Peptides having pharmacological activity for treating...

C - Chemistry – Metallurgy – 07 – K

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C07K 4/12 (2006.01) A61K 38/03 (2006.01)

Patent

CA 2660183

Peptides and their functionally equivalent derivatives, in salified or non-salified form, with the general formula L1-X1-X2-X3-X4, wherein: L1 is H, or acyl, or any natural or non-natural amino acid, optionally N-acylated, N-alkylated and/or C.alpha.-alkylated; X1 and X3, which are equal or different, are any natural or non-natural basic amino acid, optionally N-alkylated and/or C.alpha.-alkylated; X2 is any natural or non-natural amino acid, optionally N-alkylated and/or C.alpha.-alkylated, with the proviso that it is not glycine and amino acids mono-substituted on the .alpha. carbon atom with a linear or cyclic alkyl group, from 1 to 10 carbon atoms, and amino acids mono-substituted on the .alpha. carbon atom with a linear or cyclic alkyl group containing 4 to 10 carbon atoms, or amino acids mono-substituted on the .alpha. carbon atom with an alkyl group containing 1 to 8 carbon atoms, optionally substituted with a carbamoyl, hydroxyl or aromatic group; X4 is any natural or non-natural hydrophobic amino acid, optionally C.alpha.-alkylated and/or amidated at the C-terminal end, or any hydrophobic amino alcohol, or a hydrophobic gem-diamine, optionally N'-alkylated or N'-acylated.

L'invention concerne des peptides et leurs dérivés fonctionnellement équivalents, sous une forme salifiée ou non salifiée, représentés par la formule générale L1-X1-X2-X3-X4, où L1 est H, ou acyle, ou un acide aminé naturel ou non naturel, éventuellement N-acylé, N-alkylé et/ou C.alpha.-alkylé; X1 et X3, qui sont égaux ou différents, sont un acide aminé basique naturel ou non naturel, éventuellement N-alkylé et/ou C.alpha.-alkylé; X2 est un acide aminé naturel ou non naturel, éventuellement N-alkylé et/ou C.alpha.-alkylé, pour autant qu'il ne soit pas de la glycine, et des acides aminés monosubstitués sur l'atome de carbone .alpha. avec un groupe alkyle linéaire ou cyclique contenant de 1 à 10 atomes de carbone, et des acides aminés monosubstitués sur l'atome de carbone .alpha. avec un groupe alkyle linéaire ou cyclique contenant 4 à 10 atomes de carbone, ou des acides aminés monosubstitués sur l'atome de carbone .alpha. avec un groupe alkyle contenant 1 à 8 atomes de carbone, éventuellement substitués avec un groupe carbamoyle, hydroxyle ou aromatique; X4 est un acide aminé hydrophobe naturel ou non naturel, éventuellement C.alpha.-alkylé et/ou amidé à l'extrémité terminale C, ou un aminoalcool hydrophobe, ou une gem-diamine hydrophobe, facultativement N'-alkylée ou N'-acylée.

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