Beta-analogs of PLG (L-prolyl-L-leucyl-glycinamide): ex-chiral pool syntheses and dopamine D2 receptor modulating effects.
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.
Thomas
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Institut für Pharmazie und Lebensmittelchemie, Universität Erlangen, Germany.
Ohnmacht
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Niger
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Gmeiner
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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
D052160:Benzothiazoles; D018491:Dopamine Agonists; D017448:Receptors, Dopamine D2; D013844:Thiazoles; D000077487:Pramipexole; D009075:MSH Release-Inhibiting Hormone