MAO inhibitory activity modulation: 3-Phenylcoumarins versus 3-benzoylcoumarins

• Tipo: Artigo em Revista Científica Internacional
• Data: 2011

Autores

Matos, MJ (Autor) Outra; Vazquez Rodriguez, S (Autor) Outra; Uriarte, E (Autor) Outra; Santana, L (Autor) Outra; Viña, D (Autor) Outra

Revista

Título: Bioorganic and Medicinal Chemistry Letters

Vol. 21

Páginas: 4224-4227

ISSN: 0960-894X

Editora: Elsevier

Indexação

Scopus - 45 Citações

Outras Informações

ID Authenticus: P-00R-0MJ

DOI: 10.1016/j.bmcl.2011.05.074

Abstract (EN): With the aim of finding the structural features for the human MAO inhibitory activity and selectivity, in the present communication we report the synthesis, pharmacological evaluation and a comparative study of a new series of 3-phenylcoumarins (compounds 1-4) and 3-benzoylcoumarins (compounds 5-8). A bromo atom and a methoxy/hydroxy substituent were introduced in these scaffolds, at six and eight positions of the coumarin moiety, respectively. The synthesized compounds 1-8 were evaluated as MAO-A and B inhibitors using R-(-)-deprenyl and iproniazide as reference compounds. The presence or absence of a carbonyl group between the coumarin and the phenyl substituent in 3 position remarks, respectively, the MAO-A or MAO-B inhibitory activity. Some of the new compounds showed MAO-B inhibitory activities in the low nanomolar range. Compound 2 (IC50 = 1.35 nM) showed higher inhibitory activity than the R-(-)-deprenyl (IC50 = 19.60 nM) and higher MAO-B selectivity, with more than 74,074-fold inhibition level, respecting to the MAO-A isoform.

Idioma: Inglês

Tipo (Avaliação Docente): Científica