Tay Nguyen Institute for Scientific Research, Vietnam Academy of Science and Technology (VAST).
Advanced Center for Bio-Organic Chemistry, Institute of Marine Biochemistry, VAST.
Chem Pharm Bull (Tokyo). 2021 Jan 1;69(1):150-154. doi: 10.1248/cpb.c20-00628. Epub 2020 Nov 3.
Two new megastigmane glucosides namely trewiosides A (1) and B (2), along with 20α-hydroxypregn-4-en-3-one β-D-glucopyranoside (3), sugeroside (4), and schizandriside (5) were isolated from the branches and leaves of Alchornea trewioides. The structure elucidation was confirmed by extensive analysis of the one and two dimensional (1 and 2D) NMR, electronic circular dichroism (ECD) as well as high resolution electrospray ionization quadrupole time-of-flight (HR-ESI-QTOF) mass spectra. Noteworthily, the isolation of compounds 1 and 2 represents the second finding of megastigmane derivatives with a methoxycarbonyl group at C-5 to date. In addition, compound 3 showed weak cytotoxicity against three human cancer cell lines as A549 (lung carcinoma), HepG2 (hepatocarcinoma), and MCF7 (breast carcinoma). Besides, compounds 2 and 3 exhibited moderate inhibitory effects on lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW264.7 cells. Whereas, the remaining compounds 1, 4 and 5 showed weak inhibitory activity.
从 Alchornea trewioides 的枝叶中分离得到了两种新的巨型倍半萜葡萄糖苷，分别为 trewiosides A（1）和 B（2），以及 20α-羟基孕甾-4-烯-3-酮β-D-吡喃葡萄糖苷（3）、sugeroside（4）和 schizandriside（5）。通过对一维和二维（1 和 2D）NMR、电子圆二色性（ECD）以及高分辨率电喷雾电离四极杆飞行时间（HR-ESI-QTOF）质谱的广泛分析，确定了其结构。值得注意的是，化合物 1 和 2 的分离代表了迄今为止第二次发现具有 C-5 甲氧基羰基的巨型倍半萜衍生物。此外，化合物 3 对三种人类癌细胞系 A549（肺癌）、HepG2（肝癌）和 MCF7（乳腺癌）表现出较弱的细胞毒性。此外，化合物 2 和 3 对 LPS 诱导的 RAW264.7 细胞中一氧化氮（NO）的产生具有中等抑制作用。而其余的化合物 1、4 和 5 则表现出较弱的抑制活性。
