Collect. Czech. Chem. Commun. 1980, 45, 2855-2864

Synthesis and pharmacological properties of oxytocin analogues modified simultaneously in position 2 and in the disulfide bridge

Michal Lebl, Tomislav Barth and Karel Jošt

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


Analogues of deamino-6-carba-oxytocin, containing isoleucine, O-methyltyrosine or methionine in position 2, either in the sulfide or sulfoxide form, were prepared and studied pharmacologically. These compounds had considerably lower biological activities than the analogous compounds of the 1-carba series. Furthermore, analogues of [1,6-homolanthionine]deamino-oxytocin were prepared with O-methyltyrosine or isoleucine in position 2; these compounds had a certain degree of oxytocic activity.