Low molecular weight oversulfated polysaccharide

Details Low molecular weight oversulfated polysaccharide Low molecular weight oversulfated polysaccharide

C - Chemistry, Metallurgy

08

B

C08B 37/00 (2006.01) A61K 31/726 (2006.01) A61K 31/727 (2006.01) A61K 31/737 (2006.01) C07H 1/00 (2006.01) C08B 37/08 (2006.01) C08B 37/10 (2006.01)

Patent

CA 2489870

LMW-K5-N,O-oversulfates are described, having a sulfation degree of from 3.2 to 4 and a mean molecular weight of from about 3,000 to about 6,000, obtainable by depolymerization of corresponding K5-N,O-oversulfates or starting from LMW-K5-N-sulfates by O-oversulfation of a tertiary amine or quaternary ammonium salt thereof and subsequent N-resulfation of the K5-amine- O-oversulfate thus obtained. Furthermore, pharmaceutical compositions containing these LMW-K5-N,Ooversulfates having antiangiogenetic and antiviral, in particular anti-HIV-1 activity. Intermediate LMW-K5-N-sulfates are also described.

L'invention concerne des polysaccharides K5-N,O sursulfatés de faible poids moléculaire qui présentent un degré de sulfatation compris entre 3,2 et 4 et un poids moléculaire moyen compris entre 3000 et environ 6000, pouvant être obtenus par dépolymérisation de polysaccharides K5-N,O correspondants ou par traitement de sulfates K5-N de faible poids moléculaire par O-sursulfatation d'une amine tertiaire ou d'un sel d'ammonium quaternaire dudit polysaccharide suivie d'une N-resulfatation du polysaccharide K5-amine-O sursulfaté ainsi obtenu. L'invention concerne en outre des compositions pharmaceutiques contenant ces polysaccharides K5-N,O sursulfatés de faible poids moléculaire qui présentent une activité antiangiogénique et antivirale, et notamment une activité anti-VIH-1. L'invention concerne également des polysaccharides K5-N sursulfatés de faible poids moléculaire intermédiaires.

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