Structural studies with weak oxytocin antagonists

✍ Scribed by Nikos Assimomytis; Vassiliki Magafa; Dimitrios Theodoropoulos; Paul Cordopatis; Jirina Slaninova

• Book ID: 104632889
• Publisher: Springer Netherlands
• Year: 1996
• Tongue: English
• Weight: 220 KB
• Volume: 3
• Category: Article
• ISSN: 1573-3149
• DOI: 10.1007/bf00128110

✦ Synopsis

Aib3,ThrS]

OT, [Aib3,Thr(OMe)5]OT, [Aib3,OrnS]OT, [Thr(OMe)S,OrnS]OT and [Phe2,Thr(OMe)S,OrnS]OT were synthesized by solid-phase techniques. From the biological properties of these peptides, it seems that the simultaneous replacement of positions 3 and 5 of oxytocin with Aib and Thr(OMe) results in an analogue devoid of antagonistic activity in comparison with the singly substituted compounds. Simultaneous Orn s substitution does the same in the case of the Aib 3 analogue and even leads to agonistic activity in the case of the Thr(OMe) 5 analogue. Replacement of Tyr 2 by Phe 2, e.g. [Phe2,Thr(OMe)S,OrnS]OT, again favors the appearance of minor antagonistic potency.