Synthesis of phytoestrogenic isoflavonoid disulfates

Otto Soidinsalo; Kristiina Wähälä

doi:10.1016/j.steroids.2004.03.015

Synthesis of phytoestrogenic isoflavonoid disulfates

Steroids. 2004 Sep;69(10):613-6. doi: 10.1016/j.steroids.2004.03.015.

Authors

Otto Soidinsalo¹, Kristiina Wähälä

Affiliation

¹ Laboratory of Organic Chemistry, Department of Chemistry, University of Helsinki, A.I. Virtasen aukio 1, P.O. Box 55, 00014 Helsinki, Finland.

PMID: 15465105
DOI: 10.1016/j.steroids.2004.03.015

Abstract

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.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Equol
Genistein / analogs & derivatives
Genistein / chemistry
Isoflavones / chemical synthesis*
Isoflavones / chemistry
Magnetic Resonance Spectroscopy
Phytoestrogens / chemical synthesis*
Phytoestrogens / chemistry
Steryl-Sulfatase / antagonists & inhibitors
Sulfuric Acid Esters / chemical synthesis*
Sulfuric Acid Esters / chemistry

Substances

4',7-dihydroxy-3,4-dihydroisoflavone
Isoflavones
Phytoestrogens
Sulfuric Acid Esters
daidzein-7,4'-di-O-sulfate
dihydrodaidzein
dihydrogenistin
Equol
glycitein
Genistein
Steryl-Sulfatase