Stereoselective synthesis of the atropisomers of myristinin B/C.
[reaction: see text] The first stereoselective synthesis of a potent DNA damaging agent, (-)-myristinin B/C, has been accomplished. This efficient synthesis allowed for unambiguous confirmation of the structure and absolute stereochemistry of the atropisomeric natural product. The antipode, (+)-myristinin B/C, was also synthesized, providing ample material for biological evaluation of both enantiomers.
Maloney
David J
DJ
Department of Chemistry, University of Virginia, Charlottesville, Virginia 22904, USA.
Chen
Shengxi
S
Hecht
Sidney M
SM
D004249:DNA Damage; D005419:Flavonoids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D015394:Molecular Structure; D013237:Stereoisomerism
D005419:Flavonoids; C516278:myristinin B; C516279:myristinin C