The effect of metal and substituent on DNA binding, cleavage activity, and cytotoxicity of new synthesized Schiff base ligands and Zn(II) complex

被引:25
|
作者
Asadi, Zahra [1 ]
Nasrollahi, Neda [1 ]
机构
[1] Shiraz Univ, Dept Chem, Fac Sci, Shiraz 71454, Iran
关键词
Metal-based drugs; Zn(II); Schiff base; DNA; CALF THYMUS DNA; COPPER(II) COMPLEXES; MOLECULAR DOCKING; ANTITUMOR-ACTIVITY; CELLULAR UPTAKE; COORDINATION; CU(II); PALLADIUM(II); DERIVATIVES; NICKEL(II);
D O I
10.1016/j.molstruc.2017.06.137
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
New water soluble Schiff base ligands [N,N'-bis(5-[(triphenylphosphonium percholorate)-methyl]sali-cylidine)-1,3-diamino-2-propanol] (L-1) and [N,N'-bis(salicylidine)-1,3-diamino-2-propanol] (L-2) and zinc (II) complex of L-1: [N,N'-bis{5-[(triphenylphosphonium percholorate)-methyl]salicylidine)-1,3-diamino-2-propanoWn(II) were synthesized and characterized by elemental analysis, FT-R, (HNMR)-H-1 and UV-Vis spectroscopy. In vitro DNA binding of the compounds were investigated by UV-Vis absorption spectroscopy, viscosity measurement, cyclic voltammetry, fluorescence spectroscopy, and gel electrophoresis. The present study aimed to investigate the effect of metal and substituent on DNA binding, cleavage activity and cytotoxicity of new synthesized Schiff base ligands and Zn(II) complex. The order of DNA binding affinity (K-b) calculated from the absorption spectroscopy was: ZnL1 > L-2 > L-1. Molecular docking studies explore more details on the mode of binding and binding energies. Although the compounds revealed strong DNA binding affinity but electrophoresis studies don't show any effects on the DNA structure and single or double strand breaks. The cytotoxicity experiments against human Hepatoma (HepG2) showed the order: L-1 > ZnL1 > L-2. (C) 2017 Elsevier B.V. All rights reserved.
引用
收藏
页码:582 / 593
页数:12
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