780
J.Med. Chem. 1985,28, 780-783
Synthesis and Biological Activities of Analogues of Angiotensins I1 and I11 Containing 0 -Methyltyrosine and D-Tryptophan John M. Matsoukas, Mahesh H. Goghari, Martin N. Scanlon, Kevin J. Franklin, and Graham J. Moore* Department of Medical Biochemistry, University of Calgary, Calgary, Alberta, Canada T2N 1N4. Received June 14, 1984 Analogues of angiotensin I1 and I11 (ANG I1 and ANG 111) in which the tyrosine and/or phenylalanine residues were substituted have been synthesized by the solid-phase method and purified by (carboxymethy1)cellulose chromatography and reversed-phase HPLC. The antagonist and agonist potencies of these peptides were determined in the rat isolated uterus assay. [sar',T~r(Me)~lANG 11, [TY~(M~)~]ANG 111, [Sar1,~-Trp4]ANG 11, [ D - T ~ ~ ~ I A N G 111, [Sar1,~-Trp8]ANG 11, [D-T$]ANG 111, [Sar',T~r(Me)~,lle~]ANG 11, [T~r(Me)~,1le'lANG 111, [Sar1,~-Trp4,11e8]ANG 11, [~-Trp~,1le']ANG 111, [Sar1,Tyr(Me)4,~-Trp8]ANG 11, and [ T Y ~ ( M ~ ) ~ , D - T ~ ~ I11' ]had A Nantagonist G activities (PA,) respectively of 8.1,
