升麻中环菠萝蜜烷三萜化学成分及其抗肿瘤活性的研究

Isolation and structure elucidation of cycloartane triterpenes from Cimicifuga foetida L. and their anticancer activities

目的从常用中药升麻中分离鉴定具有抗肿瘤活性的环菠萝蜜烷三萜成分。方法应用正、反相硅胶（RP-18）柱层析,葡聚糖凝胶（Sephadex LH-20）柱层析,结合重结晶方法进行分离纯化;运用1H-NMR、13C-NMR、IR和MS等现代波谱技术对化合物的结构进行鉴定;采用MTT法测试化学成分对4种人肿瘤细胞增殖的抑制作用。结果从升麻乙醇提取物中分离了6个化合物,分别鉴定为：25-O-乙酰基-7,8-去氢升麻醇-3-O-β-D-吡喃木糖苷（1）、25-O-乙酰基-3-O-β-D-吡喃木糖苷（2）、7,8-去氢升麻醇-3-O-β-D-吡喃木糖苷（3）、升麻醇-3-O-β-D-吡喃木糖苷（4）、24-acetylisodahurinol-3-O-β-D-xylopranoside（5）、升麻酮醇-3-O-β-L-阿拉伯糖苷（6）。化合物1~6对4种人肿瘤细胞株Hep G2（肝癌）、MCF-7（乳腺癌）、Hela（子宫颈癌）、A549（肺癌）的增殖均有一定的抑制作用,其中化合物1对MCF-7和Hep G2作用较为明显,IC50值分别为17.7和22.0μmol·L-1。结论化合物5为首次从升麻中分离得到,化合物1具有潜在的抗肿瘤活性。

Objective To find cycloartane triterpene compounds from Cimicifuga foetida L. and explore their anticancer activities. Methods The rizhome of this plant was extracted with ethanol. The extract was further isolated and purified by silica, reverse silaica C18 and Sephadex LH-20 column chromatography, as well as recrystallization. The structures of the isolates were elucidated by analyzing their spectra data including IR, NMR and MS. The inhibitory activities of the isolates on the growth of 4 human tumor cells including MCF-7, Hep G2, Hela and A549 were assayed by MTT method. Results Six cycloartane triterpenoids were isolated and identified： 25-O-actyl-7, 8-didehydrocimigenol-3-O-β-D-xylopyranoside（1）, 25-O-actylcimigenol-3-O-β-D-xylopyranoside（2）, 7, 8-didehydrocimigenol-3-O-β-D-xylopyranoside（3）, cimigenol-3-O-β-D-xylopyranoside（4）, 24-acetylisodahurinol-3-O-β-D-xylopranoside（5） and cimidanol-3-O-α-L-arabinopyranoside（6）. Compound 1- 6 showed potential inhibitory activities on the growth of 4 human tumor cells. Particularly, compound 1 showed significant inhibitory effect on MCF-7 and Hep G2 with the IC50 values of 17.7 and 22.0 μmol·L- 1. Conclusion Compound 5 has been isolated from this plant species for the first time. Compound 1 is a promising leading compound for anticancer drug.