Glycitin (BioDeep_00000002604)

Main id: BioDeep_00000230241

 

human metabolite PANOMIX_OTCML-2023 Endogenous natural product BioNovoGene_Lab2019


代谢物信息卡片


3-(4-hydroxyphenyl)-6-methoxy-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

化学式: C22H22O10 (446.1212912)
中文名称: 黄豆黄苷, 黄豆黄苷、黄豆黄素-7-O-葡萄糖苷, 黄豆黄苷、黄豆黄素-7-O-葡萄糖苷, 黄豆黄苷、黄豆黄素-7-O-葡萄糖苷
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC1=C(C=C2C(=C1)C(=O)C(=CO2)C3=CC=C(C=C3)O)OC4C(C(C(C(O4)CO)O)O)O
InChI: InChI=1S/C22H22O10/c1-29-15-6-12-14(30-9-13(18(12)25)10-2-4-11(24)5-3-10)7-16(15)31-22-21(28)20(27)19(26)17(8-23)32-22/h2-7,9,17,19-24,26-28H,8H2,1H3

描述信息

Glycitin is an isoflavone glycoside present in human diets containing soy. The transformation of glycitin by intestinal microflora produces glycitein, a compound found to scavenge intracellular reactive oxygen species. Diverse bacteria strains from human origin have specific activity (beta-glucosidase activity) in the metabolism of dietary flavonoids. Soy isoflavones are popular supplements based on their potential protection against cancer and their use as alternative hormone replacement therapy. Is one of the isoflavones present in ready-to-feed soy-based infant formula. (PMID: 17516245, 17157426, 17439230, 12607743).
Present in soya foods; potential nutriceutical. Glycitin is found in many foods, some of which are soy milk, tofu, miso, and soy sauce.
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens
Glycitin is a natural isoflavone isolated from legumes; promotes the proliferation of bone marrow stromal cells and osteoblasts and suppresses bone turnover.Glycitin is antibacterial, antiviral and estrogenic.
Glycitin is a natural isoflavone isolated from legumes; promotes the proliferation of bone marrow stromal cells and osteoblasts and suppresses bone turnover.Glycitin is antibacterial, antiviral and estrogenic.

同义名列表

8 个代谢物同义名

3-(4-hydroxyphenyl)-6-methoxy-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one; 7-(β-D-glucopyranosyloxy)-3-(4-hydroxyphenyl)-6-methoxy-; Glycitein 7-O-β-glucoside; glycitein 7-O-glucoside; 4H-1-Benzopyran-4-one; SCHEMBL62444; Glycitin; Glycitein 7-O-β-glucoside



