C-SULFONATED TYROSYL PEPTIDES RELATED TO CHOLECYSTOKININ-PAN-CREOZYMIN (CCK-PZ)

摘要

1281383 Sulphonated peptides E R SQUIBB & SONS Inc 8 July 1969 [18 July 1968] 34427/69 Heading C2C Novel compounds I in which R is 3SP1/SP-sulpho-L-tyrosyl, L-aspartyl-3SP1/SP sulpho - L - tyrosyl, L - arginyl - L - aspartyl- 3SP1/SP - sulpho - L - tyrosyl, protected or unprotected L - seryl - L - aspartyl - L - arginyl- L - aspartyl - 3SP1/SP - sulpho - L - tyrosyl, L - aspartyl - L - arginyl - L - aspartyl - 31 - sulpho- L-tyrosyl, or protected or unprotected isoleucyl- L - seryl - L - aspartyl - L - arginyl - L - aspartyl- 31 - sulpho - L - tyrosyl are prepared by conventional methods of peptide synthesis, the sulpho group being introduced by treating the peptide with concentrated sulphuric acid in the cold. Intermediates isolated are BOC-met-gly-trpmet - asp - phe - NH 2 ; H - met - gly - trp - metasp - phe - NH 2 ; BOC - arg(NO 2 ) - asp(OB 2 )- tyr - NHNHCBO; H - arg(NO 2 ) - asp(OB 2 )- tyr - NHNHCBO.CF 3 COOH; BOC - asp(OB 2 )- arg(NO 2 ) - asp(OB 2 ) - tyr - NHNHCBO; BOC- asp - arg - asp - tyr - NHNH 2 ; BOC - asp - tyr- NHNH 2 ; BOC - asp - tyr - met - gly - trp - metasp - phe - NH 2 ; BOC - asp - arg - asp - tyr - metgly - trp - met - asp - phe - NH 2 ; BOC - ser(B 2 )- NHNHCBO; H - ser(B 2 ) - NHNHCBO; BOC - ile - ser(B 2 ) - NHNHCBO; BOC - ileser - NHNH 2 ; BOC - arg - asp - tyr - NHNH 2 ; and BOC - arg - asp - tyr - met - gly - trp - metasp - phe - NH 2 . These are also described in Specification 1,278,681. Pharmaceutical compositions having cholecystokinin activity comprise a compound I together with a suitable carrier or diluent for parenteral administration.