The Phyto-Oestrogens - Its Anticarcinogenic and Antioxidant Activity - A Review

https://doi.org/10.22146/jifnp.34

Sitarina Widyarini(1*)

(1) Gadjah Mada University
(*) Corresponding Author

Abstract


The isoflavonoids comprise a group of phytooestrogens that have useful biological activities including oestrogenic, antioxidant and anticancer. As dietary components for humans, they are bioavailable from leguminous vegetables (such as genistein from soybean), and have been well-documented to have numerous health benefits. A wide range of epidemiological studies in humans and limited studies in animals have identified isoflavonoids as a potential chemopreventive agents against hormone-dependent cancers. Therefore, this review focuses on the mechanisms of isoflavonoid phyto-oestrogens in inhibiting cancer in vitro and in vivo in the models of human cancers.


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References

Allred, C. D., Ju, Y. H., Allred, K. F., Chang J., and Helferich, W. G., 2001. Dietary genistin stimulates growth of esterogen-dependent breast cancer tumors similar to that observed with genistein. Carcinogenesis:22:1667

Adlercreutz, H., and Mazur, W. 1997. Phyto-oestrogens and Western diseases. Annals. Med:29:95-120

Adlercreutz, H., Fotsis, T. Kurzer, M. S., Wahal, K., Makela, T., and Hase, T. 1995. Isotope dilution gas chromatographic-mass spectrometric method for the determination of unconjugated lignans and isoflavonoids in human feces, with preliminary results in omnivorous and vegetarian women. Annal. Biochem: 225(1): 101-108

Adlercreutz, H. Fotsis, T., Lampe, J., Wahala, K., Makela T., Brunow, G., and Hase T. 1993. Quantitative determination of lignans and isoflavonoids in plasma of omnivorous and vegetarian women by isotope dilution gas chromatography-mass spectrometry. Scan J. Clin. Lab. Inves:215:5-18

Adlercreutz, H., Honjo, H., Higashi, A., Fotsis, T., Hamaleinen, E., Hasegawa, T., and Okada, H. 1991. Urinary excretion of lignans and isoflavonoid phyto-oestrogens in Japanese men and women consuming a traditional Japanese diet. Am. J. Clin. Nutr.: 54: 1093-10100

Adlercreutz, H. 1995. Phyto-estrogens: Epidemiology and possible role in cancer protection. Environ. Health Perspectives: 103:103-12

Adlercreutz, H. 1990. Western diet and Western diseases: Some hormonal and biochemical mechanisms and associations Scan. J. Clin. Lab. Inves: 201:3-23

Akiyama, T., Ishida, J., Nakagawa, S., Ogawara, H., Watanabe, S., Itoh, N., SHibuya, M., and Fukami, Y. 1987. Genistein, a specific inhibitor of tyrosine-specific protein kinases. J. Biol. Chem: 262 (12):5592-5

Arora, A., Nair, M. G., and Strasburg, G. M. 1998. Antioxidant activities of isoflavones and their biological metabolites in a liposomal system. Arch. Biochem. Biophys: 356: 133-141

Axelson, M., Kirk, D. N., Farrant, R. D., Cooley, G., Lawson, A. M., and Setchell, K. D., 1982. The identification of the weak oestrogen equol [7-hydroxy-3-(4'-hydroxyphenyl)chroman] in human urine. Biochem. J: 201:353-357

Bannwart, C., Fotsis, T., Heikkinen, R., and Adlecreutz, H. 1989. Identification of the isoflavonic phytoestrogen daidzein in human urine. Clin. Chim. Acta:1984:136:165-72

Bannwart, C., Adlercreutz, H., Wahala K., Brunow, G., and Hase, T., Detection and identification of the plant lignans lariciresinol, isolariciresinol and secoisolariciresinol in human urine. Clin. Chim. Acta:180:293-301

Blumel, J. O., Castelo-Branco, C., Gonzalez, P., Moyano, C. Iturriaga, M., Videla, L., Sajuan, A. and Cano, A. 2000. Transdermal estrogens do not appears to modify the extent of lesional areas of aortic atherosclerosis in in oophoriectomized rabbits on a cholsterol-rich diet. Atherosclerosis:148:303-308

Booth, C., Hargreaves, D. F., Hadfield, J. A., McGown, A. T. and Potten, C. S. 1999. Isoflavones inhibit intestinal epithelial cell proliferation and induce apoptosis in vitro. Br. J. Cancer. 80: 1550-1557

