Sialic acid/fucose based medicaments

C - Chemistry – Metallurgy – 07 – H

Patent

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Details

C07H 15/04 (2006.01) A61K 31/70 (2006.01) A61K 49/00 (2006.01) A61K 51/04 (2006.01) C07D 309/10 (2006.01) C07H 11/00 (2006.01) C07H 15/18 (2006.01) G01N 33/566 (2006.01)

Patent

CA 2197336

Compounds that are synthetically inexpensive to make relative to the naturally occurring selectin ligands and that retain selectin binding activity are described that have a three-dimensionally stable configuration for sialic acid and fucose, or analogs or derivatives of these groups, such that sialic acid and fucose are separated by a linker that permits binding between those groups and the selectins, such compounds being represented by general structural formulae (I) and (II), where W is selected from a group including structures (<u>a</u>-<u>d</u>), wherein A is preferably sialic acid, and B is preferably fucose. The other radicals in said formulae are outlined in the description.

Composés relativement peu coûteux à produire et qui se rapportent aux ligands naturels de sélectine. Ces composés, qui conservent une activité de liaison de sélectine, présentent une configuration stable dans les trois dimensions pour l'acide sialique et le fucose ou des analogues ou dérivés de ces groupes, dans des conditions telles que l'acide sialique et le fucose sont séparés par un élément qui permet la liaison entre ces groupes et les sélectines Ces composés sont représentés par les formules de structure générale (I) et (II). Dans cette deuxième formule, W est choisi dans un groupe comprenant les structures <u>a</u>-<u>d</u>. Dans ces formules, A est de préférence l'acide sialique et B est de préférence le fucose, les autres radicaux étant explicités dans le descriptif.

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