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Molecules 2018, 23(2), 266; doi:10.3390/molecules23020266

Synthesis, DNA Binding, and Anticancer Properties of Bis-Naphthalimide Derivatives with Lysine-Modified Polyamine Linkers

1
Key Laboratory of Hui Ethnic Medicine Modernization, Ministry of Education, Ningxia Engineering and Technology Research Centre of Hui Medicine Modernization, College of Pharmacy, Ningxia Medical University, Yinchuan 750004, China
2
College of Public Health, Ningxia Medical University, Yinchuan 750004, China
3
Rongchang Campus, Southwest University, Chongqing 402460, China
*
Authors to whom correspondence should be addressed.
Received: 28 December 2017 / Revised: 15 January 2018 / Accepted: 16 January 2018 / Published: 29 January 2018
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Abstract

A series of bis-naphthalimide derivatives with different diamine linkers were designed and synthesized. All of the synthesized bis-naphthalimide derivatives were characterized by NMR and HRMS spectra. The binding ability between the compounds and CT DNA was evaluated by using UV–Vis titration experiments. The bis-naphthalimide compound with an ethylenediamine linker showed the largest binding constant with CT DNA. Hence, it was used as the model compound to study the DNA binding selectivity by UV–Vis titration aiming at different DNA duplexes. As a result, this compound showed binding preference to AT-rich duplexes. The DNA binding modes of the compounds were also measured by viscosity titration. The cytotoxicity of the compounds was evaluated by MTT assay. Compounds with 1,6-diaminohexane or 1,4-phenylenedimethanamine linkers showed higher cytotoxicity compared with other bis-naphthalimide derivatives. View Full-Text
Keywords: bis-naphthalimide derivatives; DNA binding; cytotoxicity bis-naphthalimide derivatives; DNA binding; cytotoxicity
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Huang, Y.; Wu, C.-X.; Song, Y.; Huang, M.; Tian, D.-N.; Yang, X.-B.; Fan, Y.-R. Synthesis, DNA Binding, and Anticancer Properties of Bis-Naphthalimide Derivatives with Lysine-Modified Polyamine Linkers. Molecules 2018, 23, 266.

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