Synthesis and acetylcholinesterase/butyrylcholinesterase inhibition activity of new tacrine-like analogues

José L. Marco, Cristóbal De los Ríos, María C. Carreiras, Josep E. Baos, Albert Badía, Nuria M. Vivas

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84 Citations (Scopus)

Abstract

The synthesis and preliminary results for acetylcholinesteraseand butyrylcholinesterase inhibition activation 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-cyano-pyridines]-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. Copyright © 2001 Elsevier Science Ltd.
Original languageEnglish
Pages (from-to)727-732
JournalBioorganic and Medicinal Chemistry
Volume9
DOIs
Publication statusPublished - 24 Mar 2001

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