Phytoestrogens as Pharma Foods

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Authors

  • Charu Gupta Amity Institute for Herbal Research and Studies, Amity University-UP, Sector-125 Noida 201313, India
  • Dhan Prakash Amity Institute for Herbal Research and Studies, Amity University-UP, Sector-125 Noida 201313, India
  • Sneh Gupta Department of Zoology, RGPG college, Chippi Tank, Meerut 250001, India

DOI:

https://doi.org/10.17140/aftnsoj-2-127

Keywords:

Phytoestrogens, Pharma foods, Nutraceuticals, Estrogen antagonists, Flavonoids, Isoflavonoids

Abstract

Phytoestrogens are a diverse group of plant-derived compounds that structurally or functionally mimic mammalian estrogens and show potential benefits for human health. They can serve as potential alternatives to the synthetic selective estrogen receptor modulators which are currently being used in hormone replacement therapy. Estrogens play many important physiological roles in men and women. In women, life is severely affected by a variety of estrogen-related conditions such as osteoporosis, cognitive and cardiovascular disease, increased risk of breast cancer and other symptoms that decrease the overall quality of life. Phytoestrogens are effective in maintaining bone mineral density, prevent bone loss, and help in the prevention and/or treatment of such health related problems. They can be classified as flavonoids, isoflavonoids, coumestans, stilbenes, lignans and terpenoids. The main isoflavones, genisteinand daidzein found in soybean, can exist as glucosides or as aglycones, and are readily hydrolyzed in the gut to their aglycones. The aglycones are easily transported across intestinal epithelial cells. Terpenoids (ferutinine, tschimgine, and tschimganidine) found in the Umbelliferae family have estrogenic activities. The main dietary source of phytoestrogenic stilbenes is trans-resveratrol from red wine and peanuts. Plant-derived foods may be an adequate source for a variety of phytoestrogens capable of producing a range of pharmacological effects and protection from various life threatening diseases. This article provides the comprehensive information about the main groups of phytoestrogens, their food as well as herbal or botanical sources, potential health benefits and probable health hazards.

References

Adlercreutz H, Mazur W. Phytoestrogens and western diseases. Ann Med. 1997; 29(2): 95-120. doi: 10.3109/078538 99709113696

Yildiz F. Phytoestrogens in Functional Foods. Taylor & Francis Ltd; 2005: 3-5: 210-211

Johnston I. Phytochem Functional Foods. Boca Raton, Florida: CRC Press Inc.; 2003: 66-68. Journal

Thompson LU, Boucher BA, Liu Z, Cotterchio M, Kreiger N. Phytoestrogen content of foods consumed in Canada, including isoflavones, lignans, and coumestan. Nutr Cancer. 2006; 54(2): 184-201. doi: 10.1207/s15327914nc5402_5

Prakash D, Gupta C. Role of phytoestrogens as nutraceuticals in human health. Pharmacology online. 2011; 1: 510-523. Web site. http://pharmacologyonline.silae.it/files/newsletter/2011/vol 1/050.prakash.pdf. Accessed June 9, 2016

Zhao E, Mu Q. Phytoestrogen biological actions on mammalian reproductive system and cancer growth. Sci Pharm. 2011; 79(1): 1-20. doi: 10.3797/scipharm.1007-15

Naz Rajesh K. Endocrine Disruptors: Effects on Male and Female Reproductive Systems. Boca Raton, Florida: CRC Press Inc; 1999: 90

Patisaul HB, Jefferson W. The pros and cons of phytoestrogens. Front Neuroendocrinol. 2010; 31(4): 400-419. doi: 10.1016/j.yfrne.2010.03.003

Prakash D, Gupta C. Role of Phytoestrogens as Nutraceuticals in Human Health. In: Phytochemicals of nutraceutical importance. Prakash D, Sharma G, eds. Oxfordshire, UK: CABI International Publishers; 2014: 148-172

Caltagirone S, Rossi C, Poggi A, et al. Flavonoids apigenin and quercetin inhibit melanoma growth and metastatic potential. Int J Cancer. 2000; 87(4): 595-600. doi: 10.1002/1097-0215(20000815)87:4<595::AID-IJC21>3.0.CO; 2-5

Liu LZ, Fang J, Zhou Q, Hu X, Shi X, Jiang BH. Apigenin inhibits expression of vascular endothelial growth factor and angiogenesis in human lung cancer cells: Implication of chemoprevention of lung cancer. Molecular Pharmacology. 2005; 68(3): 635-643. doi: 10.1124/mol.105.011254

