(5S,5'S)-3,3'-(9,9'-(ethane-1,2-diylbis(methylazanediyl))bis(8-hydroxynonane-9,1-diyl))bis(5-methylfuran-2(5H)-one) | 1314027-64-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (5S,5'S)-3,3'-(9,9'-(ethane-1,2-diylbis(methylazanediyl))bis(8-hydroxynonane-9,1-diyl))bis(5-methylfuran-2(5H)-one)
• 英文别名: (2S)-4-[8-hydroxy-9-[2-[[2-hydroxy-9-[(2S)-2-methyl-5-oxo-2H-furan-4-yl]nonyl]-methylamino]ethyl-methylamino]nonyl]-2-methyl-2H-furan-5-one
• CAS: 1314027-64-9
• 化学式: C₃₂H₅₆N₂O₆
• 分子量: 564.806
• InChiKey: WORUJHPVZKAEDO-DQXSBBCTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  40
• 可旋转键数：
  23
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  99.5
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  10-十一烯酸乙酯 在 正丁基锂 、 硫酸 、 三乙胺 、 二异丙胺 、 间氯过氧苯甲酸 、 三氟乙酸酐 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 正己烷 、 二氯甲烷 、 水 、 异丙醇 为溶剂， 反应 40.5h， 生成 (5S,5'S)-3,3'-(9,9'-(ethane-1,2-diylbis(methylazanediyl))bis(8-hydroxynonane-9,1-diyl))bis(5-methylfuran-2(5H)-one)
  参考文献：
  名称：

  Design, synthesis of symmetrical bivalent mimetics of annonaceous acetogenins and their cytotoxicities

  摘要：

  A new series of linear dimeric compounds mimicking naturally occurring annonaceous acetogenins have been synthesized by bivalent analogue design, and their cytotoxicities have been evaluated against the growth of cancer cells by MTT method. Most of these compounds show selective action favored to human cancer cell lines over normal cell lines, and compound 9 with bis-terminal benzoquinone functionality exhibits an IC(50) = 0.40 mu M against MCF7 cell lines. This work mentions that appropriate conformational constraints might be a useful optimizing tool for this unique class of anticancer compounds. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.095

文献信息

• Design, synthesis of symmetrical bivalent mimetics of annonaceous acetogenins and their cytotoxicities
  作者：Qicai Xiao、Yongqiang Liu、Yatao Qiu、Zhiyi Yao、Guangbiao Zhou、Zhu-Jun Yao、Sheng Jiang

  DOI：10.1016/j.bmcl.2011.04.095

  日期：2011.6

  A new series of linear dimeric compounds mimicking naturally occurring annonaceous acetogenins have been synthesized by bivalent analogue design, and their cytotoxicities have been evaluated against the growth of cancer cells by MTT method. Most of these compounds show selective action favored to human cancer cell lines over normal cell lines, and compound 9 with bis-terminal benzoquinone functionality exhibits an IC(50) = 0.40 mu M against MCF7 cell lines. This work mentions that appropriate conformational constraints might be a useful optimizing tool for this unique class of anticancer compounds. (C) 2011 Elsevier Ltd. All rights reserved.