Glycoside compounds and methods of synthesis

US6093805A · kind A · utility

Assignee

• THE REGENTS OF THE UNIVERSITY OF MICHIGAN · US

Inventors

• Brian Shull · Durham, US
• Roeland Tuinman · Ypsilanti, US
• Todd A. Houston · Timonium, US
• R. Erich Klemke · Hilzingen, DE
• Masato Koreeda · Ann Arbor, US

Key dates

• Filing date: Aug 21, 1997
• Grant date: Jul 25, 2000
• Expiry date: Aug 21, 2017

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07J17/005
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Novel glycosides, especially steroidal and non-steroidal glycosides are provided. The steroidal and non-steroidal glycosides preferably are prepared from aglycons which possess valuable properties such as pharmacological properties. The glycosides are prepared from useful aglycons and possess useful properties which are the same as those of their respective unglycosylated aglycons. The glycosides are provided in acylated and deacylated form. The acylated glycosides after hydrolysis of the acyl groups possess enhanced water solubility properties, as illustrated in the case where the aglycon is acetominophen.