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Authordc.contributor.authorJara, José A. 
Authordc.contributor.authorCastro Castillo, Vicente 
Authordc.contributor.authorSaavedra-Olavarría, Jorge 
Authordc.contributor.authorPeredo, Liliana 
Authordc.contributor.authorPavanni, Mario 
Authordc.contributor.authorJaña, Fabián 
Authordc.contributor.authorLetelier, María Eugenia 
Authordc.contributor.authorParra, Eduardo 
Authordc.contributor.authorBecker, María Inés 
Authordc.contributor.authorMorello Casté, Antonio 
Authordc.contributor.authorKemmerling Weis, Ulrike 
Authordc.contributor.authorMaya Arango, Juan 
Authordc.contributor.authorFerreira, Jorge 
Cita de ítemdc.identifier.citationJournal of Medicinal Chemistry, Volumen 57, Issue 6, 2018, Pages 2440-2454
Abstractdc.description.abstractTumor cells principally exhibit increased mitochondrial transmembrane potential (Δψm) and altered metabolic pathways. The therapeutic targeting and delivery of anticancer drugs to the mitochondria might improve treatment efficacy. Gallic acid exhibits a variety of biological activities, and its ester derivatives can induce mitochondrial dysfunction. Four alkyl gallate triphenylphosphonium lipophilic cations were synthesized, each differing in the size of the linker chain at the cationic moiety. These derivatives were selectively cytotoxic toward tumor cells. The better compound (TPP+C10) contained 10 carbon atoms within the linker chain and exhibited an IC50 value of approximately 0.4-1.6 μM for tumor cells and a selectivity index of approximately 17-fold for tumor compared with normal cells. Consequently, its antiproliferative effect was also assessed in vivo. The oxygen consumption rate and NAD(P)H oxidation levels increased in the tumor cell lines (uncoupling effect), resulting in a
Publisherdc.publisherAmerican Chemical Society
Type of licensedc.rightsAttribution-NonCommercial-NoDerivs 3.0 Chile
Link to Licensedc.rights.uri
Sourcedc.sourceJournal of Medicinal Chemistry
Keywordsdc.subjectMolecular Medicine
Keywordsdc.subjectDrug Discovery
Títulodc.titleAntiproliferative and uncoupling effects of delocalized, lipophilic, cationic gallic acid derivatives on cancer cell lines. Validation in vivo in singenic mice
Document typedc.typeArtículo de revista
Indexationuchile.indexArtículo de publicación SCOPUS

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