Studies on quinones. Part 44: Novel angucyclinone N-heterocyclic analogues endowed with antitumoral activity

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dc.contributor.authorValderrama, Jaime A.
dc.contributor.authorColonelli, Pamela
dc.contributor.authorVasquez, David
dc.contributor.authorFlorencia Gonzalez, M.
dc.contributor.authorRodriguez, Jaime A.
dc.contributor.authorTheoduloz, Cristina
dc.date.accessioned2024-01-10T13:43:40Z
dc.date.available2024-01-10T13:43:40Z
dc.date.issued2008
dc.description.abstractIn the search for new potentially anticancer drugs, series of angucyclinone aza-analogues containing pyridine and pyridopyridazine rings have been designed and synthesized by a highly efficient sequence involving a one-pot step for the synthesis of tricyclic quinone intermediate and highly regiocontrolled cycloaddition reactions with polarized 1,3-dienes. The new N-heterocyclic angular quinones were evaluated in vitro on normal human. broblasts and on a panel of four distinct human cancer cell lines. All tested compounds showed high to moderate antitumor activity. Among the compounds, those with one and two pyridine moieties fused to the quinone system have shown the best effect. Structure-activity relationships established the main structural requirement for the activity of the new potential anticancer drugs. (C) 2008 Elsevier Ltd. All rights reserved.
dc.description.funderFONDECYT
dc.fechaingreso.objetodigital21-03-2024
dc.format.extent10 páginas
dc.fuente.origenWOS
dc.identifier.doi10.1016/j.bmc.2008.10.064
dc.identifier.eissn1464-3391
dc.identifier.issn0968-0896
dc.identifier.pubmedidMEDLINE:19013074
dc.identifier.urihttps://doi.org/10.1016/j.bmc.2008.10.064
dc.identifier.urihttps://repositorio.uc.cl/handle/11534/78717
dc.identifier.wosidWOS:000261163300002
dc.information.autorucQuímica;Colonelli P;S/I;10477
dc.information.autorucQuímica;González F;S/I;73521
dc.information.autorucQuímica;Valderrama J;S/I;98772
dc.information.autorucQuímica;Vásquez D;S/I;117510
dc.issue.numero24
dc.language.isoen
dc.nota.accesocontenido parcial
dc.pagina.final10181
dc.pagina.inicio10172
dc.publisherPERGAMON-ELSEVIER SCIENCE LTD
dc.revistaBIOORGANIC & MEDICINAL CHEMISTRY
dc.rightsacceso restringido
dc.subjectAngucyclinones
dc.subjectBioisoteric replacement
dc.subjectN-heterocyclic quinones
dc.subjectCytotoxicity
dc.subjectDIELS-ALDER APPROACH
dc.subjectLEISHMANICIDAL ACTIVITY
dc.subjectANTIBIOTICS
dc.subjectCYTOTOXICITY
dc.subjectHYDROQUINONES
dc.subjectCELLS
dc.subject(+)-OCHROMYCINONE
dc.subjectPHOTOCHEMISTRY
dc.subject5-AZA-ANALOGS
dc.subjectRABELOMYCIN
dc.subject.ods03 Good Health and Well-being
dc.subject.odspa03 Salud y bienestar
dc.titleStudies on quinones. Part 44: Novel angucyclinone N-heterocyclic analogues endowed with antitumoral activity
dc.typeartículo
dc.volumen16
sipa.codpersvinculados10477
sipa.codpersvinculados73521
sipa.codpersvinculados98772
sipa.codpersvinculados117510
sipa.indexWOS
sipa.indexScopus
sipa.trazabilidadCarga SIPA;09-01-2024
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