Article ID Journal Published Year Pages File Type
1409734 Journal of Molecular Structure 2012 8 Pages PDF
Abstract

NMR solvent effects and theoretical calculations showed muscarinic agonists present a large stability for their near synclinal conformations, indicating the presence of significant stabilization factors. Analysis of the results clearly indicated that this stability is not determined by the dihedral around the substituted C–C ethane bond, as stated by some authors, but a consequence of the geometry adopted in order to maximize N+/O interactions in this type of molecules. It can be assumed that acetylcholine and its muscarinic agonists exhibit their biologic activity when the positively charged nitrogen and the oxygen atoms are in the same side of the molecule within an interatomic distance ranging from 3.0 to 6.0 Å.

► Comprehensive study of some muscarinic agonists. ► Relationship between structure and biological activity. ► Theoretical calculations. ► NMR experimental data.

Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
Authors
, , ,