Synthesis and Biological Activity of Some Bromophenols and Their Derivatives Including Natural Products

Abstract

AbstractIn addition to the first synthesis of the natural bromophenol butyl 2‐(3,5‐dibromo‐4‐hydroxyphenyl)acetate (1), indene derivatives 34 and 35 were synthesized from 3‐phenylpropenal derivatives in BBr3 medium. Five known natural bromophenols and some derivatives were synthesized by known methods. Cholinesterase (ChEs) inhibitors reduce the breakdown of acetylcholine and are used in the treatment of Alzheimer's disease (AD) and dementia symptoms. The inhibition effects of all obtained compounds were examined towards acetylcholinesterase (AChE), butyrylcholinesterase (BChE) and α‐glycosidase enzymes. All synthesized compounds demonstrated the strong inhibition effects against both cholinergic enzymes. For determination of Ki values of novel bromophenols Lineweaver‐Burk graphs were obtained. Ki values were found in the ranging of 0.13–14.74 nM for AChE, 5.11–23.95 nM for BChE, and 63.96–206.78 nM for α‐glycosidase, respectively. All bromophenols and their derivatives exhibit effective inhibition profile when compared to positive controls.