Polypeptide compounds containing d-2-alkyltryptophan capable...

C - Chemistry – Metallurgy – 07 – K

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C07K 14/60 (2006.01) A61K 38/06 (2006.01) A61K 38/07 (2006.01) A61K 38/08 (2006.01) A61K 38/25 (2006.01) A61P 5/06 (2006.01) C07K 5/027 (2006.01) C07K 5/103 (2006.01) C07K 5/117 (2006.01) C07K 7/06 (2006.01)

Patent

CA 2201122

A peptide of the formula: A-D-Mrp-(Ala)n-B-C wherein A is any natural L-amino acid or its D-isomer with the proviso that A is not His if B is Trp and C is D- Phe-Lys-NH2; or A is imidazoleacetyl, isonipecotyl, 4-aminobutyryl, 4- (aminomethyl)cyclohexanecarbonyl, Glu-Tyr-Ala-His, Tyr-Ala-His, Tyr-His, D-Thr- His; D relates to the dextro isomer, Mrp is 2-alkyltryptophan; n is 0 or 1; B is L- or D-Trp, Phe or D-.beta.-naphthylalanine, C is NH2, D-Phe-LysNH2, D-Trp- LysNH2, D-Phe-Lys-NH2, Phe-Lys-NH2, D-Phe-Lys-ThrNH2, D-Phe-Lys-D-ThrNH2, OR, wherein R is a C1-C3 alkyl group, and the addition salts with pharmaceutically acceptable organic or inorganic acids of anyone of said polypeptides, these compounds are capable of promoting the release of growth hormone, and are active by the oral route.

Peptide de la formule A-D-Mrp-(Ala)¿n?-B-C, ainsi que les sels d'addition d'acides organiques ou inorganiques pharmacologiquement acceptables de ces polypeptides. Dans cette formule, A représente un quelconque acide L-aminé naturel ou le D-isomère de celui-ci, à condition que A ne représente pas His si B représente Trp et C représente D-Phe-Lys-NH¿2?; ou bien A représente imidazoleacétyle, isonipécotyle, 4-aminobutyryle, 4-(aminométhyl)cyclohexanecarbonyle, Glu-Tyr-Ala-His, Tyr-Ala-His, Tyr-His, D-Thr-His; D se rapporte au dextro-isomère, Mrp représente 2-alkyltryptophanne; n vaut 0 ou 1; B représente L- ou D-Trp, Phe ou D-.beta.-naphtylalanine, C représente NH¿2?, D-Phe-LysNH¿2?, D-Trp-LysNH¿2?, D-Phe-Lys-NH¿2?, Phe-Lys-NH¿2?, D-Phe-Lys-ThrNH¿2?, D-Phe-Lys-D-ThrNH¿2?, OR, où R représente un groupe alkyle C¿1?-C¿3?. Ces composés sont susceptibles de promouvoir la libération de l'hormone de croissance et ils sont actifs par voie orale.

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