4-deacetyl-4-(3-carboxypropanoyl)-3'-desphenyl-3'-(m-hydroxyphenyl)-7-TES-2'-TIPS-paclitaxel | 817207-64-0

• 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-deacetyl-4-(3-carboxypropanoyl)-3'-desphenyl-3'-(m-hydroxyphenyl)-7-TES-2'-TIPS-paclitaxel
• CAS: 817207-64-0
• 化学式: C₆₄H₈₇NO₁₇Si₂
• 分子量: 1198.56
• InChiKey: IJYNTBXPJWFGRG-TYJGRXDOSA-N

物化性质

• 沸点：
  1062.1±65.0 °C(predicted)
• 密度：
  1.24±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.52
• 重原子数：
  84.0
• 可旋转键数：
  23.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  256.82
• 氢给体数：
  4.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  4-deacetyl-4-(3-carboxypropanoyl)-3'-desphenyl-3'-(m-hydroxyphenyl)-7-TES-2'-TIPS-paclitaxel 在 吡啶 、 2,4,6-三氯苯甲酰氯 、 氢氟酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.5h， 生成
  参考文献：
  名称：

  Syntheses and bioactivities of macrocyclic paclitaxel bis-lactones

  摘要：

  Five macrocyclic paclitaxel bis-lactones and their corresponding open chain taxoids were synthesized as models of the tubulin-binding conformation of paclitaxel. Macrocyclic lactones with a 19-21-membered ring underwent isomerization to form smaller rings. The lactones were evaluated for cytotoxicity and tubulin-polymerization ability. All five macrocyclic paclitaxel lactones were active, but less so than paclitaxel, while the rearranged macrocyclic lactones and the corresponding open-chain taxoids were much less active or inactive. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.09.002
• 作为产物：
  描述：

  4-deacetyl-4-(3-carboxypropanoyl)-3'-desphenyl-3'-(m-benzyloxyphenyl)-7-TES-2'-TIPS-paclitaxel 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 48.0h， 以73%的产率得到4-deacetyl-4-(3-carboxypropanoyl)-3'-desphenyl-3'-(m-hydroxyphenyl)-7-TES-2'-TIPS-paclitaxel
  参考文献：
  名称：

  Syntheses and bioactivities of macrocyclic paclitaxel bis-lactones

  摘要：

  Five macrocyclic paclitaxel bis-lactones and their corresponding open chain taxoids were synthesized as models of the tubulin-binding conformation of paclitaxel. Macrocyclic lactones with a 19-21-membered ring underwent isomerization to form smaller rings. The lactones were evaluated for cytotoxicity and tubulin-polymerization ability. All five macrocyclic paclitaxel lactones were active, but less so than paclitaxel, while the rearranged macrocyclic lactones and the corresponding open-chain taxoids were much less active or inactive. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.09.002