Collect. Czech. Chem. Commun. 1989, 54, 2795-2801

New analogs of arginine-vasopressin containing β-homo-L-amino acid residues

Krysztof Bankowskia, Alexandra Misickaa, Tomislav Barthb and Jiřina Slaninováb

a Peptide Laboratory, Department of Chemistry, Warsaw University, 02-093 Warsaw, Poland
b Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6, Czechoslovakia


Four new analogs of arginine vasopressin containing β-homo-L-amino acid residue were synthesized by the solid-phase method. The introduced modifications yielded the following peptides:[β-homo Phe3]AVP (I), [β-homoPro7]AVP (II), [Cpp1, Tyr(Me)2, β-homoPhe3]AVP (III), and[Cpp1,Tyr(Me)2, β-homoPro7]AVP (IV). Agonistic properties of I and II, as well as antagonistic properties of III and IV were decreased, more pronouncedly with analogs substituted in the position 3.