[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-1-hydroxy-9,12-bis[[3-hydroxy-2-(hydroxymethyl)-2-methylpropanoyl]oxy]-15-[(2R,3S)-2-hydroxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]oxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate | 1551420-43-9

• 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: [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-1-hydroxy-9,12-bis[[3-hydroxy-2-(hydroxymethyl)-2-methylpropanoyl]oxy]-15-[(2R,3S)-2-hydroxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]oxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• CAS: 1551420-43-9
• 化学式: C₅₃H₆₉NO₂₀
• 分子量: 1040.13
• InChiKey: CMZGOJWWPKWRKF-RESBAWGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  74
• 可旋转键数：
  23
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  318
• 氢给体数：
  7
• 氢受体数：
  20

反应信息

• 作为产物：
  描述：

  在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 以71%的产率得到[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-1-hydroxy-9,12-bis[[3-hydroxy-2-(hydroxymethyl)-2-methylpropanoyl]oxy]-15-[(2R,3S)-2-hydroxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]oxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
  参考文献：
  名称：

  Biological evaluation of new antitumor taxoids: Alteration of substitution at the C-7 and C-10 of docetaxel

  摘要：

  A series of new docetaxol analogues have been designed and synthesized. And their cytotoxicities against cancer cells have been evaluated by MTT method. Most of these compounds showed selective inhibitions on human cancer cell lines. Among them, compound 8 exhibited higher inhibitory activity than Paclitaxel (Taxol) against several cancer cell lines. This work indicated that appropriate modification at C-7 and C-10 of docetaxel might be a promising approach for this unique class of anticancer compounds. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.083

文献信息

• Biological evaluation of new antitumor taxoids: Alteration of substitution at the C-7 and C-10 of docetaxel
  作者：Caihong Li、Yatao Qiu、Xing Li、Nianjin Liu、Zhiyi Yao

  DOI：10.1016/j.bmcl.2013.12.083

  日期：2014.2

  A series of new docetaxol analogues have been designed and synthesized. And their cytotoxicities against cancer cells have been evaluated by MTT method. Most of these compounds showed selective inhibitions on human cancer cell lines. Among them, compound 8 exhibited higher inhibitory activity than Paclitaxel (Taxol) against several cancer cell lines. This work indicated that appropriate modification at C-7 and C-10 of docetaxel might be a promising approach for this unique class of anticancer compounds. (C) 2014 Elsevier Ltd. All rights reserved.