2-[2-(Dimethylamino)ethyl]-6-(5-hydroxypentylamino)benzo[de]isoquinoline-1,3-dione | 1357258-29-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 2-[2-(Dimethylamino)ethyl]-6-(5-hydroxypentylamino)benzo[de]isoquinoline-1,3-dione
• CAS: 1357258-29-7
• 化学式: C₂₁H₂₇N₃O₃
• 分子量: 369.464
• InChiKey: IPIFEVPDFIVBOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  72.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-溴-1,8-萘二甲酸酐 以 2-methoxymethanol 、 乙醇 为溶剂， 反应 7.0h， 生成 2-[2-(Dimethylamino)ethyl]-6-(5-hydroxypentylamino)benzo[de]isoquinoline-1,3-dione
  参考文献：
  名称：

  DNA binding and anticancer activity of naphthalimides with 4-hydroxyl-alkylamine side chains at different lengths

  摘要：

  A series of novel naphthalimide derivatives modified with various hydroxyl-alkylamines at 4-position have been synthesized. Their DNA binding properties were investigated by UV-Vis, fluoescence, and circular dichroism (CD) spectroscopies and thermal denaturation. The results showed that compounds 3a-e as the DNA intercalator exhibited middle binding affinities with Ct-DNA. The anticancer activities of 3a-e were preliminarily evaluated, compounds 3c and 3e exhibited potent anticancer activities against Bel-7402 cell line with IC50 values of 5.57 and 9.17 mu M, respectively. More interestingly, enhancement of the fluorescence emission was found in the complexes of 3a-e with Ct-DNA, especially for 3c. This would make these compounds as potential DNA staining agents. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.018

文献信息

• DNA binding and anticancer activity of naphthalimides with 4-hydroxyl-alkylamine side chains at different lengths
  作者：Kerang Wang、Yueqing Wang、Xinhao Yan、Hua Chen、Gang Ma、Pingzhu Zhang、Jinmei Li、Xiaoliu Li、Jinchao Zhang

  DOI：10.1016/j.bmcl.2011.12.018

  日期：2012.1

  A series of novel naphthalimide derivatives modified with various hydroxyl-alkylamines at 4-position have been synthesized. Their DNA binding properties were investigated by UV-Vis, fluoescence, and circular dichroism (CD) spectroscopies and thermal denaturation. The results showed that compounds 3a-e as the DNA intercalator exhibited middle binding affinities with Ct-DNA. The anticancer activities of 3a-e were preliminarily evaluated, compounds 3c and 3e exhibited potent anticancer activities against Bel-7402 cell line with IC50 values of 5.57 and 9.17 mu M, respectively. More interestingly, enhancement of the fluorescence emission was found in the complexes of 3a-e with Ct-DNA, especially for 3c. This would make these compounds as potential DNA staining agents. (C) 2011 Elsevier Ltd. All rights reserved.