title: Synthesis, absolute configuration, conformational analysis and binding affinity properties of enantiomeric forms of DAU 5750, a novel M1-M3 muscarinic receptor antagonist.
abstract: Both the enantiomeric forms of DAU 5750, a novel muscarinic receptor antagonist, have been synthesized in order to assess the relevance of configurational/conformational features for high affinity binding to muscarinic receptor subtypes. The attribution of absolute stereochemistry and conformational analysis by means of molecular modelling and NMR techniques are also reported.
authors.affiliation: Department of Medicinal Chemistry, Boehringer Ingelheim Italia S.p.A., Milan.
authors.forename: M
authors.initials: M
authors.lastname: Turconi
authors.forename: A
authors.initials: A
authors.lastname: Gozzo
authors.forename: G
authors.initials: G
authors.lastname: Schiavi
authors.forename: G
authors.initials: G
authors.lastname: Fronza
authors.forename: A
authors.initials: A
authors.lastname: Mele
authors.forename: P
authors.initials: P
authors.lastname: Bravo
mesh_terms: D002918:Chymotrypsin / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure; D018727:Muscarinic Antagonists / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D011976:Receptors, Muscarinic / Q000378:metabolism*; D013237:Stereoisomerism; D014326:Tropanes / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism
chemical_list: D018727:Muscarinic Antagonists; D011804:Quinolines; D011976:Receptors, Muscarinic; D014326:Tropanes; C094232:DAU 5750; D002918:Chymotrypsin