[关键词]
[摘要]
目的 研究山莨菪Anisodus tanguticus的化学成分及其生物活性。方法 采用硅胶柱色谱、凝胶柱色谱、制备薄层色谱和半制备高效液相色谱等方法进行分离纯化,运用多种现代波谱学手段对化合物进行结构鉴定,进一步通过X-ray单晶衍射分析和计算电子圆二色光谱(electronic circular dichroism,ECD)确定其绝对构型;采用CCK-8法测定化合物对人宫颈癌HeLa细胞、人胃癌HGC-27细胞和人肝癌HepG2细胞的细胞毒活性,采用Griess法测定化合物对脂多糖(lipopolysaccharides,LPS)诱导小鼠单核巨噬细胞RAW 264.7释放NO的影响。结果 从山莨菪中分离得到1个新的降碳香根螺烷型倍半萜,鉴定为(2R,5R,6S,7R,8R)-15-降-香根螺烷-9(10),11(12)-二烯-7,8,13-三醇(1);活性评价显示化合物1 无细胞毒和抗炎活性。结论 化合物1 为从山莨菪中发现的新化合物,命名为山莨菪醇E,其在香根螺烷型骨架的基础上,经氧化脱羧失去C-15而成为降碳倍半萜。
[Key word]
[Abstract]
Objective To study the chemical constituents and bioactivities of Anisodus tanguticus. Methods The compounds were separated and purified by silica gel, Sephadex LH-20 column chromatography, preparative TLC, and semi-preparative HPLC. The structures were determined by comprehensive spectroscopic techniques, and the absolute configuration was confirmed via single-crystal X-ray diffraction analysis and electronic circular dichroism (ECD) calculation. Furthermore, CCK-8 assay and Griess assay were used to evaluate the cytotoxic of the compounds against HeLa cells, HGC-27 cells, and HepG2 cells, and the effect of the compound on lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW 264.7 cells, respectively. Results A novel nor-vetispirane sesquiterpenoid was isolated from A. tanguticus, which was determined to be (2R,5R,6S,7R,8R)-15-nor- vetispirane-9(10),11(12)-dien-7,8,13-triol (1). It showed no cytotoxic and anti-inflammatory activities. Conclusion Compound 1 was a new sesquiterpenoid obtained from A. tanguticus, named anisotanol E. It lost C-15 after oxidation and decarboxylation on the vetispirane skeleton.
[中图分类号]
R284.1
[基金项目]
国家自然科学基金优秀青年科学基金(82022072);霍英东基金(171037);四川省科技计划重点研发项目(2018JZ0081);成都中医药大学“杏林学者”学科人才科研提升计划(YXRC2018005);成都中医药大学西南特色中药资源重点实验室开放研究基金资助项目(2020XSGG015)