Synfacts 2010(1): 0008-0008  
DOI: 10.1055/s-0029-1218259
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Berkelic Acid

Contributor(s): Philip Kocienski
C. F. Bender, F. K. Yoshimoto, C. L. Paradise, J. K. De Brabander*
University of Texas Southwestern Medical Center at Dallas, USA
Further Information

Publication History

Publication Date:
21 December 2009 (online)

Significance

Berkelic acid is a metabolite of an extremophilic Penicillium fungus. It displays activity against the human ovarian cancer cell line OVCAR-3 and moderate inhibition of matrix ­metalloproteinase MMP-3 and caspase-1. The synthesis depicted features a silver-catalyzed dearomatization-cycloisomerization-cycloaddition cascade to create the spiroacetal.