Abstract 1,4-Piperazinediacetic acid and 1,4-diethyl ester (1) were prepared by treating 1,4-piperazine with ethylchloroacetate; and its structure was identified by single crystal X-ray diffraction analysis. Then, 1,4-piperazinediacetic acid, 1,4-dihydrazide (2) and its metal complexes (2-Ni(II) and 2-Cu(II)) were synthesized, respectively. Their structures were characterized by elemental analysis, ESI-MS, IR and NMR spectral data. The electrochemical behavior of compounds was investigated using cyclic voltammetry (CV). The density functional theory (DFT) was used for geometry optimization, HOMO and LUMO energies, HOMO–LUMO energy gap and dipole moment of the compounds. It has been observed that the calculated band gaps for complexes are much smaller than ligands. Furthermore,13C and1H NMR analyses of (1) and (2) compounds were performed at B3LYP/6-311++G(d,p) level of theory and compared with the experimental findings. Observed 13C and1H NMR chemical shifts were very good agreement with calculated chemical shifts. The antibacterial activities of synthesized compounds were studied against three Gram-positive and three Gram-negative bacteria by using the microdilution and disk diffusion methods. Baker's yeast glutathione reductase and human erythrocyte glutathione reductase were evaluated for all compounds. Copper (II) complex has the most inhibition activities against glutathione reductase enzyme in all compounds.

中文翻译：

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哌嗪衍生物及其作为抗菌剂和谷胱甘肽还原酶抑制剂的 Ni(II)、Cu(II) 配合物的合成、表征、DFT 研究

摘要 用氯乙酸乙酯处理1,4-哌嗪，制备了1,4-哌嗪二乙酸和1,4-二乙酯(1)；其结构经单晶X射线衍射分析鉴定。然后，分别合成了 1,4-哌嗪二乙酸、1,4-二酰肼 (2) 及其金属配合物 (2-Ni(II) 和 2-Cu(II))。它们的结构通过元素分析、ESI-MS、IR和NMR光谱数据表征。使用循环伏安法 (CV) 研究化合物的电化学行为。密度泛函理论 (DFT) 用于几何优化、HOMO 和 LUMO 能量、HOMO-LUMO 能隙和化合物的偶极矩。已经观察到复合物的计算带隙比配体小得多。此外，(1) 和 (2) 化合物的 13 C 和 1 H NMR 分析在 B3LYP/6-311++G(d,p) 理论水平下进行，并与实验结果进行比较。观察到的 13C 和 1H NMR 化学位移与计算的化学位移非常吻合。通过使用微量稀释和圆盘扩散方法研究了合成化合物对三种革兰氏阳性菌和三种革兰氏阴性菌的抗菌活性。对所有化合物的贝克酵母谷胱甘肽还原酶和人红细胞谷胱甘肽还原酶进行了评估。铜 (II) 复合物在所有化合物中对谷胱甘肽还原酶的抑制活性最强。通过使用微量稀释和圆盘扩散方法研究了合成化合物对三种革兰氏阳性菌和三种革兰氏阴性菌的抗菌活性。对所有化合物的贝克酵母谷胱甘肽还原酶和人红细胞谷胱甘肽还原酶进行了评估。铜 (II) 复合物在所有化合物中对谷胱甘肽还原酶的抑制活性最强。通过使用微量稀释和圆盘扩散方法研究了合成化合物对三种革兰氏阳性菌和三种革兰氏阴性菌的抗菌活性。对所有化合物的贝克酵母谷胱甘肽还原酶和人红细胞谷胱甘肽还原酶进行了评估。铜 (II) 复合物在所有化合物中对谷胱甘肽还原酶的抑制活性最强。