| 944454-50-6

• CAS: 944454-50-6
• 化学式: C₅₁H₆₇NO₁₄Si
• 分子量: 946.177
• InChiKey: XYBYDHQVFUKGBG-LYYORSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.42
• 重原子数：
  67.0
• 可旋转键数：
  12.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  210.29
• 氢给体数：
  3.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  在 吡啶 、 咪唑 、 氢氟酸 、 苄基三甲基氢氧化铵 、 4-吡咯烷基吡啶 、 一水合肼 、 N,N'-二环己基碳二亚胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 甲苯 、 乙腈 为溶剂， 反应 27.17h， 生成 2'-O-(t-butyldimethylsilyl)-2-debenzoyl-2-m-N3-10-O-trimethylsilyl-10-deacetylcephalomannine
  参考文献：
  名称：

  Effects of C7 substitutions in a high affinity microtubule-binding taxane on antitumor activity and drug transport

  摘要：

  Some C-7 modified analogs of 3, a taxane with high affinity for binding to microtubules, were prepared through multistep transformations. Most of the analogs, bearing less lipophilic C-7 substituents than propionyl in 3, exhibited comparable binding affinities to microtubules but less cytotoxicity against drug-sensitive as well as multidrug-resistant tumor cells overexpressing P-glycoprotein. In addition, these C7 modifications increased P-glycoprotein-mediated drug transport in both directions in a Caco-2 cell assay. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.034
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 、 三尖杉宁碱 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Isolation, identification, semi-synthesis of aziditaxel derivatives and their biological evaluation

  摘要：

  Two new taxoids (5 and 6) were obtained by isolating impurities in aziditaxel, and their structures were characterized based on data analysis of H-1 NMR, C-13 NMR, HPLC-MS, and through comparison with literature. In order to test their cytotoxicities against human nonsmall lung cancer cell lines (A549), sufficient amounts of compounds 5 and 6 were obtained by semi-synthesis and both of them showed equipotent cytotoxiesty compared with taxol, docetaxel, and aziditaxel.

  DOI：

  10.1080/10286020.2012.672322

文献信息

• Synthesis and biological activities of high affinity taxane-based fluorescent probes
  作者：Xuan Li、Isabel Barasoain、Ruth Matesanz、J. Fernando Díaz、Wei-Shuo Fang

  DOI：10.1016/j.bmcl.2008.12.018

  日期：2009.2

  Three fluorescent probes 3a, 3b, and 4 have been synthesized through conjugation of fluorescein and difluorescein groups to the 7-OH of C-2 modified paclitaxel and cephalomannine derivatives with very high affinity to microtubules. All these probes exhibited potent tubulin assembly promotion and tumor cell killing activities, thus may be useful as tools for the determination of thermodynamic parameters and exploration of ligand-microtubule interactions. (C) 2008 Elsevier Ltd. All rights reserved.