苦丁冬青甙 H

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 苦丁冬青甙 H
• 中文别名: 苦丁冬青甙I；苦丁冬青苷H；地榆皂苷Ⅰ；苦丁冬青甙H；地榆皂苷I
• 英文名称: ziyuglycoside I
• 英文别名: ziyuglucoside I；Ziyuglycoside I；[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-1-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• 化学式: C₄₁H₆₆O₁₃
• 分子量: 766.967
• InChiKey: WCHBFWOEFOZHMK-MLHVESHNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  54
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  216
• 氢给体数：
  8
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  苦丁冬青甙 H 在 硫酸 作用下， 反应 3.0h， 生成 L-阿拉伯糖 、 葡萄糖
  参考文献：
  名称：

  Terpene Glycosides from the Roots of Sanguisorba officinalis L. and Their Hemostatic Activities

  摘要：

  在止血生物测定的指导下，采用硅胶柱层析和制备型高效液相色谱法从山姜（Sanguisorba officinalis L.）根中分离出七种萜烯苷。根据化学和光谱方法，确定其结构为香茅醇-1-O-α-阿拉伯呋喃糖基-(1→6)-β-d-吡喃葡萄糖苷（1）、香叶醇-1-O-α-阿拉伯呋喃糖基-(1→6)-β-d-吡喃葡萄糖苷（2）、香叶醇-1-O-α-阿拉伯呋喃糖基-(1→6)-β-d-吡喃葡萄糖苷（3）、香叶醇-1-O-α-阿拉伯呋喃糖基-(1→6)-β-d-吡喃葡萄糖苷（4）和香叶醇-1-O-α-阿拉伯呋喃糖基-(1→6)-β-d-吡喃葡萄糖苷（5）、3β-[(α-l-arabinopyranosyl)-oxy]-19α-hydroxyolean-12-en-28-oic acid 28-β-d-glucopyranoside (4)、3β-[(α-larabinopyranosyl)-oxy]-19α-羟基乌苏-12-烯-28-酸 28-β-d-glucopyranoside （ziyu-glycoside I、5）、3β,19α-羟基乌苏-12-烯-28-酸 28-β-d-吡喃葡萄糖苷（6）和 3β,19α-二羟基乌苏-12-烯-28-酸 28-β-d-吡喃葡萄糖苷（7）。化合物 1 是一种新的单萜烯苷，化合物 2、3 和 5 是首次从 Sanguisorba 属植物中分离出来的。用山羊抗人α2-磷脂酶抑制剂酶联免疫吸附试剂盒检测了化合物 1-7 的止血活性，结果表明，在七种萜烯苷中，紫玉苷 I（5）的止血活性最强。这是首次报道紫玉糖苷Ι具有很强的止血活性。

  DOI：

  10.3390/molecules17077629
• 作为产物：
  描述：

  Ilexoside V 以 乙醇 、 水 为溶剂， 反应 36.0h， 生成 苦丁冬青甙 H
  参考文献：
  名称：

  Triterpene saponins from fruit of Ilex crenata

  摘要：

  From the fresh fruits of Ilex crenata have been isolated six new saponins named ilexosides III-VIII, respectively, along with the known saponin, ilexoside II. Their structures were established on the basis of spectral and chemical evidence.

  DOI：

  10.1016/0031-9422(92)83636-d

文献信息

• Two triterpenoid glycosides from leaves of Ilex cornuta
  作者：Tsutomu Nakanishi、Hiroko Terai、Masao Nasu、Iwao Miura、Kaisuke Yoneda

  DOI：10.1016/0031-9422(82)80145-3

  日期：1982.1

  Abstract Two new triterpene glycosides, a diglycoside (as the corresponding methyl ester) and a bis-desmoside were isolated from leaves of Ilex cornuta . The

  摘要 从冬青叶中分离得到两种新的三萜糖苷，一种是二糖苷（作为相应的甲酯）和一种双糖苷。这
• Triterpene glycosides from the roots of Sanguisorba officinalis
  作者：Yoshihiro Mimaki、Masato Fukushima、Akihito Yokosuka、Yutaka Sashida、Shigenori Furuya、Hiroshi Sakagami

