Synthesis and antioxidant activities of phenol derivatives from 1,6-bis(dimethoxyphenyl)hexane-1,6-dione.

Abstract

Starting from the compound (3,4-dimethoxyphenyl)(2-(3,4-dimethoxyphenyl)cyclopent-1-en-1-yl)methanone (4), two diols and three tetrol derivatives were synthesised. Morover, from the reactions of 1,3-dimethoxybenzene and 1,4-dimethoxybenzene with adipoyl chloride, fifteen new along with nine known compounds were obtained. For the characterizations of compounds, spectroscopic methods such as NMR including DEPT, COSY, HMQC and HMBC experiments and X-ray diffraction were used. The antioxidant activities of novel synthesized seventeen molecules were investigated by analytical methods like ABTS•+ and DPPH• scavenging. Also, reducing power these molecules were investigated by Fe3+, Cu2+, and [Fe3+-(TPTZ)2]3+. Some of the molecules record powerful antioxidant profile when compared to putative standards. The inhibition effects of the phenols compounds against AChE and BChE activities were analysed. Also, these phenols were found as effective inhibitors for AChE, hCA I, hCA II, and BChE with Kis in the range of 122.95±18.41-351.31±69.12nM for hCA I, 62.35±9.03-363.17±180.1nM for hCA II, 134.57±3.99-457.43±220.10nM for AChE, and 27.06±9.12-72.98±9.53nM for BChE, respectively.