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Chinese Journal of Organic Chemistry >

2013 , Vol. 33 >Issue 07: 1514 - 1521

DOI: https://doi.org/10.6023/cjoc201301008

Articles

Synthesis, Biological Activitity and Fluorescence Spectroscopy of Naphthalimide-polyamine Conjugates

  • Tian Zhiyong ,
  • Su Leipeng ,
  • Xie Songqiang ,
  • Zhao Jin ,
  • Wang Chaojie
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  • a Institute of Chemical Biology, Henan University, Kaifeng 475004;
    b Key Laboratory of Natural Medicine and Immuno-Engineering, Henan University, Kaifeng 475004

Received date: 2013-01-04

  Revised date: 2013-01-31

  Online published: 2013-02-05

Supported by

Project supported by the China Postdoctoral Science Foundation Funded Project (No. 20110490991), the Natural Science Foundation of Henan Province (No. 112300410181), the Henan Provincial Programs for Science and Technology Development (No. 132102310026) and the Natural Science Foundation of Education Department of Henan Province (No. 2011B3500001).

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Abstract

Nine novel naphthalimide-polyamine conjugates were synthesized and their structures were confirmed by elemental analysis, 1H NMR, 13C NMR and MS techniques. Their antitumor activities in vitro using MTT[3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide] assay were assessed on leukemia cells (K562), human breast cancer cells (MB-231) and human hepatoma cells (7721). The results showed that most of them exhibited antitumor activities. Especially, compound 5a was better than amonafide which has been in phase III clinical trials. Fluorescence data revealed that the fluorescence quenching of herring sperm DNA-EB complex by compound 5a was a static quenching type and naphthalimide-polyamine conjugates intercalate into the DNA base pairs.

Key words： naphthalimide; polyamine conjugates; synthesis; antitumor activity; fluorescence spectroscopy

Cite this article

Tian Zhiyong , Su Leipeng , Xie Songqiang , Zhao Jin , Wang Chaojie . Synthesis, Biological Activitity and Fluorescence Spectroscopy of Naphthalimide-polyamine Conjugates[J]. Chinese Journal of Organic Chemistry, 2013 , 33(07) : 1514 -1521 . DOI: 10.6023/cjoc201301008

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