Synthesis of D6-daidzein

Article abstract of DOI:10.1002/1099-1344(200007)43:8<849::AID-JLCR374>3.0.CO;2-8

Daidzein, an isoflavone abundant in soy, has various interesting biological properties that have been ascribed potential beneficial effects on human health. The study of these properties and effects of daidzein in general requires that an isotopically labeled reference compound is available for quantitative measurements. We report here the preparation of a deuterium labeled daidzein by acid catalyzed H/D exchange of aromatic protons using D₃PO₄·BF₃/D₂O as a deuterating reagent at 100°C. The product, [6,8,2',3',5',6'-D₆]-daidzein, is isotopically pure with all D atoms chemically stable during the various extraction and purification steps of the ID/GC/MS/SIM quantitation procedure.