Synthesis and structural characterization of Schiff base copper(II) complexes with Helicobacter pylori urease inhibitory activities

摘要

Three new mononuclear copper(II) complexes, [CuL1(N-3)] (1), [CuL1(NCS)] (2), and [CuL2(NCS)] (3), where L-1 is the monoanionic form of 5-diethylamino-2-[(pyridin-2-ylmethylimino)methyl]phenol (HL1), and L-2 is the monoanionic form of 2-[1-(2-piperidin-1-ylethylimino)ethyl]phenol (HL2), have been synthesized and characterized by physico-chemical methods, as well as single crystal X-ray determination. The Cu atoms in the complexes are coordinated by the donor atoms of the Schiff base ligands and nitrogen atom of the pseudohalide ligands, forming square planar geometry. The complexes showed effective urease inhibitory activities. Complex 1 showed the most urease inhibitory activity, with IC50 value of 1.5 +/- 1.1 mu M. Molecular docking study of the complexes with Helicobacter pylori urease was performed. As a result, complex 1 matches well with the cavity of the active center of the urease, and forms weak interaction with residues ASP316, LEU318, MET317, CYS321, HIS322 and ARG328. (C) 2015 Elsevier B.V. All rights reserved.