Stereocontrolled Synthesis of Model Core Systems of Lomaiviticins A and B

✍ Scribed by K. C. Nicolaou; Ross M. Denton; Achim Lenzen; David J. Edmonds; Ang Li; Robert R. Milburn; Scott T. Harrison

• Publisher: John Wiley and Sons
• Year: 2006
• Tongue: English
• Weight: 261 KB
• Volume: 118
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/ange.200504466

✦ Synopsis

on the occasion of his 60th birthday

Lomaiviticins A (1) and B (2, Figure 1) were isolated in 2001 from the fermentation broth of a species of the actinomycete genus Micromonospora. [1] Both natural products were shown to be highly active DNA-damaging agents. The more abundant compound, lomaiviticin A, exhibited extremely potent cytotoxicity against a broad range of cancer cell lines in vitro, with IC 50 values ranging from 98 to 0.01 ng mL À1 . The cytotoxicity profile of the lomaiviticins differs significantly from that of other DNA-damaging agents, such as mitomicin C and adriamycin, hinting at a possible new mode of action for the former compounds. Furthermore, lomaiviticins A and B displayed powerful antibiotic activity against the pathogenic Gram-positive bacteria Enterococcus faecium and Staphylococcus aureus.