数据库引用编号

19 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

49 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • You Jin Lim, Ho Young Jeong, Chan Saem Gil, Soon-Jae Kwon, Jong Kuk Na, Chanhui Lee, Seok Hyun Eom. Isoflavone accumulation and the metabolic gene expression in response to persistent UV-B irradiation in soybean sprouts. Food chemistry. 2020 Jan; 303(?):125376. doi: 10.1016/j.foodchem.2019.125376. [PMID: 31442900]
  • Michaela Kopečná-Zapletalová, Kristýna Krasulová, Pavel Anzenbacher, Petr Hodek, Eva Anzenbacherová. Interaction of isoflavonoids with human liver microsomal cytochromes P450: inhibition of CYP enzyme activities. Xenobiotica; the fate of foreign compounds in biological systems. 2017 Apr; 47(4):324-331. doi: 10.1080/00498254.2016.1195028. [PMID: 27312150]
  • José P da Graça, Tatiana E Ueda, Tatiani Janegitz, Simone S Vieira, Mariana C Salvador, Maria C N de Oliveira, Sonia M Zingaretti, Stephen J Powers, John A Pickett, Michael A Birkett, Clara B Hoffmann-Campo. The natural plant stress elicitor cis-jasmone causes cultivar-dependent reduction in growth of the stink bug, Euschistus heros and associated changes in flavonoid concentrations in soybean, Glycine max. Phytochemistry. 2016 Nov; 131(?):84-91. doi: 10.1016/j.phytochem.2016.08.013. [PMID: 27659594]
  • Kailee A Johnson, Sravan Vemuri, Sameerh Alsahafi, Rudy Castillo, Venugopalan Cheriyath. Glycone-rich Soy Isoflavone Extracts Promote Estrogen Receptor Positive Breast Cancer Cell Growth. Nutrition and cancer. 2016 May; 68(4):622-33. doi: 10.1080/01635581.2016.1154578. [PMID: 27043076]
  • Mohammad Talaei, Bee L Lee, Choon N Ong, Rob M van Dam, Jian M Yuan, Woon P Koh, An Pan. Urine phyto-oestrogen metabolites are not significantly associated with risk of type 2 diabetes: the Singapore Chinese health study. The British journal of nutrition. 2016 05; 115(9):1607-15. doi: 10.1017/s0007114516000581. [PMID: 26949260]
  • Yan Zhang, Sam K C Chang. Isoflavone Profiles and Kinetic Changes during Ultra-High Temperature Processing of Soymilk. Journal of food science. 2016 Mar; 81(3):C593-9. doi: 10.1111/1750-3841.13236. [PMID: 26814612]
  • Yanqing Zang, Kiharu Igarashi, Changqing Yu. Anti-obese and anti-diabetic effects of a mixture of daidzin and glycitin on C57BL/6J mice fed with a high-fat diet. Bioscience, biotechnology, and biochemistry. 2015; 79(1):117-23. doi: 10.1080/09168451.2014.955453. [PMID: 25209298]
  • Vera van der Velpen, Anouk Geelen, Peter C H Hollman, Evert G Schouten, Pieter van 't Veer, Lydia A Afman. Isoflavone supplement composition and equol producer status affect gene expression in adipose tissue: a double-blind, randomized, placebo-controlled crossover trial in postmenopausal women. The American journal of clinical nutrition. 2014 Nov; 100(5):1269-77. doi: 10.3945/ajcn.114.088484. [PMID: 25332325]
  • Liangliang Liu, Yongjian Ma, Xiaoqing Chen, Xiang Xiong, Shuyun Shi. Screening and identification of BSA bound ligands from Puerariae lobata flower by BSA functionalized Fe₃O₄ magnetic nanoparticles coupled with HPLC-MS/MS. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2012 Mar; 887-888(?):55-60. doi: 10.1016/j.jchromb.2012.01.008. [PMID: 22305973]
  • Sabita N Saldanha, Trygve O Tollefsbol. The role of nutraceuticals in chemoprevention and chemotherapy and their clinical outcomes. Journal of oncology. 2012; 2012(?):192464. doi: 10.1155/2012/192464. [PMID: 22187555]
