Collect. Czech. Chem. Commun. 1982, 47, 338-348

[9-Aminoacetone]oxytocin and [8-p-aminobenzamide, 9-des-glycinamide]oxytocin: Chemical synthesis and properties

Jan Hlaváček, Ivo Frič, Tomislav Barth and Karel Jošt

Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6


[9-Aminoacetone]oxytocin and [8-p-aminobenzamide, 9-des-glycinamide]oxytocin were prepared by condensation of amino-terminal linear hexapeptide with peptides simulating the carboxy-terminal tripeptide chain of oxytocin, according to the 6 + 3 scheme. Both the analogues had significantly lower biological activities than oxytocin. CD spectra of the analogues were compared with those of oxytocin and [9-des-glycine]oxytocin in order to study the effect of structural changes in the carboxy-terminal part of the analogues on the conformation of their cyclic part.