title: Chiral synthesis and pharmacological evaluation of the enantiomers of SM32, a new analgesic and cognition-enhancing agent.
abstract: The enantiomers of 3-alpha-tropyl 2-(phenylthio)butyrate (SM32, 1) were prepared by chiral synthesis and tested for analgesic, cognition-enhancing, and ACh-releasing properties. They show enantioselectivity in some of the tests, the eutomer being related in configuration to R-(+)-hyoscyamine.
authors.affiliation: Dipartimento di Scienze Farmaceutiche Università di Firenze, Italy.
authors.forename: M N
authors.initials: MN
authors.lastname: Romanelli
authors.forename: A
authors.initials: A
authors.lastname: Bartolini
authors.forename: C
authors.initials: C
authors.lastname: Bertucci
authors.forename: S
authors.initials: S
authors.lastname: Dei
authors.forename: C
authors.initials: C
authors.lastname: Ghelardini
authors.forename: M G
authors.initials: MG
authors.lastname: Giovannini
authors.forename: F
authors.initials: F
authors.lastname: Gualtieri
authors.forename: G
authors.initials: G
authors.lastname: Pepeu
authors.forename: S
authors.initials: S
authors.lastname: Scapecchi
authors.forename: E
authors.initials: E
authors.lastname: Teodori
mesh_terms: D000109:Acetylcholine / Q000378:metabolism; D000700:Analgesics / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000818:Animals; D001285:Atropine / Q000737:chemistry; D001362:Avoidance Learning / Q000187:drug effects; D001522:Behavior, Animal / Q000187:drug effects; D003071:Cognition / Q000187:drug effects*; D008297:Male; D051379:Mice; D051381:Rats; D017208:Rats, Wistar; D013237:Stereoisomerism; D014326:Tropanes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: C106486:3-alpha-tropyl-2-(phenylthio)butyrate; D000700:Analgesics; D014326:Tropanes; D001285:Atropine; D000109:Acetylcholine