Synthesis and molecular modeling study of Cu(II) complexes derived from 2-(diphenylmethylene)hydrazinecarbothioamide derivatives with cholinesterase inhibitory activities

Thiosemicarbazones of 2-amino-5-chlorobenzophenone and 3-aminobenzophenone (L1–L4) have been synthesized and their Cu(II) complexes (1–4) were afforded via coordination with cupric chloride. All these compounds were characterized by UV–vis and IR spectroscopy together with CHN elemental analysis. NMR spectroscopy was also applied to characterize the ligands. In vitro cholinesterase inhibitory assays for the complexes (1–4) showed IC50 values less than 10 μmol/L, with complex 1 exhibiting the most activity, IC50 = 2.15 μmol/L and 2.16 μmol/L for AChE and BuChE, respectively. Molecular modeling simulation revealed the binding interaction template for complex 1 with the AChE and BuChE receptors. In DPPH assay, the complexes also showed more in vitro antioxidant activities in comparison to their parent ligands.

Thiosemicarbazones of benzophenone derivatives (L1–L4) and their respective Cu(II) complexes (1–4) were synthesized under reflux and were evaluated in vitro for their cholinesterase inhibitory activities and DPPH radical-scavenging activities.Figure optionsDownload as PowerPoint slide