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Molecules 2009, 14(7), 2514-2520; doi:10.3390/molecules14072514
Article

Tyrosinase Inhibitor Activity of Coumarin-Resveratrol Hybrids

1,* , 1
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1 Dipartimento Scienze Applicate ai Biosistemi, Università degli Studi di Cagliari, Cittadella Universitaria di Monserrato, S.S. 554 Km 0.700 bivio per Sestu, 09042 Monserrato, CA, Italy 2 Departamento de Química Orgánica, Facultade de Farmacia, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain 3 Dipartimento Farmaco Chimico Tecnologico, Università degli Studi di Cagliari, Via Ospedale 72, 09124 Cagliari, CA, Italy
* Authors to whom correspondence should be addressed.
Received: 11 May 2009 / Revised: 9 July 2009 / Accepted: 10 July 2009 / Published: 13 July 2009
(This article belongs to the Special Issue Coumarins and Xanthones)
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Abstract

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 IC50 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 potentcompound (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.
Keywords: tyrosinase inhibitors; resveratrol; coumarins tyrosinase inhibitors; resveratrol; coumarins
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Fais, A.; Corda, M.; Era, B.; Fadda, M.B.; Matos, M.J.; Quezada q, E.; Santana, L.; Picciau, C.; Podda, G.; Delogu, G. Tyrosinase Inhibitor Activity of Coumarin-Resveratrol Hybrids. Molecules 2009, 14, 2514-2520.

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