Oligopeptide compounds containing d-2-alkyltryptophan...

C - Chemistry – Metallurgy – 07 – K

Patent

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C07K 5/117 (2006.01) A61K 38/04 (2006.01) A61K 38/06 (2006.01) A61K 38/08 (2006.01) A61P 5/06 (2006.01) C07K 5/083 (2006.01) C07K 5/097 (2006.01) C07K 5/103 (2006.01) C07K 7/02 (2006.01) A61K 38/00 (2006.01)

Patent

CA 2239702

A peptide of formula: A-D-X-D-Mrp-B wherein A is hydrogen, 2-aminoisobutyryl, 4-aminobutyryl, D relates to the dextro isomer, X is Mrp, wherein Mrp means 2-alkyltryptophan or X is a residue of protected serine, Ser (Y), wherein Y can be benzyl, p-chlorobenzyl, 4-methoxybenzyl, 2,4,6-trimethoxybenzyl, tert-butyl; B is NR2R3, wherein R2 and R3, which can be the same or different, are hydrogen or a C1-C3 alkyl group; an OR4 group, wherein R4 is hydrogen or a C1-C3 alkyl C- Lys-NH2 group, wherein C is Phe or Mrp, and the addition salts with pharmaceutically acceptable organic or inorganic acids of anyone of said polipeptides; these compounds are capable of promoting the release of growth hormone and they are active by the oral route.

L'invention concerne un peptide de la formule A-D-X-D-Mrp-B. Dans cette formule, A est un hydrogène, z-amino-isobutyryle ou 4-aminobutyryle; D indique le stéréo-isomère; X est Mrp où Mrp indique un 2-alkyltryptophane ou X est un résidu de sérine protégée, Ser (Y), où Y peut être un benzyle, p-chlorobenzyle, 4-méthoxybenzyle, 2,4,6-triméthoxybenzyle, ou tert-butyle; B est NR2R3, où R2 et R3, qui peuvent être identiques ou différents, sont un hydrogène, un groupe C1-C3 alkyle, ou un groupe OR4, où R4 est un hydrogène, ou un groupe C1-C3 alkyl-C-Lys-NH2, où C est Phe ou Mrp. L'invention concerne également les sels d'addition d'acides organiques ou minéraux de ces polypeptides, acceptables sur le plan pharmaceutique. Ces composés sont capables de favoriser la libération de l'hormone de croissance et ils sont actifs par voie orale.

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