Method for the separation of triglycoalkaloids

C - Chemistry – Metallurgy – 07 – H

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C07H 17/00 (2006.01) A61K 31/706 (2006.01) A61P 35/00 (2006.01) C07H 1/08 (2006.01) C07H 17/02 (2006.01)

Patent

CA 2489682

In accordance with the present invention there is provided a method for the separation of a triglycoalkaloid in which the triglycoside portion comprises .alpha.-L-rhamnopyranosyl-(1.fwdarw.2gal)-O-.beta.-D-glucopyranosyl- (1.fwdarw.3gal)-.szlig.-D-galactopyranose (or 6-deoxy-a-L-mannopyranosyl- (1.fwdarw.2)-O-[.szlig.-D-glucopyranosyl-(1.fwdarw.3)]-.szlig.-D- galactopyranoside) ('an rhamnose-glucose-galactose triglycoalkaloid') from a triglycoalkaloid in which the triglycoside portion is a-L-rhamnopyranosyl- (1.fwdarw.2glu)-O-a-L-rhamnopyranosyl-(1.fwdarw.4glu)-.szlig.-D-glucopyranose ('a rhamnose-rhamnose-glucose triglycoalkaloid') in a mixture containing both, the method comprising the steps of: Combining the mixture with a portion of alcoholic solvent; Causing or allowing a substantial portion of the rhamnose- rhamnose-glucose triglycoalkaloid to dissolve, thereby generating an alcoholic solution substantially of the rhamnose-rhamnose-glucose triglycoalkaloid , and a solid substantially comprising the rhamnose-glucose-galactose triglycoalkaloid; and Separating the solid substantially comprising the rhamnose-glucose-galactose triglycoalkaloid from the solution substantially of the rhamnose-rhamnose-glucose triglycoalkaloid.

?L'invention concerne un procédé de séparation d'un triglycoalcaloïde dans lequel la portion triglycoside comprend le .alpha.-L-rhamnopyranosyl-(1.fwdarw.2gal)-O-.beta.-D-glucopyranosyl-(1.fwdarw.3gal)-.beta.-D-galactopyranose (ou 6-déoxy-.alpha.-L-mannopyranosyl-(1.fwdarw.2)-O-[.beta.-D-glucopyranosyl-(1.fwdarw.3)]-.beta.-D-galactopyranoside) (<= un rhamnose-glucose-galactose triglycoalcyloïde >=) d'un triglycoalcaloïde dans lequel la portion triglycoside est .alpha.-L-rhamnopyranosyl-(1.fwdarw.2glu)-O-.alpha.-L-rhamnopyranosyl-(1.fwdarw.4glu)-.beta.-D-glucopyranose (<= un rhamnose-rhamnose-glucose triglycoalcaloïde >=) dans un mélange contenant les deux, procédé caractérisé en ce qu'il comprend les étapes suivantes : combiner le mélange avec une portion d'un solvant alcoolique ; dissoudre une portion essentiellement formée de rhamnose-rhamnose-glucose triglycoalcaloïde, de manière à générer une solution alcoolique essentiellement formée de rhamnose-rhamnose-glucose triglycoalcaloïde, et d'un produit solide comprenant essentiellement le rhamnose-glucose-galactose triglycoalcaloïde ; et séparer ledit produit solide comprenant essentiellement le rhamnose-glucose-galactose triglycoalcaloïde de la solution essentiellement formée de rhamnose-rhamnose-glucose triglycoalcaloïde. ¿

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