A series of ether derivatives of deoxamuscarine were synthesized and tested for muscarinic activity on guinea-pig heart, ileum, and bladder. The results show that: a) The introduction ofthe benzyl group generates an agonist which is 5-fold more potent and 10-fold more selective than deoxamuscarine on ileum. This selectivity is ascribed to an increase of efficacy. b) Affinity and efficacy are differently affected by the substituents studied. c) The so-called muscarinic subsite interacting with the hydroxy group of muscarine-like compounds may acconìmodate bulky substituents, and on the basis of this new functionalized congeners may be designed with a view to achieving more potent and more selective muscarinic ligands.

Effect of Deoxamuscarine Etherification on M2 and M3 Muscarinic Affinity and Efficacy / Brasili, Livio; Giannella, M.; Piergentili, A.; Tayebati, S. K.. - In: MEDICINAL CHEMISTRY RESEARCH. - ISSN 1054-2523. - STAMPA. - 2:(1992), pp. 298-305.

Effect of Deoxamuscarine Etherification on M2 and M3 Muscarinic Affinity and Efficacy

BRASILI, Livio;
1992-01-01

Abstract

A series of ether derivatives of deoxamuscarine were synthesized and tested for muscarinic activity on guinea-pig heart, ileum, and bladder. The results show that: a) The introduction ofthe benzyl group generates an agonist which is 5-fold more potent and 10-fold more selective than deoxamuscarine on ileum. This selectivity is ascribed to an increase of efficacy. b) Affinity and efficacy are differently affected by the substituents studied. c) The so-called muscarinic subsite interacting with the hydroxy group of muscarine-like compounds may acconìmodate bulky substituents, and on the basis of this new functionalized congeners may be designed with a view to achieving more potent and more selective muscarinic ligands.
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305
Effect of Deoxamuscarine Etherification on M2 and M3 Muscarinic Affinity and Efficacy / Brasili, Livio; Giannella, M.; Piergentili, A.; Tayebati, S. K.. - In: MEDICINAL CHEMISTRY RESEARCH. - ISSN 1054-2523. - STAMPA. - 2:(1992), pp. 298-305.
Brasili, Livio; Giannella, M.; Piergentili, A.; Tayebati, S. K.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11380/449039
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