5-((1E,5Z)-2,6-dimethylocta-1,5,7-trienyl)furan-3-carboxylic acid | 64597-82-6

• 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: 5-((1E,5Z)-2,6-dimethylocta-1,5,7-trienyl)furan-3-carboxylic acid
• 英文别名: (1'E,5'Z)-5-(2',6’-dimethylocta-1',5',7'-trienyl)furan-3-carboxylic acid；Furanoterpene deriv C6 (coll)；5-[(1E,5Z)-2,6-dimethylocta-1,5,7-trienyl]furan-3-carboxylic acid
• CAS: 64597-82-6
• 化学式: C₁₅H₁₈O₃
• 分子量: 246.306
• InChiKey: CWSVEYKHSSZGRW-MOUHLLIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  50.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-乙基哌嗪 、 5-((1E,5Z)-2,6-dimethylocta-1,5,7-trienyl)furan-3-carboxylic acid 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 四氢呋喃 为溶剂， 反应 4.5h， 以88%的产率得到[5-[(1E,5Z)-2,6-dimethylocta-1,5,7-trienyl]furan-3-yl]-(4-ethylpiperazin-1-yl)methanone
  参考文献：
  名称：

  Anti-cancer evaluation of carboxamides of furano-sesquiterpene carboxylic acids from the soft coral Sinularia kavarattiensis

  摘要：

  The chemical investigation of soft coral Sinularia kavarattiensis is described. It yielded furano-sesquiterpene carboxylic acids 1 and 2 and their methyl esters 3 and 4. Semi-synthesis of furano-sesquiterpene carboxylic acid 1 gave amide derivatives 5-12. Structures of all the compounds were established by IR, NMR and mass spectral analysis. Interestingly all compounds are selectively potent on leukemia cell line. All these compounds were screened for cytotoxic activity against five human cancer cell lines (leukemia, prostate, lung, breast and cervix). Among these compounds 9 and 10 showed promising activity against leukemia and prostate cancer cell lines. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.09.093