El-Lateef Hany M Abd, Khalaf Mai M, Shehata Mohamed R, Abu-Dief Ahmed M
Department of Chemistry, College of Science, King Faisal University, P.O. Box 400, Al-Ahsa 31982, Saudi Arabia.
Chemistry Department, Faculty of Science, Sohag University, Sohag 82534, Egypt.
Int J Mol Sci. 2022 Apr 3;23(7):3994. doi: 10.3390/ijms23073994.
Two tetradentate dibasic chelating Schiff base iron (III) chelates were prepared from the reaction of 2,2'-((1E,1'E)-(1,2-phenylenebis(azanylylidene))bis(methanylylidene))bis(4-bromophenol) (PDBS) and 2,2'-((1E,1'E)-((4-chloro-1,2-phenylene)bis(azanylylidene))-bis(methanylylidene))bis(4-bromophenol) (CPBS) with Fe ions. The prepared complexes were fully characterized with spectral and physicochemical tools such as IR, NMR, CHN analysis, TGA, UV-visible spectra, and magnetic moment measurements. Moreover, geometry optimizations for the synthesized ligands and complexes were conducted using the Gaussian09 program through the DFT approach, to find the best structures and key parameters. The prepared compounds were tested as antimicrobial agents against selected strains of bacteria and fungi. The results suggests that the CPBSFe complex has the highest activity, which is close to the reference. An MTT assay was used to screen the newly synthesized compounds against a variety of cell lines, including colon cancer cells, hepatic cellular carcinoma cells, and breast carcinoma cells. The results are expressed by IC50 value, in which the 48 µg/mL value of the CPBSFe complex indicates its success as a potential anticancer agent. The antioxidant behavior of the two imine chelates was studied by DPPH assay. All the tested imine complexes show potent antioxidant activity compared to the standard Vitamin C. Furthermore, the in vitro assay and the mechanism of binding and interaction efficiency of the tested samples with the receptor of COVID-19 core protease viral protein (PDB ID: 6lu7) and the receptor of Gram-negative bacteria (Escherichia coli, PDB ID: 1fj4) were investigated using molecular docking experiments.
通过2,2'-((1E,1'E)-(1,2-亚苯基双(氮杂亚甲基))双(亚甲基))双(4-溴苯酚)(PDBS)和2,2'-((1E,1'E)-((4-氯-1,2-亚苯基)双(氮杂亚甲基))-双(亚甲基))双(4-溴苯酚)(CPBS)与铁离子反应制备了两种四齿二价螯合席夫碱铁(III)螯合物。使用红外光谱、核磁共振、CHN分析、热重分析、紫外可见光谱和磁矩测量等光谱和物理化学工具对制备的配合物进行了全面表征。此外，使用Gaussian09程序通过密度泛函理论方法对合成的配体和配合物进行几何优化，以找到最佳结构和关键参数。将制备的化合物作为抗菌剂对选定的细菌和真菌菌株进行了测试。结果表明，CPBSFe配合物具有最高的活性，接近参考值。采用MTT法对新合成的化合物针对多种细胞系进行筛选测试，包括结肠癌细胞、肝癌细胞和乳腺癌细胞。结果以IC50值表示，其中CPBSFe配合物48 µg/mL的值表明其作为潜在抗癌剂的成功性。通过DPPH法研究了两种亚胺螯合物的抗氧化行为。与标准维生素C相比，所有测试的亚胺配合物均表现出较强的抗氧化活性。此外，使用分子对接实验研究了测试样品与新冠病毒核心蛋白酶病毒蛋白受体(PDB ID: 6lu7)和革兰氏阴性菌受体(大肠杆菌，PDB ID: 1fj4)的体外测定以及结合和相互作用效率机制。
