Please use this identifier to cite or link to this item:
Title: M3/M1-selective antimuscarinic tropinyl and piperidinyl esters
Authors: Xu, R.
Sim, M.-K.
Go, M.-L. 
Keywords: Guinea pig bronchi
M3/M1-selective antagonists
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.
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
ISSN: 09280987
DOI: 10.1016/S0928-0987(98)00057-8
Appears in Collections:Staff Publications

Show full item record
Files in This Item:
There are no files associated with this item.


checked on Apr 19, 2021


checked on Apr 12, 2021

Page view(s)

checked on Apr 11, 2021

Google ScholarTM



Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.