title: Analogs of arginine vasopressin modified in position 3 with (R)-alpha-hydroxymethylphenylalanine.
abstract: This study describes the synthesis and some pharmacological properties of three new analogs of arginine vasopressin (AVP) substituted in position 3 with (R)-alpha-hydroxymethylphenylalanine ([R]-HmPhe). All new peptides were tested for vasopressor and antidiuretic as well as uterotonic activity. None of the 3 analogs showed any pressor activity and their uterotonic activity was negligible. Only analog [Mpa1,(R)-HmPhe3]AVP exhibited significant antidiuretic activity.
authors.affiliation: Department of Chemistry, University of Gdask, Poland.
authors.forename: E
authors.initials: E
authors.lastname: Lempicka
authors.forename: J
authors.initials: J
authors.lastname: Slaninova
authors.forename: A
authors.initials: A
authors.lastname: Olma
authors.forename: B
authors.initials: B
authors.lastname: Lammek
mesh_terms: D000818:Animals; D001127:Arginine Vasopressin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D003894:Deamino Arginine Vasopressin / Q000494:pharmacology; D004231:Diuresis / Q000187:drug effects; D005260:Female; D010121:Oxytocin / Q000494:pharmacology; D010649:Phenylalanine / Q000031:analogs & derivatives* / Q000737:chemistry; D051381:Rats; D017208:Rats, Wistar; D013329:Structure-Activity Relationship; D014590:Uterine Contraction / Q000187:drug effects; D014661:Vasoconstriction / Q000187:drug effects; D014667:Vasopressins / Q000494:pharmacology
chemical_list: D014667:Vasopressins; D001127:Arginine Vasopressin; C092680:4-hydroxymethylphenylalanine; D010649:Phenylalanine; D010121:Oxytocin; D003894:Deamino Arginine Vasopressin