[4-(0-methyl)-L-threonine] -oxytocin. Synthesis and uterotonic activity.
[4-(0-methyl)-L-threonine]-oxytocin, a new analogue of neurohypophyseal hormone oxytocin, was synthesized. Its uretonic activity was found to be 150 I. U./mg. The comparison of the potency of [4-(0-methyl)-threonine]-oxytocin with a very active analogue [4-threonine]-oxytocin and low active analogue [4-isoleucine] -oxytocin supports the hypothesis of high uterotonic activity of 4-substituted analogue of oxytocin to be related to the presence of suitably located hydrophilic and lipophilic grouper in the side chain in position 4, and to the proton donor/proton acceptor properties of hydrophilic group.
Bańkowski
K
K
Department of Chemistry, Warsaw University, Poland.
D000818:Animals; D005260:Female; D006900:Hydroxylation; D008745:Methylation; D010121:Oxytocin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D011522:Protons; D051381:Rats; D013329:Structure-Activity Relationship; D014590:Uterine Contraction / Q000187:drug effects
D011522:Protons; D010121:Oxytocin