Abstract
The phytochemical study on the leaves of Acanthopanax gracilistylus (Araliaceae) resulted in the discovery of a new lupane-triterpene compound, acangraciligenin S (1), and a new lupane-triterpene glycoside, acangraciliside S (2), as well as two known ones, 3α,11α-dihydroxy-lup-20(29)-en-23,28-dioic acid (3) and acankoreoside C (4). Their chemical structures were elucidated by mass, 1D- and 2D-nuclear magnetic resonance (NMR) spectroscopy. The chemical structures of the new compounds 1 and 2 were determined to be 1β,3α-dihydroxy-lup-20(29)-en-23, 28-dioic acid and 1β,3α-dihydroxy-lup-20(29)-en-23,28-dioic acid 28-O-[α-l-rhamnopyranosyl-(1→4)-β-d-glucopyranosyl-(1→6)-β-d-glucopyranosyl] ester, respectively. The anti-neuroinflammatory activity of the selective compounds, 1 and 3, were evaluated with lipopolysaccharide (LPS)-induced BV2 microglia. The tested compounds showed moderate inhibitory effect of nitric oxide (NO) production.
Highlights
The high-speed countercurrent chromatography (HSCCC) instrument was performed in the present study using a model an TBE-300A HSCCC (Shanghai Tauto Biotech Co., Ltd., Shanghai, China)
thin-layer chromatography (TLC) was conducted on self-made silica gel G (Qingdao Marine Chemical Industry, Qingdao, China) plates and spots were visualized by spraying with 10% H2 SO4 in ethanol (v/v) followed by heating at 105 ◦ C
BV2 microglias were maintained at 5 × 105 cells/mL in Dulbecco minimum essential medium (DMEM) medium supplemented with 10% heat-inactivated fetal bovine serum (FBS), penicillin
Summary
Previous phytochemical investigations of this plant have led to the identification of triterpenoids [4,5,6,7], diterpenoids [8,9], monoterpenoids [10,11,12], lignans [12], steroids, cerebrosides [13], and volatile components [10,14,15,16,17,18,19], which showed diverse biological activities, such as anti-tumor [20,21], anti-inflammatory [22,23,24], and liver protective effects [3]. As part of our ongoing research to identify bioactive substances from the genus Acanthopanax, we investigated a MeOH extract of the leaves of A. gracilistylus and identified two new lupane triterpenoids (1 and 2), and two known compounds (3 and 4) by using high-speed countercurrent chromatography (HSCCC) in conjunction with a high-performance liquid.
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