[关键词]
[摘要]
目的 研究黔产草珊瑚Sarcandra glabra的化学成分及抗神经炎活性。方法 通过硅胶、Sephadex LH-20、反相ODS C18柱色谱以及HPLC等多种方法进行提取分离化学成分,并采用核磁共振波谱、质谱等方法对分离到单体化合物的结构进行鉴定。采用Griess法测试脂多糖诱导小鼠小胶质细胞(BV-2细胞)释放炎症因子模型,对化合物进行抗炎神经活性评价。结果 从黔产草珊瑚95%乙醇提取物中分离并鉴定出14个化合物,分别为 (7S,8S)-7,8,5',9'-四羟基-3'-甲基-3,4-亚甲基二氧基-1'-丙烷-新木脂素(1)、臭矢菜素D(2)、蛇菰宁B(3)、松脂素(4)、异美五针松二氢黄酮(5)、7,4'-二甲氧基二氢黄酮(6)、2',6'-二羟基-4'-甲氧基二氢查耳酮(7)、3-[2-(4-羟基-3-甲氧苯基)-3-(羟甲基)-7-甲氧基-2,3-二氢-1-苯并呋喃-5-基]丙基(8)、异嗪皮啶(9)、圣草酚(10)、香豌豆酚(11)、花柏色酮(12)、6,7-二甲氧基香豆素(13)、rel-(3R,3'S,4R,4'S)-3,3',4,4'-四氢-6,6'-二甲氧基(3,3'-bi-2H-苯并吡喃)-4,4'-二醇(14)。抗神经炎实验结果显示,化合物1、3、5、6、8、10和11均具有一定的抗神经炎活性,其中化合物1、3和8对脂多糖刺激的BV-2细胞NO的生成极显著抑制作用,其半数抑制浓度(median inhibition concentration,IC50)为2.71~8.80μnol/L,优于吲哚美辛。结论 化合物1为新的木脂素,命名为草珊瑚素A。化合物2、3、8、10~12及14均为首次从草珊瑚中分离得到,且有3个化合物表现出良好的抗神经炎活性。
[Key word]
[Abstract]
Objective To study the chemical constituents of Sarcandra glabra and their anti-neuroinflammatory activities. Methods The chemical constituents were isolated and purified by means of silica gel, Sephadex LH-20, ODS C18 column chromatography and semi-preparative high performance liquid chromatography (HPLC). Then their structures were elucidated by spectroscopic analyses (NMR, HRESIMS, and so on). All isolates were evaluated by Griess method for their anti-neuroinflammatory effect on inflammatory cytokine release model in microglia (BV-2 cells) stimulated by lipopolysaccharide (LPS). Results A total of fourteen compounds were isolated from 95% ethanol extract of S. glabraand identified as (7S,8S)-7,8,5',9'-tetrahydroxy-3'-methoxy-3,4-methy- lenedioxy-1'-propane-neolignan (1), cleomiscosin D (2), balanophonin B (3), pinonesinol (4), pinostrobin (5), 7,4'- dimethylnaringenin (6), 2',6'-dihydroxy-4'-methoxydihydrochalcone (7), 3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7- methoxy-2,3-dihydro-1-benzofuran-5-yl] propyl (8), isofraxidin (9), eriodictyol (10), orobol (11), sawarachromone (12), 6,7-dimethoxycoumarin (13), rel-(3R,3'S,4R,4'S)- 3,3',4,4'-tetrahydro-6,6'-dimethoxy(3,3'-bi-2H-benzopyran)-4,4'-diol-4,4'-diol (14). In anti-neuroinflammatory assays, the results showed that the compounds 1, 3, 5, 6, 8, 10 and 11 exhibited anti-neuroinflammatory activities, among which 1, 3 and 8 significantly inhibited the production of the inflammatory mediator NO, with IC50 values ranging from 2.71 μmol/L to 8.80 μmol/L, which was better than indomethacin. Conclusion Compound 1 was a new lignan, named sarcandrin A. Compounds 2, 3, 8, 10—12 and 14 were obtained from this plant for the first time. Moreover, three compounds exhibited obvious inhibitory activity against nitric oxide production of the LPS-induced BV-2 cells.
[中图分类号]
R284.1
[基金项目]
国家自然科学基金项目(32160102)