Potential health impacts of excessive flavonoid intake

Free Radical Biology and Medicine

Volumn 29, Issue 3-4, 2000, Pages 375-383

  Skibola, Christine F ^a   Smith, Martyn T ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

Flavonoids; Free radicals; Genotoxicity; Mutagenicity; Quercetin; Toxicity

Indexed keywords

DNA TOPOISOMERASE INHIBITOR; FLAVONOID; FREE RADICAL; THYROID HORMONE;

ARTICLE; DIET SUPPLEMENTATION; FETOTOXICITY; FOOD INTAKE; GENOTOXICITY; HORMONE SYNTHESIS; HUMAN; MUTAGENESIS; NONHUMAN; PRIORITY JOURNAL;

ANTIOXIDANTS; BIOFLAVONOIDS; DIETARY SUPPLEMENTS; DNA TOPOISOMERASES, TYPE I; HUMAN; MUTAGENICITY TESTS; MUTAGENS; PLANTS, EDIBLE; SUPPORT, NON-U.S. GOV'T; THYROID HORMONES;

EID: 0033795879     PISSN: 08915849     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0891-5849(00)00304-X     Document Type: Article

References (112)

1. Noroozi M., Angerson W.J., Lean M.E. Effects of flavonoids and vitamin C on oxidative DNA damage to human lymphocytes. Amer. J. Clin. Nutr. 67:(6):1998;1210-1218.
2. Prior R.L., Cao G. Antioxidant capacity and polyphenolic components of teas implications for altering in vivo antioxidant status . Proc. Soc. Exper. Biol. Med. 220:(4):1999;255-261.
3. Conney A.H., Lu Y., Lou Y., Xie J., Huang M. Inhibitory effect of green and black tea on tumor growth. Proc. Soc. Exper. Biol. Med. 220:(4):1999;229-233.
4. Komori A., Yatsunami J., Okabe S., Abe S., Hara K., Suganuma M., Kim S.J., Fujiki H. Anticarcinogenic activity of green tea polyphenols. Japan. J. Clin. Oncol. 23:(3):1993;186-190.
5. Akiyama T., Ishida J., Nakagawa S., Ogawara H., Watanabe S., Itoh N., Shibuya M., Fukami Y. Genistein, a specific inhibitor of tyrosine-specific protein kinases. J. Biol. Chem. 262:(12):1987;5592-5595.
6. Austin C.A., Patel S., Ono K., Nakane H., Fisher L.M. Site-specific DNA cleavage by mammalian DNA topoisomerase II induced by novel flavone and catechin derivatives. Biochem. J. 282:(5):1992;883-889.
7. Constantinou A., Mehta R., Runyan C., Rao K., Vaughan A., Moon R. Flavonoids as DNA topoisomerase antagonists and poisons structure-activity relationships . J. Natural Prod. 58:(2):1995;217-225.
8. Suzuki S., Takada T., Sugawara Y., Muto T., Kominami R. Quercetin induces recombinational mutations in cultured cells as detected by DNA fingerprinting. Japan. J. Cancer Res. 82:(10):1991;1061-1064.
9. Popp R., Schimmer O. Induction of sister-chromatid exchanges (SCE), polyploidy, and micronuclei by plant flavonoids in human lymphocyte cultures. A comparative study of 19 flavonoids. Mutat. Res. 246:(1):1991;205-213.
10. Jurado J., Alejandre-Durán E., Alonso-Moraga A., Pueyo C. Study on the mutagenic activity of 13 bioflavonoids with the Salmonella Ara test. Mutagenesis. 6:(4):1991;289-295.
11. Dickancaité E., Nemeikaitè A., Kalvelytè A., Cènas N. Pro-oxidant character of flavonoid cytotoxicity structure-activity relationships . Biochem. Molec. Biol. Int. 45:(5):1998;923-930.
12. Sahu S.C., Gray G.C. Lipid peroxidation and DNA damage induced by morin and naringenin in isolated rat liver nuclei. Food Chem. Toxicol. 35:(5):1997;443-447.
