7-N,N-dimethylglycyl-13-[3-(2-naphthyl)prop-2-enoyl]-10-deacetylbaccatin III

• 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-N,N-dimethylglycyl-13-[3-(2-naphthyl)prop-2-enoyl]-10-deacetylbaccatin III
• 英文别名: [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-9-[2-(dimethylamino)acetyl]oxy-1,12-dihydroxy-10,14,17,17-tetramethyl-15-[(E)-3-naphthalen-2-ylprop-2-enoyl]oxy-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• 化学式: C₄₆H₅₁NO₁₂
• 分子量: 809.91
• InChiKey: CSBARZRXMDCMLA-QYVIVGNJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  59
• 可旋转键数：
  13
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  175
• 氢给体数：
  2
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  (E)-3-(萘-2-基)丙烯酸 在 4-二甲氨基吡啶 、 氟化氢吡啶 、 达卡巴嗪 作用下， 以 二氯甲烷 、 甲苯 、 乙腈 为溶剂， 生成 7-N,N-dimethylglycyl-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

文献信息

• Targeting FtsZ for Antituberculosis Drug Discovery:  Noncytotoxic Taxanes as Novel Antituberculosis Agents
  作者：Qing Huang、Fumiko Kirikae、Teruo Kirikae、Antonella Pepe、Amol Amin、Laurel Respicio、Richard A. Slayden、Peter J. Tonge、Iwao Ojima

  DOI：10.1021/jm050920y

  日期：2006.1.1

  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.