K. Ray, Lipid antioxidant properties of quercetin in vitro, Biochem. Int. 17 (1988) 203-209.
15. J. Terao, M. Piskula, Q. Yao, Protective effect of epicatechin, epicatechin gallate, and quercetin on lipid peroxidation in phospholipid bilayers, Arch. Biochem. Biophys. 308 (1994) 278-284.
16. E. Rekka, P.N. Kourounakis, Effect of hydroxyethyl rutosides and related compounds on lipid peroxidation and free radical scavenging activity, some structural aspects, J. Pharm. Pharmacol. 43 (1991) 486-491.
17. J. Robak, R.J. Gryglewski, Flavonoids are scavengers of Superoxide anions, Biochem. Pharmacol. 37 (1988) 837-841.
18. K. Shimoi, S. Masuda, M. Furugori, S. Esaki, N. Kinae, Radioprotective effect of antioxidative flavonoids in r-ray irradiated mice, Carcinogenesis 15 (1994) 2668-2672.
19. K. Shimoi, S. Masuda, B. Shen, M. Furugori, N. Kinae, Radioprotective effects of antioxidative plant flavonoids in mice, Mutat. Res. 350 (1996) 153-161.
20. Y. Wei, X. Zhao, Y. Kariya, H. Fukata, K. Teshigawara, A. Uchida, Induction of apoptosis by quercetin: involvement of heat shock protein, Cancer Res. 54 (1994) 4952-4957.
21. F.O. Ranelletti, R. Ricci, L.M. Larocca, N. Maggiano, A. Capelli, G. Scambia, P. Benedetti Panici, S. Mancuso, M. Piantelli. Growth-inhibitory effect of quercetin and presence of type-II estrogen-binding sites in human colon-cancer cell lines and primary colorectal tumors, Int. J. Cancer 50 (1992) 486-492.
22. G. Scambia, F.O. Ranelletti, P. Benedetti Panici, M. Piantelli, G. Bonanno, R. De Vincenzo, G. Ferrandina, L. Pierelli, A. Capelli, S. Mancuso, Quercetin inhibits the growth of a multi-drug-resistant estrogen-receptor-negative MCF-7 human breast-cancer cell line expressing type II estrogen-binding sites. Cancer Chemother. Pharmacol. 28 (1991) 255-258.
23. Y. Albert Yeh, M. Herenyiova, G. Weber, Quercetin: synergistic action with carboxyamidotriazole in human breast carcinoma cells, Life Sci. 57 (1995) 1285-1292.
24. G. Scambia, F.O. Ranelletti, P. Benedetti Panici, M. Piantelli, G. Bonanno, R. De Vincenzo, G. Ferrandina, C. Rumi, L.M. Larocca, S. Mancuso, Inhibitory effect of quercetin on OVCA 433 cells and presence of type II oestrogen binding sites in primary ovarian tumors and cultured cells, Br. J. Cancer 62 (1990) 942-947.
25. M. Yoshida, T. Sakai, N. Hosokawa, N. Marui, K. Matsumoto, A. Fujioka, H. Nishino, A. Aoike, The effect of quercetin on cell cycle progression and growth of human gastric cancer cells, FEBS Lett. 260 (1990) 10-13.
26. 1, phase of the cell cycle, Cancer Res. 52 (1992) 6676-6681.
27. L.M. Larocca, L. Teofili, S. Sica, M. Piantelli, N. Maggiano, G. Leone. F.O. Ranelletti, Quercetin inhibits the growth of leukemic progenitors and induces the expression of transforming growth factor-β1 in these cells. Blood 85 (1995) 3654-3661.
28. R.L. Singhal, Y. Albert Yeh, N. Prajda, E. Olah, G.W.Sledge Jr., G. Weber. Quercetin down-regulates signal transduction in human breast carcinoma cells, Biochem. Biophys. Res. Commun. 208 (1995) 425-431.
29. D.R. Ferry, A. Smith, J. Malkhandi, D.W. Fyfe, P.G. deTakats, D. Anderson, J. Baker, J. Kerr, Phase I clinical trial of the flavonoid quercetin: pharmacokinetics and evidence for in vivo tyrosine kinase inhibition. Clin. Cancer Res. 2 (1996) 659-668.
