Synthesis of New Schiff Bases and Assessment of Their in vitro Biological Effects on Acetylcholinesterase and Carbonic Anhydrase Isoenzymes Activities

Abstract

Abstract: In this study, three new Schiff bases have been synthesized by the reactions of commercially available phenylglycinol, phenylalaninol, and leuicinol with 4-{[2-(4-formylphenoxy)ethyl](methyl)amin}benzaldehyde and characterized by 1H and 13C NMR, FTIR, and UV-Vis spectroscopy and LCMS/MS. In vitro effects of synthesized new Schiff bases on human erythrocyte carbonic anhydrase I (hCA I) and II (hCA II) isoenzymes and acetylcholinesterase (AChE) activity were investigated. Schiff base synthesized from phenylglycinol showed no meaningful effect on hCAI and hCAII. Schiff bases synthesized from phenylalaninol and leuicinol exhibited a strong activation effect on hCAI and hCAII. On the other hand, all of the synthesized three Schiff bases exhibited a strong inhibitory effect on AChE activity.