(4-(benzo[d][1,3]dioxol-5-ylmethyl)piperazin-1-yl)(5-((1E,5Z)-2,6-dimethylocta-1,5,7-trienyl)furan-3-yl)methanone

• 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: (4-(benzo[d][1,3]dioxol-5-ylmethyl)piperazin-1-yl)(5-((1E,5Z)-2,6-dimethylocta-1,5,7-trienyl)furan-3-yl)methanone
• 英文别名: [4-(1,3-benzodioxol-5-ylmethyl)piperazin-1-yl]-[5-[(1E,5Z)-2,6-dimethylocta-1,5,7-trienyl]furan-3-yl]methanone
• 化学式: C₂₇H₃₂N₂O₄
• 分子量: 448.562
• InChiKey: XKWPNWVIZUVFJG-OZRABKAVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  55.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-((1E,5Z)-2,6-dimethylocta-1,5,7-trienyl)furan-3-carboxylic acid 、 1-胡椒基哌嗪 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84%的产率得到(4-(benzo[d][1,3]dioxol-5-ylmethyl)piperazin-1-yl)(5-((1E,5Z)-2,6-dimethylocta-1,5,7-trienyl)furan-3-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

文献信息

• Anti-cancer evaluation of carboxamides of furano-sesquiterpene carboxylic acids from the soft coral Sinularia kavarattiensis
  作者：Singanaboina Rajaram、Udugu Ramulu、Dasari Ramesh、Dudem Srikanth、Papri Bhattacharya、Peddikotla Prabhakar、Shasi V. Kalivendi、Katragadda Suresh Babu、Yenamandra Venkateswarlu、Suryakiran Navath

  DOI：10.1016/j.bmcl.2013.09.093

  日期：2013.12

  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.