1-(daunorubicin-3'-yl)-4-(daunorubicin-3'-N-ylcarbonyl)[1,2,3]triazole

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 蒽环类药物
• 英文名称: 1-(daunorubicin-3'-yl)-4-(daunorubicin-3'-N-ylcarbonyl)[1,2,3]triazole
• 英文别名: N,1-bis[(2S,3S,4S,6R)-6-[[(1S,3S)-3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-2,4-dihydro-1H-tetracen-1-yl]oxy]-3-hydroxy-2-methyloxan-4-yl]triazole-4-carboxamide
• 化学式: C₅₇H₅₆N₄O₂₁
• 分子量: 1133.09
• InChiKey: QSLFRJRDCDLVCK-FRJQAGDUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  82
• 可旋转键数：
  11
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  379
• 氢给体数：
  9
• 氢受体数：
  23

反应信息

• 作为产物：
  描述：

  柔红霉素 盐酸盐 在 4-二甲氨基吡啶 、 triethylphosphite copper(I) iodide complex 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 48.0h， 生成 1-(daunorubicin-3'-yl)-4-(daunorubicin-3'-N-ylcarbonyl)[1,2,3]triazole
  参考文献：
  名称：

  Syntheses and biological activity of bisdaunorubicins

  摘要：

  To study the length and flexibility of the linkers between two monomers of bisdaunorubicins for their activity against cancer cells, seven bisdaunorubicins were rationally designed and synthesized through click chemistry. Their cytotoxicity was tested in leukemia cells with MTS assay. The results showed that the compounds with short linkers exhibited higher activity than the compounds with long linkers, while the flexibility of the linker also contributed to their activity. These results indicated that the length and flexibility of the linkers between two monomers in bisdaunorubicins are very critical to maintain their activity against cancer cells. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.08.014

文献信息

• Syntheses and biological activity of bisdaunorubicins
  作者：Guisheng Zhang、Lanyan Fang、Lizhi Zhu、Duxin Sun、Peng George Wang

  DOI：10.1016/j.bmc.2005.08.014

  日期：2006.1

  To study the length and flexibility of the linkers between two monomers of bisdaunorubicins for their activity against cancer cells, seven bisdaunorubicins were rationally designed and synthesized through click chemistry. Their cytotoxicity was tested in leukemia cells with MTS assay. The results showed that the compounds with short linkers exhibited higher activity than the compounds with long linkers, while the flexibility of the linker also contributed to their activity. These results indicated that the length and flexibility of the linkers between two monomers in bisdaunorubicins are very critical to maintain their activity against cancer cells. (c) 2005 Elsevier Ltd. All rights reserved.