ChemInform Abstract: DIE SYNTH. NEUER DERIVATE DES OXYTOCINS, DIE IN STELLUNG 2 MODIFIZIERT SIND

Abstract

Das Tyrosin in 2‐Stellung des Oxytocins (I) wird gegen den L‐Tryptophan‐, D‐Tryptophan‐, O‐Äthyl‐D‐tyrosin‐ und L‐Phenylglycinrest ausgetauscht.

Oxytocin analogues with inhibitory properties, containing in position 2 a hydrophobic amino acid of D-configuration

“…Alkylation of n-tyrosine preserves a polar oxygen atom in the molecule which, as it seems, is unfavourable for the inhibitory activity. The activity of [2-0-ethyl-o-tyrosine]oxytocin 31 (as compared with the inhibitory activity of compound 1II) again shows the suitability of the carba-modification for obtaining an inhibitor. Oxidation of carba-analogues of neurohypophyseal hormones affords sulfoxides exhibiting mostly lower activities than the corresponding sulfides'9,.0 (for exceptions see ref!0,.9), the l-carba-analogues being substantially less active than the 6-carba--analogues, We prepared the sulfoxide of compound If which showed about six times lower inhibitory activity than the starting sulfide.…”