Abstract
A peptidomimetic of Pro-Leu-Pro-NH2, 7, possessing an indolizidinone type VI β-turn mimic was synthesized via improved high-yielding protocols for the preparation and Cbz protection of α-allylproline. Bicyclic peptidomimetic 7 and spirobicylic peptidomimetic 8 enhanced the binding of [3H]N-propylnorapomorphine to dopamine receptors indicating that a type VI β-turn is a possible bioactive conformation of the homochiral Pro-Leu-Pro-NH2 and Pro-Pro-Pro-NH2 analogues of Pro-Leu-Gly-NH2 at the dopamine receptor allosteric regulatory site.
Original language | English (US) |
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Pages (from-to) | 6725-6729 |
Number of pages | 5 |
Journal | Journal of medicinal chemistry |
Volume | 50 |
Issue number | 26 |
DOIs | |
State | Published - Dec 27 2007 |