Prostratin and structural or functional analogs thereof

US8536378B2 · kind B2 · utility

Assignee

• The Board of Trustees of the Leland Stanford Junior University · US

Inventors

• Paul A. Wender · Menlo Park, US
• Jeffrey Warrington · San Mateo, US
• Jung-Min Kee · New York, US

Key dates

• Filing date: Nov 1, 2011
• Grant date: Sep 17, 2013
• Expiry date: Nov 1, 2031

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C45/61
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

This invention concerns product and process to convert a hydroxyl group (bold in R3C—OH) in a tigliane-type compound to a hydrogen (bold in R3C—H) to obtain deoxytigliane-type compounds or structural or functional analogs thereof. The process has wide application particularly to produce specific biologically active compounds in quantity for use as pharmaceuticals. In particular the process can be used to convert phorbol to a 12-deoxytigliane (prostratin), which is a therapeutic lead for the treatment of AIDS. New compositions of matter are also disclosed.