Synthesis and some pharmacological properties of [Glu(OMe)4]oxytocin and [Mpr1, Glu(OMe)4]oxytocin.
[Glu(OMe)4]oxytocin (XVI) and [Mpr1, Glu(OMe)4]oxytocin (XVII) bearing a methyl ester group in place of the carboxamide group in position 4 of oxytocin were synthesized by (3 + 6) segment condensation using the S-trityl group for the protection of the cysteine side chains. Analogue XVI exhibited 10.5 U/mg in vitro uterotonic, and 42 U/mg avian vasodepressor, activity, and analogue XVII 21.4 U/mg and 82 U/mg of the respective activities. Both compounds showed no response in the rat pressor assay.
D000595:Amino Acid Sequence; D000818:Animals; D005260:Female; D010121:Oxytocin / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D051381:Rats; D014599:Uterus / Q000187:drug effects; D014666:Vasomotor System / Q000187:drug effects
D010121:Oxytocin