A series of N-substituted-4-thiocarbamoyl-5-pyrazolone derivatives (HL¹-HL⁴) is presented as chelating agents for complexation with Fe(III), Ni(II) and Cu(II) metal ions. The synthesized pyrazolone ligands and their newly metal complexes are characterized by different spectral and analytical methods such as UV–Vis, IR, ¹H NMR, ¹³C NMR, ESR, MS, magnetic measurement, and TGA. The spectral data reveal that ligands coordinated to metal ions in a bidentate pattern via O & N atoms of the OH group at C(5) and thiocarbamoyl (–CSNHR) at C(4) of the pyrazolone ring. Also, the analytical data suggest the stoichiometries 2:3 (M:L) for both Cu(II) & Ni(II) complexes and 1:3 for Fe(III) complexes. Besides, the normal magnetic moments values for Fe(III) complexes confirm high spin octahedral structure while the diamagnetic nature of all Ni(II) complexes is consistent with square planar geometry. However, the subnormal magnetic values for Cu(II) complexes suggest the proposal of their binuclear structures. The ESR spectra of the Cu(II) complexes support the distorted square planar geometry with a considerably strong intradimeric spin-exchange interaction. Moreover, the anticancer, antibacterial and antifungal activities are screened. Among the synthesized compounds, HL⁴ ligand exhibits a significant broad spectrum of action against Gram-positive (S. aureus), Gram-negative bacteria (P. vulgaris), and antifungal potency against A. fumigatus & C. albicans in comparison with gentamicin and ketoconazole drug. Such potency of HL⁴ could be related to the insertion of the p-chloro in the phenyl group attached to the pharmacophoric thiocarbamoyl group at C(4). Furthermore, IC₅₀ values of two Cu(II) complexes derived from HL² and HL³ display nearly twofold or threefold more cytotoxicity impact against three cell lines (MCF-7, HCT116 and HepG-2) compared with cis-platin as positive control.

提出了一系列N-取代的-4-硫代氨基甲酰基-5-吡唑啉酮衍生物（HL ¹ -HL ⁴）作为螯合剂，可与Fe（III），Ni（II）和Cu（II）金属离子络合。合成的吡唑啉酮配体及其新的金属络合物的特征在于不同的光谱和分析方法，例如UV-Vis，IR，¹ H NMR，¹³ C NMR，ESR，MS，磁测量和TGA。光谱数据表明，配体通过双配位体与金属离子配位吡唑啉酮环的C（5）处的OH基团的O＆N原子和C（4）处的硫代氨基甲酰基（–CSNHR）。同样，分析数据表明，Cu（II）和Ni（II）配合物的化学计量比为2：3（M：L），Fe（III）配合物的化学计量比为1：3。此外，Fe（III）配合物的正常磁矩值确认了高自旋八面体结构，而所有Ni（II）配合物的抗磁性质均与正方形平面几何形状一致。但是，Cu（II）配合物的亚正常磁性值表明了其双核结构的提议。Cu（II）配合物的ESR光谱支持扭曲的正方形平面几何结构，并具有相当强的二聚体自旋交换相互作用。此外，还筛选了抗癌，抗菌和抗真菌活性。在合成的化合物中，HL ⁴与庆大霉素和酮康唑药物相比，该配体对革兰氏阳性菌（金黄色葡萄球菌），革兰氏阴性菌（寻常菌）具有显着的广谱作用，并且对烟曲霉和白色念珠菌具有抗真菌效力。HL ^4的这种效力可能与对氯在C（4）上连接到药效基团硫代氨基甲酰基的苯基上的插入有关。此外，与顺式相比，源自HL ²和HL ³的两种Cu（II）配合物的IC ₅₀值对三种细胞系（MCF-7，HCT116和HepG-2）的细胞毒性影响显示出近两倍或三倍的细胞毒性影响-铂作为阳性对照。