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Título: | Urolithins, Ellagic Acid-Derived Metabolites Produced by Human Colonic Microflora, Exhibit Estrogenic and Antiestrogenic Activities |
Autor: | Larrosa, Mar CSIC ORCID; González-Sarrías, Antonio CSIC ORCID; García-Conesa, María Teresa CSIC ORCID ; Tomás Barberán, Francisco CSIC ORCID ; Espín de Gea, Juan Carlos CSIC ORCID | Palabras clave: | Breast cancer Phytoestrogen Hydroxy-6H-dibenzo[b,d]pyran-6-one derivative Endocrine-disrupting Estrogen receptor |
Fecha de publicación: | 11-feb-2006 | Editor: | American Chemical Society | Citación: | Journal of Agricultural and Food Chemistry 54(5): 1611-1620 (2006) | Resumen: | Urolithins A and B (hydroxy-6H-dibenzo[b,d]pyran-6-one derivatives) are colonic microflora metabolites recently proposed as biomarkers of human exposure to dietary ellagic acid derivatives. Molecular models suggest that urolithins could display estrogenic and/or antiestrogenic activity. To this purpose, both urolithins and other known phytoestrogens (genistein, daidzein, resveratrol, and enterolactone) were assayed to evaluate the capacity to induce cell proliferation on the estrogen-sensitive human breast cancer MCF-7 cells as well as the ability to bind to α- and β-estrogen receptors. Both urolithins A and B showed estrogenic activity in a dose-dependent manner even at high concentrations (40 μM), without antiproliferative or toxic effects, whereas the other phytoestrogens inhibited cell proliferation at high concentrations. Overall, urolithins showed weaker estrogenic activity than the other phytoestrogens. However, both urolithins displayed slightly higher antiestrogenic activity (antagonized the growth promotion effect of 17-β-estradiol in a dose-dependent manner) than the other phytoestrogens. The IC50 values for the ERα and ERβ binding assays were 0.4 and 0.75 μM for urolithin A; 20 and 11 μM for urolithin B; 3 and 0.02 for genistein; and 2.3 and 1 for daidzein, respectively; no binding was detected for resveratrol and enterolactone. Urolithins A and B entered into MCF-7 cells and were metabolized to yield mainly urolithin-sulfate derivatives. These results, together with previous studies regarding absorption and metabolism of dietary ellagitannins and ellagic acid in humans, suggest that the gut microflora metabolites urolithins are potential endocrine-disrupting molecules, which could resemble other described “enterophytoestrogens” (microflora-derived metabolites with estrogenic/antiestrogenic activity). Further research is warranted to evaluate the possible role of ellagitannins and ellagic acid as dietary “pro-phytoestrogens”. | Descripción: | 10 pages, 8 figures, 1 table. | Versión del editor: | http://dx.doi.org/10.1021/jf0527403 | URI: | http://hdl.handle.net/10261/17794 | DOI: | 10.1021/jf0527403 | ISSN: | 0021-8561 | E-ISSN: | 1520-5118 |
Aparece en las colecciones: | (CEBAS) Artículos |
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