Hydroxycoumarins as selective MAO-B inhibitors

• Tipo: Artigo em Revista Científica Internacional
• Data: 2012

Autores

Serra, S (Autor) Outra; Ferino, G (Autor) Outra; Matos, MJ (Autor) Outra; Vázquez Rodríguez, S (Autor) Outra; Delogu, G (Autor) Outra; Viña, D (Autor) Outra; Cadoni, E (Autor) Outra; Santana, L (Autor) Outra; Uriarte, E (Autor) Outra

Revista

Título: Bioorganic and Medicinal Chemistry Letters

Vol. 22

Páginas: 258-261

ISSN: 0960-894X

Editora: Elsevier

Indexação

Scopus - 43 Citações

Outras Informações

ID Authenticus: P-00R-0MM

DOI: 10.1016/j.bmcl.2011.11.020

Abstract (EN): A series of 3-aryl-4-hydroxycoumarin derivatives was synthesized with the aim to find out the structural features for the MAO inhibitory activity and selectivity. Methoxy and/or chloro substituents were introduced in the 3-phenyl ring, whereas the position 6 in the coumarin moiety was not substituted or substituted with a methyl group or a chloro atom due to their different electronic, steric and/or lipophilic properties. Most of the synthesized compounds presented MAO-B inhibitory activity. The presence of methoxy and chloro groups, respectively in the para and meta positions of the 3-phenyl ring, have an important influence on the inhibitory activity. Moreover, the presence of a chloro atom in the six position of the moiety (compound 7) improved the inhibitor activity as well as its selectivity against MAO-B compared with iproniazide, used as reference compound. Docking experiments were carried out to understand which are the most energetically preferred orientations adopted by compounds 5, 6 and 7 inside the MAO-B binding pocket.

Idioma: Inglês

Tipo (Avaliação Docente): Científica