New Triterpenoids from the Fruits of Schisandra wilsoniana and Their Biological Activities

Abstract

Investigation of an organic extract of the fruits Schisandra wilsoniana led to the isolation of two new highly oxygenated nortriterpenoids, named schilancidilactones V-W (1-2). Their structures were elucidated by spectroscopic evidence. Compounds 1-2 feature a double bond between C-7 and C-8 compared with related known nortriterpenoids isolated from the genus Schisandra. Compounds 1 and 2 were tested for their anti-HIV-1 activities and cytotoxicity. The results revealed that compounds 1 and 2 showed moderate anti-HIV-1 activities with EC 50 3.05 and 2.87 µg/mL, respectively, and compound 1 showed high cytotoxicity against KB and MDA-MB-231 cell with IC 50 values of 3.18 and 5.22 µM, respectively.

Recent advances in natural anti‐HIV triterpenoids and analogs

“…Two new highly oxygenated nortriterpenoids, schilancidilactones V and W ( 264 and 265 ; Figure 57), were isolated from Schisandra wilsoniana . They showed moderate anti‐HIV‐1 activity with EC 50 values of 3.05 and 2.87 μg/ml, respectively 112 . Schisphendilactones A and B ( 266 and 267 ; Figure 58) isolated from Schisandra sphenanthera exhibited anti‐HIV‐1 activity with EC 50 values of 8.79 and 1.09 μg/ml, respectively 113 .…”

Integrated X-Ray, NMR, ECD, and Computational Approaches to Assign the Stereochemistry of Nortriterpenoids

“…Nortriterpenoids are characteristically hepatoprotective active ingredients of Schisandra chinensis and Kadsura longipedunculata , known as a “liver tonic” in Asian herbal medicine, relieving symptoms of chronic liver disease and poor liver function. These nortriterpenoids have attracted considerable attention not only because of the intriguing structures but also due to their promising bioactivities, including cytotoxic, 1,2 antiviral, 3,4 and hepatoprotective activities. 5,6 Until now, there are more than 140 triterpenoids that have been isolated and identified, categorized into the following 16 groups based on their structural characteristics and biogenetic viewpoints: schiartanes, 18(13→14)- abeoschiartanes, 18-norschiartanes, 14(13→12):16(17→13)-diabeoschiartanes, wuweiziartanes, lancischiartanes, 2,3-dinorlancischiartanes, 1,2,3-trinorlancischiartanes, preschisanartanes, 16,17-secopreschisanartanes, lancifoartanes, 12,22-cyclopreschisanartanes, 14-nor-16,17-secopreschisanartanes, schisanartanes, 3-norschisanartanes, and 13,16-secopreschisanartanes.…”