ANTIANDROGENIC NATURAL DIELS-ALDER-TYPE ADDUCTS FROM BROSIMUM-RUBESCENS

Authors
SHIROTA O TAKIZAWA K SEKITA S SATAKE M HIRAYAMA Y HAKAMATA Y HAYASHI T YANAGAWA T
Citation
O. Shirota et al., ANTIANDROGENIC NATURAL DIELS-ALDER-TYPE ADDUCTS FROM BROSIMUM-RUBESCENS, Journal of natural products, 60(10), 1997, pp. 997-1002
Citations number
30
Categorie Soggetti
Chemistry,"Plant Sciences","Pharmacology & Pharmacy","Chemistry Medicinal
Journal title
Journal of natural products → ACNP
ISSN journal
01633864
Volume
60
Issue
10
Year of publication
1997
Pages
997 - 1002
Database
ISI
SICI code
0163-3864(1997)60:10<997:ANDAFB>2.0.ZU;2-Q
Abstract
The isolation and structure elucidation of five novel natural Diels-Al der-type adducts, named palodesangrens A-E (1-5), from the Peruvian fo lk medicine known as ''palo de sangre'' (Brosimum rubescens) is descri bed. The structures of the Diels-Alder adducts, consisting of chalcone derivatives and a prenylcoumarin, were elucidated by analysis of spec troscopic data including 2D NMR. Some of these compounds showed potent inhibitory activity towards 5 alpha-dihydrotestosterone (DHT) binding with an androgen receptor to form a DHT-receptor complex that causes androgen-dependent diseases.