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Antiproliferative and proapoptotic activities of aza-annulated naphthoquinone analogs

Authordc.contributor.authorSuárez Rozas, Cristian 
Authordc.contributor.authorSimpson, Sebastián 
Authordc.contributor.authorFuentes Retamal, Sebastián 
Authordc.contributor.authorCatalán, Mabel 
Authordc.contributor.authorFerreira, Jorge 
Authordc.contributor.authorTheoduloz, Cristina 
Authordc.contributor.authorMella, Jaime 
Authordc.contributor.authorCabezas, David 
Authordc.contributor.authorCassels Niven, Bruce 
Authordc.contributor.authorYáñez, Claudia 
Authordc.contributor.authorCastro Castillo, Vicente 
Admission datedc.date.accessioned2019-03-18T12:03:54Z
Available datedc.date.available2019-03-18T12:03:54Z
Publication datedc.date.issued2019
Cita de ítemdc.identifier.citationToxicology in Vitro, Volumen 54,
Identifierdc.identifier.issn18793177
Identifierdc.identifier.issn08872333
Identifierdc.identifier.other10.1016/j.tiv.2018.10.014
Identifierdc.identifier.urihttp://repositorio.uchile.cl/handle/2250/167709
Abstractdc.description.abstract© 2018 1,4-Naphthoquinone derivatives have been widely documented with regard to their biological properties, and particularly their anticancer activities. In the 9,10-anthraquinone family, aza-annulation involving one of the carbonyl oxygen atoms has afforded more potent, possibly less toxic analogues. We recently carried out different modifications on the naphthoquinone skeleton to generate 3-chloro-2-amino- and 3-chloro-2-(N-acetamido)-1,4-naphthoquinone and 3,4-dihydrobenzo[f]quinoxalin-6(2H)-one derivatives. These three series of compounds were now tested against normal human fibroblasts and six human cancer cell lines. Some of the dihydrobenzoquinoxalinone derivatives were not only more potent than their 1,4-naphthoquinone counterparts, but also exhibited 10- to 14-fold selectivity between bladder carcinoma and normal cells and were equipotent with the non-selective reference drug used (etoposide). The fusion of an additional azaheterocycle to the 1,4-naphthoquinone nucleus modul
Lenguagedc.language.isoen
Publisherdc.publisherElsevier Ltd
Type of licensedc.rightsAttribution-NonCommercial-NoDerivs 3.0 Chile
Link to Licensedc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/3.0/cl/
Sourcedc.sourceToxicology in Vitro
Keywordsdc.subject1,4-Naphthoquinone derivatives
Keywordsdc.subject3,4-Dihydrobenzo[f]quinoxalin-6(2H)-ones
Keywordsdc.subject3D-QSAR
Keywordsdc.subjectAntiproliferative and proapoptotic activity
Keywordsdc.subjectAza-annulation
Keywordsdc.subjectCancer
Títulodc.titleAntiproliferative and proapoptotic activities of aza-annulated naphthoquinone analogs
Document typedc.typeArtículo de revista
Catalogueruchile.catalogadorSCOPUS
Indexationuchile.indexArtículo de publicación SCOPUS
uchile.cosechauchile.cosechaSI


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Attribution-NonCommercial-NoDerivs 3.0 Chile
Except where otherwise noted, this item's license is described as Attribution-NonCommercial-NoDerivs 3.0 Chile