vibsanin H | 214129-51-8

• 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
• 英文名称: vibsanin H
• 英文别名: [(E)-2-[(1S,2S,7S)-5-(hydroxymethyl)-2-[(E)-4-hydroxy-4-methylpent-2-enyl]-2-methyl-6-oxo-7-(2-oxopropyl)cyclohept-4-en-1-yl]ethenyl] 3-methylbut-2-enoate
• CAS: 214129-51-8
• 化学式: C₂₅H₃₆O₆
• 分子量: 432.557
• InChiKey: IKQKKJHNBJMDBL-TVMFGEKRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 vibsanin H 在 吡啶 作用下， 反应 10.0h， 生成 vibsanin H 15,18-diacetate
  参考文献：
  名称：

  Vibsane Diterpenoids from the Leaves and Flowers of Viburnum odoratissimum

  摘要：

  In addition to the five known compounds 5-epi-vibsanin H, vibsanins C, H, and G, and aldovibsanin B, four new diterpenes, 5-epi-vibsanin G (1), 18-O-methylvibsanin G (2), vibsanin M (3), and aldovibsanin C (4), were isolated from an acetone extract of the leaves and flowers of Viburnum odoratissimum by bioassay-directed fractionation. In addition, two acetyl derivatives 5 and 6 were obtained from the naturally occurring diterpenes. The structures of the new compounds were established on the basis of NMR spectral analysis, including COSY, HMQC, HMBC, and NOESY correlations. The compounds were evaluated for cytotoxicity against human nasopharyngeal carcinoma (HONE-1) tumor cells and human gastric cancer (NUGC-3) cells.

  DOI：

  10.1021/np030173c
• 作为产物：
  描述：

  叶含荚蒾宁 C 在 氧气 、 rose bengal 、 三苯基膦 作用下， 以 苯 为溶剂， 反应 1.25h， 生成 vibsanin H
  参考文献：
  名称：

  Structures of New Seven-Membered Ring Vibsane-Type Diterpenes Isolated from Leaves of Viburnum awabuki.

  摘要：

  从荚蒾（荚蒾科）的叶中分离出五种新的荚蒾烷型二萜类化合物，分别是荚蒾素 G、荚蒾素 H、荚蒾素 K、18-O-甲基荚蒾素 K 和 15, 18-二-O-甲基荚蒾素 H。通过光谱数据分析阐明了它们的结构，包括将它们的 13C-NMR 数据与先前已知的荚蒾素 C 进行比较，并通过 X 射线晶体学分析和化学转化分别证实了荚蒾素 H 和 K 的结构。这五种新化合物与七元环荚蒾烷型二萜类化合物荚蒾素 C 仅在 C-12-C-17 侧链上有所不同。

  DOI：

  10.1248/cpb.46.1194

文献信息

• Structures of New Seven-Membered Ring Vibsane-Type Diterpenes Isolated from Leaves of Viburnum awabuki.
  作者：Hiroyuki MINAMI、Sayoko ANZAKI、Miwa KUBO、Mitsuaki KODAMA、Kazuyoshi KAWAZU、Yoshiyasu FUKUYAMA

  DOI：10.1248/cpb.46.1194

  日期：——

  Five new vibsane-type diterpenes, vibsanin G, vibsanin H, vibsanin K, 18-O-methylvibsanin K and 15, 18-di-O-methylvibsanin H were isoalted from the leaves of Viburnum awabuki (Caplifoliaceae). Their structures were elucidated by analyses of spectroscopic data involving comparison of their 13C-NMR data with those of the previously known vibsanin C, and the structure of vibsanins H and K were confirmed by X-ray crystallographic analysis and chemcial transformation, respectively. All five new compounds differ from the seven-membered ring vibsane-type diterpene, vibsanin C, only in the C-12-C-17 side chain.

  从荚蒾（荚蒾科）的叶中分离出五种新的荚蒾烷型二萜类化合物，分别是荚蒾素 G、荚蒾素 H、荚蒾素 K、18-O-甲基荚蒾素 K 和 15, 18-二-O-甲基荚蒾素 H。通过光谱数据分析阐明了它们的结构，包括将它们的 13C-NMR 数据与先前已知的荚蒾素 C 进行比较，并通过 X 射线晶体学分析和化学转化分别证实了荚蒾素 H 和 K 的结构。这五种新化合物与七元环荚蒾烷型二萜类化合物荚蒾素 C 仅在 C-12-C-17 侧链上有所不同。
• Vibsane Diterpenoids from the Leaves and Flowers of <i>Viburnum </i><i>o</i><i>doratissimum</i>
  作者：Ya-Ching Shen、Chung-Ling Lin、Shih-Chao Chien、Ashraf Taha Khalil、Chin-Lien Ko、Chih-Hsin Wang

  DOI：10.1021/np030173c

  日期：2004.1.1

  In addition to the five known compounds 5-epi-vibsanin H, vibsanins C, H, and G, and aldovibsanin B, four new diterpenes, 5-epi-vibsanin G (1), 18-O-methylvibsanin G (2), vibsanin M (3), and aldovibsanin C (4), were isolated from an acetone extract of the leaves and flowers of Viburnum odoratissimum by bioassay-directed fractionation. In addition, two acetyl derivatives 5 and 6 were obtained from the naturally occurring diterpenes. The structures of the new compounds were established on the basis of NMR spectral analysis, including COSY, HMQC, HMBC, and NOESY correlations. The compounds were evaluated for cytotoxicity against human nasopharyngeal carcinoma (HONE-1) tumor cells and human gastric cancer (NUGC-3) cells.