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10.1002/cmdc.201000482
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Título: | Comparison of a Pair of Synthetic Tea-Catechin-Derived Epimers: Synthesis, Antifolate Activity, and Tyrosinase-Mediated Activation in Melanoma |
Fecha de publicación: | 7-mar-2011 |
Editorial: | WILEY |
Cita bibliográfica: | ChemMedChem, Volumen: 6, Nº: 3, año 2011 |
ISSN: | 1860-7179 1860-7187 |
Materias relacionadas: | CDU::5 - Ciencias puras y naturales::57 - Biología::577 - Bioquímica. Biología molecular. Biofísica |
Palabras clave: | Melanoma Epigallocatechin-3-gallate Fólico, acido |
Resumen: | Despite bioavailability issues, tea catechins have emerged as promising chemopreventive agents because of their efficacy in various animal models. We synthesized two catechin-derived compounds, 3-O-(3,4,5-trimethoxybenzoyl)-(-)-catechin (TMCG) and 3-O-(3,4,5-trimethoxybenzoyl)-(-)-epicatechin (TMECG), in an attempt to improve the stability and cellular absorption of tea polyphenols. The antiproliferative and pro-apoptotic activities of both compounds were analyzed with various cancer cell systems, and TMCG, which was easily synthesized in excellent yield, was more active than TMECG in both melanoma and non-melanoma cell lines. TMCG was also a better inhibitor of dihydrofolate reductase and was more efficiently oxidized by tyrosinase, potentially explaining the difference in activity between these epimers. |
Autor/es principal/es: | Sáez Ayala, Magalí Sánchez del Campo Ferrer, Luis Montenegro Arce, María Fernanda Chazarra Parres, Soledad Tárraga Tomás, Alberto Cabezas Herrera, Juan Rodríguez López, José Neptuno |
Facultad/Departamentos/Servicios: | Facultades, Departamentos, Servicios y Escuelas::Departamentos de la UMU::Bioquímica y Biología Molecular A |
Versión del editor: | https://doi.org/10.1002/cmdc.201000482 |
URI: | http://hdl.handle.net/10201/137686 |
DOI: | 10.1002/cmdc.201000482 |
Tipo de documento: | info:eu-repo/semantics/article |
Número páginas / Extensión: | 35 |
Derechos: | info:eu-repo/semantics/openAccess Attribution-NonCommercial-NoDerivatives 4.0 Internacional |
Descripción: | This document is the Accepted Manuscript version of a Published Work that appeared in final form in CHEMMEDCHEM. To access the final edited and published work see https://doi.org/10.1002/cmdc.201000482 |
Aparece en las colecciones: | Artículos: Bioquímica y Biología Molecular "A" |
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