Method for the separation of triglycoalkaloids

US6984725B2 · kind B2 · utility

Assignee

• Solbec Pharmaceutical Limited · AU

Inventors

• Stephen J. Carter · La Conner, US
• Paul Edward Murray · Perth, AU
• John Edward Parkin · Kelmscott, AU
• Gautam Dalwadi · Perth, AU

Key dates

• Filing date: Jun 13, 2003
• Grant date: Jan 10, 2006
• Expiry date: Sep 18, 2023

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07H5/06
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

In accordance with the present invention there is provided a method for the separation of a triglycoalkaloid in which the triglycoside portion comprises α-L-rhamnopyranosyl-(1→2gal)-O-β-D-glucopyranosyl-(1→3gal)-β-D-galactopyranose (or 6-deoxy-α-L-mannopyranosyl-(1→2)-O-[β-D-glucopyranosyl-(1→3)]-β-D-galactopyranoside) (‘an rhamnose-glucose-galactose triglycoalkaloid’) from a triglycoalkaloid in which the triglycoside portion is α-L-rhamnopyranosyl-(1→2glu)-O-α-L-rhamnopyranosyl-(1→4glu)-β-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; andSeparating the solid substantially comprising the rhamnose-glucose-galactose triglycoalkaloid from the solution substantially of the rhamnose-rhamnose-glucose triglycoalkaloid.