Abstract

Two new enaminone ligands, 3-chloro-4-{(4-chlorophenyl)amino}pent-3-en-2-one (Ac-PCA), 4-(benzylamino)-3-chloropent-3-en-2-one (Ac-BA) and their metal complexes with transition metal ions were prepared and subsequently characterized by FTIR, ICP-AES, UV-Vis, TGA, 1H NMR, 13C NMR and FAB-MS. These newly synthesized compounds were further investigated for anti-acetylcholinesterase (AChE) and anti-urease activities. The (Ac-BA)Cu(II) complex exhibited good anti-AChE while (Ac-BA)2Co(II) complex was potent against anti-urease activities. Other ligands and complexes showed poor to no enzyme inhibitory activities. The synthesized compounds were docked inside acetylcholinesterase enzymes to determine their putative binding mode. Keywords: Antiureas activity, enaminone, metal complexes, acetylcholinesterase inhibition studies

Highlights

  • The newly synthesized enaminones and their metal complexes were characterized by FT-IR, NMR, Mass spectrometry, TGA and elemental analysis

  • The C, H, and N analysis of enaminone ligands and their metal complexes were found in th good e co agreement mplexes with the were d expected values. etermined by

  • FAB-MS of ligands were recorded in which Ac-PCA showed peak at 244.1 as [M+H] + while in the spectrum of anionic binding pocket while in case of (Ac-BA) signal was observed at 224.1as [M+H] +

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Summary

Experimental part Materials

The starting materials and solvents used for the synthesis of ligands and complexes were purchased from commercial dealers and were used without purification. Metal(II) chlorides and acetates were used without any refining because of their analytical ranking

Physical measurements The IR spectrum was recorded on Agilent Technologies
Synthesis of metal complexes
Biological evaluation Acetylcholinesterase assay
Results and discussions
Mass spectrum
Biological activity
Conclusions
Full Text
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