Cai, Q. Y., and We, H. C., 1996. Effect of dietary genistein on antioxidant enzyme activities in Sencar mice. Nutr. Cancer: 25:1-7

Cai, Q. Y., Rahn, R. O., and Zhang, R. W. 1997. Dietary flavonoids quercetin, luteloin, and genistein reduce oxidative DNA damage and lipid peroxidation and quench free radicals. Cancer Lett:119:99-107

Constantinou, A. I., Krygier, A. E., and Mehta, R. R. 1998. Genistein induces maturation of cultured human breast cancer cells and prevents tumor growth in nude mice. Am. Clin. Nutr:68:1426S-1430S

Constantinou, A. I., Mehta, R. G., and Vaughan, A. 1996. Inhibition of N-methyl-nitrosourea-induced mammary tumors in rats by the soybean isoflavones. Anticancer Res: 16: 3293-3298

Davis, S. R., Murkies, A. L., and Wilcox, G. 1998. Phytoestrogens. in clinical practice. Integr.Med:1:27-34

Ford, L. G. Bawley, O. W., and Pearlman, J. A. 1994. The potential for hormonal prevention trials. Cancer: 74(9):2726-2733

Franke, A. A., Custer, L. J., and Tanaka, Y., 1998. Isoflavones in human breast milk and other fluids. Am. J. Clin. Nutr: 68:1466s-1473s

Fritz, W. A., Coward, L., Wang, J., and Lamartiniere, C. A. 1998. Dietary genistein: perinatal mammary cancer prevention, bioavailability and toxicity testing in the rat. Carcinogenesis: 19:2151-2158

Gavaler, J. S., Galvao-Teles, A., Monteiro, E., Van Thiel, D., and Rosenbum, E. 1991. Clinical responses to administration of bourbon phyto-oestrogens to normal postmenoposal women. Hepatol: 14:87A (abstract)

Hellstrom, M., Haggman, M., and Brandstedt, S. 1993. Hispothological changes in adrogen-deprived localised prostatic cancer. A study of total prostatectomy specimens. Eur. Urol: 24:461-465

Hsieh, C. Y., Santell, R. C., Haslam, S. Z., and Helferich, W. G. 1998. Estrogenic effects of genistein on the growth of estrogen receptor-positive human breast cancer (MCF-7) cells in vitro and in vivo. Cancer Res.:58(17)3833-3038

Huang J., Nasr, M., Kim, Y., and Matthews, H. R. 1992. Genistein inhibits protein histidine kinase. J. Biol. Chem : 267 (22):15511-15515

Issoherranen, K., Punnonen, K., Jansen, C., and Outila, P. 1999. Ultraviolet irradiation induced cyclooxygenase-2 expression in keratinocytes. Br. J. Dermatol:140:1017-1022

Jenkins, D. J., Kendall, C. W., Garsetti, M., Rosenberg-Zand, R. S., Jacson, C. J., Agarawal, S., Rao, A. V., Diamandis, E. P., Parker, T., Faulkner, D., Vuksan, V., and Vidgen, E. 2000. Effects of soy protein foods on low-density lipoprotein oxidation and ex-vivo sex hormone receptor activity-acontrolled crossover trial. Metab. Clin. Exp: 49:537-543

Kapiotis, S., Hermann, M., Held, I., Seelos, C., Ehringer, H., and Gmeiner, B. M. 1997. Genistein, the dietary-derived angiogenesis inhibitor, prevents LDL oxidation and protects endothelial cells from damage by atherogenic LDL. Arterioscleresis Throm. Vas. Biol.: 17:2868-74

Kelley, G. E., Joannou, G. E., Reeder, A. Y., Nelson, C., and Waring, M. A. 1995. The variable metabolic response to dietary isoflavones in human. Proc. Soc. Exp. Biol. Med.: 208:40-43

Konukoglu, D. Serin, O., and Yelke, H. K. 2000. Effects of hormone replacement therapy on plasma nitric oxide and total thiol levels in postmenopausal women. J. Toxicol. Env. Health (part A): 60: 81-87

Kuo, S. M. 1996. Antiproliferative potency of structurally distinct dietary flavonoids on human colon cancer cells. Cancer Lett.: 110 41-48

Kurzer, M. S., and Xi Xia. 1997. Dietary Phytoestrogens. Annu. Rev. Nutr.:17:353-381

