New 1,4-anthracenedione derivatives with fused heterocyclic rings: Synthesis and biological evaluation

ABSTARCT: Several terpenylquinones derived from 1,4-anthracenedione (1,4-anthracenequinone, AQ) have been prepared by addition or substitution nucleophilic reactions and further transformed into extended polycyclic systems, which mainly kept the 1,4-quinone moiety fused to different nitrogen-heteroc...

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Autores:
Roa Linares, Vicky Constanza
Gamito, Ana Maria
Castro, Maria Angeles
Mesa Arango, Ana Cecilia
Martin, Arturo San Feliciano
Tangarife Castano, Veronica
Betancur Galvis, Liliana Amparo
Del Corral, Jose Maria Migel
Francesch, Andres
Tipo de recurso:
Article of investigation
Fecha de publicación:
2015
Institución:
Universidad de Antioquia
Repositorio:
Repositorio UdeA
Idioma:
eng
OAI Identifier:
oai:bibliotecadigital.udea.edu.co:10495/11490
Acceso en línea:
http://hdl.handle.net/10495/11490
Palabra clave:
Organic compounds
Antineoplastic
Antiviral activities
Biological evaluation
Filamentous fungi
Heterocyclic rings
Nucleophilic reaction
Polycyclic systems
Quinoxalines
Rights
openAccess
License
Atribución 2.5
Description
Summary:ABSTARCT: Several terpenylquinones derived from 1,4-anthracenedione (1,4-anthracenequinone, AQ) have been prepared by addition or substitution nucleophilic reactions and further transformed into extended polycyclic systems, which mainly kept the 1,4-quinone moiety fused to different nitrogen-heterocyclic rings (pyrrole, imidazole, pyrazine or quinoxaline) into the structure. The compounds synthesized were evaluated for their antineoplastic, antifungal and antiviral activities. GI50 antineoplastic values remained under μM levels for AQs, while the heterocyclic derivatives showed antifungal MIC values in the low μg mL-1 range against yeasts and filamentous fungi. Only few compounds displayed a discrete non-selective antiherpetic activity in the μg mL-1 range. This journal is © The Royal Society of Chemistry 2015.