兴安升麻根茎的化学成分研究

Chemical constituents from rhizomes of Cimicifuga dahurica

目的研究兴安升麻Cimicifuga dahurica根茎的化学成分。方法通过硅胶柱色谱、开放ODS柱色谱、Sephadex LH-20以及半制备液相色谱等方法,对兴安升麻根茎的醋酸乙酯萃取部位及水层部位进行了分离,并通过理化性质及核磁共振波谱数据鉴定化合物结构。结果从兴安升麻醋酸乙酯萃取部位及水层部位中分离并鉴定了15个化合物,分别为20(R),23(R),24(R),25(S),26(S)-16β:23;23:26;24:25-三环氧-12β-乙酰基-3β,26-二羟基-9,19-环阿屯-7-烯-3-O-β-D-木糖苷(1)、小升麻苷B(2)、23-O-乙酰升麻烷-3-O-β-D-木糖苷(3)、7,8-二去氢-24-O-乙酰氢化升麻醇-3-O-β-D-木糖苷(4)、24-表-升麻醇-3-O-β-D-木糖苷(5)、24-O-乙酰兴安升麻醇-3-O-β-D-木糖苷(6)、24-表-24-O-乙酰氢化升麻醇-3-O-β-D-木糖苷(7)、12β-O-乙酰升麻醇-3-O-β-D-木糖苷(8)、23-O-乙酰基-7,8-二去氢升麻烷-3-O-β-D-木糖苷(9)、7,8-二去氢-25-脱氢升麻醇-3-O-β-D-木糖苷(10)、25-O-乙基升麻醇-3-O-β-D-木糖苷(11)、3,4-二羟基苯甲酸(12)、24-O-异兴安升麻醇-3-O-α-L-阿拉伯糖苷(13)、番石榴酸-1-乙酯(14)和番石榴酸-4-乙酯(15)。结论化合物6、11、12、14、15为首次从升麻属植物中分离得到,化合物1、4、5、8~10、13为首次从兴安升麻中分离得到。

Objective To study the chemical constituents from the rhizomes of Cimicifuga dahurica. Methods The chemical constituents from the rhizomes of C. dahurica in ethyl acetate extraction phase and H2 O fraction were isolated and purified by chromatographic methods, such as silica gel, opening ODS column, Sephadex LH-20, ODS and semi-preparative HPLC. Which stucture were identified by NMR and physicochemical analysis. Results Fifteen compounds were isolated and identified as 20（R）,23（R）,24（R）,25（S）,26（S）-16β：23; 23：26; 24：25-triepoxy-12β-acetoxy-3β,26-dihydroxy-9,19-cyclolanost-7-ene-3-O-β-D-xylopyranoside（1）, cimiaceroside B（2）, 23-O-acetylshengmanol-3-O-β-D-xylopyranoside（3）, 7,8-didehydro-24-O-acetylhydroshengmanol-3-O-β-Dxylopyranoside（4）, 24-epi-cimigenol-3-O-β-D-xylopyranoside（5）, 24-O-acetyldahurinol-3-O-β-D-xylopyranoside（6）, 24-epi-24-Oacetylhydroshengmanol-3-O-β-D-xylopyranoside（7）, 12β-O-acetylcimigenol-3-O-β-D-xylopyranoside（8）, 23-O-acetyl-7,8-didehydroshengmanol-3-O-β-D-xylopyranoside（9）, 7,8-didehydro-25-dehydrocimigenol-3-O-β-D-xylopyranoside（10）, 25-Oethylcimigenol-3-O-β-D-xylopyranoside（11）, 3,4-dihydroxybenzoic acid（12）, 24-O-acetylisodahurinol-3-O-α-L-arabinopyranoside（13）, 2,3-dihydroxy-2-[（4-hydroxyphenyl） methyl]-1-ethyl ester（14）, and 2,3-dihydroxy-2-[（4-hudroxyphenyl） methyl]-4-ethyl ester（15）. Conclusion Compounds 6, 11—12, and 14—15 are isolated from Cimicifuga genus for the first time. Compounds 1, 4—5, 8—10, and 13 are isolated from C. dahurica for the first time.