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Synthesis, Characterization, DNA Binding, Cleavage, Antibacterial, In vitro Anticancer and Molecular Docking Studies of Ni(II), Cu(II) and Zn(II) Complexes of 3,4,5-Trimethoxy-N-(3-Hydroxy-5-(Hydroxymethyl)-2-Methylpyridin-4-yl)methylene)Benzohydrazide
Arabian Journal for Science and Engineering ( IF 2.6 ) Pub Date : 2021-04-08 , DOI: 10.1007/s13369-021-05562-2
Kavitha Ramdas , Ch. Venkata Ramana Reddy , B. Sireesha

The Schiff base ligand (L), 3,4,5-Trimethoxy-N-((3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl)methylene)benzohydrazide (PLTMBH) was prepared by condensation of pyridoxal and 3,4,5-Trimethoxybenzohydrazide. The metal complexes of the ligand with Ni(II), Cu(II) and Zn(II) ions (M) were synthesized. The complexes were characterized by various spectroscopic IR, 1H-NMR, UV, LC–MS and ESR studies and analytical methods as elemental analysis, thermal analysis, molar conductance and magnetic susceptibility measurements. Based on the results, the complexes were assigned distorted octahedral geometry with a metal-to-ligand ratio, 1:2 (ML2). The interaction of the metal complexes with calf thymus (CT) DNA was investigated by electronic absorption and fluorescence emission spectra, viscosity measurements and molecular docking studies. The electronic and fluorescence spectra indicated that the metal complexes can bind to DNA with binding constant (Kb) of 0.819 × 104, 1.014 × 104and 0.427 × 104 M−1 for Ni(II), Cu(II) and Zn(II) complexes, respectively. The viscosity studies suggested groove mode of binding of the complexes with CT DNA. The docking studies of metal complexes with DNA were performed to assess possible mode of interaction, which also supported groove mode of binding for all the complexes. The complexes also showed significant cleavage ability of plasmid pBR322 DNA. The metal complexes showed good antibacterial activity, while the ligand showed moderate activity. The in vitro anticancer assay for the Ni(II) and Cu(II) complexes was performed by standard MTT assay method, against HeLa-Human cervical carcinoma cells, MCF-7-Human breast carcinoma cells and A549-Human lung carcinoma cells. The study indicated appreciable anticancer activity of the complexes.



中文翻译:

3,4,5-三甲氧基-N-(3-羟基- 5-(羟甲基)-2-甲基吡啶-4-基)亚甲基)苯甲酰肼

通过吡ido醛缩合制备席夫碱配体(L),3,4,5-三甲氧基-N-((3-羟基-5-(羟甲基)-2-甲基吡啶-4-基)亚甲基)苯并酰肼(PLTMBH)和3,4,5-三甲氧基苯甲酰肼。合成了配体与Ni(II),Cu(II)和Zn(II)离子(M)的金属配合物。通过各种光谱红外,1 H-NMR,UV,LC-MS和ESR研究以及分析方法(如元素分析,热分析,摩尔电导和磁化率测量)对复合物进行了表征。根据结果​​,以金属与配体的比例为1:2(ML 2)。通过电子吸收和荧光发射光谱,粘度测量和分子对接研究,研究了金属络合物与小牛胸腺(CT)DNA的相互作用。电子光谱和荧光光谱表明金属络合物可以与DNA结合与结合常数(K b的0.819×10)4,1.014×10 4和0.427×10 4 中号-1分别用于Ni(II),Cu(II)和Zn(II)配合物。粘度研究表明复合物与CT DNA结合的凹槽模式。进行了金属配合物与DNA的对接研究,以评估可能的相互作用方式,这也支持所有配合物的凹槽结合方式。该复合物还显示出质粒pBR322 DNA的显着切割能力。金属配合物显示出良好的抗菌活性,而配体显示出适度的活性。通过标准MTT分析方法对Ni(II)和Cu(II)配合物进行体外抗癌分析,以针对HeLa-人宫颈癌细胞,MCF-7-人乳腺癌细胞和A549-人肺癌细胞。研究表明该复合物具有明显的抗癌活性。

更新日期:2021-04-09
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