title: Analogs of oxytocin containing a pseudopeptide Leu-Gly bond of cis and trans configuration.
abstract: Analogs of deamino-oxytocin wherein the Leu-Gly peptide bond has been replaced by a tetrazole moiety or by a double bond of trans configuration were synthesized and their biological activities evaluated. Trans double bond was found to be the most appropriate substitution for the amide bond (uterotonic activity 24% of the deamino-oxytocin). In the case of all three analogs low but prolonged galactogogic activity was found and the ratio of uterotonic in vitro and in vivo activity was surprisingly high (ranging from 4.5 to 20).
authors.affiliation: Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, Prague.
authors.forename: M
authors.initials: M
authors.lastname: Lebl
authors.forename: J
authors.initials: J
authors.lastname: Slaninová
authors.forename: R L
authors.initials: RL
authors.lastname: Johnson
mesh_terms: D000818:Animals; D005260:Female; D066298:In Vitro Techniques; D007774:Lactation / Q000187:drug effects; D010121:Oxytocin / Q000031:analogs & derivatives* / Q000494:pharmacology; D011247:Pregnancy; D011487:Protein Conformation; D051381:Rats; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014590:Uterine Contraction / Q000187:drug effects
chemical_list: D010121:Oxytocin