Synfacts 2011(12): 1271-1271  
DOI: 10.1055/s-0031-1289337
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of (-)-Maoecrystal Z

Contributor(s): Steven V. Ley, Catherine F. Carter
J. Y. Cha, J. T. S. Yeoman, S. E. Reisman*
California Institute of Technology, Pasadena, USA
Further Information

Publication History

Publication Date:
18 November 2011 (online)

Significance

Maoecrystal Z is a member of the 6,7-seco-ent-kauranoid natural products that share a common central spiro-fused lactone. It was isolated in 2006 from the Chinese medicinal herb Isodon eriocalyx and displays in vitro cytotoxicity towards A2780 ovarian cancer cell lines. The authors report the first total synthesis of this compound in an impressive 12 steps from (-)-γ-cyclogeraniol.