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Abstract

A new Schiff–Mannich base ligand derived from 1,3,4-thiadiazole was synthesized via the reaction of 2-amino-5-mercapto-1,3,4-thiadiazole with sulfabenzamide and indoline in the presence of formaldehyde, yielding N–(4-((5-(2-oxoindolin-3-ylideneamino)-1,3,4-thiadiazol-2-ylthio)methylamino) phenyl thiolperoxy) benzamide (L). Six multivalent metal complexes were subsequently prepared with Co(II), Ni(II), Cu(II), Pd(II), Pt(IV), and Au(III) ions. The ligand and its complexes were characterized using various spectroscopic techniques, including FT-IR, UV-Vis, 1H NMR, and 13C NMR, while magnetic susceptibility and conductivity measurements were performed for the complexes. Infrared analysis revealed tetradentate coordination of the ligand to all metals, with octahedral geometries for most complexes and square planar geometries for gold and palladium complexes, confirming a 1:1 metal-to-ligand ratio. The complexes exhibited significant antibacterial and antifungal activities against both Gram-positive and Gram-negative strains, with statistical significance confirmed via ANOVA and Tukey tests. Theoretical studies using HyperChem indicated higher stability for the complexes compared to the free ligand, with calculated vibrational frequencies in good agreement with experimental data. In this work, the focus was on demonstrating the importance of biologically prepared compounds due to the presence of several important active groups in the prepared ligand, in addition to theoretically studying the structures to prove the accuracy of practical diagnosis.

Keywords

2-Amino-5-mercapto-1, 3, 4 thiadiazol, Biological study, Metal ions, Schiff-Mannich base, Theoretical study

Subject Area

Chemistry

Article Type

Article

First Page

2509

Last Page

2525

Creative Commons License

Creative Commons Attribution 4.0 International License
This work is licensed under a Creative Commons Attribution 4.0 International License.

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