Nonimmunosuppressive cyclosporine analogue molecules

Details Nonimmunosuppressive cyclosporine analogue molecules Nonimmunosuppressive cyclosporine analogue molecules

C - Chemistry, Metallurgy

07

K

C07K 7/64 (2006.01) A61K 38/13 (2006.01) C07K 1/113 (2006.01)

Patent

CA 2732146

The compounds of the present invention are non-immunosupressive cyclosporine analogue molecules that are able to bind cyclophilin. Said compounds include a modified side chain of amino acid I of cyclosporin A, consisting of an oxyalkyl having substituents R', R1 and R2, where R' is H or Acetyl; R1 is a saturated or unsaturated straight chain or branched aliphatic carbon chain; and R2 may be a hydrogen; a unsubstituted, N substituted or NN disubstituted amide; a N substituted or unsubstituted acyl protected amine; a carboxylic acid; a N substituted or unsubstituted amine; a nitrile; a ester; a ketone; a hydroxy, dihydroxy, trihydroxy or polyhydroxy alkyl; or a substituted or unsubstituted aryl.

L'invention porte sur des composés qui sont des molécules analogues de la cyclosporine non immunosuppressives et qui sont aptes à fixer la cyclophiline. Lesdits composés comportent une chaîne latérale modifiée d'acide aminé I de la cyclosporine A, consistant en un oxyalkyle possédant les substituants R', R1 et R2, R' représentant H ou acétyle; R1 représentant une chaîne carbonée aliphatique à chaîne droite ou ramifiée saturée ou insaturée; et R2 pouvant représenter un hydrogène; un amide non substitué, N-substitué ou N,N-disubstitué; une amine protégée par acyle N-substituée ou non substituée; un acide carboxylique; une amine N-substituée ou non substituée; un nitrile; un ester; une cétone; un hydroxy, dihydroxy, trihydroxy ou polyhydroxy-alkyle; ou un aryle substitué ou non substitué.

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