title: Relationships between conformational behaviour and binding affinity towards beta 1 and beta 2 adrenoceptors of some chiral phenoxypropanolamines with bulky N-substituents.
abstract: The optical isomers of a series of phenoxypropanolamine compounds with N-substituents bulkier than isopropyl have been synthesized, and their binding affinity towards beta 1 and beta 2-adrenoceptors has been determined. A computational study, including a Molecular Dynamics (MD) simulation and quenching in water and a GRID analysis provided some useful suggestions for possible interpretation patterns for the different affinity exhibited by the compounds studied.
authors.affiliation: Istituto di Chimica Farmaceutica e Tossicologica, Uniersità di Milano.
authors.forename: L
authors.initials: L
authors.lastname: Villa
authors.forename: A M
authors.initials: AM
authors.lastname: Villa
authors.forename: M
authors.initials: M
authors.lastname: Pallavicini
authors.forename: S
authors.initials: S
authors.lastname: Romeo
authors.forename: E
authors.initials: E
authors.lastname: Valoti
authors.forename: V
authors.initials: V
authors.lastname: Ferri
authors.forename: E
authors.initials: E
authors.lastname: Iuliano
authors.forename: N
authors.initials: N
authors.lastname: Brunello
mesh_terms: D003198:Computer Simulation; D008968:Molecular Conformation; D010647:Phenyl Ethers / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology; D011412:Propanolamines / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology; D011485:Protein Binding; D018342:Receptors, Adrenergic, beta-1 / Q000187:drug effects / Q000378:metabolism*; D018343:Receptors, Adrenergic, beta-2 / Q000187:drug effects / Q000378:metabolism*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D010647:Phenyl Ethers; D011412:Propanolamines; D018342:Receptors, Adrenergic, beta-1; D018343:Receptors, Adrenergic, beta-2