Pharmacokinetics and bioavailability of the isoflavone biochanin A in rats (original) (raw)
Dai Q, Franke AA, Jin F, et al. Urinary excretion of phytoestrogens and risk of breast cancer among Chinese women in Shanghai.Cancer Epidemiol Biomarkers Prev. 2002;11:815–821. CASPubMed Google Scholar
Lissin LW, Cooke JP. Phytoestrogens and cardiovascular health.J Am Coll Cardiol. 2000;35:1403–1410. ArticleCASPubMed Google Scholar
Nikander E, Metsa-Heikkila M, Ylikorkala O, Tiitinen A. Effects of phytoestrogens on bone turnover in postmenopausal women with a history of breast cancer.J Clin Endocrinol Metab. 2004;89:1207–1212. ArticleCASPubMed Google Scholar
Arora A, Nair MG, Strasburg GM. Antioxidant activities of isoflavones and their biological metabolites in a liposomal system.Arch Biochem Biophys. 1998;356:133–141. ArticleCASPubMed Google Scholar
Barnes S. The chemopreventive properties of soy isoflavonoids in animal models of breast cancer.Breast Cancer Res Treat. 1997;46:169–179. ArticleCASPubMed Google Scholar
Fotsis T, Pepper M, Adlercreutz H, Hase T, Montesano R, Schweigerer L. Genistein, a dietary ingested isoflavonoid, inhibits cell proliferation and in vitro angiogenesis.J Nutr. 1995;125:790S-797S. CASPubMed Google Scholar
Cassady JM, Zennie TM, Chae YH, Ferin MA, Portuondo NE, Baird WM. Use of a mammalian cell culture benzo(a)pyrene metabolism assay for the detection of potential anticarcinogens from natural products: inhibition of metabolism by biochanin A, an isoflavone from Trifolium pratense L.Cancer Res. 1988;48:6257–6261. CASPubMed Google Scholar
Ying C, Hsu JT, Hung HC, Lin DH, Chen LF, Wang LK. Growth and cell cycle regulation by isoflavones in human breast carcinoma cells.Reprod Nutr Dev. 2002;42:55–64. ArticleCASPubMed Google Scholar
Onozawa M, Kawamori T, Baba M, et al. Effects of a soybean isoflavone mixture on carcinogenesis in prostate and seminal vesicles of F344 rats.Jpn J Cancer Res. 1999;90:393–398. ArticleCASPubMed Google Scholar
Constantinou AI, Mehta RG, Vaughan A. Inhibition of N-methyl-N-nitrosourea-induced mammary tumors in rats by the soybean isoflavones.Anticancer Res. 1996;16:3293–3298. CASPubMed Google Scholar
Lamartiniere CA, Moore JB, Brown NM, Thompson R, Hardin MJ, Barnes S. Genistein suppresses mammary cancer in rats.Carcinogenesis. 1995;16:2833–2840. ArticleCASPubMed Google Scholar
Yamakoshi J, Piskula MK, Izumi T, et al. Isoflavone aglycone-rich extract without soy protein attenuates atherosclerosis development in cholesterol-fed rabbits.J Nutr. 2000;130:1887–1893. CASPubMed Google Scholar
Kirk EA, Sutherland P, Wang SA, Chait A, LeBoeuf RC. Dietary isoflavones reduce plasma cholesterol and atherosclerosis in C57BL/6 mice but not LDL receptor-deficient mice.J Nutr. 1998;128:954–959. CASPubMed Google Scholar
Merz-Demlow BE, Duncan AM, Wangen KE, et al. Soy isoflavones improve plasma lipids in normocholesterolemic, premenopausal women.Am J Clin Nutr. 2000;71:1462–1469. CASPubMed Google Scholar
Gotoh T, Yamada K, Yin H, Ito A, Kataoka T, Dohi K. Chemoprevention of N-nitroso-N-methylurea-induced rat mammary carcinogenesis by soy foods or biochanin A.Jpn J Cancer Res. 1998;89:137–142. ArticleCASPubMed Google Scholar
Lee YS, Seo JS, Chung HT, Jang JJ. Inhibitory effects of biochanin A on mouse lung tumor induced by benzo(a)pyrene.J Korean Med Sci. 1991;6:325–328. ArticleCASPubMedPubMed Central Google Scholar
