Oligosaccharide mixtures having antithrombotic activity

Details Oligosaccharide mixtures having antithrombotic activity Oligosaccharide mixtures having antithrombotic activity

C - Chemistry, Metallurgy

08

B

C08B 37/08 (2006.01) A61K 31/715 (2006.01) A61K 31/726 (2006.01) A61K 31/737 (2006.01) A61P 7/02 (2006.01) A61P 9/14 (2006.01) C08B 37/00 (2006.01) C08B 37/02 (2006.01) C08L 5/00 (2006.01)

Patent

CA 2293587

A mixture of linear oligosaccharides containing different numbers of repeating sulphated disaccharide units derived from L-iduronic acid (IdoA) and N-acetyl- D-galactosamine (Gal-NAc) and having the following characteristics: (a) a molecular weight in the range of 1600-20000 for 90 % or more of the mixture, (b) a sulphur content of 6.0-8.0 % by weight, (c) a sulphate/carboxylate ratio of 1.2-1.6, (d) a disulphated disaccharide content of 20-60 % by weight of the mono-sulphated disaccharide content, and (e) an antithrombin activity of 20-60 IU/mg. The mixture may be used as an antithrombotic agent and is prepared by depolymerisation of dermatan sulphate by periodate oxidation, followed by borohydride reduction and acid hydrolysis and then ion exchange fractionation.

L'invention concerne un mélange d'oligosaccharides linéaires contenant différents nombres d'unités disaccharidiques sulfatées récurrentes dérivés de l'acide L-iduronique (IdoA) et du N-acétyl-D-galactosamine (Gal-NAc). Ce mélange présente les caractéristiques suivantes: (a) un poids moléculaire compris entre 1600 et 20000 pour 90 % ou plus du mélange, (b) une teneur en soufre comprise entre 6,0 et 8,0 % en poids, (c) un rapport sulfate/carboxylate compris entre 20 et 60 % en poids de la teneur en dissacharide mono-sulfaté et (e) une activité antithrombotique de 20 à 60 IU/mg. Le mélange peut être utilisé comme agent antithrombotique et est préparé par dépolymérisation du sulfate de dermatan, par oxydation au périodate, suivie d'une réduction par borohydrures et d'une hydrolyse par voie acide et enfin d'un fractionnement par échanges d'ions.

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