title: Synthesis and some pharmacological properties of new V1/V2 antagonists of arginine-vasopressin with structural changes at their N-terminals.
abstract: In an effort to develop more effective and selective V2-antagonists of arginine-vasopressin (AVP) we designed and synthesized four new analogs of this hormone. The peptides were designed in order to explore how the combination of modification of thioacids occupying position 1 and substitutions of positions 2 and 4 by D-Phe and Ile respectively, will influence their antagonistic properties. Three of the reported analogs are moderately potent V1/V2 antagonists.
authors.affiliation: Institute of Chemistry, University of Gdańsk, Poland.
authors.forename: B
authors.initials: B
authors.lastname: Lammek
authors.forename: E
authors.initials: E
authors.lastname: Konieczna
authors.forename: T
authors.initials: T
authors.lastname: Wierzba
authors.forename: Y X
authors.initials: YX
authors.lastname: Wang
authors.forename: H
authors.initials: H
authors.lastname: Gavras
mesh_terms: D000595:Amino Acid Sequence; D000818:Animals; D001127:Arginine Vasopressin / Q000031:analogs & derivatives* / Q000037:antagonists & inhibitors* / Q000138:chemical synthesis / Q000494:pharmacology; D004231:Diuresis / Q000187:drug effects; D007668:Kidney / Q000187:drug effects; D008297:Male; D008969:Molecular Sequence Data; D051381:Rats; D017208:Rats, Wistar; D011945:Receptors, Angiotensin / Q000187:drug effects*; D017483:Receptors, Vasopressin; D013329:Structure-Activity Relationship; D014661:Vasoconstriction / Q000187:drug effects
chemical_list: D011945:Receptors, Angiotensin; D017483:Receptors, Vasopressin; C077367:argipressin, (1-(1-mercapto-4-methylcyclohexaneacetic acid)-Phe(2)-Ile(4))-; C077374:argipressin, (1-(4-mercapto-1-methyl-4-piperidineacetic acid)-Phe(2)-Ile(4))-; C077370:argipressin, (1-(4-mercapto-4-tetrahydrothiopyranoacetic acid)-Phe(2)-Ile(4))-; C077368:argipressin, (1-(4-mercaptotetrahydropyranoacetic acid)-Phe(2)-Ile(4))-; D001127:Arginine Vasopressin