Bioassay of 2-[(4H-[1,2,4]Triazol-3-ylimino)-methyl]-phenol Chelates

Abstract

New bioactive compounds designed and synthesized through condensation reaction of equimolar ratio of 2-Hydroxycarbaldehyde and 1H-1,2,4-Triazole-3-amine by reflux via acid catalysis, yielded 2-[(4H-[1,2,4]Triazol-3-ylimino)-methyl]-phenol ligand (L). The chelates were synthesized by the reaction of the synthesized L with the corresponding metal chloride salts. The synthesized compounds were characterized based on the available physical, analytical and spectroscopic techniques. The compounds were obtained in good yields (70-77.6 %), stable, non-hygroscopic at room temperature with distinctive color intensities and high melting and decomposition temperatures (180-275 ℃). The ligand was soluble in acetone, DMF and DMSO while it chelates were soluble in DMF and DMSO. Conductivity measurement data obtained in the range of 17.4-23.2 Ω^-1cm²mol^-1 revealed non-conducting nature of the synthesized chelates. The FT-IR data obtained revealed the presence of significant bands that supported the formation of the synthesized compounds. Magnetic susceptibility carried out revealed the magnetic behavior (paramagnetic and diamagnetic) and indicated hexa-coordinated structure of the synthesized chelates. The CHN microanalysis data obtained were consistent with the theoretical data and the stoichiometric ratio of the compounds. The electronic spectra obtained revealed transitions suitable for chelation and formation of the compounds. Antimicrobial sensitivity test carried out against two bacterial and two fungal strains (Staphylococcus aureus, Escherichia coli and Aspergillus fumigatus, Candida albican) respectively, through agar well diffusion method showed that the synthesized compounds were biologically active in dose dependent manner. Some of the compounds showed comparable activity as Gentamycin and Ketoconazole with 25 and 24 mm zones of inhibition for bacterial and fungal strains respectively.