王不留行中的细胞毒性三萜皂苷
Cytotoxic triterpenoid saponins from Vaccaria segetalis.
作者信息
Ma Chun-Hui, Fan Ming-Song, Lin Li-Ping, Tang Wei-Dong, Lou Li-Guang, Ding Jian, Huang Cheng-Gang
机构信息
Shanghai Institute of Materia Medica, Shanghai Institute for Biological Science, Chinese Academy of Sciences, Shanghai, China.
出版信息
J Asian Nat Prod Res. 2008 Jan-Feb;10(1-2):177-84. doi: 10.1080/10286020701394381.
By the guidance of bioassay, one new cytotoxic triterpenoid saponin, 3-O-[beta-D-galactopyranosyl-(1-->2)-beta-D-glucuronopyranosyl] quillaic acid 28-O-beta-D-glucopyranosyl-(1-->3)-beta-D-xylopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->2)-[beta-D-fucopyranosyl-(1-->4)]-beta-D-fucopyranoside (1), and five known cytotoxic triterpenoid saponins, vaccaroside E (2), vaccaroside G (3), vaccaroside B (4), segetoside H (5) and segetoside I (6), were isolated from Vaccaria segetalis. Their structures were established on the basis of ESI-MS, IR, extensive NMR ((1)H NMR, (13)C NMR, TOCSY, (1)H-(1)H COSY, DEPT, HMQC, HMBC and ROESY) analyses, chemical degradation, and by comparing with previously reported data. Compounds 1-6 showed moderate cytotoxic activities against LNcap, P-388 and A-549 cell lines with IC(50) values in the range 0.1-12.9 microM.
在生物测定的指导下，从王不留行（Vaccaria segetalis）中分离出一种新的具有细胞毒性的三萜皂苷，3 - O - [β - D - 吡喃半乳糖基 - (1→2) - β - D - 吡喃葡萄糖醛酸基] 奎来酸28 - O - β - D - 吡喃葡萄糖基 - (1→3) - β - D - 吡喃木糖基 - (1→4) - α - L - 鼠李吡喃糖基 - (1→2) - [β - D - 岩藻吡喃糖基 - (1→4)] - β - D - 岩藻吡喃糖苷（1），以及五种已知的具有细胞毒性的三萜皂苷，vaccaroside E（2）、vaccaroside G（3）、vaccaroside B（4）、segetoside H（5）和segetoside I（6）。它们的结构通过电喷雾电离质谱（ESI - MS）、红外光谱（IR）、广泛的核磁共振分析（（1）H NMR、（13）C NMR、全相关谱（TOCSY）、（1）H - （1）H 化学位移相关谱（COSY）、无畸变极化转移增强法（DEPT）、异核多量子相干谱（HMQC）、异核多键相关谱（HMBC）和旋转坐标系中的核欧沃豪斯效应谱（ROESY））、化学降解，并与先前报道的数据进行比较得以确定。化合物1 - 6对LNcap、P - 388和A - 549细胞系显示出中等的细胞毒性活性，半数抑制浓度（IC50）值在0.1 - 12.9微摩尔范围内。
Zotero 插件