  • Tomoyasu Kamiya, Mayu Sameshima-Kamiya, Rika Nagamine, Masahito Tsubata, Motoya Ikeguchi, Kinya Takagaki, Tsutomu Shimada, Masaki Aburada. The crude extract from puerariae flower exerts antiobesity and antifatty liver effects in high-fat diet-induced obese mice. Evidence-based complementary and alternative medicine : eCAM. 2012; 2012(?):272710. doi: 10.1155/2012/272710. [PMID: 22685484]
  • Wibke S U Roland, Jean-Paul Vincken, Robin J Gouka, Leo van Buren, Harry Gruppen, Gerrit Smit. Soy isoflavones and other isoflavonoids activate the human bitter taste receptors hTAS2R14 and hTAS2R39. Journal of agricultural and food chemistry. 2011 Nov; 59(21):11764-71. doi: 10.1021/jf202816u. [PMID: 21942422]
  • A Pandey, P Bigoniya, V Raj, K K Patel. Pharmacological screening of Coriandrum sativum Linn. for hepatoprotective activity. Journal of pharmacy & bioallied sciences. 2011 Jul; 3(3):435-41. doi: 10.4103/0975-7406.84462. [PMID: 21966166]
  • Irena Baranowska, Sylwia Magiera, Jacek Baranowski. UHPLC method for the simultaneous determination of β-blockers, isoflavones and their metabolites in human urine. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2011 Mar; 879(9-10):615-26. doi: 10.1016/j.jchromb.2011.01.026. [PMID: 21345747]
  • Irena Baranowska, Sylwia Magiera. Analysis of isoflavones and flavonoids in human urine by UHPLC. Analytical and bioanalytical chemistry. 2011 Mar; 399(9):3211-9. doi: 10.1007/s00216-010-4206-6. [PMID: 20936271]
  • Keyume Ablajan. A study of characteristic fragmentation of isoflavonoids by using negative ion ESI-MSn. Journal of mass spectrometry : JMS. 2011 Jan; 46(1):77-84. doi: 10.1002/jms.1867. [PMID: 21182215]
  • Jung-Nien Lai, Chien-Tung Wu, Pau-Chung Chen, Chiun-Sheng Huang, Song-Nan Chow, Jung-Der Wang. Increased risk for invasive breast cancer associated with hormonal therapy: a nation-wide random sample of 65,723 women followed from 1997 to 2008. PloS one. 2011; 6(10):e25183. doi: 10.1371/journal.pone.0025183. [PMID: 21998640]
  • Augusta Caligiani, Gerardo Palla, Annalisa Maietti, Martina Cirlini, Vincenzo Brandolini. 1H NMR fingerprinting of soybean extracts, with emphasis on identification and quantification of isoflavones. Nutrients. 2010 03; 2(3):280-9. doi: 10.3390/nu2030280. [PMID: 22254020]
  • Anna Hsu, Tammy M Bray, William G Helferich, Daniel R Doerge, Emily Ho. Differential effects of whole soy extract and soy isoflavones on apoptosis in prostate cancer cells. Experimental biology and medicine (Maywood, N.J.). 2010 Jan; 235(1):90-7. doi: 10.1258/ebm.2009.009128. [PMID: 20404023]
  • Eva Miadoková. Isoflavonoids - an overview of their biological activities and potential health benefits. Interdisciplinary toxicology. 2009 Dec; 2(4):211-8. doi: 10.2478/v10102-009-0021-3. [PMID: 21217857]
  • Daniela C U Cavallini, Dulcinéia S P Abdalla, Regina C Vendramini, Raquel Bedani, Laura Q Bomdespacho, Nadiége D Pauly-Silveira, Graciela F de Valdez, Elizeu A Rossi. Effects of isoflavone-supplemented soy yogurt on lipid parameters and atherosclerosis development in hypercholesterolemic rabbits: a randomized double-blind study. Lipids in health and disease. 2009 Oct; 8(?):40. doi: 10.1186/1476-511x-8-40. [PMID: 19814806]
  • Young-Hee Pyo, Ki-Seung Seong. Hypolipidemic effects of Monascus-fermented soybean extracts in rats fed a high-fat and -cholesterol diet. Journal of agricultural and food chemistry. 2009 Sep; 57(18):8617-22. doi: 10.1021/jf901878c. [PMID: 19697921]
