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Type: Artigo de periódico
Title: Mechanism and synthesis of pharmacologically active quinolones from Morita-Baylis-Hillman adducts
Author: Amarante, GW
Benassi, M
Pascoal, RN
Eberlin, MN
Coelho, F
Abstract: The synthesis of quinolones from Morita-Baylis-Hillman (MBH) adducts is reported. The quinolone skeleton is formed via a TFA-mediated cyclization of the MBH adduct, and a mechanism study using ESI (+)-MS(/MS) has indicated the role played by TFA in this key reaction step. The total syntheses of Norfloxacin and a benzyl quinolone carboxylic acid (BQCA) derivative are described. Norfloxacin is a fluoroquinolonic antibacterial drug whereas BQCA is M(1) receptor positive allosteric modulator and seem to provide access to new potential drugs for Alzheimer disease, pain, and sleep disorders. The syntheses of these two important quinolones exemplify the versatility and potentiality of the approach. (C) 2010 Elsevier Ltd. All rights reserved.
Subject: Morita-Baylis-Hillman
Alzheimer disease
Country: Inglaterra
Editor: Pergamon-elsevier Science Ltd
Rights: fechado
Identifier DOI: 10.1016/j.tet.2010.04.018
Date Issue: 2010
Appears in Collections:Artigos e Materiais de Revistas Científicas - Unicamp

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