QSAR modeling of the interaction of flavonoids with GABA(A) receptor

P. DUCHOWICZ, M. VITALE, E. CASTRO, J. AUTINO, G. ROMANELLI, D. BENNARDI

European Journal of Medicinal Chemistry

Elsevier

Lugar: Amsterdam; Año: 2007

Experimentally assigned values to binding affinity constants of flavonoid ligands towards the benzodiazepine site of the GABA(A) receptor complex were compiled from several publications, and enabled to perform a predictive analysis based on Quantitative Structure Activity Relationships (QSAR). The best linear model established on 78 molecular structures incorporated four molecular descriptors, selected from more than a thousand of geometrical, topological, quantum-mechanical and electronic types of descriptors and calculated by Dragon software. An application of this QSAR equation was performed by estimating the binding affinities for some newly synthesized flavonoids displaying 2-,7-substitutions in the benzopyrane backbone which still do not have experimentally measured potencies.