dc.creatorValderrama, J.A.
dc.creatorIbacache, A.
dc.creatorRodriguez, J.A.
dc.creatorTheoduloz, C.
dc.creatorBenites, J.
dc.date2012-09-06T16:20:01Z
dc.date2012-09-06T16:20:01Z
dc.date2011-08
dc.date.accessioned2017-03-07T14:58:17Z
dc.date.available2017-03-07T14:58:17Z
dc.identifierEUROPEAN JOURNAL OF MEDICINAL CHEMISTRY Volume: 46 Issue: 8 Pages: 3398-3409 DOI: 10.1016/j.ejmech.2011.05.003
dc.identifier0223-5234
dc.identifierhttp://dspace.utalca.cl/handle/1950/8804
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/375740
dc.descriptionRodriguez, JA (Rodriguez, Jaime A.). Theoduloz, C (Theoduloz, Cristina);Univ Talca, Fac Ciencias Salud, Talca, Chile.
dc.descriptionIn 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.languageen
dc.publisherELSEVIER FRANCE-EDITIONS SCIENTIFIQUES
dc.subjectCytotoxicity
dc.subjectAminophenanthridinequinones
dc.subjectRegioselectivity
dc.subjectHalf-wave potentials
dc.titleStudies on quinones. Part 47. Synthesis of novel phenylaminophenanthridinequinones as potential antitumor agents
dc.typeArtículos de revistas


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