Apicularen A and B, Cytotoxic 10-Membered Lactones with a Novel Mechanism of Action from Chondromyces Species (Myxobacteria): Isolation, Structure Elucidation, and Biosynthesis

✍ Scribed by Rolf Jansen; Brigitte Kunze; Hans Reichenbach; Gerhard Höfle

• Publisher: John Wiley and Sons
• Year: 2000
• Tongue: English
• Weight: 303 KB
• Volume: 2000
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/(sici)1099-0690(200003)2000:6<913::aid-ejoc913>3.0.co;2-l

✦ Synopsis

A novel highly cytotoxic metabolite, apicularen A (1), was isolated in a screening of the myxobacterial genus Chondromyces. The structure of 1 is characterized by a salicylic acid residue as part of a 10-membered lactone, which bears an acylenamine side chain. Compound 1 is an inhibitor of the proliferation of human cancer cell lines and induces apoptosis. Apicularen A (1) is present in nearly every strain of C. apiculatus, C. pediculatus, C. lanuginosus and C.