Studies on quinones. Part 47. Synthesis of novel phenylaminophenanthridinequinones as potential antitumor agents

Simple item page
dc.contributor.authorValderrama, Jaime A.
dc.contributor.authorIbacache, Andrea
dc.contributor.authorRodriguez, Jaime A.
dc.contributor.authorTheoduloz, Cristina
dc.contributor.authorBenites, Julio
dc.date.accessioned2024-01-10T13:43:40Z
dc.date.available2024-01-10T13:43:40Z
dc.date.issued2011
dc.description.abstractIn our search for potential anticancer agents, a series of 8- and 9-phenylamino-3,4-tetrahydro-phenanthridine-1,7,10(2H)-triones with substituent variations at 6-, 8- and 9-positions were prepared using a highly efficient sequence involving: a) solar photoacylation reactions of benzoquinone with arylaldehydes, b) one-pot procedure for the synthesis of 3,4-dihydrophenanthridine-1,7,10(2H)-trione intermediates from acylhydroquinones and c) highly regiocontrolled acid-induced amination reaction of phenanthridinequinones with phenylamines. The members of this series were in vitro evaluated using the KIT colorimetric method against one normal cell line and three human cancer cell lines. The SAR analysis indicates that the location of nitrogen substituents on the quinone nucleus, the presence of methyl, phenyl, furyl and thienyl groups at the 6-position and the aromatization of the angular cyclo-aliphatic ring of the phenylamino-3,4-tetrahydrophenanthridine-1,7,10(2H)-trione pharmacophore play key roles in the antitumor activity. (C) 2011 Elsevier Masson SAS. All rights reserved.
dc.description.funderFonda Nacional de Ciencia y Tecnologia
dc.fechaingreso.objetodigital2024-04-16
dc.format.extent12 páginas
dc.fuente.origenWOS
dc.identifier.doi10.1016/j.ejmech.2011.05.003
dc.identifier.eissn1768-3254
dc.identifier.issn0223-5234
dc.identifier.pubmedidMEDLINE:21621882
dc.identifier.urihttps://doi.org/10.1016/j.ejmech.2011.05.003
dc.identifier.urihttps://repositorio.uc.cl/handle/11534/78718
dc.identifier.wosidWOS:000292670000025
dc.information.autorucQuímica;Ibacache A ;S/I;165677
dc.information.autorucQuímica;Valderrama J ;S/I;98772
dc.issue.numero8
dc.language.isoen
dc.nota.accesocontenido parcial
dc.pagina.final3409
dc.pagina.inicio3398
dc.publisherELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER
dc.revistaEUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
dc.rightsacceso restringido
dc.subjectAminophenanthridinequinones
dc.subjectRegioselectivity
dc.subjectCytotoxicity
dc.subjectHalf-wave potentials
dc.subjectBARR-VIRUS ACTIVATION
dc.subjectREDOX POTENTIALS
dc.subjectCELL-LINES
dc.subjectCHEMISTRY
dc.subjectASSAY
dc.subject.ods03 Good Health and Well-being
dc.subject.odspa03 Salud y bienestar
dc.titleStudies on quinones. Part 47. Synthesis of novel phenylaminophenanthridinequinones as potential antitumor agents
dc.typeartículo
dc.volumen46
sipa.codpersvinculados165677
sipa.codpersvinculados98772
sipa.indexWOS
sipa.indexScopus
sipa.trazabilidadCarga SIPA;09-01-2024
Files
Original bundle
Now showing 1 - 1 of 1
Thumbnail Image
Name:
Studies on quinones. Part 47. Synthesis of novel phenylaminophenanthridinequinones as potential antitumor agents.pdf
Size:
2.69 KB
Format:
Adobe Portable Document Format
Description:
Download
Collections
Artículos de revistas