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Synfacts 2008(5): 0443-0443  
DOI: 10.1055/s-2008-1072707
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (-)-Pseudolaric Acid B

Contributor(s): Philip Kocienski, Zofia Komsta
B. M. Trost*, J. Waser, A. Mayer
Stanford University, USA
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Publikationsdatum:
23. April 2008 (online)

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Significance

Pseudolaric acid B was isolated from the root bark of Pseudolarix kaempferi Gordon, which has been used as an antifungal remedy in traditional Chinese medicine. It showed some antifungal, antifertility and cytotoxic properties along with activity against certain tumor cell lines that are resistant to many drugs. The key to the synthesis is a rhodium-mediated cycloaddition to form the hydroazulene ring system (A→C).