腺梗豨莶中1个新的单萜苷类化合物

A new monoterpenoid glycoside from aerial parts of Siegesbeckia pubescens

目的研究腺梗豨莶Siegesbeckia pubescens地上干燥部分的化学成分。方法采用萃取法、硅胶色谱、凝胶及反相ODS柱色谱等方法进行分离和纯化,并综合运用IR、HR-ESI-MS、1H-NMR、13C-NMR、DEPT、HSQC、HMBC等方法鉴定化合物的结构。结果从腺梗豨莶乙醇提取物正丁醇萃取部分分离得到6个化合物:1个单萜苷(1)、4个二萜苷(2～5)以及1个二酮哌嗪类化合物(6),分别鉴定为(2Z,5E)-7-羟基-3,7-二甲基-2,6-辛二烯-1-O-[α-L-鼠李糖基(1→6)]-β-D-葡萄糖苷(1)、腺梗豨莶丁苷(2)、对映-2β,15,16,19-四羟基海松烷-8(14)-烯-19-O-β-吡喃葡萄糖苷(3)、对映-2-酮基-15,16-二羟基海松烷-8(14)-烯-19-羧酸-β-吡喃葡萄糖苷(4)、豨莶新苷(5)、刺参萜酮B(6)。结论化合物1为新化合物,命名为豨莶苷F,化合物6为首次从该属植物中分离得到。

Objective To study the chemical constituents of the aerial parts of Siegesbeckia pubescens. Methods A systematic separation of chemical constituents was conducted. Detailed chemical investigation of S. pubescens led to the isolation of six compounds by comprehensive chromatographic methods(Extraction, Silic gel C.C, Sephadex LH-20, ODS C. C). The structures of them were fully determined based on spectroscopic analysis including IR, HR-ESI-MS, ESI-MS, 1 H-NMR, 13 C-NMR, DEPT, HSQC,and HMBC spectrum. Results A total of six compounds were isolated from the fraction of n-butanol extract of S. pubescens including one new monoterpenoid glycoside named(2 Z,5 E)-7-hydroxy-3,7-dimethyl-2,5-octadiene-1-O-[α-L-rhamnpyranosyl(1→6)]-β-D-glucopyranoside(1), four known diterpenoid glucosides named pubeside D(2), ent-15,16,19-trihydroxypimar-8(14)-en-2-one-19-O-β-glucopyranoside(3), ent-15,16-dihydroxypimar-8(14)-en-2-one-19-oic-β-glucopyranoside(4), and neodarutoside(5), and eleutherazine B(6). Conclusion Compound 1 is a new compound, named as siegeside F, and compound 6 is isolated from this species for the first time.