andirolide I | 23638-78-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: andirolide I
• 英文别名: (1R,2R,4S,7S,8S,11R,12S,13R,15R,18R)-7-(furan-3-yl)-1,8,12,17,17-pentamethyl-3,6,14-trioxahexacyclo[9.9.0.02,4.02,8.012,18.013,15]icosane-5,16,20-trione
• CAS: 23638-78-0
• 化学式: C₂₆H₃₀O₇
• 分子量: 454.52
• InChiKey: QIAYKQSCKSMIJW-TWTIZTBLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  33
• 可旋转键数：
  1
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  98.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  7-deacetoxy-7-oxogedunin 在 双氧水 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 16.0h， 生成 andirolide I
  参考文献：
  名称：

  Andirolides H–P from the flower of andiroba (Carapa guianensis, Meliaceae)

  摘要：

  Three new gedunins, an andirobin, three mexicanolides, and two phragmalin-type limonoids named andirolides H (1), I(2), J (3), K (4), L (5), M (6), N (7), O (8), and P (9) were isolated from an oil of the flower of Carapa guianensis AUBLET (Meliaceae). Their structures including the absolute configurations were determined by means of the NMR and CD spectra as well as FARMS. Andirolide H (1) showed antimalarial activity against Plasmodium falciparum in vitro. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2011.12.076

文献信息

• Andirolides H–P from the flower of andiroba (Carapa guianensis, Meliaceae)
  作者：Yuji Tanaka、Asami Sakamoto、Takanobu Inoue、Takeshi Yamada、Takashi Kikuchi、Tetsuya Kajimoto、Osamu Muraoka、Akira Sato、Yusuke Wataya、Hye-Sook Kim、Reiko Tanaka

  DOI：10.1016/j.tet.2011.12.076

  日期：2012.5

  Three new gedunins, an andirobin, three mexicanolides, and two phragmalin-type limonoids named andirolides H (1), I(2), J (3), K (4), L (5), M (6), N (7), O (8), and P (9) were isolated from an oil of the flower of Carapa guianensis AUBLET (Meliaceae). Their structures including the absolute configurations were determined by means of the NMR and CD spectra as well as FARMS. Andirolide H (1) showed antimalarial activity against Plasmodium falciparum in vitro. (C) 2012 Published by Elsevier Ltd.