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

doi:10.6023/cjoc1112052

Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (04): 696-702.DOI: 10.6023/cjoc1112052 Previous Articles Next Articles

Articles

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^a,c, 安红维^a, 王月清^a, 闫新豪^a, 李锐^a, 陈华^a, 张平竹^a, 李金梅^b,c, 李小六^a,c, 张金超^a

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 发布日期:2012-04-24
通讯作者: 李小六 E-mail:lixl@hbu.edu.cn
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.

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

Wang Kerang^a,c, An Hongwei^a, Wang Yueqing^a, Yan Xinhao^a, Li Rui^a, Chen Hua^a, Zhang Pingzhu^a, Li Jinmei^b,c, Li Xiaoliu^a,c, Zhang Jinchao^a

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:2011-09-22 Revised:2011-12-20 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).

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

Cite this article

Wang Kerang, An Hongwei, Wang Yueqing, Yan Xinhao, Li Rui, Chen Hua, Zhang Pingzhu, Li Jinmei, Li Xiaoliu, Zhang Jinchao. Synthesis, DNA Binding Properties and Bioactivity of Naphthalimide Poly(ethylene imine) Conjugates[J]. Chin. J. Org. Chem., 2012, 32(04): 696-702.

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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

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

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