| 1469888-61-6

• CAS: 1469888-61-6
• 化学式: C₅₄H₆₁NO₁₅
• 分子量: 964.076
• InChiKey: HOULVLKVNZYKHN-MKUUJWDVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.03
• 重原子数：
  70.0
• 可旋转键数：
  14.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  227.36
• 氢给体数：
  3.0
• 氢受体数：
  15.0

反应信息

• 作为产物：
  描述：

  5-甲基-4-己烯酸 、 紫杉醇 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以62%的产率得到
  参考文献：
  名称：

  Novel Isoprenoyl Nanoassembled Prodrug for Paclitaxel Delivery

  摘要：

  A new paclitaxel (Ptx) prodrug was designed by coupling a single terpene unit (MIP) to the hydroxyl group in position 2' of the drug molecule. Using a squalene derivative of polyethylene glycol (SQ-PEG) as surface active agent, the resulting bioconjugate (PtxMIP) self-assembled in water leading to the formation of stable nanoparticles (PtxMIP_SQ:PEG NPs) with an impressively high drug loading (82%). In vivo, the anticancer activity of this novel Ptx nanoassembled prodrug was compared to the conventional Cremophor-containing formulation (Taxol) on a murine model of breast cancer lung metastasis induced by intravenous injection of 4T1 tumor cells, genetically modified to stably express firefly luciferase. Cell growth was assessed noninvasively by bioluminescence imaging (BLI) which enabled monitoring tumor metastatic burden in the same animals. PtxMIP_SQ-PEG nanoparticles slowed metastatic spread and were better tolerated than the Cremophor-containing formulation (i.e., free drug), thus demonstrating the potential of terpene-based nanoassembled prodrugs in the improvement of the therapeutic index of Ptx in balb/c mice.

  DOI：

  10.1021/bc400210x