13. Breimer L.H. Molecular mechanisms of oxygen radical carcinogenesis and mutagenesis the role of DNA base damage . Molec. Carcinogen. 3:(4):1990;188-197.
14. Vuillaume M. Reduced oxygen species, mutation, induction, and cancer initiation. Mutat. Res. 186:(1):1987;43-72.
15. Hertog G., Hollman P., Katan M. Content of potentially anticarcinogenic flavonoids of 28 vegetables and 9 fruits commonly consumed in the Netherlands. J. Agric. Food Chem. 40:1992;2379-2383.
16. Dwyer J.T., Goldin B.R., Saul N., Gualtieri L., Barakat S., Adlercreutz H. Tofu and soy drinks contain phytoestrogens. J. Amer. Dietetic Assn. 94:(7):1994;739-743. [see comments].
17. Hertog M.G., Hollman P.C., Katan M.B., Kromhout D. Intake of potentially anticarcinogenic flavonoids and their determinants in adults in the Netherlands. Nutr. Cancer. 20:(1):1993;21-29.
18. Kühnau J. The flavonoids. A class of semi-essential food components their role in human nutrition . World Rev. Nutr. Dietetics. 24:(8):1976;117-191.
19. Harborne J.B., Mabry T.J., Mabry H. The flavonoids, vol. part 1. 1975;Academic Press, New York.
20. Harborne J.B., Mabry T.J., Mabry H. The flavonoids, vol. part 2. 1975;Academic Press, New York.
21. Knekt P., Järvinen R., Seppänen R., Hellövaara M., Teppo L., Pukkala E., Aromaa A. Dietary flavonoids and the risk of lung cancer and other malignant neoplasms. Amer. J. Epidemiol. 146:(3):1997;223-230.
22. Hertog M.G., Kromhout D., Aravanis C., Blackburn H., Buzina R., Fidanza F., Giampaoli S., Jansen A., Menotti A., Nedeljkovic S. Flavonoid intake and long-term risk of coronary heart disease and cancer in the seven countries study. Arch. Intern. Med. 155:(4):1995;381-386. [published erratum appears in Arch. Intern. Med. 1995 Jun 12;155(11):1184].
23. Hertog M.G., Feskens E.J., Hollman P.C., Katan M.B., Kromhout D. Dietary antioxidant flavonoids and risk of coronary heart disease the Zutphen Elderly Study . Lancet. 342:(8878):1993;1007-1011.
24. Rimm E.B., Katan M.B., Ascherio A., Stampfer M.J., Willett W.C. Relation between intake of flavonoids and risk for coronary heart disease in male health professionals. Ann. Intern. Med. 125:(5):1996;384-389.
25. Boers F., Lemiere G., Lepoivre J.A., De Groot A., Dommisse R., De Bruyne T., Vlietinck A.J., Vanden Berghe D.A. Synthesis and antiviral activity of 7-O-(omega-substituted)-alkyl-3-O-methylquercetin derivatives. Pharmazie. 53:(8):1998;512-517.
26. ElAttar T.M., Virji A.S. Modulating effect of resveratrol and quercetin on oral cancer cell growth and proliferation. Anti-Cancer Drugs. 10:(2):1999;187-193.
27. Kim H.P., Mani I., Iversen L., Ziboh V.A. Effects of naturally occurring flavonoids and biflavonoids on epidermal cyclooxygenase and lipoxygenase from guinea pigs. Prostaglandins Leukotrienes Essen. Fatty Acids. 58:(1):1998;17-24.
28. Ferry D.R., Smith A., Malkhandi J., Fyfe D.W., deTakats P.G., Anderson D., Baker J., Kerr D.J. Phase I clinical trial of the flavonoid quercetin pharmacokinetics and evidence for in vivo tyrosine kinase inhibition . Clin. Cancer Res. 2:(4):1996;659-668.
29. Kawaii S., Tomono Y., Katase E., Ogawa K., Yano M. Antiproliferative activity of flavonoids on several cancer cell lines. Biosci. Biotech. Biochem. 63:(5):1999;896-899.
