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|Title:||M3/M1-selective antimuscarinic tropinyl and piperidinyl esters||Authors:||Xu, R.
|Keywords:||Guinea pig bronchi
Radioligand displacement studies
Tropinyl and piperidinyl esters
|Issue Date:||1-Apr-1999||Citation:||Xu, R., Sim, M.-K., Go, M.-L. (1999-04-01). M3/M1-selective antimuscarinic tropinyl and piperidinyl esters. European Journal of Pharmaceutical Sciences 8 (1) : 39-47. ScholarBank@NUS Repository. https://doi.org/10.1016/S0928-0987(98)00057-8||Abstract:||The binding affinities of some tropinyl and piperidinyl esters for the submandibulary glands (M3/M1) and heart ventricle (M2) were determined from displacement experiments using 3H-labelled N-methylscopolamine as radioligand. The antimuscarinic activities of these esters were also evaluated on guinea pig bronchi. The esters inhibited the M3-mediated carbachol-induced contraction of the bronchial smooth muscle and a reasonable correlation was obtained between the binding affinities of the esters for the submandibulary glands (pK(M(3),M(1))) and their inhibitory activities (pIC50) on guinea pig bronchi. A promising compound, N-methylpiperidinyl cyclohexylphenylpropionate (NCPP) which combined good antimuscarinic activity (pA2=9.34) with a 20-fold selectivity at the M3/M1 receptors, was identified. Quantitative structure-activity relationships (QSAR) showed that the size of the ester was the main structural feature determining both binding affinity for the M3/M1 receptors and inhibitory activity on guinea pig bronchi. Esters with substituted acyl side chains (fewer hyperconjugable H atoms at the α-carbon) are generally associated with better activity and affinity. Copyright (C) 1999 Elsevier Science B.V.||Source Title:||European Journal of Pharmaceutical Sciences||URI:||http://scholarbank.nus.edu.sg/handle/10635/106119||ISSN:||09280987||DOI:||10.1016/S0928-0987(98)00057-8|
|Appears in Collections:||Staff Publications|
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