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Synfacts 2007(12): 1227-1227  
DOI: 10.1055/s-2007-991304
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (±)-Terpestacin

Contributor(s): Philip Kocienski
G. O Berger, M. A. Tius*
University of Hawaii and the Cancer Research Center of Hawaii, Honolulu, USA
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Publication History

Publication Date:
22 November 2007 (online)

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Significance

Terpestacin is a potent inhibitor (ID50 0.46 mg/mL) of the formation of large multinucleated cells (synctia) associated with the pathology of HIV infection. The Berger-Tius synthesis features the Nazarov cyclization of allenol ether A to generate the α-hydroxycyclopentene B.