Part 2: Influence of 2-Euryfuryl-1,4-naphthoquinone and Its peri-Hydroxy Derivatives on Both Cell Death and Metabolism of TLT Cells, a Murine Hepatoma Cell Line. Modulation of Cytotoxicity by Vitamin C

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dc.contributor.authorBenites, Julio
dc.contributor.authorAdolfo Valderrama, Jaime
dc.contributor.authorTaper, Henryk
dc.contributor.authorCalderon, Pedro Buc
dc.date.accessioned2024-01-10T12:07:22Z
dc.date.available2024-01-10T12:07:22Z
dc.date.issued2009
dc.description.abstract2-Euryfuryl-1,4-naphthoquinone C-1 and its 5- and 5,8-hydroxy derivatives C-2 and C-3, were tested for their cytotoxicity towards transplantable liver tumor (TLT) cells (a murine hepatoma cell line) in the absence and in the presence of vitamin C. Cell death, caspase-3 activity and two metabolic end-points, namely the intracellular content of ATP and glutathione (GSH), were employed to evaluate their cytotoxicity. In a range of concentration from 0 to 10 mu g/ml C-1 and C-3 were non toxic against TLT cells, while compound C-2 killed about 50% of cells by necrosis. Interestingly, the presence of vitamin C did not enhance the cytolysis of C-2, but its addition exacerbated the effects of the three compounds on both ATP and GSH contents, the two metabolic end points selected in our study. Our assumption is that the electron donor effect of the peri-hydroxyl substituents on euryfurylnaphthoquinones and the hydrogen bond between the peri-hydroxy and quinone carbonyl groups influence the electron-acceptor capability of the quinone nucleus and thus modifies the electron transfer from ascorbate to the electroactive quinone nucleus. The combination of euryfurylnaphthoquinones with vitamin C may he of potential clinical interest, because cancer cells accumulate vitamin C, they are sensitive to an oxidant insult and they depend on glycolysis (ATP formation) for their survival.
dc.description.funderDI-UNAP
dc.fechaingreso.objetodigital2024-05-16
dc.format.extent5 páginas
dc.fuente.origenWOS
dc.identifier.doi10.1248/cpb.57.615
dc.identifier.issn0009-2363
dc.identifier.pubmedidMEDLINE:19483346
dc.identifier.urihttps://doi.org/10.1248/cpb.57.615
dc.identifier.urihttps://repositorio.uc.cl/handle/11534/76276
dc.identifier.wosidWOS:000266480600016
dc.information.autorucQuímica;Valderrama JA;S/I;98772
dc.issue.numero6
dc.language.isoen
dc.nota.accesocontenido parcial
dc.pagina.final619
dc.pagina.inicio615
dc.publisherPHARMACEUTICAL SOC JAPAN
dc.revistaCHEMICAL & PHARMACEUTICAL BULLETIN
dc.rightsacceso restringido
dc.subjectcancer
dc.subjectcell death
dc.subjectnaphthoquinone
dc.subjectoxidative stress
dc.subjectvitamin C
dc.subjectOXIDATIVE STRESS
dc.subjectANTIOXIDANT ENZYMES
dc.subjectGENE-EXPRESSION
dc.subjectLEUKEMIA-CELLS
dc.subjectCANCER-CELLS
dc.subjectRADIOTHERAPY
dc.subjectMECHANISM
dc.subjectPOTENTIATION
dc.subjectCHEMISTRY
dc.subjectAPOPTOSIS
dc.subject.ods03 Good Health and Well-being
dc.subject.odspa03 Salud y bienestar
dc.titlePart 2: Influence of 2-Euryfuryl-1,4-naphthoquinone and Its peri-Hydroxy Derivatives on Both Cell Death and Metabolism of TLT Cells, a Murine Hepatoma Cell Line. Modulation of Cytotoxicity by Vitamin C
dc.typeartículo
dc.volumen57
sipa.codpersvinculados98772
sipa.indexWOS
sipa.indexScopus
sipa.trazabilidadCarga SIPA;09-01-2024
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