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2012 , Vol. 32 >Issue 04: 696 - 702

DOI: https://doi.org/10.6023/cjoc1112052

研究论文

聚乙烯胺类修饰萘酰亚胺衍生物的合成、DNA 键合行为和活性研究

  • 王克让 ,
  • 安红维 ,
  • 王月清 ,
  • 闫新豪 ,
  • 李锐 ,
  • 陈华 ,
  • 张平竹 ,
  • 李金梅 ,
  • 李小六 ,
  • 张金超
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  • a 河北省化学生物学重点实验室 河北大学化学与环境科学学院 保定 071002;
    b 保定市第一中心医院病理科 保定 071000;
    c 河北大学 药物化学与分子诊断省部共建教育部重点实验室 保定 071002

收稿日期: 2011-09-22

  修回日期: 2011-12-20

  网络出版日期: 2012-04-24

基金资助

科技部973 预研(No. 2010CB534913)、国家自然科学基金(Nos. 21002020, 21172051)、河北省自然科学基金(No. B2011201052)、河北省教育厅基金(No.2010106)和保定市科技局基金(No. 11ZF123)资助项目.

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Synthesis, DNA Binding Properties and Bioactivity of Naphthalimide Poly(ethylene imine) Conjugates

  • Wang Kerang ,
  • An Hongwei ,
  • Wang Yueqing ,
  • Yan Xinhao ,
  • Li Rui ,
  • Chen Hua ,
  • Zhang Pingzhu ,
  • Li Jinmei ,
  • Li Xiaoliu ,
  • Zhang Jinchao
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  • a Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002;
    b Department of Pathology, The First Central Hospital of Baoding, Baoding 071000;
    c Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of Ministry of Education, Hebei University, Baoding 071002

Received date: 2011-09-22

  Revised date: 2011-12-20

  Online published: 2012-04-24

Supported by

Project supported by the 973 Program (No. 2010CB534913), the National Natural Science Foundation of China (Nos. 21002020, 21172051), the Natural Science Foundation of Hebei Province (No. B2011201052), the Foundation of Hebei Education Department (No. 2010106) and the Foundation of Baoding Science and Technology Department (No. 11ZF123).

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摘要

合成了二乙烯三胺、三乙烯四胺和四乙烯五胺等低分子量聚乙烯胺类修饰的萘酰亚胺衍生物. 通过UV-Vis 谱、荧光光谱、圆二色谱和热变性试验研究了合成化合物与小牛胸腺DNA 的键合行为, 同时通过四甲基偶氮唑蓝(MTT)染色法研究了化合物对Bel-7402(人肝癌细胞)、HL-60(白血病细胞)、A549(人肺癌细胞)和Hela(人宫颈癌细胞)等细胞株的体外抗肿瘤活性, 化合物NI1 对A549 细胞显示良好的抑制活性, 优于阳性对照顺铂.

关键词： 萘酰亚胺; DNA 键合; 聚乙烯胺; 抗肿瘤

本文引用格式

王克让 , 安红维 , 王月清 , 闫新豪 , 李锐 , 陈华 , 张平竹 , 李金梅 , 李小六 , 张金超 . 聚乙烯胺类修饰萘酰亚胺衍生物的合成、DNA 键合行为和活性研究[J]. 有机化学, 2012 , 32(04) : 696 -702 . DOI: 10.6023/cjoc1112052

Abstract

A series of novel low molecular weight poly(ethylene imine) (diethylenetriamine, triethylenetetraamine and tetraethylenepentamine) modified naphthalimide derivatives at 4 position as the DNA binding agents were designed and synthesized. Their DNA binding properties were investigated by UV-Vis, fluorescence and circular dischroism (CD) spectroscopies and thermal denaturation experiment. Furthermore, the anticancer activity was evaluated against different tumor cell lines (human hepatocellular carcinoma Bel-7402, cells, human promyelocytic leukemia HL-60 cells, human lung cancer A549 cell, human cervical carcinoma Hela cell). Compound NI1 exhibited potent anticancer activity against A549 cell line with IC50 value of 3.16 μmol/L, which was better than the positive control drug (cisplatin).

Key words： naphthalimide; DNA binding; poly(ethylene imine); anticancer

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