Peptide derivatives

C - Chemistry – Metallurgy – 07 – K

Patent

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530/15.16

C07K 5/083 (2006.01) C07K 5/06 (2006.01) C07K 5/087 (2006.01) C07K 5/103 (2006.01) C07K 7/06 (2006.01) C07K 14/245 (2006.01) A61K 38/00 (2006.01)

Patent

CA 1139305

Abstract of the Disclosure The invention concerns lipopeptides of the formula Image (I) * = S * * = R, S or mixture (R,S) wherein R1 and R2 each represent a saturated or unsaturated aliphatic or mixed aliphatic-cycloaliphatic hydrocarbon radical which has 11-21 C atoms and which is also optionally substituted by oxygen functions, R3 represents hydrogen or the radical R1-CO-O-CH2-, where R1 has the same meaning, and X represents a natural aliphatic amino acid linked by a peptide bond and having a free, esterified or amidated carboxyl group, or an amino acid sequence of 2-10 natural aliphatic amino acids, the terminal carboxyl group of which is free or in the ester or amide form, with the asymmetric centres denoted by * and ** possessing the absolute S- and S- or R-configurations, respectively; and optionally mixtures of the R- and S-compounds epimeric on the C** atoms, and salts and complexes thereof. They have a pronounced immunity - stimulating action. The new compounds may be prepared by synthesis, for instance by introducing the group X in the above formula into corresponding carboxylic acid according to methods known in peptide chemistry.

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