Synthesis and biological evaluation of new hydrazones derivatives bearing piperidine-4-one ring

Natural and synthetic antioxidants can be used for many chronic diseases and some researchers report the relationship between antioxidant agents and anticholinesterase agents. Hydrazones and the piperidine ring containing compounds have also an important role in medicinal chemistry. According to these knowledge, this thesis was aimed at the synthesis of two novel series of hydrazones derived from ethyl 4-oxopiperidine-1-carboxylate and 2,6-diphenylpiperidin-4-one. Compounds were obtained by condensing these piperidine containing ketones with benzoyl and benzene sulfonyl hydrazides. Physical and chemical properties of compounds have been characterized and reported. The synthesized compounds (1–36) were evaluated for their antioxidant capacity by using four complementary tests while the anticholinesterase activities was performed against acetylcholinesterase (AChE) and butrylcholinesterase (BChE) enzymes. In addition, cytotoxicity of the compounds was also screened. The results showed that, most of the compounds displayed very good antioxidant activities and IC50 values of the compounds were better than or competed with the standard antioxidants'. Compounds inhibit BChE better than AChE and among these compounds, compound 11 (IC50: 35.301.11 µM) inhibited BChE better than galantamine (IC50: 46.03±0.14 µM). We conclude that the compound 11 can be considered as potential BChE inhibitor. As a result, with good activities, the non-cytotoxic properties of the compounds brought them into prominence as a good candidate for anticholinesterase agents.