30. K. Frenkel, Carcinogen-mediated oxidant formation and oxidative DNA damage, Pharmacol. Ther. 53 (1992) 127-166.
31. M.K. Shigenaga, C.-J. Gimeno, B. Ames, Urinary 8-hydroxy-2′-deoxyguanosine as a biological marker of in vivo oxidative DNA damage, Proc. Natl. Acad. Sci. USA 86 (1989) 9697-9701.
32. R.A. Floyd, The role of 8-hydroxyguanine in carcinogenesis, Carcinogenesis 11 (1990) 1447-1450.
33. A. Fischer-Nielsen, H.E. Poulsen, S. Loft, 8-Hydroxydeoxy-guanosine in vitro: effect of glutathione, ascorbate, and 5-aminosalicylic acid, Free Rad. Biol. Med. 13 (1992) 121-126.
34. R.A. Floyd, J.J. Watson, P.K. Wong, D.H. Altmiller, R.C. Rickard, Hydroxyl free radical adduct of deoxyguanosine: sensitive detection and mechanisms of formation, Free Rad. Res. Commun. 1 (1986) 163-172.
35. R.A. Floyd, M.S. West, K.L. Eneff, J.E. Schneider, Methylene blue plus light mediates 8-hydroxyguanine formation in DNA, Arch. Biochem. Biophys. 273 (1989) 106-111.
36. H. Wei, Q. Cai, R.O. Rahn, Inhibition of UV light-and Fenton reaction-induced oxidative DNA damage by soybean isoflavone genistein, Carcinogenesis 17 (1996) 73-77.
37. H. Wei, R. Bowen, Q. Cai, S. Barnes, Y. Wang, Antioxidant and antipromotional effects of the soybean isoflavone genistein, Proc. Soc. Exp. Biol. Med. 208 (1995) 124-130.
38. K. Frenkel, C. Kazimierz, Hydrogen peroxide formation and DNA base modification by tumor promoter-activated polymorphonuclear leukocytes, Carcinogenesis 8 (1987) 455-460.
39. P.J. O'Brien, Superoxide production, Methods Enzymol. 105 (1984) 370-378.
40. H. Ohkawa, N. Ohishi, K. Yagi, Assay for lipid peroxides in animal tissue by thiobarbituric acid reaction, Anal. Biochem. 95 (1979) 351-358.
41. R.O. Rahn, Use of potassium iodide as a chemical actinometer, Photochem. Photobiol. 58 (1993) 874-880.
42. B.N. Ames, L.S. Gold, W.C. Willett, The causes and prevention of cancer, Proc. Natl. Acad. Sci. USA 92 (1995) 5258-5265.
43. M.A. Avila, J.A. Velasco, J. Cansado, V. Notario, Quercetin mediates the down-regulation of mutant p53 in the human breast cancer cell line MDA-MB468, Cancer Res. 54 (1994) 2424-2428.
44. M. Hirose, A. Masuda, S. Fukushima, N. Ito, Effects of subsequent antioxidant treatment on 7, 12-dimethylbenz[∂]-anthracene-initiated carcinogenesis of the mammary gland, ear duct and forestomach in Sprague-Dawley rats, Carcinogenesis 9 (1988) 101-104.
45. H. Mukhtar, M. Das, W.A. Khan, Z.Y. Wang, O.P. Bik, D.R. Bickers, Exceptional activity of tannic acid among naturally occurring plant phenols in protecting against 7, 12-dimethylbenz[∂]anthracene-, benzo(∂)pyrene-, 3-methylcholanthrene-, and N-methyl-N-nitrosourea-induced skin tumorigenesis in mice, Cancer Res. 48 (1988) 2361-2365.
46. Y. Matsukawa, N. Marui, T. Sakai, Y. Satomi, M. Yoshida, K. Matsumoto, H. Nishino, A. Aoike, Genistein arrests cell cycle progression at G2-M, Cancer Res. 53 (1993) 1328-1331.
47. M.B. Holland, D. Roy, Estrone-induced cell proliferation and differentiation in the mammary gland of the female Noble rat, Carcinogenesis 16 (1995) 1955-1961.