7-triethylsilyl-13-[3-(2-naphthyl)prop-2-enoyl]-10-deacetylbaccatin III | 872853-36-6

• 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: 7-triethylsilyl-13-[3-(2-naphthyl)prop-2-enoyl]-10-deacetylbaccatin III
• CAS: 872853-36-6
• 化学式: C₄₈H₅₈O₁₁Si
• 分子量: 839.067
• InChiKey: BUXIGAJNEDEDOO-ANHGMCEPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.53
• 重原子数：
  60.0
• 可旋转键数：
  11.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  154.89
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  7-triethylsilyl-13-[3-(2-naphthyl)prop-2-enoyl]-10-deacetylbaccatin III 在 氟化氢吡啶 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 0.17h， 生成 10-methoxycarbonyl-13-[3-(2-naphthyl)prop-2-enoyl]-10-deacetylbaccatin III
  参考文献：
  名称：

  Targeting FtsZ for Antituberculosis Drug Discovery:  Noncytotoxic Taxanes as Novel Antituberculosis Agents

  摘要：

  Screening of 120 taxanes identified a number of compounds that exhibited significant antituberculosis activity. Rational optimization of selected compounds led to the discovery that the C-seco-taxane-multidrug-resistance (MDR) reversal agents (C-seco-TRAs) are non-cytotoxic at the upper limit of solubility and detection (> 80 mu M), while maintaining MIC99 values of 1.25-2.5 mu M against drug-resistant and drug-sensitive strains of Mycobacterium tuberculosis (MTB). Treatment of MTB cells with TRA 3aa and 10a at the MIC caused filamentation and prolongation of the cells, a phenotypic response to FtsZ inactivation.

  DOI：

  10.1021/jm050920y
• 作为产物：
  描述：

  在 咪唑 、 氟化氢吡啶 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 1.0h， 生成 7-triethylsilyl-13-[3-(2-naphthyl)prop-2-enoyl]-10-deacetylbaccatin III
  参考文献：
  名称：

  Targeting FtsZ for Antituberculosis Drug Discovery:  Noncytotoxic Taxanes as Novel Antituberculosis Agents

  摘要：

  Screening of 120 taxanes identified a number of compounds that exhibited significant antituberculosis activity. Rational optimization of selected compounds led to the discovery that the C-seco-taxane-multidrug-resistance (MDR) reversal agents (C-seco-TRAs) are non-cytotoxic at the upper limit of solubility and detection (> 80 mu M), while maintaining MIC99 values of 1.25-2.5 mu M against drug-resistant and drug-sensitive strains of Mycobacterium tuberculosis (MTB). Treatment of MTB cells with TRA 3aa and 10a at the MIC caused filamentation and prolongation of the cells, a phenotypic response to FtsZ inactivation.

  DOI：

  10.1021/jm050920y