Kyle, E., Neckers, L., Takimoto, C., Curt, G., and Bergan, R. 1997. Genistein-induced apoptosis of prostate cancer cells is preceded by a specific decrease in focal adhesion kinase activity. Mol. Pharmacol.:51:193-200

Lamartiniere, C. A., Moore, J., Holland, M., and barnes, S. 1995. Neonatal genistein chemoprevents mammary cancer. Proc. Soc. Exp. Biol. Med.:208:120-123

Lamartiniere, C. A., Murril, W. B., Manzolillo, P. A., Zhang J. X., Barner, S., Zhang, X., Wei, H., and Brown, N. M. 1998. Genistein alters the ontogeny of mammary gland development and protects against chemically-induced mammary cancer in rats, Proc. Soc. Exp. Bio. Med.:217:(3):358-364 1998

Le Bail, J. C., Varnat, F., Nicolas, J. C., and Habrioux, G. 1998. Estrogenic and antiproliferative activities on MCF-7 human breast cancer cells by flavonoids. Cancer Lett: 130:209-216

Lian, F. L., Bhuiyan, M., Li, Y. W., Wall, N., Kraut, M., and Sarkar, F. H. 1998. Genistein-induced G2-M arrest, p21WAF1 upregulation, and apoptosis in a non-small lung cancer cell line. Nutr. Cancer:31:209-216

Lian, Z., Niwa, K., Tagami, K., Hashimoto, M., Gao, J, Yokoyama, Y. Mori, H., and Tamaya, T. 2001. Preventive effects of isoflavones, genistein and daidzein, on estradiol-17beta-related endometrial carcinogenesis in mice. Japanese J. Cancer Res.: 92:726-734

Lu, A., Ran, Rq., Clark, J., Reilly M., Nee, A., and Sharp, F. R. 2002. 17-a-estradiol induces heat shock protein induction in glia and neurons. J. Cerebral Blood Flow Metab.:22:183-195

Matsukawa, Y., Marui, N., Sakai, T., Satomi, Y., Yoshida, M., Matsumoto, K., Nishino, H., and Aoike, A. 1993. Genistein arrests cell cycle progression at G2-M. Cancer Res.: 53:1328-1331

Middleton, E., and Kandaswami, C. 1992. Effects of flavonoids immune and inflammatory cell function. Biochem. Pharmacol. 43:1167-1179

Middleton, E. 1998. Effects of plant flavonoids on immune and inflammatory cell function. Adv. Exp. Med. Biol.:439:175-182

Mitchell, J. H., Duthie, S. J., and Collins, A. R. 2000. Effects of phytoestrogens on growth and DNA integrity in human prostate tumor cell lines: PC-3 and LNCaP. Nutr. Cancer: 38:223-228

Mitchell, J. H., Gardener, P. T., McPhail, D. B., Morrice, P. C., Collins, A. R., and Duthie, G. G. 1998. Antioxidant efficacy of phytoestrogens in chemical and biological model systems. Arch. Biochem. Biophys.:360:142-148

Morton, M. S., Wilcox, G., Wahlqvist, M. L., and Griffiths, K. 1994. Determination of lignans and isoflavonoids in human female plasma following dietary supplementation. J. Endocrinol.: 142:251-259

Peterson, G., and Barnes, S. 1993. Genistein and biochanin A inhibit the growth of human prostate cancer cells but not epidermal growth factor receptor tyrosine autophosphorylation. Prostate:22:335-345

Plaumann, B., Fritsche, M., Rimpler, H., BRandner, G., and Hess, R. D., 1996. Flavonoids activate wild-type p53. Oncogene:13:1605-1614

Price, K. R., and Fenwick, G. R. 1985. Naturally occurring oestrogens in food-a review. Food Additives & Contaminants:2:73-106

Ruiz-Larrea, M. B., Mohan, A. A., Paganga G., Miller, N. J., Bolwell, G. C., and Rice-Evans, C. A. 1997. Antioxidant activity of phytoestrogenic isoflavones. Free Rad. Res: 26:63-70

Ruiz-Larrea, M. B., Martin, C., Martinez, R., Navarro, R., Lacort, M. and Miller, N. J. 2000. Antioxidant activities of estrogens against aqueous and lipophilic radicals; differences between phenol and catechol estrogens. Chem, Phys, Lipid: 105: 179-188

