Antiandrogenic phenolic constituents from Dalbergia cochinchinensis.
Four new compounds, 9-hydroxy-6,7-dimethoxydalbergiquinol, 6-hydroxy-2,7-dimethoxyneoflavene, 6,4'-dihydroxy-7-methoxyflavan and 2,2',5-trihydroxy-4-methoxybenzophenone, in addition to eight known phenolic compounds including 7-hydroxy-6-methoxyflavone, have been isolated from the stems of Dalbergia cochinchinensis. Their structures were established by spectroscopic techniques including one- and two-dimensional NMR methods. The first two compounds showed potent inhibitory activity towards 5 alpha-dihydrotestosterone (DHT) which binds with an androgen receptor to form a DHT-receptor complex that causes androgen-dependent disease.
Pathak
V
V
Division of Pharmacognosy and Phytochemistry, National Institute of Health Sciences, Tokyo, Japan.
Shirota
O
O
Sekita
S
S
Hirayama
Y
Y
Hakamata
Y
Y
Hayashi
T
T
Yanagawa
T
T
Satake
M
M
D058891:5-alpha Reductase Inhibitors; D000726:Androgen Antagonists / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D013196:Dihydrotestosterone / Q000378:metabolism; D007887:Fabaceae; D013058:Mass Spectrometry; D019906:Nuclear Magnetic Resonance, Biomolecular; D010636:Phenols / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D010936:Plant Extracts; D018547:Plant Stems; D010946:Plants, Medicinal; D011944:Receptors, Androgen / Q000187:drug effects / Q000378:metabolism
D058891:5-alpha Reductase Inhibitors; D000726:Androgen Antagonists; D010636:Phenols; D010936:Plant Extracts; D011944:Receptors, Androgen; D013196:Dihydrotestosterone