Msh-agonist tripeptide conjugates

Details Msh-agonist tripeptide conjugates Msh-agonist tripeptide conjugates

C - Chemistry, Metallurgy

07

K

C07K 14/685 (2006.01) A61K 47/48 (2006.01)

Patent

CA 2565805

The invention relates to a tripeptide conjugate having general formula I, A-AA1-AA2-AA3-NH2, wherein A represents the radical corresponding to a monocarboxylic acid with general formula II, HOOC-R, in which: R represents a linear or branched aliphatic radical at C1-C24, which is optionally substituted by a hydroxyl group and which can comprise one or more unsaturations, preferably between 1 and 6 unsaturations, lipoic acid or the reduced form thereof, dihydrolipoic acid, N- lipoyllysine, or phenylbutyric acid; and AA1, AA2 and AA3, which may be identical or different, represent independently of each other an amino acid selected from His, Phe, Ala, Arg, Lys, Orn, Trp, Nap, Tpi and Tic, on the condition that at least one of AA1, AA2 or AA3 represent Phe, preferably Dphe in the form of enantiomers or diastereoisomers and mixtures thereof, including racemic mixtures.

La présente invention concerne un conjugué tripeptidique répondant à la formule générale I A-AA1~AA2-AA3-NH2 dans laquelle A représente le radical correspondant à un acide monocarboxylique de formule générale II HOOC-R dans laquelle R représente un radical aliphatique en C1-C24, linéaire ou ramifié, éventuellement substitué par un groupe hydroxyle, pouvant comporter une ou plusieurs insaturations, avantageusement de 1 à 6 insaturations, l'acide lipoïque ou sa forme réduite l'acide dihydrolipoïque, la N-lipoyl-lysine, ou l'acide phénylbutyrique, AA1, AA2 et AA3 identiques ou différents représentent indépendamment l'un de l'autre un acide aminé choisi parmi His, Phe, Ala, Arg, Lys, Orn, Trp, Nap, Tpi et Tic, à la condition qu'au moins l'un des AA1, AA2 ou AA3 représente Phe, avantageusement DPhe sous forme d'énantiomères ou de diastéréoisomères ainsi que leurs mélanges, y compris les mélanges racémiques.

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