title: Preparation and pharmacological evaluation of enantiomers of certain nonoxygenated aporphines: (+)- and (-)-aporphine and (+)- and (-)-10-methylaporphine.
abstract: The subject compounds were prepared as a part of a continuing structure-activity study of the contrasting actions (agonism-antagonism) of (+)- and (-)-11-hydroxy-10-methylaporphine at serotonin (5-HT1A) receptors. None of the targeted nonoxygenated aporphine derivatives demonstrated significant activity in assays for any effects at serotonin 5-HT1A receptors. It is concluded that, in the aporphine series, serotonergic agonist or antagonism requires an alkyl group ortho to a phenolic OH group in the A ring.
authors.affiliation: Division of Medicinal and Natural Products Chemistry, College of Pharmacy, University of Iowa, Iowa City 52242.
authors.forename: J G
authors.initials: JG
authors.lastname: Cannon
authors.forename: R
authors.initials: R
authors.lastname: Raghupathi
authors.forename: S T
authors.initials: ST
authors.lastname: Moe
authors.forename: A K
authors.initials: AK
authors.lastname: Johnson
authors.forename: J P
authors.initials: JP
authors.lastname: Long
mesh_terms: D000818:Animals; D001060:Aporphines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D015259:Dopamine Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D006168:Guinea Pigs; D006439:Hemodynamics / Q000187:drug effects; D009119:Muscle Contraction / Q000187:drug effects; D009130:Muscle, Smooth / Q000187:drug effects; D051381:Rats; D011954:Receptors, Dopamine / Q000187:drug effects; D011985:Receptors, Serotonin / Q000187:drug effects; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D001060:Aporphines; D015259:Dopamine Agents; D011954:Receptors, Dopamine; D011985:Receptors, Serotonin; C081279:aporphine; C081280:10-methylaporphine