Structure-activity relationships of dermorphin tetrapeptides carrying a ketomethylene linkage.
The synthesis and in vitro pharmacological tests of 5 ketomethylene tetrapeptide analogues of the opioid heptapeptide dermorphin H-Tyr-D-Ala-Phe-Gly-Tyr-Pro-Ser-NH2 are described in this study. The substitution of the original Phe-Gly peptide bond (-CO-NH-) by the ketomethylene linkage (-CO-CH2-) provided analogues with reduced opioid activity.
D000818:Animals; D006168:Guinea Pigs; D007082:Ileum; D066298:In Vitro Techniques; D008297:Male; D051379:Mice; D008815:Mice, Inbred Strains; D009119:Muscle Contraction / Q000187:drug effects; D009130:Muscle, Smooth / Q000187:drug effects; D009842:Oligopeptides / Q000494:pharmacology*; D018847:Opioid Peptides; D011487:Protein Conformation; D013329:Structure-Activity Relationship; D014649:Vas Deferens
D009842:Oligopeptides; D018847:Opioid Peptides; C030058:dermorphin