Saccharopeptides and derivatives thereof

C - Chemistry – Metallurgy – 07 – H

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C07H 15/04 (2006.01) A61K 31/70 (2006.01) A61K 38/02 (2006.01) C07H 3/06 (2006.01) C07H 5/04 (2006.01) C07H 7/033 (2006.01) C07H 13/04 (2006.01) C07H 15/18 (2006.01) C07K 2/00 (2006.01)

Patent

CA 2220508

The present invention describes glycomimetic saccharopeptides of formula (I): W-(X)n-Y-[(X)n-W-(X)n-Y]m-(X)n-W, wherein W is independently selected from the group consisting of a) saccharides; b) aryl, aralkyl; c) alkyl of 1 to 8 carbon atoms, optionally substituted; d) cyclic alkyl or 5-7 carbon atoms, heterocyclic alkyl. Y is independently selected from the group consisting of - NR3-C(O)- and -C(O)-NR3-; X is a difunctional or polyfunctional group selected from the group consisting of a) aryl, aralkyl; b) alkyl of 1-8 carbon atoms, optionally substituted with 1-3 substituents. R is -H, or lower alkyl, lower aryl, and lower aralkyl; R' is independently selected from the group consisting of -H, lower alkyl of 1-4 carbon atoms, aralkyl of 2 to 19 carbon atoms, and -C(O)R"; R" is lower alkyl of 1 to 4 carbon atoms; and R3 is selected from the group consisting of -H, alkyl of 1-8 carbon atoms, and aralkyl of 5-8 carbon atoms; and pharmaceutically acceptable salts thereof.

La présente invention concerne des saccharopeptides glycomimétiques représentés par la formule générale (I): W-(X)¿n?-Y-[(X)¿n?-W-(X)¿n?-Y]¿m?-(X)¿n?-W ainsi que certains de ses sels pharmacologiquement admis. Dans cette formule, W est choisi indépendamment dans le groupe constitué a) des saccharides, b) des aryles et aralkyles, c) des alkyles portant 1 à 8 atomes de carbone, éventuellement substitués et d) des alkyles cycliques ou des alkyles hétérocycliques portant 5 à 7 atomes de carbones. Y est choisi indépendamment dans le groupe constitué des -NR?3¿-C(O) et -C(O)-NR?3¿-. X est un groupe bifonctionnel ou polyfonctionnel choisi dans le groupe constitué a) des aryles et aralkyles et b) des alkyles portant 1 à 8 atomes de carbone ayant éventuellement 1 à 3 substituants. R est -H ou alkyle inférieur, aryle inférieur et aralkyle inférieur. R' est choisi indépendamment dans le groupe constitué des -H, alkyles inférieurs portant 1 à 4 atomes de carbone, aralkyles portant de 2 à 19 atomes de carbone et de -C(O)R". R" est alkyle inférieur portant 1 à 4 atomes de carbone. Enfin, R?3¿ est choisi dans le groupe constitué des -H, alkyles portant 1 à 8 atomes de carbone et aralkyles portant 5 à 8 atomes de carbone.

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