Synthesis and study of a series of 3-arylcoumarins as potent and selective monoamine oxidase B inhibitors

• Type: Article in International Scientific Journal
• Date: 2011

Authors

Matos, MJ (Author) Other; Terán, C (Author) Other; Pérez Castillo, Y (Author) Other; Uriarte, E (Author) Other; Santana, L (Author) Other; Viña, D (Author) Other

Journal

Title: Journal of Medicinal Chemistry

Vol. 54

Pages: 7127-7137

ISSN: 0022-2623

Publisher: American Chemical Society

Indexing

Scopus - 116 Citations

Other information

Authenticus ID: P-00R-0MK

DOI: 10.1021/jm200716y

Abstract (EN): New series of 6-substituted-3-arylcoumarins displaying several alkyl, hydroxyl, halogen, and alkoxy groups in the two benzene rings have been designed, synthesized, and evaluated in vitro as human monoamine oxidase A and B (hMAO-A and hMAO-B) inhibitors. Most of the studied compounds showed a high affinity and selectivity to the hMAO-B isoenzyme, with IC 50 values on nanomolar and picomolar range. Ten of the 22 described compounds displayed higher MAO-B inhibitory activity and selectivity than selegiline. Coumarin 7 is the most active compound of this series, being 64 times more active than selegiline and also showing the highest hMAO-B specificity. In addition, docking experiments were carried out on hMAO-A and h-MAO-B structures. This study provided new information about the enzyme-inhibitor interaction and the potential therapeutic application of this 3-arylcoumarin scaffold. © 2011 American Chemical Society.

Language: English

Type (Professor's evaluation): Scientific