Synthesis, characterization, crystal structure and biological evaluation of 1,3,5-triazine-quinoline derivatives as butyrylcholinesterase inhibitors

Sixteen new 1,3,5-triazine-quinoline derivatives were designed and synthesized and evaluated as cholinesterase inhibitors. The structure of 1,3,5-triazine-quinoline derivatives were confirmed by IR, NMR, HRMS and single crystal X-ray diffraction experiments. Compound 5j had a monoclinic crystal system and P2 1 /c space group. Compound 5k had a monoclinic crystal system and C2/c space group. The cholinesterase inhibitory activity of the synthetic compounds were measured using the colorimetric Ellman's method. Compound 5 g showed best acetylcholinesterase inhibitory activity with IC 50 value of 10.82 μM and butyrylcholinesterase inhibitory activity with IC 50 value of 0.046 μM. Molecular docking showed that the compound 5 g could interacted with the active site of butyrylcholinesterase.