13-O-(三乙基硅烷基)浆果赤霉素III | 208406-86-4

• 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
• 中文名称: 13-O-(三乙基硅烷基)浆果赤霉素III
• 中文别名: 13-O-(三乙基硅)巴卡亭 III
• 英文名称: 13-Tes-baccatin III
• 英文别名: 13-O-(Triethylsilyl) Baccatin III；[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-15-triethylsilyloxy-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• CAS: 208406-86-4
• 化学式: C₃₇H₅₂O₁₁Si
• 分子量: 700.899
• InChiKey: NKNHZPLYHAABLP-UZBMNOCMSA-N

物化性质

• 熔点：
  190-192°C (dec.)
• 沸点：
  721.5±60.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、乙酸乙酯（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  4.68
• 重原子数：
  49
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  155
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  13-O-(三乙基硅烷基)浆果赤霉素III 在 N-碘代丁二酰亚胺 、 乙酸酐 、 氟化氢吡啶 、 4,4'-二氨基二苯乙烯-2,2'-二磺酸 、 肼 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-acetoxy-4-(fluoromethoxy)-6,9,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-12-yl benzoate
  参考文献：
  名称：

  Orally active docetaxel analogue

  摘要：

  To improve cytotoxicity of 10-deoxy-10-C-morpholinoethyl docetaxel analogues against various turner cell lines including resistant cells expressing P-glycoprotein (P-gp), we modified the 7-hydroxyl group to hydrophobic groups (methoxy, deoxy, 6,7-olefin, alpha -F, 7-beta -8-beta -methano, fluoromethoxy). Among these analogues. the 7-methoxy analogue showed the strongest cytotoxicity. This analogue showed potent activity against B16 melanoma BL6 in a vivo by oral administration. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00682-x
• 作为产物：
  描述：

  7,13-二-O-(三乙基硅烷基)浆果赤霉素III 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 以80%的产率得到13-O-(三乙基硅烷基)浆果赤霉素III
  参考文献：
  名称：

  Orally active docetaxel analogue

  摘要：

  To improve cytotoxicity of 10-deoxy-10-C-morpholinoethyl docetaxel analogues against various turner cell lines including resistant cells expressing P-glycoprotein (P-gp), we modified the 7-hydroxyl group to hydrophobic groups (methoxy, deoxy, 6,7-olefin, alpha -F, 7-beta -8-beta -methano, fluoromethoxy). Among these analogues. the 7-methoxy analogue showed the strongest cytotoxicity. This analogue showed potent activity against B16 melanoma BL6 in a vivo by oral administration. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00682-x

文献信息

• Orally active docetaxel analogue
  作者：Shin Iimura、Kouichi Uoto、Satoru Ohsuki、Jun Chiba、Toshiharu Yoshino、Michio Iwahana、Takeshi Jimbo、Hirofumi Terasawa、Tsunehiko Soga

  DOI：10.1016/s0960-894x(00)00682-x

  日期：2001.2

  To improve cytotoxicity of 10-deoxy-10-C-morpholinoethyl docetaxel analogues against various turner cell lines including resistant cells expressing P-glycoprotein (P-gp), we modified the 7-hydroxyl group to hydrophobic groups (methoxy, deoxy, 6,7-olefin, alpha -F, 7-beta -8-beta -methano, fluoromethoxy). Among these analogues. the 7-methoxy analogue showed the strongest cytotoxicity. This analogue showed potent activity against B16 melanoma BL6 in a vivo by oral administration. (C) 2001 Elsevier Science Ltd. All rights reserved.