Aziz Tariq, Nasim Hafiza Ammara, Ahmad Khalil, Shah Habib-Ur-Rehman, Parveen Sajidah, Ahmad Muhammad Mahboob, Majeed Hammad, Galal Ahmad M, Rauf Abdul, Ashfaq Muhammad
Institute of Chemistry, Baghdad ul Jadeed Campus, The Islamia University of Bahawalpur, Bahawalpur, 63100, Pakistan.
University of Management and Technology (UMT) Sialkot Campus, Sialkot, Punjab, Pakistan.
Heliyon. 2022 Dec 27;9(1):e12492. doi: 10.1016/j.heliyon.2022.e12492. eCollection 2023 Jan.
Herein, a new series of azo ligands HL-1 , HL-2 HL-3 HL-4 and their metal complexes with Cu(II) & Ni(II) were synthesized successfully having excellent yield, in reproducible conditions and for structure elucidation different advance spectroscopic techniques (FTIR, H NMR, C NMR and Mass Spectrometry) were applied. In FTIR analysis, the absence of peak at due to -NH and presence of a new peak of N=N at 1390-1520 cm confirmed synthesis of the ligands. The H NMR spectra of azo ligands showed singlet peak at 11.5-13.5 ppm (Ar-OH) for hydroxyl group and -NH signals disappearance of anilines at 4-5 ppm also gives strong indication for the synthesis of azo compounds. On complexation two most important peaks (M-O, M-N) appeared in all the metal chelates in the range of 400-600 cm which were not present in any of the ligands, confirmed the formation of complexes. Molecular ion peaks in mass spectra at 273, 388, 407 and 423 m/z value for ligands as well as for complexes at 803, 835, 871 and 904 m/z also give strong indication that proposed ligands and their metal complexes are produced successfully. Biological screening of the synthesized compounds were also carried out against different bacterial strains (, , and , antifungal (., , and strains and antioxidant activity. From results it was observed that HL-4 and Cu complexes exhibited maximum inhibition against all bacterial and fungal strains as compared to other ligands and standard drug.
在此,成功合成了一系列新的偶氮配体HL-1、HL-2、HL-3、HL-4及其与铜(II)和镍(II)的金属配合物,产率优异,在可重复的条件下,为进行结构解析应用了不同的先进光谱技术(傅里叶变换红外光谱、氢核磁共振、碳核磁共振和质谱)。在傅里叶变换红外光谱分析中,由于-NH导致的在[具体波数]处无峰以及在1390 - 1520 cm处出现新的N=N峰,证实了配体的合成。偶氮配体的氢核磁共振谱显示在11.5 - 13.5 ppm处有单峰(Ar-OH)对应羟基,4 - 5 ppm处苯胺的-NH信号消失也有力地表明了偶氮化合物的合成。在络合时,所有金属螯合物中在400 - 600 cm范围内出现了两个最重要的峰(M - O、M - N),这些峰在任何配体中都不存在,证实了配合物的形成。配体在质谱中的分子离子峰在273、388、407和423 m/z值处,配合物在803、835、871和904 m/z处,这也有力地表明所提出的配体及其金属配合物已成功制备。还对合成的化合物针对不同细菌菌株([具体菌株名称])、抗真菌([具体菌株名称])菌株进行了生物筛选以及抗氧化活性测试。从结果观察到,与其他配体和标准药物相比,HL - 4及其铜配合物对所有细菌和真菌菌株表现出最大抑制作用。