  • V S Carrara, A A Amato, F A R Neves, R B Bazotte, J M G Mandarino, C V Nakamura, B P D Filho, D A G Cortez. Effects of a methanolic fraction of soybean seeds on the transcriptional activity of peroxisome proliferator-activated receptors (PPAR). Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas. 2009 Jun; 42(6):545-50. doi: 10.1590/s0100-879x2009000600011. [PMID: 19448904]
  • Estatira Sepehr, Gerard M Cooke, Patrick Robertson, G Sarwar Gilani. Effect of glycosidation of isoflavones on their bioavailability and pharmacokinetics in aged male rats. Molecular nutrition & food research. 2009 May; 53 Suppl 1(?):S16-26. doi: 10.1002/mnfr.200800170. [PMID: 19437481]
  • Jishu Quan, Xuezhe Yin, Takemichi Kanazawa. Effect of Soybean Hypocotyl Extract on Lipid Peroxidation in GK Rats. Journal of clinical biochemistry and nutrition. 2009 May; 44(3):212-7. doi: 10.3164/jcbn.07-53. [PMID: 19430608]
  • Ru-Yue Huang, Cheng-Chun Chou. Stability of isoflavone isomers in steamed black soybeans and black soybean koji stored under different conditions. Journal of agricultural and food chemistry. 2009 Mar; 57(5):1927-32. doi: 10.1021/jf803702x. [PMID: 19256558]
  • Daniela C U Cavallini, Raquel Bedani, Laura Q Bomdespacho, Regina C Vendramini, Elizeu A Rossi. Effects of probiotic bacteria, isoflavones and simvastatin on lipid profile and atherosclerosis in cholesterol-fed rabbits: a randomized double-blind study. Lipids in health and disease. 2009 Jan; 8(?):1. doi: 10.1186/1476-511x-8-1. [PMID: 19128464]
  • Xiong Li, Jian-fang Li, Dong Wang, Wei-ning Wang, Zheng Cui. [Isoflavone glycosides from the bark of Maackia amurensis]. Yao xue xue bao = Acta pharmaceutica Sinica. 2009 Jan; 44(1):63-8. doi: . [PMID: 19350824]
  • M Tanaka, K Fujimoto, Y Chihara, K Torimoto, T Yoneda, N Tanaka, A Hirayama, N Miyanaga, H Akaza, Y Hirao. Isoflavone supplements stimulated the production of serum equol and decreased the serum dihydrotestosterone levels in healthy male volunteers. Prostate cancer and prostatic diseases. 2009; 12(3):247-52. doi: 10.1038/pcan.2009.10. [PMID: 19597532]
  • B Klejdus, J Vacek, L Lojková, L Benesová, V Kubán. Ultrahigh-pressure liquid chromatography of isoflavones and phenolic acids on different stationary phases. Journal of chromatography. A. 2008 Jun; 1195(1-2):52-9. doi: 10.1016/j.chroma.2008.04.069. [PMID: 18501366]
  • Jiyeon Chun, Woo Ju Jeong, Jong-Sang Kim, Jinkyu Lim, Cheon-Seok Park, Dae Young Kwon, Induck Choi, Jeong Hwan Kim. Hydrolysis of isoflavone glucosides in soymilk fermented with single or mixed cultures of Lactobacillus paraplantarum KM, Weissella sp. 33, and Enterococcus faecium 35 isolated from humans. Journal of microbiology and biotechnology. 2008 Mar; 18(3):573-8. doi: NULL. [PMID: 18388479]
  • Jee-Youn Shim, Yoo Jung Kim, Hye-Sung Lee. Effects of soybean isoflavone extract on the plasma lipid profiles and antioxidant enzyme activity in streptozotocin-induced diabetic rats. Nutrition research and practice. 2008; 2(4):218-26. doi: 10.4162/nrp.2008.2.4.218. [PMID: 20016722]
  • Brigitte Chanteranne, Francesco Branca, A Kaardinal, K Wahala, Véronique Braesco, Philippe Ladroite, Fred Brouns, Véronique Coxam. Food matrix and isoflavones bioavailability in early post menopausal women: a European clinical study. Clinical interventions in aging. 2008; 3(4):711-8. doi: 10.2147/cia.s4085. [PMID: 19281063]
