小黄皮茎的化学成分研究

Chemical constituents from stems of Clausena emarginata

目的研究芸香科植物小黄皮Clausena emarginata茎的化学成分。方法利用大孔树脂、硅胶柱色谱、反相柱色谱、凝胶柱色谱、中压液相等色谱方法对小黄皮茎的化学成分进行分离,再经制备液相进行纯化,通过紫外光谱、质谱和核磁共振谱等方法鉴定化合物结构。初步考察化合物11和12的神经保护活性。结果从小黄皮茎的95%乙醇提取物的石油醚和丙酮2个洗脱部位分离得到16个化合物,分别鉴定为1H-indole-3-carboxaldehyde(1)、E-N-benzoiltiramine(2)、去氢双松柏醇(3)、tortoside A(4)、浙贝素(5)、evofolin B(6)、2,3,5,4′-四羟基二苯乙烯-2-O-β-D-葡萄糖苷(7)、紫花松果菊苷A(8)、3-甲基咔唑(9)、murrayafoline A(10)、clausine Z(11)、indizoline(12)、clausenaline B(13)、mafaicheenamine A(14)、dictamnine(15)和和厚朴酚(16)。结论化合物1~8为首次从该属植物中分离得到,化合物1~16为首次从该植物中分离得到。化合物11和12对鱼藤酮损伤PC12细胞模型具有一定的神经保护作用。

Objective To investigate the chemical constituents from the stems of Clausena emarginata.Methods The compounds were isolated by macroporous resin,silica gel,ODS column chromatography,Sephadex LH-20,reversed-phase MPLC,and then purified by preparative HPLC.Their structures were determined by the analysis of ultraviolet spectrum,mass spectrum,and NMR spectrum.Neuroprotective activities of compounds 11 and 12 were initially investigated.Results Sixteen compounds were isolated from the petroleum ether and acetone fractions of 95% ethanol extract of the stems of Cl.emarginata,and their structures were identified as 1H-Indole-3-carboxaldehyde(1),E-N-benzoiltiramine(2),dehydrodiconiferyl alcohol(3),tortoside A(4),zhebeiresinol(5),evofolin B(6),2,3,5,4′-tetrahydroxystilbene-2-O-β-D-glucopyranoside(7),echipuroside A(8),3-methylcarbazole(9),murrayafoline A(10),clausine Z(11),indizoline(12),clausenaline B(13),mafaicheenamine A(14),dictamnine(15),and honokiol(16).Conclusion Compounds 1—8 are isolated from the plants of genus Clausena L.for the first time,compounds 1—16 are isolated from this plant for the first time.Compounds 11 and 12 show the neuroprotective activity against rotenone induced PC12 cell damage.