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|Title:||NOVEL PEPTIDES HAVING CHOLECYSTOKININ ACTIVITY AND INTERMEDIATES THEREFOR|
|Abstract:||Novel peptide amides of the general formula R-Met-Gly-Trp-Met-Asp-Phe-NH.sub.2 wherein R represents L-aspartyl-O-sulfate-L-tyrosyl, L-aspartyl-L-arginyl-L-aspartyl-O-sulfate-L-tyrosyl, or isoleucyl-L-seryl-L-aspartyl-L-arginyl-L-aspartyl-O-sulfate-L-tyrosyl, and intermediates in the production thereof. The peptide amides of this invention as well as the pharmaceutically acceptable salts thereof have been found to possess cholecystokinin activity.|
|Inventor(s):||Ondetti; Miguel A. (North Brunswick, NJ), Pluscec; Josip (East Brunswick, NJ), Sheehan; John T. (Middlesex, NJ), Jorpes; Johan E. (Stockholm, SW), Mutt; Viktor (Farsta, SW)|
|Assignee:||E. R. Squibb & Sons, Inc. (New York, NY)|
1. A compound of the formula R-L-methionyl-glycyl-L-tryptophyl-L-methionyl-L-aspartyl-L-phenylalanine amide and pharmaceutically-acceptable acid addition and ammonium salts thereof wherein R is
wherein X is benzyloxycarbonyl, t-butyloxycarbonyl, trifluoroacetyl or
2. A compound in accordance with claim 1 having the name L-aspartyl-O-sulfate-L-tyrosyl-L-methionylglycyl-L-tryptophyl-L-methionyl-
3. A compound in accordance with claim 1 having the name tert.-butyloxycarbonyl-L-aspartyl-L-arginyl-L-aspartyl-L-tyrosyl-L-methion
4. A compound in accordance with claim 1 having the name L-aspartyl-L-arginyl-L-aspartyl-O-sulfate-L-tyrosyl-L-methionyl-glycyl-L-t
5. A compound in accordance with claim 1 having the name t-butyloxycarbonyl-L-isoleucyl-L-seryl-L-aspartyl-L-arginyl-L-aspartyl-O-s ulfate-L-tyrosyl-L-methionylglycyl-L-tryptophyl-L-methionyl-L-aspartyl-L-ph
6. A compound in accordance with claim 1 having the name L-isoleucyl-L-seryl-L-aspartyl-L-arginyl-L-aspartyl-O-sulfate-L-tyrosyl-L- methionyl-glycyl-L-tryptophyl-L-methionyl-L-aspartyl-L-phenylalanine amide.
7. A compound in accordance with claim 1 having the name benzyloxycarbonyl-L-isoleucyl-L-seryl-L-aspartyl-L-arginyl-L-aspartyl-O-su lfate-L-tyrosyl-L-methionyl-glycyl-L-tryptophyl-L-methionyl-L-aspartyl-L-ph
8. A compound in accordance with claim 1 wherein R is L-aspartyl-O-sulfate-L-tyrosyl or L-aspartyl-L-arginyl-L-aspartyl-O-sulfate-L-tyrosyl.
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