[关键词]
[摘要]
目的 对川木香Vladimiria souliei的干燥根的化学成分及其抗肝损伤作用进行研究。方法 运用正相硅胶柱色谱、反相ODS柱色谱、Sephadex LH-20、MCI、半制备HPLC、制备TLC、重结晶等方法对醋酸乙酯部位进行分离纯化。采用脂多糖诱导的L02肝细胞损伤模型,考察化合物对肝细胞保护作用。结果 得到19个化合物,包括1个C21甾体类新化合物 (3β,20S)-pregn-5-ene-3,8,14,20-tetraol-20-O-β-D-glucopyranoside(1);及18个已知化合物:erythro-guaiacylglycerol-β-ferulic acid ether(2)、原儿茶酸(3)、3-methoxy-4-hydroxy-phenylethanol(4)、4,5-二咖啡酰基奎宁酸(5)、2,3-dihydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-1-propanone(6)、松柏醛(7)、芥子醛(mustard aldehyde,8)、1β,6α-dihydroxycostic acid(9)、丁香醛(10)、phenylpropanes coniferyl alcohol(11)、11β,13-dihydroglucozaluzanin C(12)、cynaropicrin(13)、zaluzanin C(14)、11β,13-dihydrozaluzanin C(15)、reynosin(16)、caraumbellogenin(17)、ethyl 3,4-dicaffeoylquinate(18)和baynol C(19)。体外实验结果表明,化合物1、11、12和16能显著逆转脂多糖(lipopolysaccharides,LPS)诱导的L02细胞存活率下降,且化合物11和12能显著逆转LPS导致的L02细胞中丙氨酸氨基转移酶(alanine aminotransferase,ALT)、天门冬氨酸氨基转移酶(aspartate aminotransferase,AST)含量异常升高。结论 化合物1为新化合物,命名为川木香丁苷;10个化合物(2~7、9、10、18和19)为首次从该植物中分离得到。化合物11、12具有良好的抗肝损伤作用。
[Key word]
[Abstract]
Objective To study the chemical constituents from the ethyl acetate fraction of dry roots of Vladimiria souliei and their anti-hepatocyte injury activity. Methods Multiple kinds of chromatographic methods, including silica gel, ODS, Sephadex LH-20, MCI column chromatography, semi-preparative HPLC, preparative TLC, and recrystallization were used in this investigation. Results A total of 19 compounds were obtained, including a new C21 steroid, named (3β,20S)-pregn-5-ene-3,8,14,20-tetraol-20-O-β-D-glucopyranoside (1) and 18 known compounds erythro-guaiacylglycerol-β-ferulic acid ether (2), catechin (3), 3-methoxy-4-hydroxy-phenylethanol (4), 4,5-dicaffeoyl-quinine acid (5), 2,3-dihydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-1-propanone (6), coniferaldehyde (7), mustardaldehyde (8), 1β,6α-dihydroxycostic acid (9), syringaldehyde (10), phenylpropanes coniferyl alcohol (11), 11β,13- dihydroglucozaluzanin C (12), cynaropicrin (13), zaluzanin C (14), 11β,13- dihydrozaluzanin C (15), reynosin (16), caraumbellogenin (17), ethyl 3,4-dicaffeoylquinate (18) and baynol C (19). Among them, compounds 2—7, 9, 10, 18 and 19 were isolated from this plant for the first time. The in vitro experimental results showed that compounds 1, 11, 12, and 16 could significantly reverse the decrease in survival rate of L-02 cells induced by lipopolysaccharides (LPS), and compounds 11 and 12 could significantly reverse the abnormal increase in ALT and AST content in L-02 cells caused by LPS. Conclusion Among the 19 isolated compounds, compound 1 is a new compound named dolomiside D, compounds 11 and 12 have good anti-hepatocyte injury effects.
[中图分类号]
R284.1
[基金项目]
重庆市2021年科卫联合中医药技术创新与应用发展项目(2021ZY013997);西南特色中药资源国家重点实验室开放基金(SKLTCM202205)