Abstract

A new series of compounds derived from thiophene-2-carboxamide were synthesized and characterized by IR, 1H-NMR and 13C-NMR, mass spectrometry and elemental analysis. These compounds were further used to prepare their Co(II), Ni(II), Cu(II) and Zn(II) metal complexes. All metal(II) complexes were air and moisture stable. Physical, spectral and analytical data have shown the Ni(II) and Cu(II) complexes to exhibit distorted square-planar and Co(II) and Zn(II) complexes tetrahedral geometries. The ligand (L1) and its Cu(II) complex were characterized by the single-crystal X-ray diffraction method. All the ligands and their metal(II) complexes were screened for their in-vitro antimicrobial activity. The antibacterial and antifungal bioactivity data showed that the metal(II) complexes were found to be more potent than the parent ligands against one or more bacterial and fungal strains.

Highlights

  • Materials and methodsAll chemicals used were of analytical grade. All metallic salts were used as acetate

  • Many biologically active thiourea-based compounds have been reported possessing antibacterial1–3, antifungal4,5, anticancer6,7, antiviral8, pesticidal9, cytotoxic10, herbicidal11 and insecticidal12 activities

  • They act as versatile ligands, which can coordinate with the metal ions either in mono anionic bidentate or in neutral form14 via oxygen and sulfur atoms of carbonyl (C1⁄4O) and thiocarbonyl (C1⁄4S) groups15

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Summary

Materials and methods

All chemicals used were of analytical grade. All metallic salts were used as acetate. The 1H- and 13C-NMR spectra were recorded in DMSO-d6 using TMS as internal standard on a Bruker Spectrospin Avance DPX-500 spectrometer. Suitable dark green color crystals for X-ray studies were obtained for Cu(L1) complex. The synthesized ligands (L1–L3) and their respective metal(II) complexes were tested against four Gram-negative (E. coli, S. sonnei, P. aeruginosa and S. typhi) and two Gram-positive (St. aureus and B. subtilis) bacterial strains by the disc diffusion method. The test compounds (ligand/complex) were dissolved (10 mg/mL) in DMSO. Discs soaked with 10 mL of DMSO and dried in air at room temperature were used as the negative control. The standard antibiotic discs used as positive control were prepared as mention above in the laboratory. Discs soaked in 20 mL (200 mg/mL in DMSO) of test compounds were placed at different positions on the agar surface. The results were recorded as percentage of inhibition and compared with the standard drugs miconazole and amphotericin B

Results and discussion
Conclusions
Declaration of interest

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