Abstract
The synthesis and preliminary results for acetylcholinesterase and butyrylcholinesterase inhibition activity of a series of pyrano[2,3-b]quinolines (2, 3) and benzonaphthyridines (5, 6) derivatives are described. These molecules are tacrine-like analogues which have been prepared from readily available polyfunctionalized ethyl [6-amino-5-cyano-4H-pyrans and 6-amino-5-cyanopyridines]-3-carboxylates via Friedlander condensation with selected ketones. These compounds showed moderate acetylcholinesterase inhibition activity, the more potent (2e, 5b) being 6 times less active than tacrine. The butyrylcholinesterase activity of some of these molecules is also discussed.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Acetylcholinesterase / metabolism
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Alzheimer Disease / drug therapy
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Butyrylcholinesterase
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Cholinesterase Inhibitors / chemical synthesis*
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Cholinesterase Inhibitors / pharmacology
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Cholinesterases / metabolism
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Humans
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Inhibitory Concentration 50
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Kinetics
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Naphthyridines / chemical synthesis
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Naphthyridines / pharmacology
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Quinolines / chemical synthesis
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Quinolines / pharmacology
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Structure-Activity Relationship
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Tacrine / analogs & derivatives*
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Tacrine / chemical synthesis
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Tacrine / pharmacology
Substances
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Cholinesterase Inhibitors
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Naphthyridines
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Quinolines
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Tacrine
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Acetylcholinesterase
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Butyrylcholinesterase
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Cholinesterases