Hydrolysis-promoting hydrophobic taxane derivatives

US6107332A · kind A · utility

Assignee

• The Liposome Company, Inc. · US

Inventors

• Shaukat Ali · Monmouth Junction, US
• J. Craig Franklin · Princeton, US
• Imran Ahmad · Wadsworth, US
• Eric Mayhew · Monmouth Junction, US
• Soumendu Bhattacharya · Plainsboro, US
• Gil Koehane · Piscataway, US
• Andrew S. Janoff · Yardley, US

Key dates

• Filing date: Feb 12, 1999
• Grant date: Aug 22, 2000
• Expiry date: Feb 12, 2019

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A61P35/00
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

Provided herein is a taxane having a hydrocarbon attached at the 2' and/or 7 positions, the hydrocarbon's alpha position being occupied by a "hydrolysis-promoting group" ("HPG"). In one embodiment, the hydrolysis promoting group is stereospecifically attached to the .alpha.-carbon of the hydrophobic taxane. The Substitution of an HPG for the methylene unit ordinarily occupying the alpha position allows for enhanced in vivo hydrolysis of the hydrocarbon-taxane bond, and hence, for enhanced taxane therapeutic activity. Also provided herein are taxane-containing compositions, and methods of administering taxanes to animals, including those afflicted with cancers or inflammatory diseases.