Antioxidant and acetylcholinesterase inhibition properties of novel bromophenol derivatives

• Series of novel bromophenol derivatives were synthesized.
• Ferric ions (Fe3+) and cupric ions (Cu2+) reducing capacities were investigated.
• The synthesized compounds showed DPPH and ABTS+ scavenging activities.
• The bromophenols were found to be the most potent antioxidants.
• All compounds demonstrated low nanomolar inhibition against acetylcholinesterase.

In this study, series of novel bromophenol derivatives were synthesized and investigated for their antioxidant and AChE inhibition properties. Novel brominated diarylmethanones were obtained from the acylation reactions of benzoic acids with substituted benzenes. One of the bromodiarylmethanone was synthesized from the bromination of diarylmethanone with molecular bromine. All diarylmethanones were converted into their bromophenol derivatives with BBr3. The antioxidant activities of all synthesized compounds were elucidated by using various bioanalytical assays. Radical scavenging activities of compounds 10–24 were evaluated by means of DPPH and ABTS+ scavenging activities. In addition, reducing ability of 10–24 were determined by Fe3+, Cu2+, and [Fe3+-(TPTZ)2]3 reducing activities. α-Tocopherol, trolox, BHA, and BHT were used as positive antioxidant and radical scavenger molecules. On the other hand, IC50 values were calculated for DPPH, ABTS+ scavenging, and AChE inhibition effects of novel compounds. The results obtained from the current studies clearly show that novel bromophenol derivatives 20–24 have considerable antioxidant, antiradical, and AChE inhibition effects.

A series of novel bromophenol derivatives were synthesized and evaluated for their antioxidant and acetylcholine esterase inhibitory properties. While all synthesized compounds showed potent acetylcholinesterase inhibition effects, bromophenols showed strong antioxidant properties.Figure optionsDownload as PowerPoint slide