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Synthesis, molecular structure and electrochemical properties of nickel(II) benzhydrazone complexes: influence of ligand substitution on DNA/protein interaction, antioxidant activity and cytotoxicity

机译:镍(II)苯甲酸镍复合物的合成,分子结构和电化学性质:配体取代对DNA /蛋白相互作用,抗氧化活性和细胞毒性的影响

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摘要

A series of new nickel(II) benzhydrazone complexes having the general formula [Ni(L)2] (where L = thiophene aldehyde benzhydrazone) have been synthesized via the reaction of Ni(OAc)(2)center dot 4H(2)O with 2 equivalents of benzhydrazone ligands in a DMF/ethanol medium. The complexes have been characterized by analytical, spectral (FT-IR, UV-vis, NMR and ESI-mass) and single-crystal X-ray crystallography methods. All the complexes exhibit quasi-reversible one-electron reduction responses (Ni-II-Ni-I) within the E1/2 range from -0.71 to -0.77 V versus SCE. The structure of one of the complexes has been determined by a single-crystal X-ray diffraction study, which shows that coordination of the benzhydrazone ligands to the nickel occurs via azomethine nitrogen and imidolate oxygen atoms as monobasic bidentate donors with two units of the ligand in a square-planar geometry. The DNA-binding interactions of the complexes with calf thymus DNA have been investigated by absorption, emission, electrochemical, circular dichroism and viscosity measurements, which revealed that the complexes could interact with DNA via intercalation. The protein-binding interactions of the complexes with BSA were investigated by UV-vis, fluorescence and synchronous fluorescence methods, which indicated that stronger binding of the complexes with BSA and a static quenching mechanism was observed. Moreover, the potential for free-radical scavenging of all the complexes was also determined using DPPH, hydroxyl and nitric oxide radicals under in vitro conditions. Furthermore, the cytotoxicity of all the complexes was examined in vitro on the human cervical cancer cell line HeLa, MCF-7 and the normal mouse embryonic fibroblast cell line NIH-3T3 under identical conditions and they exhibited good IC50 values. These values were further supported by a neutral red uptake assay using HeLa cell lines. AO-EB/DAPI staining assays and flow cytometry analysis revealed that the complexes induce cell death only by apoptosis.
机译:通过Ni(OAC)(2)中心点4h(2)o的反应合成了具有通式[Ni(L)2](其中L =硫噻吩醛苯并肼)的一系列新的镍(II)苯二苯基络合物。在DMF /乙醇培养基中用2当量的苯甲酰苯配体。该配合物的特征在于分析,光谱(FT-IR,UV-Vis,NMR和ESI质量)和单晶X射线晶体学方法。所有复合物在E1 / 2范围内表现出准可逆的单电子还原响应(Ni-II-Ni-I),从-0.71至-0.77 V与SCE相比。其中一种配合物的结构已经通过单晶X射线衍射研究确定,其表明,苯甲酸苯并肼配体与镍的配位通过唑甲磺酸氮和酰亚胺酸酯氧原子作为单碳基二齿供体,其具有两个单位的配体。在方形平面几何形状中。通过吸收,发射,电化学,圆形二色性和粘度测量来研究与CALF胸腺DNA的络合物的DNA结合相互作用,透露复合物可以通过插入与DNA与DNA相互作用。通过UV-VI,荧光和同步荧光方法研究了与BSA的络合物的蛋白质结合相互作用,表明观察到络合物与BSA的络合物更强结合和静态猝灭机理。此外,在体外条件下使用DPPH,羟基和一氧化氮基团也测定所有复合物的自由基清除的可能性。此外,在相同的条件下,在人宫颈癌细胞系Hela,MCF-7和正常小鼠胚胎成纤维细胞系NIH-3T3上体外进行细胞毒性。它们表现出良好的IC50值。使用HeLa细胞系通过中性的红色摄取测定进一步支持这些值。 AO-EB / DAPI染色测定和流式细胞术分析表明,综合体仅通过凋亡诱导细胞死亡。

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  • 来源
    《RSC Advances》 |2015年第123期|共17页
  • 作者单位

    Bharathidasan Univ Sch Chem Tiruchchirappalli 620024 Tamil Nadu India;

    Bharathidasan Univ Sch Chem Tiruchchirappalli 620024 Tamil Nadu India;

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  • 正文语种 eng
  • 中图分类 化学;
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