SYNTHESIS, CHARACTERIZATION AND IN VITRO ANTIFUNGAL EVALUATION OF NOVEL BENZIMIDAZO[1,2-c]QUINAZOLINES

The synthesis of a series of new benzimidazo[1,2-c]quinazolines starting from 2-nitrobenzaldehyde and o-phenylendiamine is described. The structure elucidation of the products is based on detailed NMR analysis of experiments such as ¹H-COSY, NOESY, DEPT, HSQC and HMBC. These compounds showed antifun...

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Autores principales:	INSUASTY,B. A., TORRES,H., QUIROGA,J., ABONÍA,R., RODRÍGUEZ,R., NOGERAS,M., SÁNCHEZ,A., SAITZ,C., ALVAREZ,S. L., ZACCHINO,S. A.
Lenguaje:	English
Publicado:	Sociedad Chilena de Química 2006
Materias:	benzimidazoles quinazolines benzimidazo[1,2-c]quinazolines antifungal evaluation dermatophytes
Acceso en línea:	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072006000200018
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spelling	oai:scielo:S0717-970720060002000182006-06-30SYNTHESIS, CHARACTERIZATION AND IN VITRO ANTIFUNGAL EVALUATION OF NOVEL BENZIMIDAZO[1,2-c]QUINAZOLINESINSUASTY,B. A.TORRES,H.QUIROGA,J.ABONÍA,R.RODRÍGUEZ,R.NOGERAS,M.SÁNCHEZ,A.SAITZ,C.ALVAREZ,S. L.ZACCHINO,S. A. benzimidazoles quinazolines benzimidazo[1,2-c]quinazolines antifungal evaluation dermatophytes The synthesis of a series of new benzimidazo[1,2-c]quinazolines starting from 2-nitrobenzaldehyde and o-phenylendiamine is described. The structure elucidation of the products is based on detailed NMR analysis of experiments such as ¹H-COSY, NOESY, DEPT, HSQC and HMBC. These compounds showed antifungal properties only against dermatophytes. Among them, those with electron-donor substituents on the 6-phenyl ring inhibited mainly T. rubrum and E. floccosum with MICs between 25-250 µg/mL and M. canis, M. gypseum and T. mentagrophytes with MICs between 50-250 µg/mL. Structures with electron-withdrawing substituents on the phenyl ring did not show any activities up to 250 µg/ml. Methyl substituents on the benzimidazole ring seem negatively affect the antifungal behaviour of this seriesinfo:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.51 n.2 20062006-06-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072006000200018en10.4067/S0717-97072006000200018
institution	Scielo Chile
collection	Scielo Chile
language	English
topic	benzimidazoles quinazolines benzimidazo[1,2-c]quinazolines antifungal evaluation dermatophytes
spellingShingle	benzimidazoles quinazolines benzimidazo[1,2-c]quinazolines antifungal evaluation dermatophytes INSUASTY,B. A. TORRES,H. QUIROGA,J. ABONÍA,R. RODRÍGUEZ,R. NOGERAS,M. SÁNCHEZ,A. SAITZ,C. ALVAREZ,S. L. ZACCHINO,S. A. SYNTHESIS, CHARACTERIZATION AND IN VITRO ANTIFUNGAL EVALUATION OF NOVEL BENZIMIDAZO[1,2-c]QUINAZOLINES
description	The synthesis of a series of new benzimidazo[1,2-c]quinazolines starting from 2-nitrobenzaldehyde and o-phenylendiamine is described. The structure elucidation of the products is based on detailed NMR analysis of experiments such as ¹H-COSY, NOESY, DEPT, HSQC and HMBC. These compounds showed antifungal properties only against dermatophytes. Among them, those with electron-donor substituents on the 6-phenyl ring inhibited mainly T. rubrum and E. floccosum with MICs between 25-250 µg/mL and M. canis, M. gypseum and T. mentagrophytes with MICs between 50-250 µg/mL. Structures with electron-withdrawing substituents on the phenyl ring did not show any activities up to 250 µg/ml. Methyl substituents on the benzimidazole ring seem negatively affect the antifungal behaviour of this series
author	INSUASTY,B. A. TORRES,H. QUIROGA,J. ABONÍA,R. RODRÍGUEZ,R. NOGERAS,M. SÁNCHEZ,A. SAITZ,C. ALVAREZ,S. L. ZACCHINO,S. A.
author_facet	INSUASTY,B. A. TORRES,H. QUIROGA,J. ABONÍA,R. RODRÍGUEZ,R. NOGERAS,M. SÁNCHEZ,A. SAITZ,C. ALVAREZ,S. L. ZACCHINO,S. A.
author_sort	INSUASTY,B. A.
title	SYNTHESIS, CHARACTERIZATION AND IN VITRO ANTIFUNGAL EVALUATION OF NOVEL BENZIMIDAZO[1,2-c]QUINAZOLINES
title_short	SYNTHESIS, CHARACTERIZATION AND IN VITRO ANTIFUNGAL EVALUATION OF NOVEL BENZIMIDAZO[1,2-c]QUINAZOLINES
title_full	SYNTHESIS, CHARACTERIZATION AND IN VITRO ANTIFUNGAL EVALUATION OF NOVEL BENZIMIDAZO[1,2-c]QUINAZOLINES
title_fullStr	SYNTHESIS, CHARACTERIZATION AND IN VITRO ANTIFUNGAL EVALUATION OF NOVEL BENZIMIDAZO[1,2-c]QUINAZOLINES
title_full_unstemmed	SYNTHESIS, CHARACTERIZATION AND IN VITRO ANTIFUNGAL EVALUATION OF NOVEL BENZIMIDAZO[1,2-c]QUINAZOLINES
title_sort	synthesis, characterization and in vitro antifungal evaluation of novel benzimidazo[1,2-c]quinazolines
publisher	Sociedad Chilena de Química
publishDate	2006
url	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072006000200018
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SYNTHESIS, CHARACTERIZATION AND IN VITRO ANTIFUNGAL EVALUATION OF NOVEL BENZIMIDAZO[1,2-c]QUINAZOLINES

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