Sobolev VS, Horn BW, Potter TL, Deyrup ST, Gloer JB. Production of stilbenoids and phenolic acids by the peanut plant at early stages of growth. J Agric Food Chem. 2006; 54: 3505- 3511. doi: 10.1021/jf0602673

Beejmohun V, Fliniaux O, Hano C, et al. Coniferin dimerization in lignan biosynthesis in flax cells. Phytochemistry. 2007; 68(22-24): 2744-2752. doi: 10.1016/j.phytochem.2007.09.016

Bonzanini F, Bruni R, Palla G, Serlataite N, Caligiani A. Identification and distribution of lignans in Punica granatum L. fruit endocarp, pulp, seeds, wood knots and commercial juices by GC-MS. Food Chem. 2009; 117: 745-749. doi: 10.1016/j. foodchem.2009.04.057

Hosseinian FS, Mazza G. Triticale bran and straw: Potential new sources of phenolic acids, proanthocyanidins and lignans. J NUTRITIONAL Open Funct Foods. 2009; 1(1): 57-64. doi: 10.1016/j.jff.2008.09.009

Attoumbre J, Bienaime C, Dubois F, Fliniaux MA, Chabbert B, Baltora-Rosset S. Development of antibodies against secoisolanciresinol-Application to the immunolocalization of lignans in Linum usitatissimum seeds. Phytochemistry. 2010; 71(17-18): 1979-1987. doi: 10.1016/j.phytochem.2010.09.002

Milder IEJ, Arts ICW, van de Putte B, Venema DP, Hollman PC. Lignan contents of Dutch plant foods: A database including lariciresinol, pinoresinol, secoisolariciresinol and matairesinol. Br J Nutr. 2005; 93(3): 393-402. doi: 10.1079/BJN20051371

Cai YZ, Mei S, Jie X, Luo Q, Corke H. Structure-radical scavenging activity relationships of phenolic compounds from traditional Chinese medicinal plants. Life Sciences. 2006; 78(25): 2872-2888. doi: 10.1016/j.lfs.2005.11.004

Apers S, Vlietinck A, Pieters L. Lignans and neolignans as lead compounds. Photochemistry Reviews. 2003; 2(3): 201-217. doi: 10.1023/B:PHYT.0000045497.90158.d2

Duncan AM, Phipps WR, Kurzer MS. Phyto-estrogens. Best Pract Res Clin Endocrinol Metab. 2003; 17(2): 253-271. doi: 10.1016/S1521-690X(02)00103-3

Boccardo F, Puntoni M, Guglielmini P, Rubagotti A. Enterolactone as a risk factor for breast cancer: a review of the published evidence. Clinica Chimica Acta. 2006; 365(1-2): 58- 67. doi: 10.1016/j.cca.2005.07.026

Albertazzi P, Purdie DW. The nature and utility of the phytoestrogens: A review of the evidence. Maturitas. 2002; 42(3): 173-185. doi: 10.1016/S0378-5122(02)00024-5

Ikeda K, Arao Y, Otsuka H, et al. Terpenoids found in the Umbelliferae family act as agonists/antagonists for ER(alpha) and ER(beta): Differential transcription activity between ferutinine-liganded ER(alpha) and ER(beta). Biochem Biophys Res Commun. 2002; 291(2): 354-360. doi: 10.1006/ bbrc.2002.6446

Cherdshewasart W, Sutjit W, Pulcharoen K, Chulasiri M. The mutagenic and anti-mutagenic effects of the traditional phytoestrogen-rich herbs. Pueraria mirifica and Pueraria lobata. Braz J Med Biol Res. 2009; 42(9): 816-823. doi: 10.1590/S0100- 879X2009000900008

Ibarreta D, Daxenberger A, Meyer HH. Possible health impact of phytoestrogens and xenoestrogens in food. Acta Pathologica, Microbiologica et Immunologica. 2001; 109(3): 161-184. doi: 10.1034/j.1600-0463.2001.090301.x

Turner JV, Agatonovic-Kustrin S, Glass BD. Molecular aspects of phytoestrogen selective binding at estrogen receptors. J Pharm Sci. 2007; 96 (8): 1879-1885. doi: 10.1002/ jps.20987 SCIENCES Journal

Dang ZC. Dose-dependent effects of soy phytoestrogen genistein on adipocytes: Mechanisms of action. Obes Rev. 2009; 10(3): 342-349. doi: 10.1111/j.1467-789X.2008.00554.x

Amadasi A, Mozzarelli A, Meda C, Maggi A, Cozzini P. Identification of xenoestrogens in food additives by an integrated in Silico and in vitro approach. Chem Res Toxicol. 2008; 22(1): 52-63. doi: 10.1021/tx800048m

