Synthesis, characterization and biological study of Cu(II) complexes of aminopyridine and aminomethylpyridine Schiff bases

Abdullahi Owolabi Sobola, Gareth Motsyn Watkins, Bernadus van Brecht

Abstract


The synthesis, characterization and antimicrobial study of some aminopyridine and aminomethylpyridine- salicylaldimine copper(II) complexes were carried out. The ligands, L1 – L6, were prepared by condensing salicylaldehyde and o-vanillin with 2- & 3-amino- and aminomethyl-pyridine, respectively. The complexes were characterized by microanalytical, electronic, infrared and conductivity data. The structures of the Schiff base ligands were further confirmed from 1H- and 13C-NMR spectral data. This study established that salicylaldimine ligands could coordinate as neutral species via the imine-N and the undeprotonated phenolic-O. The complexes have the molecular formula: [CuLCl], [Cu(LH)2Cl2].xH2O or [Cu(LH)Cl(H2O)]Cl. The X-ray crystal structure of [CuL6Cl] indicated a square planar geometry; the Schiff base ligand coordinated to the Cu(II) ion as a tridentate monobasic, N2O, ligand. The crystals crystallized in a monoclinic system with P21/c space group. All the ligands and their Cu(II) complexes have been screened for their antimicrobial activity against Staphylococcus aureus subsp. aureus ATCC® 6538™*, Bacillus substillis subsp. spizizenii ATCC® 6633™*, Escherichia coli ATCC® 8739™* and Candida albicans ATCC® 2091™* using agar diffusion and broth dilution techniques. The presence of the methoxyl group enhanced the antimicrobial activity of the salicylaldimine Schiff base ligands. 


Keywords


salicylaldimine; crystal structure; square planar; Schiff bases; in vitro; chelates

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DOI: https://doi.org/10.2298/JSC170913002S

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