95646-79-0Relevant academic research and scientific papers
Synthesis and Pharmacological Activity of Partially Modified Retro-Inverso Dermorphin Tetrapeptides
Salvadori, Severo,Marastoni, Mauro,Balboni, Gianfranco,Sarto, Gian Pietro,Tomatis, Roberto
, p. 769 - 774 (2007/10/02)
We studied the effect of partial retro-inverso modification of selected peptide bonds of N-terminal tetrapeptide analogues of dermorphin (H-Tyr-D-Ala-Phe-Gly-Tyr-Pro-Ser-NH2).Among the 14 compounds synthesized and tested for opioid activity, some tetrapeptides have the C-terminus carrying different amide moieties; retromodifications concern the Phe-Gly bond (Ia-f) and/or the C-terminal carboxamide function (IIIa-d, IIa-d).All pseudotetrapeptide derivatives showed opioid activity in vitro and in vivo.The most potent compounds (II) have a biological potency comparable with that of the original tetrapeptides in the guinea pig ileum preparation and in the mouse tail-flick test after intracerebral or subcutaneous administration.