Dusza L, Ciereszko R, Skarzynski DJ, et al. Mechanism of phytoestrogen action in reproductive processes of mammals and birds. Reproductive Biology. 2006; 6(1): 151-174. Web site. http://europepmc.org/abstract/med/16967096. Accessed June 9, 2016

Stevenson LM, Oates SH, Doernte AL, Hess JB, Berry WD. Soy phytoestrogen effects on progesterone receptor and 12th ovalbumin synthesis in the chick oviduct. EPC 2006-European Poultry Conference, Verona, Italy, 10-14 September, 2006 pp. paper 47. Record no. 20093210252. Web site. http:// cabdirect.org/abstracts/20093210252.html;jsessionid=7251C31 21F94427FE9BA11889FB50B73

Hamilton-Reeves JM, Vazquez G, Duval SJ, Phipps WR, Kurzer MS. Clinical studies show no effects of soy protein or isoflavones on reproductive hormones in men: Results of a metaanalysis. Fertil Steril. 2010; 94(3): 997-1007. doi: 10.1016/j. fertnstert.2009.04.038

Messina M, McCaskill-Stevens W, Lampe JW. Addressing the soy and breast cancer relationship: Review, commentary, and workshop proceedings. Journal of National Cancer Institute. 2006; 98(18): 1275-1284. doi: 10.1093/jnci/djj356

Shu XO, Zheng Y, Cai H, et al. Soy food intake and breast cancer survival. JAMA. 2009; 302(22): 2437-2443. doi: 10.1001/ jama.2009.1783

Park K, Kim Y-Il, Shin K-Oh, et al. The dietary ingredient, genistein, stimulates cathelicidin antimicrobial peptide expression through a novel S1P-dependent mechanism. J Nutr Biochem. 2014; 25(7): 734-740. doi: 10.1016/j.jnutbio.2014.03.005

Chen A, Rogan WJ. Isoflavones in soy infant formula: A review of evidence for endocrine and other activity in infants. Annu Rev Nutr. 2004; 24(1): 33-54. doi: 10.1146/ annurev.nutr.24.101603.064950

Giampietro PG, Bruno G, Furcolo G, et al. Soy protein formulas in children: no hormonal effects in long-term feeding. J Pediatr Endocrinol Metab. 2004; 17(2): 191-196. doi: 10.1515/ JPEM.2004.17.2.191

Merritt RJ, Jenks BH. Safety of soy-based infant formulas containing isoflavones: the clinical evidence. J Nutr. 2004; 134(5): 1220S-1224S. Open

Bhatia J, Greer F. Use of soy protein-based formulas in infant feeding. Pediatrics. 2008; 121(5): 1062-1068. doi: 10.1542/ peds.2008-0564

Geller SE, Shulman LP, van Breemen RB, et al. Safety and efficacy of black cohosh and red clover for the management of vasomotor symptoms: A randomized controlled trial. Menopause. 2009; 16(6): 1156-1166. doi: 10.1097/gme.0b013e3181ace49b

Bankole MA, Shittu LAJ, Ahmed TA, et al. Synergistic antimicrobial activities of phytoestrogens in crude extracts of two sesame species against some common pathogenic microorganisms. African Journal of Traditional Complementary and Alternative Medicines. 2007; 4(4): 427-433. doi: 10.4314/ ajtcam.v4i4.31237

Srisomboon Y, Buathong N, Kiatprasert P, Poonyachoti S, Deachapunya C. Soybean phytoestrogen enhances the antimicrobial peptides beta-defensin-2 synthesis in endometrial epithelial cells with lipopolysaccharides and polyinosinicpolycytidylic acid stimulation. The FASEB Journal. 2014; 28(1) Supplement 639.8. Web site. http://www.fasebj.org/content/28/ 1_Supplement/639.8. Accessed June 9, 2016

Obiorah IE, Fan P, Jordan VC. Breast cancer cell apoptosis with phytoestrogens is dependent on an estrogen deprived state. Cancer Prevention Research. 2014. doi: 10.1158/1940-6207. CAPR-14-0061

Horn-Ross PL, John EM, Canchola AJ, Stewart SL, Lee MM. Phytoestrogen intake and endometrial cancer risk. J Natl Cancer Inst. 2003; 95(15): 1158-1164. doi: 10.1093/jnci/djg015

Flaxseed. Natural Medicines Comprehensive Database. Web site. http://naturaldatabase.therapeuticresearch.com/nd/ Search.aspx?cs=ONDPG&s=ND&pt=100&id=991&ds=&la ng=0. Accessed March 24, 2013

