[(3aS,8S,8aS)-5-(hydroxymethyl)-2,8-dimethyl-8-(4-methylpent-3-enyl)-4-oxo-3,3a,7,8a-tetrahydroazulen-1-yl]methyl 3-methylbut-2-enoate | 1609034-46-9

• 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: [(3aS,8S,8aS)-5-(hydroxymethyl)-2,8-dimethyl-8-(4-methylpent-3-enyl)-4-oxo-3,3a,7,8a-tetrahydroazulen-1-yl]methyl 3-methylbut-2-enoate
• CAS: 1609034-46-9
• 化学式: C₂₅H₃₆O₄
• 分子量: 400.558
• InChiKey: NXKZAOHXDDKJOT-ZWSUVBHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 异丙醇 为溶剂， 反应 32.0h， 生成 [(3aS,8S,8aS)-5-(hydroxymethyl)-2,8-dimethyl-8-(4-methylpent-3-enyl)-4-oxo-3,3a,7,8a-tetrahydroazulen-1-yl]methyl 3-methylbut-2-enoate
  参考文献：
  名称：

  Synthesis and neurite outgrowth promoting activity of vibsanin B derivatives

  摘要：

  Intramolecular hetero-DA reaction and unexpected retro-aldol like ring opening reaction were performed. As a result, six derivatives with different skeletons of vibsane-type diterpenoids were synthesized from vibsanin B within three steps. Moreover, compounds 2, 3, and 6 enhanced the neurite outgrowth of NGF-mediated PC12 cells. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.04.061

文献信息

• Vibsane型二萜衍生物及其药物组合物和应用
  申请人：中国科学院昆明植物研究所

  公开号：CN103772176B

  公开（公告）日：2016-05-11

  式（I）所示的vibsane型二萜衍生物及其药用盐，其制备方法，以其为有效成分的药物组合物，它们在制备治疗或预防阿兹海默症及其它神经退行性疾病药物中的应用。
• Synthesis and neurite outgrowth promoting activity of vibsanin B derivatives
  作者：Li-Dong Shao、Jun Xu、Xiu Gao、Juan He、Yu Zhao、Li-Yan Peng、Huai-Rong Luo、Chengfeng Xia、Qin-Shi Zhao

  DOI：10.1016/j.tetlet.2014.04.061

  日期：2014.6

  Intramolecular hetero-DA reaction and unexpected retro-aldol like ring opening reaction were performed. As a result, six derivatives with different skeletons of vibsane-type diterpenoids were synthesized from vibsanin B within three steps. Moreover, compounds 2, 3, and 6 enhanced the neurite outgrowth of NGF-mediated PC12 cells. (C) 2014 Elsevier Ltd. All rights reserved.