Synthesis and pharmacological evaluation of glycine-modified analogues of the neuroprotective agent glycyl-L-prolyl-L-glutamic acid (GPE).
The synthesis of 10 G*PE analogues, wherein the glycine residue has been modified, is described by coupling readily accessible dibenzyl-L-prolyl-L-glutamate 2 with various analogues of glycine. Pharmacological evaluation of the novel compounds was undertaken to further understand the role of the glycine residue on the observed neuroprotective properties of the endogenous tripeptide GPE.
Lai
Michelle Y H
MY
Neuren Pharmaceuticals Medicinal Chemistry Group, Department of Chemistry, University of Auckland, 23 Symonds Street, Auckland 1000, New Zealand.
Brimble
Margaret A
MA
Callis
David J
DJ
Harris
Paul W R
PW
Levi
Mark S
MS
Sieg
Frank
F
D000818:Animals; D002478:Cells, Cultured; D003342:Corpus Striatum / Q000166:cytology; D005260:Female; D018698:Glutamic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D005998:Glycine / Q000737:chemistry*; D008956:Models, Chemical; D015394:Molecular Structure; D009474:Neurons / Q000187:drug effects; D018696:Neuroprotective Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D019319:Okadaic Acid / Q000037:antagonists & inhibitors; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000494:pharmacology*; D051381:Rats; D017208:Rats, Wistar
D018696:Neuroprotective Agents; D009842:Oligopeptides; D019319:Okadaic Acid; D018698:Glutamic Acid; D005998:Glycine; C062053:glycyl-prolyl-glutamic acid