  DOI：10.1016/s0031-9422(01)00083-8

  日期：2001.7

  Five triterpene glycosides were isolated from the MeOH extract of Sanguisorba officinalis (Rosaceae) roots, as confirmed by detailed analysis of their H-1, C-13, and two-dimensional NMR data, and by the results of hydrolytic cleavage. Three known triterpenes and six known triterpene glycosides were also isolated and identified. The isolated compounds were evaluated for their cytotoxic activities against HSC-2 cells and HGF. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Terpene Glycosides from the Roots of Sanguisorba officinalis L. and Their Hemostatic Activities
  作者：Wei Sun、Zi-Long Zhang、Xin Liu、Shuang Zhang、Lu He、Zhe Wang、Guang-Shu Wang

  DOI：10.3390/molecules17077629

  日期：——

  Guided by a hemostasis bioassay, seven terpene glycosides were isolated from the roots of Sanguisorba officinalis L. by silica gel column chromatography and preparative HPLC. On the grounds of chemical and spectroscopic methods, their structures were identified as citronellol-1-O-α-l-arabinofuranosyl-(1→6)-β-d-glucopyranoside (1), geraniol-1-O-α-l-arabinofuranosyl-(1→6)-β-d-glucopyranoside (2), geraniol-1-O-α-l-arabinopyranosyl-(1→6)-β-d-glucopyranoside (3), 3β-[(α-l-arabinopyranosyl)oxy]-19α-hydroxyolean-12-en-28-oic acid 28-β-d-glucopyranoside (4), 3β-[(α-l-arabinopyranosyl)-oxy]-19α-hydroxyurs-12-en-28-oic acid 28-β-d-glucopyranoside (ziyu-glycoside I, 5), 3β,19α-hydroxyolean-12-en-28-oic acid 28-β-d-glucopyranoside (6) and 3β,19α-di-hydroxyurs-12-en-28-oic acid 28-β-d-glucopyranoside (7). Compound 1 is a new mono-terpene glycoside and compounds 2, 3 and 5 were isolated from the Sanguisorba genus for the first time. Compounds 1–7 were assayed for their hemostatic activities with a Goat Anti-Human α2-plasmin inhibitor ELISA kit, and ziyu-glycoside I (5) showed the strongest hemostatic activity among the seven terpene glycosides. This is the first report that ziyu-glycoside Ι has strong hemostatic activity.

  在止血生物测定的指导下，采用硅胶柱层析和制备型高效液相色谱法从山姜（Sanguisorba officinalis L.）根中分离出七种萜烯苷。根据化学和光谱方法，确定其结构为香茅醇-1-O-α-阿拉伯呋喃糖基-(1→6)-β-d-吡喃葡萄糖苷（1）、香叶醇-1-O-α-阿拉伯呋喃糖基-(1→6)-β-d-吡喃葡萄糖苷（2）、香叶醇-1-O-α-阿拉伯呋喃糖基-(1→6)-β-d-吡喃葡萄糖苷（3）、香叶醇-1-O-α-阿拉伯呋喃糖基-(1→6)-β-d-吡喃葡萄糖苷（4）和香叶醇-1-O-α-阿拉伯呋喃糖基-(1→6)-β-d-吡喃葡萄糖苷（5）、3β-[(α-l-arabinopyranosyl)-oxy]-19α-hydroxyolean-12-en-28-oic acid 28-β-d-glucopyranoside (4)、3β-[(α-larabinopyranosyl)-oxy]-19α-羟基乌苏-12-烯-28-酸 28-β-d-glucopyranoside （ziyu-glycoside I、5）、3β,19α-羟基乌苏-12-烯-28-酸 28-β-d-吡喃葡萄糖苷（6）和 3β,19α-二羟基乌苏-12-烯-28-酸 28-β-d-吡喃葡萄糖苷（7）。化合物 1 是一种新的单萜烯苷，化合物 2、3 和 5 是首次从 Sanguisorba 属植物中分离出来的。用山羊抗人α2-磷脂酶抑制剂酶联免疫吸附试剂盒检测了化合物 1-7 的止血活性，结果表明，在七种萜烯苷中，紫玉苷 I（5）的止血活性最强。这是首次报道紫玉糖苷Ι具有很强的止血活性。
• Triterpene saponins from fruit of Ilex crenata
  作者：Takashi Kakuno、Kazuko Yoshikawa、Shigenobu Arihara

  DOI：10.1016/0031-9422(92)83636-d

  日期：1992.8

  From the fresh fruits of Ilex crenata have been isolated six new saponins named ilexosides III-VIII, respectively, along with the known saponin, ilexoside II. Their structures were established on the basis of spectral and chemical evidence.