Citation: Ke-Rang Wang, Feng Qian, Xiao-Man Wang, Guan-Hai Tan, Rui-Xue Rong, Zhi-Ran Cao, Hua Chen, Ping-Zhu Zhang, Xiao-Liu Li. Cytotoxic activity and DNA binding of naphthalimide derivatives with amino acid and dichloroacetamide functionalizations[J]. Chinese Chemical Letters, ;2014, 25(7): 1087-1093. doi: 10.1016/j.cclet.2014.04.020 shu

Cytotoxic activity and DNA binding of naphthalimide derivatives with amino acid and dichloroacetamide functionalizations

Ke-Rang Wang ^a,b,, ,
Feng Qian ^a ,
Xiao-Man Wang ^c ,
Guan-Hai Tan ^a ,
Rui-Xue Rong ^c ,
Zhi-Ran Cao ^c ,
Hua Chen ^a,b ,
Ping-Zhu Zhang ^a,b ,
Xiao-Liu Li ^a,b,,

1.
a Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China;
2.
b Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of Ministry of Education, Hebei University, Baoding 071002, China;
3.
c Department of Immunology, School of Basic Medical Science, Hebei University, Baoding 071002, China

Corresponding author: Ke-Rang Wang, Xiao-Liu Li,
Received Date: 5 March 2014
Available Online: 9 April 2014
Fund Project: the Foundation of Hebei Education Department (No. YQ2013006). (No. B2012201041)

A series of novel naphthalimide derivatives modified by amino acids and their dichloroacetamide derivatives at the 3-position have been synthesized. Their cytotoxic activities were preliminarily evaluated against Hela, A549 and K562 cells, which showed that the length of the side chains of the amino acids influenced the cytotoxic activities. Moreover, compound 7d showed a very good cytotoxic activity against A549 cells with an IC₅₀ value of 4.78 mmol L^-1. Furthermore, the UV-vis, fluorescence, and circular dichroism (CD) spectroscopies and thermal denaturation experiment indicated that compounds 6a, 6d and 7a, 7d, as DNA intercalators, exhibited binding affinities with calf-thymus DNA (Ct-DNA).
- Naphthalimide,
- Dichloroacetamide,
- Cytotoxic activity,
- DNA binding
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