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Synfacts 2006(2): 0106-0106  
DOI: 10.1055/s-2005-921777
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Dictyodendrin B

Contributor(s): Philip Kocienski
A. Fürstner*, M. M. Domostoj, B. Scheiper
Max-Planck-Institut für Kohlenforschung, Mühlheim, Germany
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Publication History

Publication Date:
23 January 2006 (online)

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Significance

Dictyodendrin B, a very scarce alkaloid isolated from the sponge Dictyodendrilla verongiformis, totally inhibits telomerase at a concentration of 50 µg/mL. Telomerase is overexpressed in >85% of all malignant cells and is therefore a target for chemotherapy. The concise synthesis by Fürstner and co-workers is a splendid exercise in heteroannulation techniques. For a synthesis of the related natural product Ningalin B see: A. Hamasaki, J. M. Zimpleman, I. Hwang and D. L. Boger J. Am. Chem. Soc. 2005, 127, 10767-10770.