Tyrosine-like condensed derivatives as tyrosinase inhibitors

• Type: Article in International Scientific Journal
• Date: 2012

Authors

Matos, MJ (Author) Other; Santana, L (Author) Other; Uriarte, E (Author) Other; Serra, S (Author) Other; Corda, M (Author) Other; Fadda, MB (Author) Other; Era, B (Author) Other; Fais, A (Author) Other

Journal

Title: Journal of Pharmacy and Pharmacology

Vol. 64

Pages: 742-746

ISSN: 0022-3573

Publisher: Oxford University Press

Indexing

Scopus - 11 Citations

Other information

Authenticus ID: P-00R-0MQ

DOI: 10.1111/j.2042-7158.2012.01467.x

Abstract (EN): Objectives We report the pharmacological evaluation of a new series of 3-aminocoumarins differently substituted with hydroxyl groups, which have been synthesized because they include in their structures the tyrosine fragment (tyrosine-like compounds), with the aim of discovering structural features necessary for tyrosinase inhibitory activity. Methods The synthesized compounds 4 and 7-9 were evaluated in vitro as mushroom tyrosinase inhibitors. Key findings Two of the described compounds showed lower IC50 (concentration giving 50% inhibition of tyrosinase activity) than umbelliferone, used as a reference compound. Conclusions Compound 7 (IC50 = 53 ¿m) was the best tyrosinase inhibitor of this small series, having an IC50 value 10-fold lower than umbelliferone. Compound 7 (3-amino-7-hydroxycoumarin) had amino and hydroxyl groups precisely mimicking the same positions that both groups occupy on the tyrosine molecule. © 2012 The Authors. JPP © 2012 Royal Pharmaceutical Society.

Language: English

Type (Professor's evaluation): Scientific