Literature

Abstract

A facile and direct synthetic entry to the carbon skeleton of Clausena alkaloids, the benzo[d]azocin-4-one, is reported featuring the ring expansion of 1-phenyldihydroisoquinoline derivatives initially triggered by oxazolone under environmentally benign conditions in a onepot procedure. Functionalization of the eight-membered lactam framework provided a set of Clausena alkaloid derivatives. Some derivatives show a promising inhibition toward acetylcholinesterase and a better selectivity index than the previously used Alzheimer s disease (AD) drug, tacrine, and the currently used AD drug, galantamine. © 2023 Thieme. All rights reserved.

DOI： 10.1055/s-0042-1752658

Synthesis of Clausena Alkaloids Using Unique Ring Expansion of Dihydroisoquinolines and Their Cholinesterase Inhibitory Activity

Synthesis 2023.0

Synthesis of tricyclic analogs of stephaoxocanidine and their evaluation as acetylcholinesterase inhibitors

Bioorganic & Medicinal Chemistry Letters 2005.0

Design, synthesis and biological evaluation of tacrine-1,2,3-triazole derivatives as potent cholinesterase inhibitors

MedChemComm 2017.0

Synthesis and evaluation of novel rutaecarpine derivatives and related alkaloids derivatives as selective acetylcholinesterase inhibitors

European Journal of Medicinal Chemistry 2010.0

Acetylcholinesterase inhibition by fused dihydroquinazoline compounds

Bioorganic & Medicinal Chemistry Letters 1996.0

Quantitative Analysis and In Silico Molecular Docking Screening for Acetylcholinesterase Inhibitor and ADME Prediction of Coumarins and Carbazole Alkaloids from Clausena harmandiana