Tyrosinase Inhibitor Activity of Coumarin-Resveratrol Hybrids

In the present work we report on the contribution of the coumarin moiety to tyrosinase inhibition. Coumarin-resveratrol hybrids 1-8 have been resynthesized to investigate the structure-activity relationships and the IC(50) values of these compounds were measured. The results showed that these compou...

Descripción completa

Detalles Bibliográficos
Autores principales: Fais, Antonella, Corda, Marcella, Era, Benedetta, Fadda, M. Benedetta, Matos, Maria Joao, Quezada, Elias, Santana, Lourdes, Picciau, Carmen, Podda, Gianni, Delogu, Giovanna
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Molecular Diversity Preservation International 2009
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6255045/
https://www.ncbi.nlm.nih.gov/pubmed/19633620
http://dx.doi.org/10.3390/molecules14072514
_version_ 1783373866320527360
author Fais, Antonella
Corda, Marcella
Era, Benedetta
Fadda, M. Benedetta
Matos, Maria Joao
Quezada, Elias
Santana, Lourdes
Picciau, Carmen
Podda, Gianni
Delogu, Giovanna
author_facet Fais, Antonella
Corda, Marcella
Era, Benedetta
Fadda, M. Benedetta
Matos, Maria Joao
Quezada, Elias
Santana, Lourdes
Picciau, Carmen
Podda, Gianni
Delogu, Giovanna
author_sort Fais, Antonella
collection PubMed
description In the present work we report on the contribution of the coumarin moiety to tyrosinase inhibition. Coumarin-resveratrol hybrids 1-8 have been resynthesized to investigate the structure-activity relationships and the IC(50) values of these compounds were measured. The results showed that these compounds exhibited tyrosinase inhibitory activity. Compound 3-(3’,4’,5’-trihydroxyphenyl)-6,8-dihydroxycoumarin (8) is the most potent compound (0.27 mM), more so than umbelliferone (0.42 mM), used as reference compound. The kinetic studies revealed that compound 8 caused non-competitive tyrosinase inhibition.
format Online
Article
Text
id pubmed-6255045
institution National Center for Biotechnology Information
language English
publishDate 2009
publisher Molecular Diversity Preservation International
record_format MEDLINE/PubMed
spelling pubmed-62550452018-11-30 Tyrosinase Inhibitor Activity of Coumarin-Resveratrol Hybrids Fais, Antonella Corda, Marcella Era, Benedetta Fadda, M. Benedetta Matos, Maria Joao Quezada, Elias Santana, Lourdes Picciau, Carmen Podda, Gianni Delogu, Giovanna Molecules Article In the present work we report on the contribution of the coumarin moiety to tyrosinase inhibition. Coumarin-resveratrol hybrids 1-8 have been resynthesized to investigate the structure-activity relationships and the IC(50) values of these compounds were measured. The results showed that these compounds exhibited tyrosinase inhibitory activity. Compound 3-(3’,4’,5’-trihydroxyphenyl)-6,8-dihydroxycoumarin (8) is the most potent compound (0.27 mM), more so than umbelliferone (0.42 mM), used as reference compound. The kinetic studies revealed that compound 8 caused non-competitive tyrosinase inhibition. Molecular Diversity Preservation International 2009-07-13 /pmc/articles/PMC6255045/ /pubmed/19633620 http://dx.doi.org/10.3390/molecules14072514 Text en © 2009 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland. This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Fais, Antonella
Corda, Marcella
Era, Benedetta
Fadda, M. Benedetta
Matos, Maria Joao
Quezada, Elias
Santana, Lourdes
Picciau, Carmen
Podda, Gianni
Delogu, Giovanna
Tyrosinase Inhibitor Activity of Coumarin-Resveratrol Hybrids
title Tyrosinase Inhibitor Activity of Coumarin-Resveratrol Hybrids
title_full Tyrosinase Inhibitor Activity of Coumarin-Resveratrol Hybrids
title_fullStr Tyrosinase Inhibitor Activity of Coumarin-Resveratrol Hybrids
title_full_unstemmed Tyrosinase Inhibitor Activity of Coumarin-Resveratrol Hybrids
title_short Tyrosinase Inhibitor Activity of Coumarin-Resveratrol Hybrids
title_sort tyrosinase inhibitor activity of coumarin-resveratrol hybrids
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6255045/
https://www.ncbi.nlm.nih.gov/pubmed/19633620
http://dx.doi.org/10.3390/molecules14072514
work_keys_str_mv AT faisantonella tyrosinaseinhibitoractivityofcoumarinresveratrolhybrids
AT cordamarcella tyrosinaseinhibitoractivityofcoumarinresveratrolhybrids
AT erabenedetta tyrosinaseinhibitoractivityofcoumarinresveratrolhybrids
AT faddambenedetta tyrosinaseinhibitoractivityofcoumarinresveratrolhybrids
AT matosmariajoao tyrosinaseinhibitoractivityofcoumarinresveratrolhybrids
AT quezadaelias tyrosinaseinhibitoractivityofcoumarinresveratrolhybrids
AT santanalourdes tyrosinaseinhibitoractivityofcoumarinresveratrolhybrids
AT picciaucarmen tyrosinaseinhibitoractivityofcoumarinresveratrolhybrids
AT poddagianni tyrosinaseinhibitoractivityofcoumarinresveratrolhybrids
AT delogugiovanna tyrosinaseinhibitoractivityofcoumarinresveratrolhybrids

Ejemplares similares