Synthesis and cholinesterase inhibitory activity of new 2-benzofuran carboxamide-benzylpyridinum salts.
Bioorg Chem
; 80: 180-188, 2018 10.
Article
in En
| MEDLINE
| ID: mdl-29929079
ABSTRACT
A series of benzofuran-2-carboxamide-N-benzyl pyridinium halide derivatives (6a-o) are synthesized as new cholinesterase inhibitors. The synthetic pathway involves the reaction of salicylaldehyde derivatives and ethyl bromoacetate, followed by hydrolysis and amidation with 3- and 4-picolyl amine. Subsequently, N-((pyridin-4-yl) methyl) benzofuran-2-carboxamide and substituted N-((pyridin-3-yl) methyl) benzofuran-2-carboxamides reacts with benzyl halides to afford target compounds (6a-o). The chemical structures of all derivatives were confirmed by spectroscopic methods. The studies reveal that some of the synthesized compounds are potent butyrylcholinesterase inhibitors with IC50 values in the range of 0.054-2.7⯵M. In addition, good inhibitory effects on Aß self-aggregation are observed for 6h and 6k (33.1 and 46.4% at 100⯵M, respectively).
Key words
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Acetylcholinesterase
/
Pyridines
/
Butyrylcholinesterase
/
Cholinesterase Inhibitors
Language:
En
Journal:
Bioorg Chem
Year:
2018
Document type:
Article
Affiliation country: