Synthesis, Characterization and Antimicrobial Activities of Pyrrolidin-2-ylidene-2,(4-chlorophenyl) Semicarbazone and Its Cd(II) Complex

Abstract

A novel Schiff base ligand has been prepared by condensation between 4-chlorophenyl semicarbazide and 2-pyrrolidone in the presence of glacial acetic acid. The ligand and its Cd(II) complex were characterized using GC-MS, UV-Vis., IR, XRD, conductivity, melting point measurements and magnetic studies. The results of conductivity tests revealed that Cd(II) complex is good electrolyte while the ligand exists as a neutral molecule. Single crystal x-ray studies revealed that the ligand and its Cd(II) complex are pure crystals with respective space group symmetry of p3121 and p63/mmc. The Cd(II) complex of the ligand is diamagnetic with square pyramidal geometry. Absorption bands for N4-H and N1-H stretches of amide and pyrrolidone moiety were observed at 3413 and 3310cm-1, while respective absorption bands at 1885, 1650, 1540, 1353 and 817cm-1 are indicative of the presence of C=C, C=O, C=N, C-H, C-Cl functional groups in the ligand. The emergence of infra red absorption bands at 427 and 411cm-1 in the complex revealed that the ligand is bidented and coordinates the metal ion through pyrrolidone nitrogen and the carbonyl oxygen. The ligand and its Cd(II) complex were tested at doses of 500 and 1000µg/ml in vitro antibacterial activities against S. aureus, E. coli, K. pneumonia, B. subtilis and antifungal activities againt A. flavus and C. albicans using ampicilin and fluoconazole as standard drugs and DMSO solution as control and solvent in all cases which revealed that the free ligand showed less inhibitory activities than the metal complex against gram positive (S. aureus, B. subtilis), gram negative( E. coli, K. pneumonia) bacteria and fungi(C. albicans,A. flavus).