30. Aziz N.H., Farag S.E., Mousa L.A.A., Abo-Zaid M.A. Comparative antibacterial and antifungal effects of some phenolic compounds. Microbios. 93:(374):1998;43-54.
31. Hollman P.C., Bijsman M.N., Van Gameren Y., Cnossen E.P.J., de Vries J.H., Katan M.B. The sugar moiety is a major determinant of the absorption of dietary flavonoid glycosides in man. Free Radic. Res. 31:(6):1999;569-573.
32. de Vries J.H., Janssen P.L., Hollman P.C., van Staveren W.A., Katan M.B. Consumption of quercetin and kaempferol in free-living subjects eating a variety of diets. Cancer Lett. 114:(1,2):1997;141-144.
33. Hollman P.C., van Trijp J.M., Buysman M.N., van der Gaag M.S., Mengelers M.J., de Vries J.H., Katan M.B. Relative bioavailability of the antioxidant flavonoid quercetin from various foods in man. FEBS Lett. 418:(1,2):1997;152-156.
34. Morse M.A., Kresty L.A., Steele V.E., Kelloff G.J., Boone C.W., Balentine D.A., Harbowy M.E., Stoner G.D. Effects of theaflavins on N-nitrosomethylbenzylamine-induced esophageal tumorigenesis. Nutr. Cancer. 29:(1):1997;7-12.
35. Okabe S., Suganuma M., Hayashi M., Sueoka E., Komori A., Fujiki H. Mechanisms of growth inhibition of human lung cancer cell line, PC-9, by tea polyphenols. Japan. J. Cancer Res. 88:(7):1997;639-643.
36. Asano Y., Okamura S., Ogo T., Eto T., Otsuka T., Niho Y. Effect of (-)-epigallocatechin gallate on leukemic blast cells from patients with acute myeloblastic leukemia. Life Sci. 60:(2):1997;135-142.
37. Salah N., Miller N.J., Paganga G., Tijburg L., Bolwell G.P., Rice-Evans C. Polyphenolic flavanols as scavengers of aqueous phase radicals and as chain-breaking antioxidants. Arch. Biochem. Biophys. 322:(2):1995;339-346.
38. Miller N.J., Castelluccio C., Tijburg L., Rice-Evans C. The antioxidant properties of theaflavins and their gallate esters - radical scavengers or metal chelators? FEBS Lett. 392:(1):1996;40-44.
39. Martin M.E., Haourigui M., Pelissero C., Benassayag C., Nunez E.A. Interactions between phytoestrogens and human sex steroid binding protein. Life Sci. 58:(5):1996;429-436.
40. Loukovaara M., Carson M., Palotie A., Adlercreutz H. Regulation of sex hormone-binding globulin production by isoflavonoids and patterns of isoflavonoid conjugation in HepG2 cell cultures. Steroids. 60:(9):1995;656-661.
41. Mäkelä S., Poutanen M., Lehtimäki J., Kostian M.L., Santti R., Vihko R. Estrogen-specific 17 β-hydroxysteroid oxidoreductase type 1 (E.C. 1.1.1.62) as a possible target for the action of phytoestrogens. Proc. Soc. Exper. Biol. Med. 208:(1):1995;51-59.
42. Keung W.M. Dietary estrogenic isoflavones are potent inhibitors of β-hydroxysteroid dehydrogenase of P. testosteronii. Biochem. Biophys. Res. Commun. 215:(3):1995;1137-1144.
43. Coward L., Barnes N., Setchell K., Barnes S. Genistein, diadzein, and their B-glycoside conjugates antitumor isoflavones in soybean foods from American and Asian diets . J. Agric. Food Chem. 41:1993;1961-1967.
44. Franke A.A., Custer L.J., Cerna C.M., Narala K. Rapid HPLC analysis of dietary phytoestrogens from legumes and from human urine. Proc. Soc. Exper. Biol. Med. 208:(1):1995;18-26.
45. Barnes S., Peterson T.G., Coward L. Rationale for the use of genistein-containing soy matrices in chemoprevention trials for breast and prostate cancer. J. Cell. Biochem. 22:(Suppl. 1):1995;181-187.
