Synthesis, Characterization and Antimicrobial Screening of Ni(II), Cu(II) and Co(II) Complexes of Some Schiff Base Ligands Derived from 5-Aminouracil

Year 2011, Volume: 24 Issue: 3, 407 - 413, 25.11.2011

Gamze Koz , Hale Kaya Demet Astley İhsan Yasa , Stephen Astley

https://izlik.org/JA43SP95KB

Abstract

The synthesis, spectroscopic and biological activity studies of Ni(II), Cu(II) and Co(II) complexes of Schiff base ligands derived from 5-aminouracil, 2-hydroxy-1-naphtaldehyde, 2,4-dihydroxybenzaldehyde and salicylaldehyde are reported. In all cases, the complexes appear to be monomeric. The ligands coordinate in bidentate fashion to Ni(II) and Co(II) but in a tridentate fashion to Cu(II) by coordinating to the carbonyl oxygen atom in the 4th position of uracil ring. The biological activities of the Schiff bases and metal complexes have been tested in vitro against a number of bacteria and a fungus. Ni(II) complexes derived from the saliciylaldehyde Schiff base ligand showed good antimicrobial activity whereas a Co(II) complex derived from the same ligand showed good anticandidal activity.

 

Key Words: 5-aminouracil, Schiff base, biological activity.

 

Keywords

5-aminouracil , Schiff base , biological activity.

References

• Cozzi, P. G., “Metal-salen Schiff base complexes in catalysis: practical aspects”, Chem. Soc. Rev., 33, 410-421, (2004).
• Sallam, S. A., “Binuclear copper(II), nickel(II) and Cobalt(II) complexes with N2O2 chromophores of glycylglycine benzoylacetone and thenoyltrifluoroacetone”, Trans. Met. Chem., 31, 46-55, (2006). of acetylacetone,
• Ren, S., Wang, R., Komatsu, K., Bonaz-Krause, P., Zyrianov, Y., McKenna, C. E., Csipke, C., Tokes, Z. A., Lien, E. J., “Synthesis, biological evaluation and quantitative structure-activity relationship analysis of new Schiff bases of hydroxysemicarbazide as potential antitumor agents”, J. Med. Chem., 45, 410-419, (2002).
• Panneerselvam, P., Nair, R. R., Vijayalakshmi, G., Subramanian, E. H., Sridhar, S. K.,” Synthesis of Schiff bases of 4-(4-aminophenyl)morpholine as potential antimicrobial agents”, Eur. J. Med. Chem., 40, 225-229, (2005).
• Vicini, P., Geronikaki, A., Incerti, M., Busonera, B., Poni, G., Cabrasc, C. A., Collac, P. L.,”Synthesis and biological evaluation of benzoisothiazole, benzothiazole and thiazole Schiff bases”, Bioorg. Med. Chem., 11, 4785-4789, (2003).
• Kasumov, V. T., Ozalp-Yaman, S., Tas, E.,” Synthesis, behaviors of nickel (II) complexes with tetradentate Schiff bases derived from 3,5-But2-salicylaldehyde”, Spectrochim. Acta A, 62, 716-720, (2005).
• Frausto da Silva J., Williams, R., “The biological chemistry of the elements“, Clarendon Press, Oxford, (1991).
• Kaim, W., Schwederski, B., “Bioinorganic chemistry: Inorganic elements in the chemistry of life”, Wiley, New York, (1996).
• Khandar A. A., Hosseini-Yazdi, S. A., Zarei, S. A., Rabie, U. M., “Synthesis, characterization and X-ray crystal structures of copper(II) and nickel(II) complexes with potentially hexadentate Schiff base ligands”, Inorg. Chim. Acta., 358, 3211-3217, (2005).
• Heidelberger, C., “Fluorinated pyrimidines”, Progr. Nucl. Acid Res. Mol. Biol., 4, 1, (1965).
• Roy-Burman, P., “Analogues of Nucleic Acid Components”, Springer-Verlag, New York, (1970).
• Hueso-Urena, F., Illan-Cabeza, N.A., Moreno- Carretero, M.N., Martinez-Martos, J.M. and Ramirez-Exposito, spectroscopic studies on the new Schiff base derived from the 1:2 condensation of 2,6-diformyl-4- methylphenol with 5-aminouracil (BDF5AU) and its transition biologically aminopeptidases”, J. Inorg. Biochem., 94, 326-334, (2003). “Synthesis and metal complexes. Influence
• peptides-regulating active
• Uno, J., Shýgematsu, M. L. and Araý,T., “Primary Site of Action of Ketoconazole on Candida albicans”, Chemotherapy, 21, 6, 912-918, (1982). Agents and
• Özdemir, N., Dinçer, M., Doğaner, G., Astley, D. and Astley, S. T., “trans-Diaqua{5,5’-[(E,E)- pyridine-2,6-diylbis(methylidynenitrilo)]bis- [pyrimidine-2,4(1H,3H)-dione)}-zinc(II) hexafluorophosphate trihydrate”, Acta Cryst., C63, m147, (2007). nitrate
• Koz, G., Özdemir, N., Astley, D., Dinçer, M. and Astley, S. T. “Synthesis, spectroscopic and structural characterization of cobalt(II) complex with uracil- conaining 2,6-diformylpyridine ligand: Theoretical studies on the ligand and pentagonal-bipyramidal [Co(L)(H2O)2]2+ and [Zn(L)(H2O)2]2+ cations”, Journal of Molecular Structure, 966, 39-47, (2010).
• Hueso-Urena, F., Penas-Chamorro, A.L., Moreno- Carretero, M.N., Amigo, J.M., Esteve, V. and Debaerdemaeker, T., “Synthesis and spectral studies on metal complexes with the neutral O,N,O- tridentate dimethyluracil-benzoylhydrazone crystal structure of a bidimensionally hydrogen- bonded perchlorate copper(II) complex”, Polyhedron, 18, 16, 2205- 2210, (1999).
• amino-5-formyl1,3