山莨菪中一个新的anisotane型倍半萜

A new anisotane-type sesquiterpene from Anisodus tanguticus

研究茄科山莨菪属植物山莨菪的化学成分。采用硅胶柱层析、凝胶柱层析、制备薄层色谱和半制备高效液相色谱等方法对山莨菪提取物进行化学成分分离纯化,运用现代波谱技术HRMS、IR、2D NMR确定其平面结构,再通过NOESY、偶合常数分析、圆二色谱法和Mo_(2)(OAc)_(4)试剂诱导圆二色谱法等确定其绝对构型。从山莨菪提取物中分离得到了一个新的anisotane型倍半萜化合物,鉴定为(1R,2S,3R,4R,6R,7R,9R)-anisotane型-11(13)-烯-3,4,9-三醇,命名为anisotanol F (1)。Anisotane型倍半萜为此前本课题组报道的新颖骨架倍半萜,此次是该类型倍半萜的第二次报道。进一步对新化合物1进行活性评价,结果显示其对HUVECs细胞无细胞毒作用,对LPS诱导RAW264.7细胞的NO释放无抑制作用。化合物1为从山莨菪植物中获得的新颖化合物,属于罕见的anisotane型倍半萜,本研究丰富了山莨菪的化学组成。

To investigate the chemical constituents of Anisodus tanguticus,silica gel column chromatography,Sephadex LH-20 column chromatography,preparative thin layer chromatography,and semi-preparative HPLC were used to separate and purify the chemical constituents from the extract of A.tanguticus.The planar structure of the isolated compound was identified by HRMS,IR,and 2D NMR experiments.The absolute configuration of the isolated compound was determined by a combination of NOESY,coupling constant,circular dichroism(CD),and transition metal chelate reagent dimolybdenum tetraacetate [Mo_(2)(OAc)_(4)]-induced circular dichroism(ICD)data analysis.A new compound of the anisotane-type sesquiterpene(1) was isolated,which was determined to be(1R,2S,3R,4R,6R,7R,9R)-anisotane-11(13)-ene-3,4,9-triol and named anisotanol F.This is the second report of anisotane-type sesquiterpene,which has previously been reported as a novel sesquiterpenoid skeleton by our research group.Furthermore,the cytotoxicity against HUVECs and inhibitory effect on NO release in LPS-induced RAW264.7 cells of compound 1 were investigated.However,the results showed that it was inactive.Compound 1is a new compound isolated from A.tanguticus.It belongs to the unusual anisotane-type sesquiterpene.This result enriches the chemical composition of A.tanguticus.