Synthetic core 2-like branched structures containing...

C - Chemistry – Metallurgy – 07 – H

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C07H 15/04 (2006.01) A61K 31/70 (2006.01) C07H 3/06 (2006.01) C07H 11/00 (2006.01) C07H 13/02 (2006.01) C07H 15/18 (2006.01) C07H 15/203 (2006.01) C08B 37/00 (2006.01)

Patent

CA 2249879

Compounds which bind to selectin receptors and thus may modulate the course of inflammation, cancer and related processes by intervening with cell-cell adhesion events. Further, such compounds can be used for identification and analysis of such receptors. In this regard the invention is directed to compounds of formula (I). Image wherein R1 is independently H alkyl, aryl, an aryl alkyl, alkenyl or one or moreadditional saccharide residues; R2 = H or OH provided that when R2 is H, R3 is OH; R3 = H or OH provided that when R3 is H, R2 is OH; X = H, SO3- or PO4-; Y is independently H, OH, OR4 or NHCOR4, wherein R4 is alkyl, and Z is an organic acid residue. .alpha.-L-Fucose residue (a) can be modified or replaced with suitable bioisosters or a different saccharide residue such as D-mannose. Modification of L-fucose may include replacement of each or all of the hydroxyl groups with H or OR' wherein R' can be methyl, ethyl or allyl groups.

Divulgation de composés qui se lient à des récepteurs des sélectines et peuvent ainsi moduler l'évolution de l'inflammation, du cancer et de procédés connexes en intervenant dans les manifestations d'adhésion intercellulaire. Ces composés peuvent en outre être utilisés pour identifier et analyser de tels récepteurs. € cet égard, l'invention vise des composés de la formule (I). Image ; dans la formule, R1 est indépendamment un H, un alkyl, un aryl, un aryl alkyl, un alcényl ou un ou plusieurs résidus d'osides additionnels; R2 = H ou OH pourvu que, lorsque R2 est H, R3 est OH; R3 = H ou OH pourvu que, lorsque R3 est H, R2 est OH; X = H, SO3- ou PO4-; Y est indépendamment H, OH, OR4 ou NHCOR4, R4 étant un alkyl, et Z est un résidu d'acide organique. Le résidu .alpha.-L-fucose a) peut être modifié ou remplacé par des bioisosters adéquats ou un résidu d'oside différent comme le D-mannose. La modification du L-fucose peut comprendre le remplacement de chacun ou de la totalité des groupements hydroxyles par H ou OR', R' pouvant être un méthyl, un éthyl ou un allyl.

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