Cyclosporins

Details Cyclosporins Cyclosporins

1988-07-21

1992-01-07

Doll, John

Chemistry: natural resins or derivatives; peptides or proteins;

Peptides of 3 to 100 amino acid residues

Cyclic peptides

530317, C07K 764

Patent

active

050793411

ABSTRACT:
Cyclosporins having anti-bacterial activity useful as immuno suppressive and anti-inflammatory agents are provided, such as undecapeptides of the formula (I) ##STR1## in which A.sub.1 is either derived from 2-carboxyazetidine, 2-carboxypyrrolidine or 2-carboxypiperidine, or is an amino acid residue ##STR2## wherein n is 0, 1 or 2, X represents an amino, methylamino, mercapto or hydroxy group, R represents hydrogen or an acyclic aliphatic hydrocarbon group and R' represents hydrogen or methyl; A.sub.2 is an amino acid residue ##STR3## wherein R.sub.1 is an acyclic aliphatic hydrogen group optionally substituted at the C.sub.1 position of the group R.sub.1 by an amino, methylamino, mercapto or hydroxy group, but with the proviso that when R.sub.1 is a group of less than four carbon atoms then A.sub.1 is a heterocyclic amino acid residue or is an amino acid residue --R'N--CH(CHR(CH.sub.2).sub.n X)--CO-- wherein either (a) R is hydrogen or (b) R is an acyclic aliphatic hydrocarbon group and either n is O and X is an amino, methylamino or mercapto group, or n is 1 or 2 and X is an amino, methylamino, mercapto or hydroxy group; A.sub.3 is a sarcosine residue; A.sub.4 is an N-methyl-leucine residue; A.sub.5 is a valine residue; A.sub.6 is an M-methyl-leucine residue; A.sub.7 is an alanine residue; A.sub.8 is an alanine residue; A.sub.9 is an N-methyl-leucine residue; A.sub.10 is an N-methyl-leucine or sarcosine residue; and A.sub.11 is an N-methylvaline residue.

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