Molecular properties of the WB4101 enantiomers and of its chiral methyl derivatives for alpha1-adrenoceptor recognition
Articolo
Data di Pubblicazione:
1994
Citazione:
Molecular properties of the WB4101 enantiomers and of its chiral methyl derivatives for alpha1-adrenoceptor recognition / L. Villa, E. Valoti, A.M. Villa, M. Pallavicini, V. Ferri, E. Iuliano, N. Brunello. - In: IL FARMACO. - ISSN 0014-827X. - 49:9(1994), pp. 587-606.
Abstract:
The optical isomers of the well known α1-antagonist WB4101 and of its derivatives with a methyl group in the oxyethyl moiety were prepared for the evaluation of their α-adrenoceptors binding affinity. By means of a detailed computational analysis, the present work shows that the introduction of a methyl group affects the behaviour of WB4101 in different ways. A limitation of the conformational freedom in certain regions of the torsional subspace of the potential energy function, differences in the reactivity of the protonated species towards a model proton acceptor and the quality of the superposition with the rigid template for α1 antagonists, corynanthine, are examined and discussed in order to select a candidate bioactive form and possible features which act as modulators of the recognition process at the α1-adrenoceptors.
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
Alpha-1-adrenergic receptor subtypes; rat-brain; absolute-configuration; selective antagonists; glycerol derivates; subclassification; binding; alpha-1; systems; ligands
Elenco autori:
L. Villa, E. Valoti, A.M. Villa, M. Pallavicini, V. Ferri, E. Iuliano, N. Brunello
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