Metabolism and Disposition of Isoflavone Conjugated Metabolites in Humans after Ingestion of Kinako
- 26 May 2011
- journal article
- Published by American Society for Pharmacology & Experimental Therapeutics (ASPET) in Drug Metabolism and Disposition
- Vol. 39 (9), 1762-1767
- https://doi.org/10.1124/dmd.111.038281
Abstract
Isoflavone aglycones daidzein (Dein) and genistein (Gein) are present primarily as glucuronides and sulfates in human plasma; however, very little is known about the plasma pharmacokinetics of isoflavone conjugates after soy ingestion. The aim of this study was to investigate metabolism and disposition of the isoflavone conjugated metabolites glucuronide or sulfate or both after ingestion of kinako (baked soybean flour) by 10 volunteers. The quantifications of 16 metabolites in plasma and urine were performed by our previously reported high-performance liquid chromatography-UV-diode-array detector method. Plasma concentrations of total Dein and Gein metabolites reached maximal values of 0.64 ± 0.18 μM at 4.7 ± 2.5 h and 1.58 ± 0.55 μM at 5.4 ± 2.1 h, respectively. The area under the curve from 0 to 48 h demonstrated that daidzein-7-glucuronide-4′-sulfate (D-7G-4′S) (53.3%) was a major metabolite of Dein and that genistein-7-glucuronide-4′-sulfate (G-7G-4′S) (54.0%) and genistein-4′,7-diglucuronide (G-4′,7-diG) (26.6%) were major metabolites of Gein in plasma. The compositions of isoflavone metabolites in urine and plasma were greatly different. Approximately half of the 48-h urinary excretion of total Dein metabolites consisted of daidzein-7-glucuronide. The total amounts of genistein-7-glucuronide and genistein-4′-glucuronide were half the total amount of the urinary Gein metabolites. Excretion into urine of D-7G-4′S and G-7G-4′S accounted for only 16% each of the total Dein and Gein metabolites, respectively. The plasma and urine profiles of 16 metabolites of Dein and Gein demonstrate the involvement of desulfation and deglucuronidation of the conjugated metabolites D-7G-4′S, G-7G-4′S, and G-4′,7-diG in the process of renal excretion.Keywords
This publication has 28 references indexed in Scilit:
- Identification and quantification of daidzein-7-glucuronide-4′-sulfate, genistein-7-glucuronide-4′-sulfate and genistein-4′,7-diglucuronide as major metabolites in human plasma after administration of kinakoAnalytical and Bioanalytical Chemistry, 2010
- Simultaneous determination of glucuronic acid and sulfuric acid conjugated metabolites of daidzein and genistein in human plasma by high-performance liquid chromatographyJournal of Chromatography B, 2010
- Plasma Profiling of Intact Isoflavone Metabolites by High-Performance Liquid Chromatography and Mass Spectrometric Identification of Flavone Glycosides Daidzin and Genistin in Human Plasma after Administration of KinakoDrug Metabolism and Disposition, 2008
- Effects of Daidzein Sulfates on Blood Pressure and Artery of RatsBasic & Clinical Pharmacology & Toxicology, 2006
- Molecular Effects of the Isoflavonoid Genistein in Prostate CancerClinical Prostate Cancer, 2005
- Interactions of Phytoestrogens with Estrogen Receptors .ALPHA. and .BETA. (III). Estrogenic Activities of Soy Isoflavone Aglycones and Their Metabolites Isolated from Human UrineBiological & Pharmaceutical Bulletin, 2004
- Measurement of intact sulfate and glucuronide phytoestrogen conjugates in human urine using isotope dilution liquid chromatography-tandem mass spectrometry with [13C3]isoflavone internal standardsAnalytical Biochemistry, 2002
- Antioxidant Activities of Isoflavones and Their Biological Metabolites in a Liposomal SystemArchives of Biochemistry and Biophysics, 1998
- Dietary Soybean Protein Prevents Bone Loss in an Ovariectomized Rat Model of OsteoporosisJournal of Nutrition, 1996
- Lignan and isoflavonoid conjugates in human urineThe Journal of Steroid Biochemistry and Molecular Biology, 1995