Synthesis, Characterization and Biological Evaluation of New Schiff Base Ligand derived from 3-hydroxy-benzaldehyde and p-toluidine and its Divalent Metal Ions

Abstract

A new Schiff base ligand (L) and its transition divalent metal complexes were prepared by the condensation reaction; Reaction was carried out at 70-80 oC by refluxing equimolar ratio of toluidine and aldehyde by continuous stirring for 5-6 hours. Synthesized ligand and Ni(II), Fe(II), Co(II), Mn(II) and Zn(II) bimetallic complexes were characterized by using FT-IR, UV-visible spectroscopy, AAS, Single crystal X-ray analysis, 1H-NMR, molar conductance. Compounds were screened against two fungus Candida glabrata and Candida albicans by agar tube dilution protocol. In vivo anti-inflammatory activity via induced paw edema method and in vitro results by heat induced protein denaturation method were checked. Synthesized compounds were also showed antioxidant activity by using DPPH (diphenylpicrylhydrazyl) and Trolox was used as standard. These studies show that ligand and almost all metal complexes are reactive towards biological assays against reported standard drugs. Zn-L indicates more activeness for antioxidant activity and free ligand while Co-L recognized as more effective anti-inflammatory drug.

Crystal structure and Hirshfeld surface analysis of (Z)-2-{[(2,4-dimethylphenyl)imino]methyl}-4-methylphenol

“…As a result, Schiff bases are used in many studies. Various types of aldehydes or ketones have been used for their synthesis, but 2-hydroxybenzaldehyde and its derivatives are used especially often (Jeewoth et al, 2000;Mazhar et al, 2020). The basis of such preference is the tautomerism and stability provided by the hydroxyl group in conjunction with the imine group.…”