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

doi:10.6023/cjoc201301008

Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (07): 1514-1521.DOI: 10.6023/cjoc201301008 Previous Articles Next Articles

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萘酰亚胺-多胺缀合物的合成、生物活性和荧光光谱

田智勇^a, 苏雷朋^a, 谢松强^a, 赵瑾^a,b, 王超杰^a,b

a 河南大学化学生物学研究所开封 475004;
b 河南大学天然药物与免疫工程重点实验室开封 475004

收稿日期:2013-01-04 修回日期:2013-01-31 发布日期:2013-02-05
通讯作者: 王超杰 E-mail:wcjsxq@henu.edu.cn
基金资助:
中国博士后科学基金(No. 20110490991);河南省自然科学(No. 112300410181);河南省科技攻关(No. 132102310026)和河南省教育厅自然科学基金(No. 2011B3500001)资助项目.

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

Tian Zhiyong^a, Su Leipeng^a, Xie Songqiang^a, Zhao Jin^a,b, Wang Chaojie^a,b

a Institute of Chemical Biology, Henan University, Kaifeng 475004;
b Key Laboratory of Natural Medicine and Immuno-Engineering, Henan University, Kaifeng 475004

Received:2013-01-04 Revised:2013-01-31 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).

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

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Tian Zhiyong, Su Leipeng, Xie Songqiang, Zhao Jin, Wang Chaojie. Synthesis, Biological Activitity and Fluorescence Spectroscopy of Naphthalimide-polyamine Conjugates[J]. Chin. J. Org. Chem., 2013, 33(07): 1514-1521.

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萘酰亚胺-多胺缀合物的合成、生物活性和荧光光谱

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

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