[关键词]
[摘要]
目的 研究神农架产睡菜Menyanthes trifoliate全草醋酸乙酯部位的化学成分及其神经保护作用。方法 采用薄层色谱,正相硅胶、AB-8大孔树脂、Sephadex LH-20葡聚糖凝胶及制备型HPLC等柱色谱方法分离纯化,利用NMR、MS等波谱学方法鉴定化合物结构。采用体外建立皮质酮诱导PC12细胞损伤模型,就单体化合物对皮质酮诱导PC12细胞损伤的保护作用进行初步确认。结果 从睡菜醋酸乙酯部位中得到了21个化合物,分别鉴定为4-O-咖啡酰奎尼酸甲酯(1)、绿原酸甲酯(2)、绿原酸(3)、异秦皮素(4)、异嗪皮啶(5)、7R,7'R,8S,8'S-(+)-新-橄榄脂素-4-O-β-D-吡喃葡萄糖苷(6)、肿柄雪莲苷(7)、丁香脂素(8)、苏式-(7R,8R)-愈创木基丙三醇-8-香草醛醚(9)、(7S,8R)-二氢去氢二松柏醇-4-O-β-D-吡喃葡萄糖苷(10)、(—)-落叶松脂素-4-O-β-D-吡喃葡萄糖苷(11)、山柰酚-3-O-芸香糖苷(12)、槲皮素-3-O-芸香糖苷(13)、去氢吐叶醇(14)、布卢门醇A(15)、黑麦草内酯(16)、(E)-6-羟基-2,6-二甲基辛-2,7-二烯酸甲酯(17)、3-甲氧基酚-1-O-α-L-吡喃鼠李糖基-(1→6)-O-β-D-吡喃葡萄糖苷(18)、2-羟基苯并咪唑(19)、丁香醛(20)、1-苯基-1,2-乙二醇(21)。皮质酮诱导PC12细胞损伤的神经保护作用研究显示,化合物1~3 、7 、9 对皮质酮诱导PC12细胞损伤具有显著的保护作用,化合物4 、5 、10 、11 、15~17 表现出中等的保护作用。结论 化合物1~9 、11~12 、14~21 为首次从该植物中分离得到;部分化合物对皮质酮诱导PC12细胞损伤具有保护作用。
[Key word]
[Abstract]
Objective To study the chemical constituents of the ethyl acetate extract from the whole herb of Menyanthes trifoliate of Gentianaceae.Methods various chromatographic techniques, including positive phase silica gel column chromatography, thin-layer chromatography, AB-8 macroporous resin column chromatography, Sephadex LH-20 and preparative HPLC were used to separate and purify the chemical constituents. In vitro cell model was used for preliminary confirmation of the neuroprotective ability of compounds on corticosterone (CORT)-induced neurotoxicity in differentiated PC12 cells. Results Their structures were determined by various spectral data. Finally, 21 compounds were isolated from the acetic ether extract of M. trifoliate and the structures were identified as 4-O-caffeoylquinic acid methyl ester (1), methylchlorogenate (2), chlorogenic acid (3), isofraxetin (4), isofraxidin (5), 7R,7'R,8S,8'S-(+)-neo-olivil-4-O-β-D-glucopyranoside (6), conicaoside (7), (−)-syringaresinol (8), threo-(7R,8R)-guaiacylglycerol 8-vanillin ether (9), (7S,8R)-dihydrodehydrodiconiferyl alcohol-4-O-β-D-glucopyranoside (10), (−)-lariciresinol-4-O-β-D- glucoyranoside (11), kaempferol-3-O-rutinoside (12), quercetin-3-O-rutinoside (13), dehydrovomifoliol (14), blumenol A (15), loliolide (16), (E)-6-hydroxy-2,6-dimethylocta-2,7-dienoicacidmethylester (17), 3-methoxyphenol 1-O-α-L-rhamnopyranosyl- (1→6)-O-β-D-glucopyranoside (18), 2-hydroxybenzimidazole (19), syringaldehyde (20), 1-phenyl-1,2-ethanediol (21). The neuroprotective effects investigation of compounds on CORT-induced neurotoxicity in differentiated PC12 cells showed that compounds 1-3,7, 9 had significant protective effects on PC12 cells, and compounds 4,5,10, 11, 15-17 showed moderate protective effects. Conclusion Compounds 1-9, 11-12, 14-21 are isolated from M. trifoliate for the first time. Some compounds exert neuroprotective activity to corticosterone-induced injury of PC12 cells.
[中图分类号]
R284.1
[基金项目]
国家自然科学基金资助项目(81773952);国家自然科学基金资助项目(81803383);湖北省神农架林区自然科学基金(SNJKJ2016029)