A new dibenzocyclooctene-type lignan, named schisandrin A1 (1), together with nine known lignans (2-10), was isolated from the stems of Schisandra sphenathera. The structure of schisandrin A1, which contains a spirocyclic epoxy unit, was established by means of spectroscopic methods. The absolute configurations of schisandrin A1 (1) and schisantherin A (2) were determined by electronic circular dichroism (CD) and TDDFT calculations, with 2 further confirmed by X-ray crystallographic data. Ten new schisantherin A derivatives (11-20) and 6,7-secoschisantherol A (2b) were synthesized. In addition, natural lignans and semisynthetic schisantherin A derivatives showed the antiproliferative activity on four human cancer cell lines and Id1 (an inhibitor of DNA binding protein) and estrogenic potency. Compounds 5, 7, and 8 exhibited very potent estrogenic activity.
|Autori:||Han-Wei Liu;Xiu-Zhu Yu;Daniele Padula;Gennaro Pescitelli;Zhi-Wei Lin;Fei Wang;Kai Ding;Ming Lei;Jin-Ming Gao|
|Titolo:||Lignans from Schisandra sphenathera Rehd. et Wils. and semisynthetic schisantherin A analogues: Absolute configuration, and their estrogenic and anti-proliferative activity|
|Anno del prodotto:||2013|
|Digital Object Identifier (DOI):||10.1016/j.ejmech.2012.11.003|
|Appare nelle tipologie:||1.1 Articolo in rivista|