2. Academic Validation
  3. Synthesis, anticancer activity and DNA-binding properties of novel 4-pyrazolyl-1,8-naphthalimide derivatives

Synthesis, anticancer activity and DNA-binding properties of novel 4-pyrazolyl-1,8-naphthalimide derivatives

  • Bioorg Med Chem Lett. 2014 Jan 15;24(2):586-90. doi: 10.1016/j.bmcl.2013.12.014.
Shenghui Li 1,  Shengjie Xu 2,  Yonghe Tang 2,  Shan Ding 2,  Jinchao Zhang 3,  Shuxiang Wang 4,  Guoqiang Zhou 2,  Chuanqi Zhou 5,  Xiaoliu Li 4
Affiliations

Affiliations

  • 1 Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China; Key Laboratory of Medicinal Chemistry and Molecular Diagnosis, Ministry of Education, Hebei University, Baoding 071002, China. Electronic address: lish@hbu.edu.cn.
  • 2 Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China.
  • 3 Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China; Key Laboratory of Medicinal Chemistry and Molecular Diagnosis, Ministry of Education, Hebei University, Baoding 071002, China. Electronic address: jczhang@126.com.
  • 4 Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China; Key Laboratory of Medicinal Chemistry and Molecular Diagnosis, Ministry of Education, Hebei University, Baoding 071002, China.
  • 5 Key Laboratory of Medicinal Chemistry and Molecular Diagnosis, Ministry of Education, Hebei University, Baoding 071002, China.
PMID: 24370011 DOI: 10.1016/j.bmcl.2013.12.014
Abstract

A novel series of 4-pyrazolyl-1,8-naphthalimide derivatives have been designed and facilely synthesized. For Anticancer activity in vitro, most of the compounds were found to be more toxic against human mammary Cancer cells (MCF-7) than human cervical carcinoma cells (Hela) and human lung Cancer cells (A549). Compounds 4i, 4h, 4b and 4a showed improved cytotoxic activity against MCF-7 cells over amonafide, in particular compounds 4i and 4h, the IC50 values of which against cell lines of MCF-7 were 0.51 μM and 0.79 μM, respectively. The DNA-binding properties of 4i were investigated by UV-vis, fluorescence, and Circular Dichroism (CD) spectroscopies and thermal denaturation. The results indicated that compound 4i as the DNA-intercalating agent exhibited middle binding affinity with CT-DNA.

Keywords

Anticancer; DNA-binding; Naphthalimides; Pyrazole.

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