Diamines Derived Transition Metal Complexes of Naproxen: Synthesis, Characterization and Urease Inhibition Studies

Abstract

A series of diamines derived transition metal complexes of naproxen with Zn(II), Cu(II), Ni(II), Co(II), Mn(II) have been synthesized and characterized by (FT)-IR, UV-Vis, NMR spectroscopy, magnetic susceptibility, and elemental analysis. Octahedral geometry has been proposed for all synthesized complexes based on magnetic susceptibility and electronic spectra. The crystal structures of Cu(II) complex with 1,2-diaminoethane (4b) is reported in this article. Structural studies provide the confirmation for the formation of Cu(H2O)2 (C2H8N2)2(np)2, which consists of two ionic naproxen moieties with different OMe orientation having intermolecular hydrogen bonding in solid-state. Jack bean Urease study of synthesized metal complexes was conducted and found that Cu and Ni complexes are more active having lower IC50 values against urease enzyme as compared to Zn, Co, and Mn complexes. Furthermore, urease inhibition studies showed that 1,2 diaminoethane and 1,3 diaminopropane derived transition metal complexes of naproxen (4a-e) and (5a-e), respectively have more inhibition efficacy as compared to simple metal naproxen complexes (3a-e). Amongst all, the synthesized complexes 4b and 4c have shown significant inhibition activities with IC50 values of 17.06 ± 0.05 and 18.07 ± 0.17 µM respectively, as compared to the standard drug thiourea.

Keywords

• metal complexes
• diamines
• crystal structure
• enzyme inhibition