Isolation of Lomaiviticins
C–E, Transformation
of Lomaiviticin C to Lomaiviticin A, Complete Structure Elucidation
of Lomaiviticin A, and Structure–Activity Analyses
posted on 2012-09-19, 00:00authored byChristina
M. Woo, Nina E. Beizer, Jeffrey E. Janso, Seth B. Herzon
We describe the isolation of (–)-lomaiviticins
C–E
(6–8), elucidation of the complete
absolute and relative stereochemistry of (–)-lomaiviticin A
(1), the synthetic conversion of (–)-lomaiviticin
C (6) to (–)-lomaiviticin A (1),
and the first evidence that the dimeric diazofluorene of (–)-lomaiviticin
A (1) plays a defining and critical role in antiproliferative
activity.