New complexes of Zn(II) with the anti-inflammatory non-steroidal drug, ibuprofen and nitrogen donor ligands. Synthesis, characterization and biological activity

Abstract

Complexes of [Zn(ibup)2(4,4′-bipy)]n 1, [Zn(ibup)2(phen)] 2, [Zn(ibup)2(2,9-dmphen)] 3, [Zn(ibup)2(1,2-dmimidazole)2] 4, and [Zn(ibup)2(2-am-6-picoline)2] 5 (ibu = ibuprofen, 4,4′-bipy = 4,4′-bipypyridine, phen = 1,10-phenanthroline, 2,9-dmephen = 2,9-dimethyl-1,10-phenanthroline, 1,2-dmimidazole = 1,2-dimethylimidazole, and 2-am-6-picoline = 2-amino-6-picoline) were prepared and characterized. The crystal structure of 1 was determined by single-crystal X-ray diffraction. The in vitro anti-bacterial activities for the complexes against Gram-positive (Micrococcus luteus, Staphylococcus aureus and Bacillus subtilis) and Gram-negative (Escherichia coli, Klebsiella pneumonia and Proteus mirabilis) bacteria were done using the agar well-diffusion method. Complexes 1–3 showed anti-bacterial activity against Gram-positive bacteria, while 4 and 5 did not exhibit anti-bacterial activity. Complexes 2 and 3 were selected for further studies. Complexation of zinc-ibuprofen with phen as in 2 decreased the anti-bacterial activity against most of the bacteria used. The complexation in 3 decreased the anti-bacterial activity in Gram-positive bacteria but for Gram-negative bacteria, the overall anti-bacterial activity of uncoordinated 2,9-dmphen was enhanced upon coordination with zinc ibuprofen.