title: Asymmetric synthesis of chiral piperazinylpropylisoxazoline ligands for dopamine receptors.
abstract: The asymmetric synthesis of chiral piperazinylpropylisoxazoline analogues, (R)-(+)-1, 2 and (S)-(-)-1, 2 was accomplished through a seven-step sequence of reactions, which involved asymmetric 1,3-dipolar cycloaddition, alkyl chain extension, and reductive amination as key reactions. Chiral ligands (R)-(+)-1, 2 exhibited the higher binding affinity and selectivity for the D(3) receptor over the D(4) receptor than (S)-(-)-1, 2 ligands.
authors.affiliation: Department of Chemistry and Institute of Basic Science, Sungshin Women's University, Seoul 136-742, South Korea.
authors.forename: Ji Young
authors.initials: JY
authors.lastname: Jung
authors.forename: Sun Ho
authors.initials: SH
authors.lastname: Jung
authors.forename: Hun Yeong
authors.initials: HY
authors.lastname: Koh
mesh_terms: D018492:Dopamine Antagonists / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology*; D007555:Isoxazoles / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology*; D008958:Models, Molecular; D011485:Protein Binding; D011954:Receptors, Dopamine / Q000737:chemistry / Q000378:metabolism*; D013329:Structure-Activity Relationship
chemical_list: D018492:Dopamine Antagonists; D007555:Isoxazoles; D011954:Receptors, Dopamine