N-Acyl-polypeptides and processes for the production thereof

Claim 1

An N-acyl-polypeptide of formula I, ##STR18## where "Acyl" is (a) R I CO-- wherein R I is C 1-20 alkyl, C 3-20 alkenyl, C 3-20 alkinyl, phenyl, naphthyl or C 7-10 (phenylalkyl); (b) R II SO 2 -- wherein R II is C 1-10 alkyl, phenyl or C 7-10 (phenylalkyl); (c) R III O--CO-- wherein R III is C 1-10 alkyl or C 7-10 (phenylalkyl); and ##STR19## wherein R IV is hydrogen, C 1-10 alkyl, phenyl or C 7-10 (phenylalkyl) and R V is hydrogen or C 1-10 alkyl, A is hydrogen or C 1-3 alkyl, >N--CH(Z)--CO-- is (a) an (L)- or (D)-phenylalanine residue optionally ring-substituted by halogen, NO 2 , NH 2 , OH, C 1-3 alkyl and/or C 1-3 alkoxy, or (b) the residue of a natural α-amino acid in which Z is alkyl of 3 to 4 carbon atoms, B is --Phe-- optionally ring-substituted by halogen, NO 2 , NH 2 , OH, C 1-3 alkyl and/or C 1-3 alkoxy, C is --Trp-- or (D)-Trp- optionally α-N-methylated and optionally benzene-ring-substituted by halogen, NO 2 , NH 2 , OH, C 1-3 alkyl and/or C 1-3 alkoxy, D is --Lys-- optionally α-N-methylated and optionally ε-N-C 1-3 alkylated, E is --Thr-- or --(D)--Thr-- optionally α-N-methylated, F is a group of formula --COOR 1 , --CH 2 OR 2 , ##STR20## or ##STR21## wherein R 1 is hydrogen or C 1-3 alkyl, R 2 is hydrogen or the residue of a physiologically acceptable, physiologically hydrolysable ester, R 3 is hydrogen or methyl, R 4 is --CH(R 5 )--X, R 5 is hydrogen, --(CH 2 ) 2 --OH, --(CH 2 ) 3 --OH, --CH 2 --OH, --CH(CH 3 )--OH or isobutyl, and X is a group of formula --COOR 1 , --CH 2 OR 2 or ##STR22## wherein R 1 and R 2 are as defined above, R 6 is hydrogen or C 1-3 alkyl and R 7 is hydrogen, C 1-3 alkyl, phenyl or C 7-10 phenylalkyl, the group --CH(R 5 )--X having the (D)- or (L)-configuration, and Y 1 and Y 2 are each hydrogen or together represent a direct bond, whereby the residues in the 2- and 7-position each independently have the (L)- or (D)-configuration, and with the proviso that (L)- and/or (D)-cysteine residues are present at the 2- and 7-positions only, or a pharmaceutically acceptable salt or complex thereof.