Dynemicin analogs: syntheses, methods of preparation and use

US5527805A · kind A · utility

Assignee

• THE SCRIPPS RESEARCH INSTITUTE · US

Inventors

• Adrian L. Smith · Simi Valley, US
• Chan-Kou Hwang · San Diego, US
• Sebastian Volker Wendeborn · Village of La Jolla, US
• Kyriacos C. Nicolaou · Philadelphia, US
• Erwin Schreiner · Wien, AT
• Wilhelm Stahl · Idstein, DE
• Wei-Min Dai · Kowloon, CN
• Peter E. Maligres · Fanwood, US
• Toshio Suzuki · Niigata, JP

Key dates

• Filing date: Jan 21, 1994
• Grant date: Jun 18, 1996
• Expiry date: Jan 21, 2014

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07H17/02
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A fused ring system compound is disclosed that contains an epoxide group on one side of the fused rings and an enediyne macrocyclic ring on the other side of the fused rings. The compounds have DNA-cleaving, antimicrobial and tumor growth-inhibiting properties. Chimeric compounds having the fused ring system compound as an aglycone bonded to (i) a sugar moiety as the oligosaccharide portion or (ii) a monoclonal antibody or antibody combining site portion thereof that immunoreacts with target tumor cells are also disclosed. Compositions containing a compound or a chimer are disclosed, as are methods of preparing a compound.