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Synfacts 2007(10): 1016-1016  
DOI: 10.1055/s-2007-968942
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Archazolid A

Contributor(s): Philip Kocienski
D. Menche*, J. Hassfeld, J. Li, S. Rudolph
Helmholtz-Zentrum für Infektionsforschung, Braunschweig, Germany
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Publikationsdatum:
07. November 2007 (online)

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Significance

The myxobacterium Archangium gephyra produces archazolid A, which displays potent growth inhibitory effects against a variety of human cancers owing to its selective inhibition of vacuolar ATPases. The most noteworthy step in the synthesis is the Heck reaction used to conjoin fragments B and C. Preparatively useful selectivity (E/Z = 6:1) was obtained after evaluating a range of catalysts, additives, and solvents.