Cyclic peptide derivatives as inhibitors of integrin...

C - Chemistry – Metallurgy – 07 – K

Patent

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Details

C07K 7/56 (2006.01) A61K 38/04 (2006.01) A61P 7/02 (2006.01) C07K 7/64 (2006.01) A61K 38/00 (2006.01)

Patent

CA 2379022

The invention relates to novel peptide derivatives of formula (I): Cyclo-(Arg- X1-Asp-X2-X3-X4-X5-X6-R1); which are biologically active as ligands of integrin .alpha.v.beta.6, X1 representing Ser, Gly or Thr; X2 representing Leu, Ile, Nle, Val or Phe; X3 representing Asp, Glu, Lys or Phe; X4 representing Gly, Ala or Ser; X5 representing Leu, Ile, Nle, Val or Phe; X6 representing Arg, Har or Lys; and R1 being left out or representing one or more .omega.-aminocarboxylic acid radicals, said .omega.-aminocarboxylic acid radical(s) being 500 to 2500 pm in length. Said amino acids can also be derivatised and the D and L forms of the optically active amino acid radicals are enclosed. The invention also relates to the physiologically suitable salts and solvates of the inventive derivatives.

La présente invention concerne de nouveaux dérivés peptidiques qui sont biologiquement efficaces en tant que ligands de l'intégrine .alpha.¿v?.beta.¿6?. Ces dérivés peptidiques sont de formule (I) cyclo-(Arg-X?1¿-Asp-X?2¿-X?3¿-X?4¿-X?5¿-X?6¿-R?1¿), dans laquelle X?1¿ représente Ser, Gly ou Thr, X?2¿ représente Leu, Ile, Nle, Val ou Phe, X?3¿ représente Asp, Glu, Lys ou Phe, X?4¿ représente Gly, Ala ou Ser, X?5¿ représente Leu, Ile, Nle, Val ou Phe, X?6¿ représente Arg, Har ou Lys, et R?1¿ manque ou représente un ou plusieurs reste(s) d'acide .omega.-aminocarboxylique, le/les reste(s) d'acide .omega.-aminocarboxylique présentant une longueur de 500 à 2500 pm. Les aminoacides mentionnés peuvent également être dérivés et les formes dextrogyre (D) et lévogyre (L) des restes aminoacides optiquement actifs sont bloquées. Cette invention concerne également les sels et solvats physiologiquement acceptables de ces dérivés peptidiques.

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