Synthesis and antifungal activity of diverse C-2 pyridinyl and pyridinylvinyl substituted quinolines.

Autor: Kouznetsov VV; Laboratorio de Química Orgánica y Biomolecular, Escuela de Química, Universidad Industrial de Santander, A.A. 678, Bucaramanga, Colombia. kouznet@uis.edu.co, Meléndez Gómez CM, Derita MG, Svetaz L, del Olmo E, Zacchino SA
Jazyk: angličtina
Zdroj: Bioorganic & medicinal chemistry [Bioorg Med Chem] 2012 Nov 01; Vol. 20 (21), pp. 6506-12. Date of Electronic Publication: 2012 Aug 30.
DOI: 10.1016/j.bmc.2012.08.036
Abstrakt: Diverse 2-pyridinyl quinolines 6-12 and 2-pyridinilvinyl quinolines 13-17 were prepared using a straightforward synthesis based on the BiCl(3)-catalyzed multicomponent imino Diels-Alder (imino DA) reaction or a novel tandem imino DA/catalytic tetrahydroquinoline ring oxidation/Perkin condensation sequential process. All members of the series showed activities against dermatophytes and some of them possessed a broad spectrum of action. 2-(Pyridin-4-yl)quinoline 9 and 2-(2-pyridin-4-yl)vinyl)quinoline 16 showed the best MIC(80) and MIC(50) against the clinically important fungi Candida albicans and non-albicans Candida species. In turn, 6-ethyl-2-(pyridin-2-yl)quinoline 6 showed the best properties against standardized as well as clinical strains of Cryptococcus neoformans.
(Copyright © 2012 Elsevier Ltd. All rights reserved.)
Databáze: MEDLINE
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