title: Beta-analogs of PLG (L-prolyl-L-leucyl-glycinamide): ex-chiral pool syntheses and dopamine D2 receptor modulating effects.
abstract: Starting from (S)- and (R)-aspartic acid enantiomerically pure beta-proline derivatives were synthesized. These chiral building blocks were transformed into beta-analogs of the dopamine receptor modulating peptide PLG. According to dopamine receptor binding studies, significant enhancement of [3H]pramipexole binding was observed for the isomeres 1a,b and 2a-c. The derivative 1b revealed an activity comparable to PLG.
authors.affiliation: Institut für Pharmazie und Lebensmittelchemie, Universität Erlangen, Germany.
authors.forename: C
authors.initials: C
authors.lastname: Thomas
authors.forename: U
authors.initials: U
authors.lastname: Ohnmacht
authors.forename: M
authors.initials: M
authors.lastname: Niger
authors.forename: P
authors.initials: P
authors.lastname: Gmeiner
mesh_terms: D000818:Animals; D052160:Benzothiazoles; D002417:Cattle; D002462:Cell Membrane / Q000187:drug effects / Q000378:metabolism; D018491:Dopamine Agonists / Q000494:pharmacology; D066298:In Vitro Techniques; D009075:MSH Release-Inhibiting Hormone / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology; D000077487:Pramipexole; D017448:Receptors, Dopamine D2 / Q000819:agonists / Q000378:metabolism*; D013844:Thiazoles / Q000494:pharmacology; D014793:Visual Cortex / Q000187:drug effects / Q000378:metabolism
chemical_list: D052160:Benzothiazoles; D018491:Dopamine Agonists; D017448:Receptors, Dopamine D2; D013844:Thiazoles; D000077487:Pramipexole; D009075:MSH Release-Inhibiting Hormone