Four New Dibenzocyclooctadiene Lignans from Schisandra rubriflora

Abstract

From the aerial parts of Schisandra rubriflora (Franch) Rehd. et Wils., four new dibenzocyclooctadiene lignans, methylgomisin R (1), (þ)-14-tigloylgomisin K 3 (2), 12-demethylwuweilignan I (3), schisandrene A (4), together with 13 known lignans, were isolated. The structures of four new compounds were elucidated by spectroscopic methods including extensive 1D-and 2D-NMR techniques.

Phytochemical studies and biological activity of three Chinese Schisandra species (Schisandra sphenanthera, Schisandra henryi and Schisandra rubriflora): current findings and future applications

“…8) and schirubrisins A-D ( Fig. 9), together with the known ones: schisandrin, schisantherin A, angeloylgomisin Q and P, tigloylgomisin P, epigomisin O, interiotherin B, gomisin D, benzoylgomisin Q, 6β-hydroxy-schisandrin A, 12-demethylwuweilignan I and machilin D (Li et al 2008).…”

“…In recent years, considerable efforts of researchers have been devoted to the discovery of anti-HIVbioactivity of triterpenoids from the genus Schisandra (Xiao et al 2007c). The anti-HIV activity was shown for sphenalactones A-D (Xiao et al 2007b) and sphenadilactone C (Li et al 2008).…”

“…From the available literature, it is known that dibenzocyclooctadiene lignans occur in the S. rubriflora species (Li et al 2004b(Li et al , 2008Mu et al 2011). Previous studies (from 1985) had indicated the occurrence of lignans characteristic of the Schisandra genus, such as: schisandrin, schisandrin C, deoxyschisandrin, schisanthenol, schisanthenol B, schisantherin B, gomisin J and O, pregomisin and meso-dihydroguaiaretic acid (Wang and Chen 1985).…”

New Dibenzocyclooctadiene Lignans from Schisandra sphenanthera and Their Proinflammatory Cytokine Inhibitory Activities

“…As a part of our research program to find new compounds with anti-inflammatory activities from natural sources, the phytochemical investigation of Schisandra sphenanthera has been carried out. Repeated column chromatography of an EtOAc extract of S. sphenanthera led to the isolation of two new dibenzocyclooctadiene lignans, methylgomisin O (1) and chloromethyl schisantherin B (2), as well as twelve known ones, epigomisin O (3) [31], 6-Obenzoylgomisin (4) [32], gomisin J (5) [33], methylgomisin R (6) [34], schisantherins A -D (7 -10) [35], (+)-deoxyschisandrin (11) [33], (+)-gomisin K 3 (12) [36], myristargenol A (13) [37], and sphenanlignan (14) [38]. 13 C NMR spectral data of 1 and 2 (δ in ppm, J in Hz).…”

Anti-HIV-1 activity of lignans from the fruits of Schisandra rubriflora

“…et Wils, a climbing plant mainly distributed in southwest region of China, has been used as sedative and tonic agents in traditional Chinese medicine for a long time. Therefore, this species has attracted the interests of phytochemists and pharmacologists, which led to the discovery of a series of lignans (Chen et al, 2006;Li et al, 2004aLi et al, , 2004bLi et al, , 2005Li et al, , 2008Wang and Chen, 1985) and triterpenoids (Xiao et al, 2006(Xiao et al, , 2007a(Xiao et al, , 2007b, while some of them showed anti-HIV-1 activities (Chen et al, 2006;Xiao et al, 2006Xiao et al, , 2007a. Since our previous phytochemical research led to the isolation of a series of highly oxygenated nortriterpenoids from S. rubriflora collected from Dali prefecture of Yunnan province in China (Xiao et al, 2006(Xiao et al, , 2007a(Xiao et al, , 2007b, we are interested in the investing the chemical constituents of its fruits.…”