46. Okura A., Arakawa H., Oka H., Yoshinari T., Monden Y. Effect of genistein on topoisomerase activity and on the growth of [Val 12]Ha-ras-transformed NIH 3T3 cells. Biochem. Biophys. Res. Commun. 157:(1):1988;183-189.
47. Carlo-Stella C., Regazzi E., Garau D., Mangoni L., Rizzo M.T., Bonati A., Dotti G., Almici C., Rizzoli V. Effect of the protein tyrosine kinase inhibitor genistein on normal and leukemic hemopoietic progenitor cells. Br. J. Hematol. 93:(3):1996;551-557.
48. Kiguchi K., Constantinou A.I., Huberman E. Genistein-induced cell differentiation and protein-linked DNA strand breakage in human melanoma cells. Cancer Commun. 2:(8):1990;271-277.
49. Constantinou A., Huberman E. Genistein as an inducer of tumor cell differentiation possible mechanisms of action . Proc. Soc. Exper. Biol. Med. 208:(1):1995;109-115.
50. Martin P.M., Horwitz K.B., Ryan D.S., McGuire W.L. Phytoestrogen interaction with estrogen receptors in human breast cancer cells. Endocrinology. 103:(5):1978;1860-1867.
51. Shao Z.M., Alpaugh M.L., Fontana J.A., Barsky S.H. Genistein inhibits proliferation similarly in estrogen receptor positive and negative human breast carcinoma cell lines characterized by P21WAF1/CIP1 induction, G2/M arrest, and apoptosis. J. Cell. Biochem. 69:(1):1998;44-54.
52. Shao Z.M., Wu J., Shen Z.Z., Barsky S.H. Genistein exerts multiple suppressive effects on human breast carcinoma cells. Cancer Res. 58:(21):1998;4851-4857.
53. Lightfoot R.J., Smith J.F., Cumming I.A., Marshall T., Wroth R.H., Hearnshaw H. Infertility in ewes caused by prolonged grazing on oestrogenic pastures oestrus, fertilization, and cervical mucus . Austral. J. Biol. Sci. 27:(4):1974;409-414.
54. Thompson L.U., Robb P., Serraino M., Cheung F. Mammalian lignan production from various foods. Nutr. Cancer. 16:(1):1991;43-52.
55. Obermeyer W.R., Musser S.M., Betz J.M., Casey R.E., Pohland A.E., Page S.W. Chemical studies of phytoestrogens and related compounds in dietary supplements flax and chaparral . Proc. Soc. Exper. Biol. Med. 208:(1):1995;6-12.
56. Nesbitt P.D., Lam Y., Thompson L.U. Human metabolism of mammalian lignan precursors in raw and processed flaxseed. Amer. J. Clin. Nutr. 69:(3):1999;549-555.
57. Prasad K. Reduction of serum cholesterol and hypercholesterolemic atherosclerosis in rabbits by secoisolariciresinol diglucoside isolated from flaxseed. Circulation. 99:(10):1999;1355-1362.
58. Schöttner M., Gansser D., Spiteller G. Interaction of lignans with human sex hormone-binding globulin (SHBG). Zeitschrift für Naturforschung. Section C. Biosciences. 52:(11,12):1997;834-843.
59. Wang C., Makela T., Hase T., Adlercreutz H., Kurzer M.S. Lignans and flavonoids inhibit aromatase enzyme in human preadipocytes. J. Ster. Biochem. Molec. Biol. 50:(3,4):1994;205-212.
60. Le Bail J.C., Laroche T., Marre-Fournier F., Habrioux G. Aromatase and 17β-hydroxysteroid dehydrogenase inhibition by flavonoids. Cancer Lett. 133:(1):1998;101-106.
61. Gaitan E., Cooksey R.C., Legan J., Lindsay R.H. Antithyroid effects in vivo and in vitro of vitexin a C-glucosylflavone in millet . J. Clin. Endocrinol. Metabol. 80:(4):1995;1144-1147.
62. Gaitan E., Lindsay R.H., Reichert R.D., Ingbar S.H., Cooksey R.C., Legan J., Meydrech E.F., Hill J., Kubota K. Antithyroid and goitrogenic effects of millet role of C-glycosylflavones . J. Clin. Endocrinol. Metabol. 68:(4):1989;707-714.
