狼毒大戟化学成分及其生物活性研究

目的 研究狼毒大戟(Euphorbia fischeriana Steud)根部的抗肿瘤化学成分。方法 运用硅胶柱、ODS、Sephadex LH-20柱色谱以及制备HPLC等多种方法对狼毒大戟根部的体积分数95%乙醇提取物进行分离纯化,并利用HR-ESI-MS、NMR等波谱技术对分离得到的化合物进行结构鉴定。运用CCK-8检测法测定分离得到的化合物对人肝癌细胞Hep-G2、人乳腺癌细胞MCF-7和人肺癌细胞A549的细胞毒活性。结果 从狼毒大戟中共分离得到12个化合物,分别鉴定为7-oxocallitrisic acid(1)、ent-12-hydroxy-12R]-abieta-8(14),13(15)-dien-16,12-olide(2)、13β-hydroxy-7-oxoabiet-8(14)-en-19,6β-olide(3)、decandrol A(4)、daphneaine B(5)、二氢红花菜豆酸(6)、phenethyl-6-O-α-L-arabinofuranosyl-β-D-glucoside(7)、2-(4-hydroxyphenyl)ethyl-O-α-L-arabinofuranosyl-(1→6)-O-β-D-glucopyranoside(8)、γ-pyrone-2-O-β-D-(6-galloyl)-glucopyranoside(9)、6-hydroxy-2-methoxy-4-O-α-L-arabinofurano-syl(1→6)-β-D-glucopyranoside(10)、(2,3-trans,4E)-2,3-methano-4-decen-1-ol)(11)和3, 4′-O-dimethylellagic acid(12)。结论 化合物1,4,5,7～9和11为首次从大戟属植物中分离得到,化合物1,2,4～9,11和12为首次从狼毒大戟中分离得到。化合物2对人肝癌细胞Hep-G2表现出较好的细胞毒活性,其半数抑制浓度(half maximal inhibitory concentration,IC₅₀)值为32.81 μmol·L^-1,提示该类二萜化合物可能与狼毒大戟的抗肿瘤活性相关。

Chemical Constituents and Biological Activities of Euphorbia fischeriana Steud

OBJECTIVE To investigate antitumor chemical constituents from the roots of Euphorbia fischeriana Steud.METHODS The roots of Euphorbia fischeriana Steud were refluxed and extracted with 95% ethanol,then separated and purified repeatedly by silica gel column chromatography, ODS column chromatography, Sephadex LH-20 column chromatography and preparative HPLC.The structures of the isolates were mainly elucidated on the basis of spectroscopic data mainly including HR-ESI-MS and NMR. The CCK-8 assay was used to determine the inhibitory effects of the compounds on the proliferation of human liver cancer cells Hep-G2, human breast cancer cells MCF-7 and human lung cancer cells A549.RESULTS Their structures were identified as 7-oxocallitrisic acid(1), ent-12-hydroxy-12R]-abieta-8(14),13(15)-dien-16,12-olide(2), 13β-hydroxy-7-oxoabiet-8(14)-en-19,6β-olide(3), decandrol A(4), daphneaine B(5), dihydrophaseic acid(6), phenethyl-6-O-α-L-arabinofuranosyl-β-D-glucoside(7), 2-(4-hydroxyphenyl)ethyl-O-α-L-arabinofuranosyl-(1→6)-O-β-D-glucopyranoside(8), γ-pyrone-2-O-β-D-(6-galloyl)-glucopyranoside(9), 6-hydroxy-2-methoxy-4-O-α-L-arabinofuranosyl(1→6)-β-D-glucopyranoside(10),(2,3-trans,4E)-2,3-methano-4-decen-1-ol)(11) and 3, 4′-O-dimethylellagic acid(12).CONCLUSION Compounds 1, 4,5, 7-9 and 11 are isolated from the genus Euphorbia Linn. for the first time. Compounds 1, 2,4-9, 11 and 12 are isolated from Euphorbia fischeriana Steud for the first time. Compound 2 also displays the high cytotoxicity on Hep-G2 cells with IC₅₀ values of 32.81 μmol·L^-1, which suggests that the activity of this kind of diterpenoids might be related to the anti-tumor activity of E.fischeriana.