Design, synthesis and anticholinesterase activity of a novel series of 1-benzyl-4-((6-alkoxy-3-oxobenzofuran-2(3H)-ylidene) methyl) pyridinium derivatives

Hamid Nadri; Morteza Pirali-Hamedani; Maryam Shekarchi; Mohammad Abdollahi; Vahid Sheibani; Massoud Amanlou; Abbas Shafiee; Alireza Foroumadi

doi:10.1016/j.bmc.2010.07.012

Design, synthesis and anticholinesterase activity of a novel series of 1-benzyl-4-((6-alkoxy-3-oxobenzofuran-2(3H)-ylidene) methyl) pyridinium derivatives

Bioorg Med Chem. 2010 Sep 1;18(17):6360-6. doi: 10.1016/j.bmc.2010.07.012. Epub 2010 Jul 30.

Authors

Hamid Nadri¹, Morteza Pirali-Hamedani, Maryam Shekarchi, Mohammad Abdollahi, Vahid Sheibani, Massoud Amanlou, Abbas Shafiee, Alireza Foroumadi

Affiliation

¹ Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran 14174, Iran.

PMID: 20673725
DOI: 10.1016/j.bmc.2010.07.012

Abstract

A novel series of benzofuranone-ylidene-methyl benzylpyridinium derivatives (6a-u) were synthesized as acetylcholinesterase inhibitors. The anticholinesterase activity of synthesized compounds was measured using colorimetric Ellman's method. It was revealed that some synthesized compounds exhibited high anticholinesterase activity, among them compound 6b was the most active compound (IC(50)=10 + or - 6.87 nM).

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Benzofurans / chemical synthesis
Benzofurans / chemistry
Benzofurans / pharmacology
Cholinesterase Inhibitors / chemical synthesis*
Cholinesterase Inhibitors / chemistry
Cholinesterase Inhibitors / pharmacology*
Humans
Nuclear Magnetic Resonance, Biomolecular
Pyridinium Compounds / chemical synthesis*
Pyridinium Compounds / chemistry
Pyridinium Compounds / pharmacology*
Structure-Activity Relationship

Substances

Benzofurans
Cholinesterase Inhibitors
Pyridinium Compounds