Santti R., Makela, S. Strauss, L., Korkman, J., and kostian, M. L. 1998. Phyto-oestrogens: potential endocrine disruptors in males. Toxicol. Industrial Health:14:223-37

Shutt, D. A., and Cox, R. I. 1972. Steroid and phyto-oestrogen binding to sheep uterine receptors in vitro. J. Endocrinol:52:229-310

Smith, T. J. and Yang, C. S. 1994. Effects of food phytochemical on xenobiotic metabolism and tumorigenesis. In Food Phytochemicals I: Fruits and Vegetables. pp. 18-41. American Chemical Society

Stephens, F. O. 1997. Phytoestrogens and prostate cancer: possible preventive role. Med. J. Aust.:167:138-139

Tham, D. M., Gardner, C. D., and Haskell, W. L. 1998. Potential health benefits of dietary phytoestrogens: a review of the clinical, epidemiological, and mechanistic evidence. Clin. Endocrinol. Metab: 83:22223-2232

Tikkanen, M. J., Wahala, K., Ojala, S., VIhma, V, and Adlercreutz, H. 1998. Effect of soybean phytoestrogen intake on low density lipoprotein oxidation resistance. Proc. Natl. Acad. Sci. USA:95:3106-10

Traganos, F., Ardelt, B., Halko, N., Bruno, S., and Darzynkiewicz, Z. 1992. Effects of genistein on the growth and call cycle progression of normal human lymphocytes and human leukemic MOLT-4 and HL-60 cells. Cancer Res.: 52:6200-6208

Van Thiel, D. H., Galvao-Teles, A., Monteiro, E., Roseblum, E., and Gavaler., J. S. 1991. The phytoestrogens present in de-ethanolized bourbon are biologically active: a preliminary study in a postmenopausal woman. Alcoholism: Clin. Exp. Res.:15:822-823

Wang, W., Higuchi, C. M., and Zhang, R. 1997. Individual and combinatory effects of soy isoflavones on the in vitro potentiation of lymphocyte activation. Nutr. Cancer:29:29-34

Wei, H., Bowen, R., Cai, Q., Barnes, S., and Wang, Y. 1995. Antioxidant and antipromotional effects of the soybean isoflavone genistein. Proc. Soc. Exp. Biol. Med.:208:124-130

Wei, H., Wei, L., Bowen, R., Frenkel, K., Barnes, S. 1993. Inhibition of tumor promotion-induced hydrogen peroxide production in vitro and in vivo by genistein. Nutr. Cancer:20:1-12

Wei, H. C., Bowen, R., Zhang, X. S., and Lebwohl, M. 1998. Isoflavone genistein inhibits the initiation and promotion of two-stage skin carcinogenesis in mice. Carcinogenesis: 19:1509-1514

Wei, H. C., Cai, Q. Y., and Rahn, R. O. 1996. Inhibition of UV light and Fenton reaction-induced oxidative DNA damage by the soybean isoflavone genistein. Carcinogenesis:17:73-77

Widyarini, S., Husband, A. J., and Reeve, V. E. 2005. Protective Effect of Isoflavonoid Equol Against Hairless Mouse Skin Carcinogenesis Induced by UV Radiation Aloneor with a Chemical Cocarcinogen. Photochem. Photobiol:81:32-37

Widyarini, S., Spinks, N., Husband, A. J., and Reeve, V. E. 2001. Isoflavonoid compounds from red clover (Trifolium pratense) protect from inflammation and immune impression induced by UV radiation. Photochem. Photobiol:74:465-470

Wiseman, H. 1999. The bioavailability of non-nutrient plant factors: dietary flavonoids and phyto-oestrogens. Proc. Nutr. Cancer:29:24-28

Zhang, R. Li, Y. and Wang, W. 1997. Enhancement of immune function in mice fed high doses of soy daidzein. Nutr. Cancer: 29:24-28

Zhang, Y., Song, T. T., Cunnick, J. E., Murphy, P. A., and Hendrick, S. 1999. Daidzein and genistein glucoronides in vitro are weakly estrogenic and activate human natural killer cells in nutritionally relevant concentration. J. Nutr.:129:399:-405

Zhou, J. R., Mukherjee, P., GUgger, E. T., Tanaka, T., Blackburn, G. L., and Clinton, S. K., 1998. Inhibition of murine bladder tumorigenesis by soy isoflavones via alterations in the cell cycle, apoptosis, and angiogenesis. Cancer Res.:58(22):5231-5238



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