63. Sartelet H., Serghat S., Lobstein A., Ingenbleek Y., Anton R., Petitfrère E., Aguie-Aguie G., Martiny L., Haye B. Flavonoids extracted from fonio millet (Digitaria exilis) reveal potent antithyroid properties. Nutrition. 12:(2):1996;100-106. [see comments].
64. Joannou G.E., Kelly G.E., Reeder A.Y., Waring M., Nelson C. A urinary profile study of dietary phytoestrogens. The identification and mode of metabolism of new isoflavonoids. J. Ster. Biochem. Molec. Biol. 54:(3,4):1995;167-184.
65. Kelly G.E., Joannou G.E., Reeder A.Y., Nelson C., Waring M.A. The variable metabolic response to dietary isoflavones in humans. Proc. Soc. Exper. Biol. Med. 208:(1):1995;40-43.
66. Gugler R., Leschik M., Dengler H.J. Disposition of quercetin in man after single oral and intravenous doses. Eur. J. Clin. Pharmacol. 9:(2,3):1975;229-234.
67. Piskula M.K., Terao J. Accumulation of (-)-epicatechin metabolites in rat plasma after oral administration and distribution of conjugation enzymes in rat tissues. J. Nutr. 128:(7):1998;1172-1178.
68. Manach C., Morand C., Crespy V., Demigné C., Texier O., Régérat F., Rémésy C. Quercetin is recovered in human plasma as conjugated derivatives which retain antioxidant properties. FEBS Lett. 426:(3):1998;331-336.
69. Morand C., Crespy V., Manach C., Besson C., Demigné C., Rémésy C. Plasma metabolites of quercetin and their antioxidant properties. Amer. J. Physiol. 275:(1 Pt 2):1998;R212-R219.
70. Zhu B.T., Ezell E.L., Liehr J.G. Catechol-O-methyltransferase-catalyzed rapid O-methylation of mutagenic flavonoids. Metabolic inactivation as a possible reason for their lack of carcinogenicity in vivo. J. Biol. Chem. 269:(1):1994;292-299.
71. van het Hof K.H., Wiseman S.A., Yang C.S., Tijburg L.B. Plasma and lipoprotein levels of tea catechins following repeated tea consumption. Proc. Soc. Exper. Biol. Med. 220:(4):1999;203-209.
72. Sazuka M., Itoi T., Suzuki Y., Odani S., Koide T., Isemura M. Evidence for the interaction between (-)-epigallocatechin gallate and human plasma proteins fibronectin, fibrinogen, and histidine-rich glycoprotein. Biosci. Biotechnol. Biochem. 60:(8):1996;1317-1319.
73. Manach C., Morand C., Texier O., Favier M.L., Agullo G., Demigné C., Régérat F., Rémésy C. Quercetin metabolites in plasma of rats fed diets containing rutin or quercetin. J. Nutr. 125:(7):1995;1911-1922.
74. Schröder-van der Elst J.P., van der Heide D., Rokos H., Morreale de Escobar G., Köhrle J. Synthetic flavonoids cross the placenta in the rat and are found in fetal brain. Amer. J. Physiol. 274:(2 Pt 1):1998;E253-E256.
75. Adlercreutz H., Yamada T., Wähälä K., Watanabe S. Maternal and neonatal phytoestrogens in Japanese women during birth. Amer. J. Obstetr. Gynecol. 180:(3 Pt 1):1999;737-743.
76. Doll R., Peto R. The causes of cancer quantitative estimates of avoidable risks of cancer in the United States today . J. Natl. Cancer Inst. 66:(6):1981;1191-1308.
77. MacGregor J.T., Jurd L. Mutagenicity of plant flavonoids structural requirements for mutagenic activity in Salmonella typhimurium . Mutat. Res. 54:(3):1978;297-309.
