Synthesis of phytoestrogenic isoflavonoid disulfates.
Di-O-sulfates of six phytoestrogenic isoflavonoids, daidzein (1), genistein (2), glycitein (3), and the reduced metabolites dihydrodaidzein (4), dihydrogenistein (5) and equol (6) were synthesized. These compounds are known or potential inhibitors of steroid sulfatase enzymes. The new compounds were characterized by NMR and mass spectrometry.
Laboratory of Organic Chemistry, Department of Chemistry, University of Helsinki, A.I. Virtasen aukio 1, P.O. Box 55, 00014 Helsinki, Finland.
Otto
O
Soidinsalo
Kristiina
K
Wähälä
D060754:Equol; D019833:Genistein / Q000031:analogs & derivatives / Q000737:chemistry; D007529:Isoflavones / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D048789:Phytoestrogens / Q000138:chemical synthesis* / Q000737:chemistry; D043266:Steryl-Sulfatase / Q000037:antagonists & inhibitors; D013463:Sulfuric Acid Esters / Q000138:chemical synthesis* / Q000737:chemistry
C007610:4',7-dihydroxy-3,4-dihydroisoflavone; D007529:Isoflavones; D048789:Phytoestrogens; D013463:Sulfuric Acid Esters; C106369:daidzein-7,4'-di-O-sulfate; C433163:dihydrodaidzein; C464747:dihydrogenistin; D060754:Equol; C086566:glycitein; D019833:Genistein; D043266:Steryl-Sulfatase