  • B Klejdus, J Vacek, L Benesová, J Kopecký, O Lapcík, V Kubán. Rapid-resolution HPLC with spectrometric detection for the determination and identification of isoflavones in soy preparations and plant extracts. Analytical and bioanalytical chemistry. 2007 Dec; 389(7-8):2277-85. doi: 10.1007/s00216-007-1606-3. [PMID: 17899029]
  • Seung-Hyun Lee, Young Heui Kim, Heui-Jong Yu, Nam-Suk Cho, Tae-Hyun Kim, Dong-Chool Kim, Chan-Bok Chung, Yong-Il Hwang, Ki Ho Kim. Enhanced bioavailability of soy isoflavones by complexation with beta-cyclodextrin in rats. Bioscience, biotechnology, and biochemistry. 2007 Dec; 71(12):2927-33. doi: 10.1271/bbb.70296. [PMID: 18071265]
  • Sun-Joo Lee, Joung-Kuk Ahn, Tran-Dang Khanh, Se-Cheol Chun, Sun-Lim Kim, Hee-Myong Ro, Hong-Keun Song, Ill-Min Chung. Comparison of isoflavone concentrations in soybean (Glycine max (L.) Merrill) sprouts grown under two different light conditions. Journal of agricultural and food chemistry. 2007 Nov; 55(23):9415-21. doi: 10.1021/jf071861v. [PMID: 17941689]
  • Estatira Sepehr, Gerard Cooke, Patrick Robertson, G Sarwar Gilani. Bioavailability of soy isoflavones in rats Part I: application of accurate methodology for studying the effects of gender and source of isoflavones. Molecular nutrition & food research. 2007 Jul; 51(7):799-812. doi: 10.1002/mnfr.200700083. [PMID: 17576640]
  • Kyoung Ah Kang, Rui Zhang, Mei Jing Piao, Kyoung Hwa Lee, Bum Joon Kim, So Young Kim, Hee Sun Kim, Dong Hyun Kim, Ho Jin You, Jin Won Hyun. Inhibitory effects of glycitein on hydrogen peroxide induced cell damage by scavenging reactive oxygen species and inhibiting c-Jun N-terminal kinase. Free radical research. 2007 Jun; 41(6):720-9. doi: 10.1080/10715760701241618. [PMID: 17516245]
  • K T Daly, A C Tracy, M Malik, T Wang, S Francke-Carroll, B A Magnuson. Enhanced estrogenic responses and sensitivity to azoxymethane following dietary soy isoflavone supplementation in older female rats. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2007 Apr; 45(4):628-37. doi: 10.1016/j.fct.2006.10.021. [PMID: 17157426]
  • Li-ping Qu, Guo-rong Fan, Jin-yong Peng, He-ming Mi. Isolation of six isoflavones from Semen sojae praeparatum by preparative HPLC. Fitoterapia. 2007 Apr; 78(3):200-4. doi: 10.1016/j.fitote.2006.11.002. [PMID: 17343991]
  • Inwook Choi, Yoonsook Kim, Yonggon Park, Homoon Seog, Heedon Choi. Anti-obesity activities of fermented soygerm isoflavones by Bifidobacterium breve. BioFactors (Oxford, England). 2007; 29(2-3):105-12. doi: 10.1002/biof.552029201. [PMID: 17673827]
  • Estatira Sepehr, Patrick Robertson, G Sarwar Gilani, Gerard Cooke, Benjamin Pui-Yan Lau. An accurate and reproducible method for the quantitative analysis of isoflavones and their metabolites in rat plasma using liquid chromatography/mass spectrometry combined with photodiode array detection. Journal of AOAC International. 2006 Jul; 89(4):1158-67. doi: . [PMID: 16915859]
  • Borivoj Klejdus, Radka Mikelová, Jitka Petrlová, David Potesil, Vojtech Adam, Marie Stiborová, Petr Hodek, Jan Vacek, René Kizek, Vlastimil Kubán. Evaluation of isoflavone aglycon and glycoside distribution in soy plants and soybeans by fast column high-performance liquid chromatography coupled with a diode-array detector. Journal of agricultural and food chemistry. 2005 Jul; 53(15):5848-52. doi: 10.1021/jf0502754. [PMID: 16028964]
