Synthesis and cholinesterase inhibitory activity of new 2-benzofuran carboxamide-benzylpyridinum salts.
Bioorg Chem
; 80: 180-188, 2018 10.
Article
em 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).
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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Acetilcolinesterase
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Piridinas
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Butirilcolinesterase
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Inibidores da Colinesterase
Idioma:
En
Ano de publicação:
2018
Tipo de documento:
Article