Rice L, Samedi VG, Medrano TA, et al. Mechanisms of the growth inhibitory effects of the isoflavonoid biochanin A on LNCaP cells and xenografts.Prostate. 2002;52:201–212. ArticleCASPubMed Google Scholar
Atkinson C, Compston JE, Day NE, Dowsett M, Bingham SA. The effects of phytoestrogen isoflavones on bone density in women: a double-blind, randomized, placebo-controlled trial.Am J Clin Nutr. 2004;79:326–333. CASPubMed Google Scholar
Nestel P, Cehun M, Chronopoulos A, DaSilva L, Teede H, McGrath B. A biochanin-enriched isoflavone from red clover lowers LDL cholesterol in men.Eur J Clin Nutr. 2004;58:403–408. ArticleCASPubMed Google Scholar
Zhang S, Yang X, Morris ME. Flavonoids are inhibitors of breast cancer resistance protein (ABCG2)-mediated transport.Mol Pharmacol. 2004;65:1208–1216. ArticleCASPubMed Google Scholar
Zhang S, Morris ME. Effects of the flavonoids biochanin A, morin, phloretin, and silymarin on P-glycoprotein-mediated transport.J Pharmacol Exp Ther. 2003;304:1258–1267. ArticleCASPubMed Google Scholar
Tolleson WH, Doerge DR, Churchwell MI, Marques MM, Roberts DW. Metabolism of biochanin A and formononetin by human liver microsomes in vitro.J Agric Food Chem. 2002;50:4783–4790. ArticleCASPubMed Google Scholar
Setchell KD, Brown NM, Desai P, et al. Bioavailability of pure isoflavones in healthy humans and analysis of commercial soy isoflavone supplements.J Nutr. 2001;131:1362S-1375S. CASPubMed Google Scholar
Hu M, Krausz K, Chen J, et al. Identification of CYP1A2 as the main isoform for the phase I hydroxylated metabolism of genistein and a prodrug converting enzyme of methylated isoflavones.Drug Metab Dispos. 2003;31:924–931. ArticleCASPubMed Google Scholar
Yanagihara K, Ito A, Toge T, Numoto M. Antiproliferative effects of isoflavones on human cancer cell lines established from the gastrointestinal tract.Cancer Res. 1993;53:5815–5821. CASPubMed Google Scholar
Roberts DW, Doerge DR, Churchwell MI, Gamboa da Costa G, Marques MM, Tolleson WH. Inhibition of extrahepatic human cytochromes P450 1A1 and 1B1 by metabolism of isoflavones found in Trifolium pratense (red clover).J Agric Food Chem. 2004;52:6623–6632. ArticleCASPubMed Google Scholar
Kulling SE, Lehmann L, Metzler M. Oxidative metabolism and genotoxic potential of major isoflavone phytoestrogens.J Chromatogr B Analyt Technol Biomed Life Sci. 2002;777:211–218. ArticleCASPubMed Google Scholar
Jia X, Chen J, Lin H, Hu M. Disposition of flavonoids via enteric recycling: enzyme-transporter coupling affects metabolism of biochanin A and formononetin and excretion of their phase II conjugates.J Pharmacol Exp Ther. 2004;310:1103–1113. ArticleCASPubMed Google Scholar
Peterson TG, Ji GP, Kirk M, Coward L, Falany CN, Barnes S. Metabolism of the isoflavones genistein and biochanin A in human breast cancer cell lines.Am J Clin Nutr. 1998;68:1505S-1511S. CASPubMed Google Scholar
Sfakianos J, Coward L, Kirk M, Barnes S. Intestinal uptake and biliary excretion of the isoflavone genistein in rats.J Nutr. 1997;127:1260–1268. CASPubMed Google Scholar
Zhang Y, Song TT, Cunnick JE, Murphy PA, Hendrich S. Daidzein and genistein glucuronides in vitro are weakly estrogenic and activate human natural killer cells at nutritionally relevant concentrations.J Nutr. 1999;129:399–405. CASPubMed Google Scholar
Wong CK, Keung WM. Daidzein sulfoconjugates are potent inhibitors of sterol sulfatase (EC 3.1.6.2).Biochem Biophys Res Commun. 1997;233:579–583. ArticleCASPubMed Google Scholar
Manach C, Williamson G, Morand C, Scalbert A, Remesy C. Bioavailability and bioefficacy of polyphenols in humans, I: review of 97 bioavailability studies.Am J Clin Nutr. 2005;81:230S-242S. CASPubMed Google Scholar
Shelnutt SR, Cimino CO, Wiggins PA, Ronis MJ, Badger TM. Pharmacokinetics of the glucuronide and sulfate conjugates of genistein and daidzein in men and women after consumption of a soy beverage.Am J Clin Nutr. 2002;76:588–594. CASPubMed Google Scholar
Coldham NG, Zhang AQ, Key P, Sauer MJ. Absolute bioavailability of [14C] genistein in the rat: plasma pharmacokinetics of parent compound, genistein glucuronide and total radioactivity.Eur J Drug Metab Pharmacokinet. 2002;27:249–258. ArticleCASPubMed Google Scholar
Wajima T, Yano Y, Oguma T. A pharmacokinetic model for analysis of drug disposition profiles undergoing enterohepatic circulation.J Pharm Pharmacol. 2002;54:929–934. ArticleCASPubMed Google Scholar
Mizunuma H, Kanazawa K, Ogura S, Otsuka S, Nagai H. Anticarcinogenic effects of isoflavones may be mediated by genistein in mouse mammary tumor virus-induced breast cancer.Oncology. 2002;62:78–84. ArticleCASPubMed Google Scholar
Peterson TG, Coward L, Kirk M, Falany CN, Barnes S. The role of metabolism in mammary epithelial cell growth inhibition by the isoflavones genistein and biochanin A.Carcinogenesis. 1996;17:1861–1869. ArticleCASPubMed Google Scholar
Howes J, Waring M, Huang L, Howes LG. Long-term pharmacokinetics of an extract of isoflavones from red clover (Trifolium pratense).J Altern Complement Med. 2002;8:135–142. ArticlePubMed Google Scholar
Chen J, Halls SC, Alfaro JF, Zhou Z, Hu M. Potential beneficial metabolic interactions between tamoxifen and isoflavones via cytochrome P450-mediated pathways in female rat liver microsomes.Pharm Res. 2004;21:2095–2104. ArticleCASPubMed Google Scholar
Mallis LM, Sarkahian AB, Harris HA, Zhang MY, McConnell OJ. Determination of rat oral bioavailability of soy-derived phytoestrogens using an automated on-column extraction procedure and electrospray tandem mass spectrometry.J Chromatogr B Analyt Technol Biomed Life Sci. 2003;796:71–86. ArticleCASPubMed Google Scholar
Lee YS, Kim TH, Cho KJ, Jang JJ. Inhibitory effects of biochanin A on benzo(a)pyrene induced carcinogenesis in mice.In Vivo. 1992;6:283–286. CASPubMed Google Scholar
Supko JG, Malspeis L. Plasma pharmacokinetics of genistein in mice.Int J Oncol. 1995;7:847–854. CASPubMed Google Scholar
Ader P, Wessmann A, Wolffram S. Bioavailability and metabolism of the flavonol quercetin in the pig.Free Radic Biol Med. 2000;28:1056–1067. ArticleCASPubMed Google Scholar
Chen J, Lin H, Hu M. Metabolism of flavonoids via enteric recycling: role of intestinal disposition.J Pharmacol Exp Ther. 2003;304:1228–1235. ArticleCASPubMed Google Scholar
Strandgarden K, Hoglund P, Gronquist L, Svensson L, Gunnarsson PO. Absorption and disposition including enterohepatic circulation of (14C) roquinimex after oral administration to healthy volunteers.Biopharm Drug Dispos. 2000;21:53–67. ArticleCASPubMed Google Scholar
Ouellet DM, Pollack GM. Biliary excretion and enterohepatic recirculation of morphine-3-glucuronide in rats.Drug Metab Dispos. 1995;23:478–484. CASPubMed Google Scholar