Novel aminopimelic acids

Chemistry: natural resins or derivatives; peptides or proteins; – Peptides of 3 to 100 amino acid residues – Tripeptides – e.g. – tripeptide thyroliberin – etc.

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Details

562571, A61K 31195, C07C22902, C07K 508

Patent

active

050307150

ABSTRACT:
A) Compounds selected from the group consisting of a compound of the formula ##STR1## wherein U is ##STR2## m and n are individually 1 or 2 of one, the dotted lines is a single double bond optionally of cis or trans configuration, a is selected from the group consisting of hydrogen, methyl and methylene, Y is selected from the group consisting of hydrogen, residue of an amino acid with an .alpha.-or .omega.-carboxyl and a peptide or 2,3 or 4 amino acids with the amine optionally acylated with an optionally unsaturated aliphatic carboxylic acid of 6 to 24 carbon atoms or alkylated with alkyl of 1 to 8 carbon atoms, R is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon, alkenyl and alkynyl of 2 to 8 carbon atoms optionally substituted with at least one halogen with the proviso that if Y is hydrogen, alanine or proline and if a is hydrogen, U contains a double bond; and B) their non-toxic, pharmaceutically acceptable salts with bases or acids, the alkyl esters of 1 to 6 carbon atoms and their primary and secondary amides having remarkable immunomodulatric properties and anti-bacterial activity.

REFERENCES:
Berges, D. A., et al, "Peptides of 2-Aminopimelic Acid: Antibacterial Agents that Inhibit Diaminopimelic Acid Biosynthesis", J. Med. Chem., 1986, 29:89-95.

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