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Synfacts 2008(4): 0342-0342  
DOI: 10.1055/s-2008-1042891
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Anguinomycin C

Contributor(s): Philip Kocienski, Zofia Komsta
S. Bonazzi, S. Güttiner, I. Zemp, U. Kutay*, K. Gademann*
Swiss Federal Institutes of Technology, EPFL and ETH Zürich, Switzerland
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Publication History

Publication Date:
19 March 2008 (online)

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Significance

Anguinomycin C is produced by a Streptomyces sp. strain and exhibits activity against tumor cell lines in picomolar concentrations. It only causes growth arrest in normal cells and not cell death. The synthesis highlights two rather high-yielding Negishi cross-couplings (D → E and F → G) and a Suzuki sp2-sp3 coupling (G + I → J).