78. Bjeldanes L.F., Chang G.W. Mutagenic activity of quercetin and related compounds. Science. 197:(4303):1977;577-578.
79. Brown J.P., Dietrich P.S. Mutagenicity of plant flavonols in the Salmonella/mammalian microsome test activation of flavonol glycosides by mixed glycosidases from rat cecal bacteria and other sources . Mutat. Res. 66:(3):1979;223-240.
80. Carver J.H., Carrano A.V., MacGregor J.T. Genetic effects of the flavonols quercetin, kaempferol, and galangin on Chinese hamster ovary cells in vitro. Mutat. Res. 113:(1):1983;45-60.
81. Caria H., Chaveca T., Laires A., Rueff J. Genotoxicity of quercetin in the micronucleus assay in mouse bone marrow erythrocytes, human lymphocytes, V79 cell line, and identification of kinetochore-containing (CREST staining) micronuclei in human lymphocytes. Mutat. Res. 343:(2,3):1995;85-94.
82. Rueff J., Laires A., Borba H., Chaveca T., Gomes M.I., Halpern M. Genetic toxicology of flavonoids the role of metabolic conditions in the induction of reverse mutation, SOS functions, and sister-chromatid exchanges . Mutagenesis. 1:(3):1986;179-183.
83. Hodnick W.F., Kung F.S., Roettger W.J., Bohmont C.W., Pardini R.S. Inhibition of mitochondrial respiration and production of toxic oxygen radicals by flavonoids. A structure-activity study. Biochem. Pharmacol. 35:(14):1986;2345-2357.
84. Jørgensen L.V., Cornett C., Justesen U., Skibsted L.H., Dragsted L.O. Two-electron electrochemical oxidation of quercetin and kaempferol changes only the flavonoid C-ring. Free Radic. Res. 29:(4):1998;339-350.
85. Olson R.D., Boerth R.C., Gerber J.G., Nies A.S. Mechanism of adriamycin cardiotoxicity evidence for oxidative stress . Life Sci. 29:(14):1981;1393-1401.
86. Doroshow J.H., Locker G.Y., Myers C.E. Enzymatic defenses of the mouse heart against reactive oxygen metabolites alterations produced by doxorubicin . J. Clin. Invest. 65:(1):1980;128-135.
87. Pritsos C.A., Jensen D.E., Pisani D., Pardini R.S. Involvement of superoxide in the interaction of 2,3-dichloro-1,4-naphthoquinone with mitochondrial membranes. Arch. Biochem. Biophys. 217:(1):1982;98-109.
88. Pritsos C.A., Pardini R.S. A redox cycling mechanism of action for 2,3-dichloro-1,4-naphthoquinone with mitochondrial membranes and the role of sulfhydryl groups. Biochem. Pharmacol. 33:(23):1984;3771-3777.
89. Rahman A., Shahabuddin S., Hadi S.M., Parish J.H., Ainley K. Strand scission in DNA induced by quercetin and Cu(II) role of Cu(I) and oxygen free radicals . Carcinogenesis. 10:(10):1989;1833-1839.
90. Sahu S.C., Gray G.C. Interactions of flavonoids, trace metals, and oxygen nuclear DNA damage and lipid peroxidation induced by myricetin . Cancer Lett. 70:(1,2):1993;73-79.
91. Sahu S.C., Gray G.C. Pro-oxidant activity of flavonoids effects on glutathione and glutathione-S transferase in isolated rat liver nuclei . Cancer Lett. 104:(2):1996;193-196.
92. Chan T., Galati G., O'Brien P.J. Oxygen activation during peroxidase catalyzed metabolism of flavones or flavanones. Chem.-Biol. Interact. 122:(1):1999;15-25.
93. Galati G., Chan T., Wu B., O'Brien P.J. Glutathione-dependent generation of reactive oxygen species by the peroxidase-catalyzed redox cycling of flavonoids. Chem. Res. Toxicol. 12:(6):1999;521-525.
94. Chang Y.C., Nair M.G., Nitiss J.L. Metabolites of daidzein and genistein and their biological activities. J. Natural Prod. 58:(12):1995;1901-1905.
