Trimethoxycinnamates and Their Cholinesterase Inhibitory Activity

A series of twelve nature-inspired 3,4,5-trimethoxycinnamates were prepared and characterized. All compounds, including the starting 3,4,5-trimethoxycinnamic acid, tested for their ability to inhibit acetylcholinesterase (AChE) butyrylcholinesterase (BChE) in vitro; selectivity index (SI) was also determined. 2-Fluororophenyl (2E)-3-(3,4,5-trimethoxyphenyl)-prop-2-enoate demonstrated highest SI (1.71) favor BChE inhibition. 2-Chlorophenyl (2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoate showed AChE-inhibiting (IC50 = 46.18 µM) as well BChE-inhibiting 32.46 activity with an 1.42. The mechanism action most potent compound determined by Lineweaver–Burk plot a mixed type An vitro cell viability assay confirmed insignificant cytotoxicity discussed compounds on two lines. Trends between structure, physicochemical properties discussed.