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(3E)-3-[(2-{(E)-[1-(2,4-二羟基苯基)亚乙基]氨基}乙基)亚氨基]-1-苯基丁-1-酮席夫碱的金属(II)配合物的合成、表征及生物学研究

Synthesis, Characterization and Biological Studies of Metal(II) Complexes of (3E)-3-[(2-{(E)-[1-(2,4-Dihydroxyphenyl) ethylidene]amino}ethyl)imino]-1-phenylbutan-1-one Schiff Base.

作者信息

Ejidike Ikechukwu P, Ajibade Peter A

机构信息

Department of Chemistry, Faculty of Science and Agriculture, University of Fort Hare, P.B. X1314, Alice 5700, South Africa.

出版信息

Molecules. 2015 May 27;20(6):9788-802. doi: 10.3390/molecules20069788.

Abstract

Co(II), Ni(II), Zn(II) and Cu(II) complexes of (3E)-3-[(2-{(E)-[1-(2,4-dihydroxyphenyl)ethylidene]amino}ethyl)imino]-1-phenylbutan-1-one (DEPH2) derived from ethylenediamine, 2',4'-dihydroxyacetophenone and 1-phenylbutane-1,3-dione have been synthesized and characterized by elemental analysis, FTIR, UV-Visible spectroscopy, and screened to establish their potential as antibacterial agents, antioxidants and DPPH radical scavengers. The FTIR spectra showed that the ligand behaves as a dibasic tetradentate ligand with the dioxygen-dinitrogen donor atom system oriented towards the central metal ion. The analytical and spectroscopic data suggest a square planar geometry for Cu(II) and Ni(II) complexes and an octahedral geometry for the Co(II) complex. The ligand and their metal complexes were screened for antibacterial activity against Gram (+) and Gram (-) bacteria by the agar well diffusion method. In addition, the antioxidant activities of the complexes were also investigated through their scavenging effect on DPPH and ABTS radicals. The obtained IC50 value of the DPPH activity for the copper complex (2.08 ± 0.47 µM) and that of the ABTS activity for the copper complex (IC50 = 2.11 + 1.69 µM) were higher than the values obtained for the other compounds.

摘要

由乙二胺、2',4'-二羟基苯乙酮和1-苯基丁烷-1,3-二酮衍生而来的(3E)-3-[(2-{(E)-[1-(2,4-二羟基苯基)亚乙基]氨基}乙基)亚氨基]-1-苯基丁烷-1-酮(DEPH2)的钴(II)、镍(II)、锌(II)和铜(II)配合物已被合成,并通过元素分析、傅里叶变换红外光谱(FTIR)、紫外可见光谱进行了表征,还对其作为抗菌剂、抗氧化剂和DPPH自由基清除剂的潜力进行了筛选。FTIR光谱表明,该配体表现为一种二元四齿配体,其双氧-双氮供体原子体系朝向中心金属离子。分析和光谱数据表明,铜(II)和镍(II)配合物具有平面正方形几何结构,钴(II)配合物具有八面体几何结构。采用琼脂孔扩散法对该配体及其金属配合物针对革兰氏阳性菌和革兰氏阴性菌的抗菌活性进行了筛选。此外,还通过它们对DPPH和ABTS自由基的清除作用研究了配合物的抗氧化活性。铜配合物的DPPH活性获得的IC50值(2.08±0.47μM)以及铜配合物的ABTS活性的IC50值(IC50 = 2.11 + 1.69μM)高于其他化合物获得的值。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2302/6272424/b5f34e8f0cff/molecules-20-09788-g001.jpg

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