Ethyl 2-[3-acridin-9-ylpropanoyl-[2-[[2-(1,4,7,10-tetrazacyclododec-1-yl)acetyl]amino]ethyl]amino]acetate | 1257242-32-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: Ethyl 2-[3-acridin-9-ylpropanoyl-[2-[[2-(1,4,7,10-tetrazacyclododec-1-yl)acetyl]amino]ethyl]amino]acetate
• CAS: 1257242-32-2
• 化学式: C₃₂H₄₅N₇O₄
• 分子量: 591.754
• InChiKey: QNRZBZOQYSLAPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  43
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  128
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  Tritert-butyl 10-[2-[2-[3-acridin-9-ylpropanoyl-(2-ethoxy-2-oxoethyl)amino]ethylamino]-2-oxoethyl]-1,4,7,10-tetrazacyclododecane-1,4,7-tricarboxylate 在 盐酸 、 水 作用下， 以 乙醇 为溶剂， 反应 0.03h， 以77%的产率得到Ethyl 2-[3-acridin-9-ylpropanoyl-[2-[[2-(1,4,7,10-tetrazacyclododec-1-yl)acetyl]amino]ethyl]amino]acetate
  参考文献：
  名称：

  Synthesis, DNA binding and cleavage activity of macrocyclic polyamines bearing mono- or bis-acridine moieties

  摘要：

  Two acridine-pendant cyclen (1,4,7,10-tetraazacyclododecane) derivatives 1 and 2 were synthesized, and their DNA interactions have been systematically investigated by UV absorption, fluorescence titration, viscosity measurement, DNA melting and gel electrophoresis experiments. The results showed that acridine-cyclen derivatives could bind to DNA in intercalative mode, and bis-acridine 2 has higher DNA binding ability than that of mono-acridine 1. Moreover, both compounds exhibited preferential interactions with G-rich DNA sequences. Their copper(II) complexes could cleave DNA without the existence of other additives under physiological conditions through an oxidative pathway. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.08.051

文献信息

• Synthesis, DNA binding and cleavage activity of macrocyclic polyamines bearing mono- or bis-acridine moieties
  作者：Qiang Liu、Ji Zhang、Ming-Qi Wang、Da-Wei Zhang、Qiao-Sen Lu、Yu Huang、Hong-Hui Lin、Xiao-Qi Yu

  DOI：10.1016/j.ejmech.2010.08.051

  日期：2010.11

  Two acridine-pendant cyclen (1,4,7,10-tetraazacyclododecane) derivatives 1 and 2 were synthesized, and their DNA interactions have been systematically investigated by UV absorption, fluorescence titration, viscosity measurement, DNA melting and gel electrophoresis experiments. The results showed that acridine-cyclen derivatives could bind to DNA in intercalative mode, and bis-acridine 2 has higher DNA binding ability than that of mono-acridine 1. Moreover, both compounds exhibited preferential interactions with G-rich DNA sequences. Their copper(II) complexes could cleave DNA without the existence of other additives under physiological conditions through an oxidative pathway. (C) 2010 Elsevier Masson SAS. All rights reserved.