Lee J, Cho K. Flaxseed sprouts induce apoptosis and inhibit growth in MCF-7 and MDA-MB-231 human breast cancer cells. In Vitro Cell Dev Biol Anim. 2012; 48(4): 244-250. doi: 10.1007/s11626-012-9492-1

Tamoxifen. U.S. National Library of Medicine, National Institutes of Health. Web site. https://www.nlm.nih.gov/ medlineplus/druginfo/meds/a682414.html. Accessed March 24, 2013

Chen J, Power KA, Mann J, Cheng A, Thompson LU. Dietary flaxseed interaction with tamoxifen induced tumor regression in athymic mice with MCF-7 xenografts by down regulating the expression of estrogen related gene products and signal transduction pathways. Nutr Cancer. 2007; 58(2): 162-70. doi: 10.1080/01635580701328271

McCann SE, Hootman KC, Weaver AM, et al. Dietary intakes of total and specific lignans are associated with clinical Journal breast tumor characteristics. J Nutr. 2012; 142(1): 91-98. doi: 10.3945/ jn.111.147264

McCann SE, Thompson LU, Nie J, et al. Dietary lignan intakes in relation to survival among women with breast cancer: the Western New York Exposures and Breast Cancer (WEB) Study. Breast Cancer Res Treat. 2010; 122(1): 229-235. doi: 10.1007/s10549-009-0681-x

Branca F. Dietary phytoestrogens and bone health. Proc Nutr Soc. 2003; 62(4): 877-887. doi: 10.1079/PNS2003309

Cassidy A, Albertazzi P, Nielsen IL, et al. Critical review of health effects of soybean phyto-oestrogens in post-menopausal women. Proc Nutr Soc. 2006; 65(1): 76-92. doi: 10.1079/ PNS2005476

Yamori Y, Moriguchi EH, Teramoto T, et al. Soybean isoflavones reduce postmenopausal bone resorption in female Japanese immigrants in Brazil: A ten-week study. Journal of American College of Nutrition. 2002; 21(6): 560-563. doi: 10.1080/07315724.2002.10719255

Liu J, Ho SC, Su YX, Chen WQ, Zhang CX, Chen YM. Effect of long-term intervention of soy isoflavones on bone mineral density in women: A meta-analysis of randomized controlled trials. Bone. 2009; 44(5): 948-953. doi: 10.1016/j. bone.2008.12.020

Goetzl MA, VanVeldhuizen PJ, Thrasher JB. Effects of soy phytoestrogens on the prostate. Prostate Cancer Prostatic Dis. 2007; 10(3): 216-223. doi: 10.1038/sj.pcan.4500953

Kolukula S, Anderson RJ. Phytoestrogens and their potential roles in prostate cancer prevention and treatment. J Cancer Sci Ther. 2011; S1. doi: 10.4172/1948-5956.S1-002

Hwang YW, Kim SY, Jee SH, Kim YN, Nam CM. Soy food consumption and risk of prostate cancer: A meta-analysis of observational studies. Nutr Cancer. 2009; 61(5): 598-606. doi: 10.1080/01635580902825639

Mentor-Marcel R, Lamartiniere CA, Eltoum IA, Greenberg NM, Elgavish A. Dietary genistein improves survival and reduces expression of osteopontin in the prostate of transgenic mice with prostatic adenocarcinoma (TRAMP). J Nutr. 2005; 135(5): 989-995. Web site. http://jn.nutrition.org/content/135/5/989. Accessed June 9, 2016

McCormick DL, Johnson WD, Bosland MC, Lubet RA, Steele VE. Chemoprevention of rate prostate carcinogenesis by soy isoflavones and by Bowman–Birk inhibitor. Nutr Cancer. 2007; 57(2): 184-193. doi: 10.1080/01635580701277478

Kumi-Diaka J, Merchant K, Haces A, Hormann V, Johnson M. Genistein-selenium combination induces growth arrest in prostate cancer cells. J Med Food. 2010; 13(4): 842-850. doi: Open 10.1089/jmf.2009.0199

Bhupathy P, Haines CD, Leinwand LA. Influence of sex hormones and phytoestrogens on heart disease in men and women. Summary Women’s Health. 2014; 6(1): 77-95. doi: 10.2217/whe.09.80

Van der Schouw YT, Kreijkamp-Kaspers S, Peeters PH, Keinan-Boker L, Rimm EB, Grobbee DE. Prospective study on usual dietary phytoestrogens intake and cardiovascular disease in Western women. Circulation. 2005; 111(4): 465-471. doi: 10.1161/01.CIR.0000153814.87631.B0

