Synfacts 2007(10): 1012-1012  
DOI: 10.1055/s-2007-968943
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Formal Synthesis of (+)-Brefeldin A

Contributor(s): Philip Kocienski, Indu Dager
W. Lin, C. K. Zercher*
University of New Hampshire, Durham, USA
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Publikationsverlauf

Publikationsdatum:
07. November 2007 (online)

Significance

Brefeldin A, isolated from a variety of fungal sources, possesses an array of biological activities including antiviral, cytostatic, anticancer, and antibiotic activities. It also inhibits the protein transport to post-Golgi compartments in the cell. A key feature of the synthesis is a zinc-mediated ring expansion-oxidation-elimination cascade reaction to form α,β-unsaturated γ-keto macrolide J.