95. Azuma Y., Onishi Y., Sato Y., Kizaki H. Effects of protein tyrosine kinase inhibitors with different modes of action on topoisomerase activity and death of IL-2-dependent CTLL-2 cells. J. Biochem. 118:(2):1995;312-318.
96. Dassonneville L., Bailly C. Chromosome translocations and leukemias induced by inhibitors of topoisomerase II anticarcinogenic drugs. Bulletin du Cancer. 85:(3):1998;254-261.
97. Cimino G., Lo Coco F., Biondi A., Elia L., Luciano A., Croce C.M., Masera G., Mandelli F., Canaani E. ALL-1 gene at chromosome 11q23 is consistently altered in acute leukemia of early infancy. Blood. 82:(2):1993;544-546.
98. Cimino G., Rapanotti M.C., Biondi A., Elia L., Lo Coco F., Price C., Rossi V., Rivolta A., Canaani E., Croce C.M. Infant acute leukemias show the same biased distribution of ALL-1 gene breaks as topoisomerase II related secondary acute leukemias. Cancer Res. 57:(14):1997;2879-2883.
99. Ross J.A. Maternal diet and infant leukemia a role for DNA topoisomerase II inhibitors? Int. J. Cancer. 11:(Suppl. 3):1998;26-28.
100. Ross J.A., Potter J.D., Reaman G.H., Pendergrass T.W., Robison L.L. Maternal exposure to potential inhibitors of DNA topoisomerase II and infant leukemia (United States) a report from the Children's Cancer Group . Cancer Caus. Cont. 7:(6):1996;581-590.
101. Setchell K.D., Welsh M.B., Lim C.K. High-performance liquid chromatographic analysis of phytoestrogens in soy protein preparations with ultraviolet, electrochemical, and thermospray mass spectrometric detection. J. Chromatogr. 386:(1):1987;315-323.
102. Lamartiniere C.A., Moore J.B., Brown N.M., Thompson R., Hardin M.J., Barnes S. Genistein suppresses mammary cancer in rats. Carcinogenesis. 16:(11):1995;2833-2840.
103. Lamartiniere C.A., Moore J., Holland M., Barnes S. Neonatal genistein chemoprevents mammary cancer. Proc. Soc. Exper. Biol. Med. 208:(1):1995;120-123.
104. Divi R.L., Chang H.C., Doerge D.R. Antithyroid isoflavones from soybean isolation, characterization, and mechanisms of action . Biochem. Pharmacol. 54:(10):1997;1087-1096.
105. Doerge D.R., Divi R.L. Porphyrin pi-cation and protein radicals in peroxidase catalysis and inhibition by antithyroid chemicals. Xenobiotica. 25:(7):1995;761-767.
106. Fort P., Moses N., Fasano M., Goldberg T., Lifshitz F. Breast and soy-formula feedings in early infancy and the prevalence of autoimmune thyroid disease in children. J. Amer. Coll. Nutr. 9:(2):1990;164-167.
107. Divi R.L., Doerge D.R. Inhibition of thyroid peroxidase by dietary flavonoids. Chem. Res. Toxicol. 9:(1):1996;16-23.
108. Lee H.P., Gourley L., Duffy S.W., Estéve J., Lee J., Day N.E. Dietary effects on breast-cancer risk in Singapore. Lancet. 337:(8751):1991;1197-1200. [see comments].
109. Severson R.K., Nomura A.M., Grove J.S., Stemmermann G.N. A prospective study of demographics, diet, and prostate cancer among men of Japanese ancestry in Hawaii. Cancer Res. 49:(7):1989;1857-1860.
110. Koo L.C. Dietary habits and lung cancer risk among Chinese females in Hong Kong who never smoked. Nutr. Cancer. 11:(3):1988;155-172.
111. Tajima K., Tominaga S. Dietary habits and gastrointestinal cancers a comparative case-control study of stomach and large intestinal cancers in Nagoya, Japan . Japan. J. Cancer Res. 76:(8):1985;705-716.
112. Garcia-Closas R., Gonzalez C.A., Agudo A., Riboli E. Intake of specific carotenoids and flavonoids and the risk of gastric cancer in Spain. Cancer Caus. Cont. 10:(1):1999;71-75.