杨光, 梁海珍, 张洁, 陈晓娟, 郭宝林, 马百平. 绞股蓝中4个新达玛烷型三萜皂苷的分离鉴定J. 药学学报, 2024, 59(8): 2288-2294. DOI: 10.16438/j.0513-4870.2024-0119
引用本文: 杨光, 梁海珍, 张洁, 陈晓娟, 郭宝林, 马百平. 绞股蓝中4个新达玛烷型三萜皂苷的分离鉴定J. 药学学报, 2024, 59(8): 2288-2294. DOI: 10.16438/j.0513-4870.2024-0119
YANG Guang, LIANG Hai-zhen, ZHANG Jie, CHEN Xiao-juan, GUO Bao-lin, MA Bai-ping. Four new dammarane-type triterpenoid saponins from Gynostemma pentaphyllum (Thunb.) MakinoJ. Acta Pharmaceutica Sinica, 2024, 59(8): 2288-2294. DOI: 10.16438/j.0513-4870.2024-0119
Citation: YANG Guang, LIANG Hai-zhen, ZHANG Jie, CHEN Xiao-juan, GUO Bao-lin, MA Bai-ping. Four new dammarane-type triterpenoid saponins from Gynostemma pentaphyllum (Thunb.) MakinoJ. Acta Pharmaceutica Sinica, 2024, 59(8): 2288-2294. DOI: 10.16438/j.0513-4870.2024-0119

绞股蓝中4个新达玛烷型三萜皂苷的分离鉴定

Four new dammarane-type triterpenoid saponins from Gynostemma pentaphyllum (Thunb.) Makino

  • 摘要: 本文对广西产绞股蓝Gynostemma pentaphyllum (Thunb.) Makino 中达玛烷型三萜皂苷成分进行研究, 综合使用D101大孔吸附树脂、硅胶和C18柱色谱以及制备型高效液相色谱等分离手段, 从中分离得到4个达玛烷型三萜皂苷类化合物, 利用MS、NMR和圆二色谱(CD) 等波谱技术鉴定其结构, 分别为3β, 12β-二羟基-25-过氧氢基达玛烷-20, 23-二烯-3-O-β-D-吡喃葡萄糖基(1→2)-β-D-吡喃葡萄糖苷(1)、3β, 12β, 24S-三羟基达玛烷-20, 25-二烯-3-O-β-D-吡喃葡萄糖基(1→2)-β-D-吡喃葡萄糖苷(2)、3β, 20α-二羟基-24-烯-12β, 22S-环氧达玛烷-3-O-β-D-吡喃葡萄糖基(1→2)-β-D-吡喃葡萄糖苷(3)、3β, 12β, 20S-三羟基达玛烷-24-烯-3-O-6-O-乙酰基-β-D-吡喃葡萄糖基(1→2)-β-D-吡喃葡萄糖基-20-O-β-D-吡喃木糖基(1→3)-α-L-吡喃鼠李糖基(1→6)-β-D-吡喃葡萄糖苷(4)。化合物1~4均为新化合物。

     

    Abstract: Damarane-type triterpene saponins are the main active ingredients in Gynostemma pentaphyllum (Thunb.) Makino. By using D101 macroporous adsorption resin and silica gel open-columns, C18 medium-pressure column chromatography, and preparative high performance liquid chromatography, we isolated four compounds from the leaves of G. pentaphyllum planted in Guangxi Zhuang Autonomous Region. Their structures were determined by comprehensive analyses of MS, NMR data and circular dichroism spectroscopy and identified as (3β, 12β)-dihydroxy-25-peroxyhydrohydrodammarane-20, 23-diene-3-O-β-D-glucopyranosyl(1→2)-β-D-glucopyranoside (1), (3β, 12β, 24S)-trihydroxydammarane-20, 25-diene-3-O-β-D-glucopyranosyl(1→2)-β-D-glucopyranoside (2), (3β, 20α)-dihydroxy-24-en-12β, 22S-epoxydammarane-3-O-β-D-glucopyranosyl(1→2)-β-D-glucopyranoside (3), (3β, 12β, 20S)-trihydroxydammarane-24-en-3-O-6-O-acetyl-β-D-glucopyranosyl(1→2)-β-D-glucopyranosyl-20-O-β-D-xylopyranosyl(1→3)-α-L-rhamnopyranosyl (1→6)-β-D-glucopyranoside (4). Compounds 1-4   are new dammarane-type triterpene saponins.

     

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