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Scientific article
English

Influence of lipophilicity and chirality on the selectivity of ligands for beta 1- and beta 2-adrenoceptors

Published inJournal of pharmacy and pharmacology, vol. 40, no. 9, p. 609-612
Publication date1988
Abstract

Eudismic and QSAR analyses are reported for the beta 1- and beta 2-adrenoceptor affinities and beta 1-selectivity of 10 enantiomeric pairs of ligands with only N-isopropyl or N-t-butyl groups. For both receptors, the eudismic index (ratio of affinity) increases with the affinity of the eutomers. However, the affinity of the distomers for the beta 2-adrenoceptor is relatively high, suggesting additional hydrophobic interactions. This is confirmed by various correlations between affinities and lipophilicities, showing that the affinity for beta 2-adrenoceptors is slightly more dependent on lipophilicity than that for beta 1-adrenoceptors. As a result, the beta 1-selectivity of the investigated beta 1-adrenoceptor ligands is strongly and negatively correlated with their lipophilicity (r = -0.942).

Keywords
  • Adrenergic beta-Agonists/metabolism
  • Adrenergic beta-Antagonists/metabolism
  • Chemistry, Physical
  • Ligands
  • Lipids
  • Physicochemical Phenomena
  • Receptors, Adrenergic, beta/*metabolism
  • Solubility
  • Stereoisomerism
Affiliation Not a UNIGE publication
Citation (ISO format)
EL TAYAR, Nabil et al. Influence of lipophilicity and chirality on the selectivity of ligands for beta 1- and beta 2-adrenoceptors. In: Journal of pharmacy and pharmacology, 1988, vol. 40, n° 9, p. 609–612.
Identifiers
ISSN of the journal0022-3573
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