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New halogenated phenylcoumarins as tyrosinase inhibitors
Authors:Matos Maria João  Santana Lourdes  Uriarte Eugenio  Delogu Giovanna  Corda Marcella  Fadda Maria Benedetta  Era Benedetta  Fais Antonella
Institution:a Departamento de Química Orgánica, Facultad de Farmacia, Universidad de Santiago de Compostela, 15782 Santiago de Compostela, Spain
b Dipartimento Farmaco Chimico Tecnologico, Facoltà di Farmacia, Università degli Studi di Cagliari, 09124 Cagliari, Italy
c Dipartimento di Scienze della Vita e dell’Ambiente, Università degli Studi di Cagliari 09042 Monserrato, Cagliari, Italy
Abstract:With the aim to find out structural features for the tyrosinase inhibitory activity, in the present communication we report the synthesis and pharmacological evaluation of a new series of phenylcoumarin derivatives with different number of hydroxyl or ether groups and bromo substituent in the scaffold. The synthesized compounds 5-12 were evaluated as mushroom tyrosinase inhibitors showing, two of them, lower IC50 than the umbelliferone. Compound 12 (IC50 = 215 μM) is the best tyrosinase inhibitor of this series.
Keywords:Coumarins  Tyrosinase inhibitors  Perkin reaction  Hydrolysis reaction
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