title: Synthesis of enantiomerically pure milnacipran analogs and inhibition of dopamine, serotonin, and norepinephrine transporters.
abstract: A series of Milnacipran analogs with variation in the aromatic moiety were prepared in high enantiomeric excess. Structure-activity relationships for two parallel enantiomeric series are described. The (-)-(1R,2S)-naphthyl analog (8h) showed the highest potency in the two series and is a triple reuptake inhibitor of the SERT, NET, and DAT.
authors.affiliation: University of Oslo, Department of Chemistry, Sem Saelands vei 26, 0315 Oslo, Norway.
authors.forename: Heidi
authors.initials: H
authors.lastname: Roggen
authors.forename: Jan
authors.initials: J
authors.lastname: Kehler
authors.forename: Tine Bryan
authors.initials: TB
authors.lastname: Stensbøl
authors.forename: Tore
authors.initials: T
authors.lastname: Hansen
mesh_terms: D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000494:pharmacology*; D050483:Dopamine Plasma Membrane Transport Proteins / Q000037:antagonists & inhibitors; D015195:Drug Design; D026901:Membrane Transport Proteins / Q000187:drug effects*; D000078764:Milnacipran; D008968:Molecular Conformation; D015394:Molecular Structure; D050484:Norepinephrine Plasma Membrane Transport Proteins / Q000037:antagonists & inhibitors*; D050486:Serotonin Plasma Membrane Transport Proteins / Q000187:drug effects
chemical_list: D003521:Cyclopropanes; D050483:Dopamine Plasma Membrane Transport Proteins; D026901:Membrane Transport Proteins; D050484:Norepinephrine Plasma Membrane Transport Proteins; D050486:Serotonin Plasma Membrane Transport Proteins; D000078764:Milnacipran