Kris-Etherton PM, Hecker KD, Bonanome A, et al. Bioactive compounds in foods: their role in the prevention of cardiovascular disease and cancer. Am J Med. 2002; 113 (suppl 9B): 71S-88S. doi: 10.1016/S0002-9343(01)00995-0

Hwang J, Hodis HN, Sevanian A. Soy and alfalfa phytoestrogen extracts become potent low-density lipoprotein antioxidants in the presence of acerola cherry extract. J Agric Food Chem. 2001; 49(1): 308-314. doi: 10.1021/jf0007028

Lethaby A, Marjoribanks J, Kronenberg F, Roberts H, Eden J. Phytoestrogens for menopausal vasomotor symptoms. Cochrane Database Syst Rev. 2013. doi: 10.1002/14651858.CD001395. pub4

Keinan-Boker L, van Der Schouw YT, Grobbee DE, Peeters PH. Dietary phytoestrogens and breast cancer risk. Am J Clin Nutr. 2004; 79(2): 282-288. Web site. http://ajcn.nutrition.org/ content/79/2/282.short. Accessed June 9, 2016

Roberts H, Lethaby A. Phytoestrogens for menopausal vasomotor symptoms: A Cochrane review summary. Maturitas (Editorial). 2014; 78(2): 79-81. doi: 10.1016/j.maturitas.2014. 04.004

Al-Anazi AF, Qureshi VF, Javaid K, Qureshi S. Preventive effects of phytoestrogens against postmenopausal osteoporosis as compared to the available therapeutic choices: An overview. Journal of Natural Science Biology and Medicine. 2011; 2(2): 154-163. doi: 10.4103/0976-9668.92322

Sathyapalan T, Kilpatrick ES, Aye M, et al. The Effect of Soy Phytoestrogens on Bone Turn over Markers in Women during Early Menopausal Period. Endocrine Disrupting Chemicals Action in Physiology and Cancer, Endocrine Society’s 96th Annual Meeting and Expo, June 21-24, 2014; Chicago. http:// press.endocrine.org/doi/abs/10.1210/endo-meetings.2014 ED.2.SAT-0360

File SE, Hartley DE, Alom N, Rattray M. Soya phytoestrogens change cortical and hippocampal expression of BDNF mRNA in male rats. Neuroscience Letters. 2003; 338(2): 135-138. doi: 10.1016/S0304-3940(02)01391-5 Journal

Soni M, Rahardjo TB, Soekardi R, et al. Phytoestrogens and cognitive function: A review. Maturitas. 2014; 77(3): 209-220. doi: 10.1016/j.maturitas.2013.12.010

Ullmann U, Metzner J, Frank T, Cohn W, Riegger C. Safety, tolerability, and pharmacokinetics of single ascending doses of synthetic genistein (Bonistein™) in healthy volunteers. Adv Ther. 2005; 22(1): 65-78. doi: 10.1007/BF02850186

Wisniewski AB, Cernetich A, Gearhart JP, Klein SL. Perinatal exposure to genistein alters reproductive development and aggressive behavior in male mice. Physiology and Behavior. 2005; 84(2): 327-334. doi: 10.1016/j.physbeh.2004.12.008

Toyohira Y, Ueno S, Tsutsui M, Itoh H, Sakai N, Saito N. Stimulatory effects of the soy phytoestrogen genistein on noradrenaline transporter and serotonin transporter activity. Mol Nutr Food Res. 2010; 54(4): 516-524. doi: 10.1002/mnf r.200900167

Dixon RA. Phytoestrogens. Annu Rev Plant Biol. 2004; 55: 225-261. doi: 10.1146/annurev.arplant.55.031903.141729

Brown AC, Stevenson LM, Leonard HM, Nieves-Puigdoller K, Clotfelter ED. Phytoestrogens β-sitosterol and genistein have limited effects on reproductive endpoints in a female fish, Betta splendens. BioMed Research International. 2014; Article ID 681396: 7. doi: 10.1155/2014/681396

Tempfer CB, Froese G, Heinze G, Bentz EK, Hefler LA, Huber JC. Side effects of phytoestrogens: A meta-analysis of randomized trials. Am J Med. 2009; 122(10): 939-946. doi: 10.1016/j.amjmed.2009.04.018

Published

2016-07-01

How to Cite

Charu Gupta, Dhan Prakash, & Sneh Gupta. (2016). Phytoestrogens as Pharma Foods. Advances in Food Technology and Nutrition Sciences, 2(1), 19–31. https://doi.org/10.17140/aftnsoj-2-127