  • Tatiana Valachovicova, Veronika Slivova, Heidi Bergman, Jennifer Shuherk, Daniel Sliva. Soy isoflavones suppress invasiveness of breast cancer cells by the inhibition of NF-kappaB/AP-1-dependent and -independent pathways. International journal of oncology. 2004 Nov; 25(5):1389-95. doi: . [PMID: 15492830]
  • Oldrich Lapcík, Borivoj Klejdus, Michaela Davidová, Ladislav Kokoska, Vlastimil Kubán, Jitka Moravcová. Isoflavonoids in the Rutaceae family: 1. Fortunella obovata, Murraya paniculata and four Citrus species. Phytochemical analysis : PCA. 2004 Sep; 15(5):293-9. doi: 10.1002/pca.781. [PMID: 15508833]
  • Vera V Lozovaya, Anatoliy V Lygin, Olga V Zernova, Shuxian Li, Glen L Hartman, Jack M Widholm. Isoflavonoid accumulation in soybean hairy roots upon treatment with Fusarium solani. Plant physiology and biochemistry : PPB. 2004 Jul; 42(7-8):671-9. doi: 10.1016/j.plaphy.2004.06.007. [PMID: 15331097]
  • Vahdettin Bayazit. Cytotoxic effects of some animal and vegetable extracts and some chemicals on liver and colon carcinoma and myosarcoma. Saudi medical journal. 2004 Feb; 25(2):156-63. doi: . [PMID: 14968209]
  • Shin Yasuda, Po-Sheng Wu, Emi Hattori, Hirofumi Tachibana, Koji Yamada. Simultaneous determination of isoflavones and bisphenol A in rat serum by high-performance liquid chromatography coupled with coulometric array detection. Bioscience, biotechnology, and biochemistry. 2004 Jan; 68(1):51-8. doi: 10.1271/bbb.68.51. [PMID: 14745163]
  • Saburo Hidaka, Yoshizo Okamoto, Koji Miyazaki, Takehiko Uesugi. Evaluation of a soybean product fujiflavone P40 as an antiosteoporotic agent in rats. Phytotherapy research : PTR. 2003 Feb; 17(2):112-9. doi: 10.1002/ptr.1047. [PMID: 12601671]
  • Kun-Young Park, Geun-Ok Jung, Jongwon Choi, Kyung-Tae Lee, Hee-Juhn Park. Potent antimutagenic and their anti-lipid peroxidative effect of kaikasaponin III and tectorigenin from the flower of Pueraria thunbergiana. Archives of pharmacal research. 2002 Jun; 25(3):320-4. doi: 10.1007/bf02976633. [PMID: 12135104]
  • A Albert, C Altabre, F Baró, E Buendía, A Cabero, M J Cancelo, C Castelo-Branco, P Chantre, M Duran, J Haya, P Imbert, D Julía, J L Lanchares, P Llaneza, M Manubens, A Miñano, F Quereda, C Ribes, F Vázquez. Efficacy and safety of a phytoestrogen preparation derived from Glycine max (L.) Merr in climacteric symptomatology: a multicentric, open, prospective and non-randomized trial. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2002 Mar; 9(2):85-92. doi: 10.1078/0944-7113-00107. [PMID: 11995954]
  • Kouya Yamaki, Dong-Hyun Kim, Nama Ryu, Yong Pil Kim, Kuk Hyun Shin, Kazuo Ohuchi. Effects of naturally occurring isoflavones on prostaglandin E2 production. Planta medica. 2002 Feb; 68(2):97-100. doi: 10.1055/s-2002-20263. [PMID: 11859455]
  • F Yang, Y Ma, Y Ito. Separation and purification of isoflavones from a crude soybean extract by high-speed counter-current chromatography. Journal of chromatography. A. 2001 Sep; 928(2):163-70. doi: 10.1016/s0021-9673(01)01144-x. [PMID: 11587334]
  • T Uesugi, T Toda, K Tsuji, H Ishida. Comparative study on reduction of bone loss and lipid metabolism abnormality in ovariectomized rats by soy isoflavones, daidzin, genistin, and glycitin. Biological & pharmaceutical bulletin. 2001 Apr; 24(4):368-72. doi: 10.1248/bpb.24.368. [PMID: 11305597]