Synfacts 2011(12): 1268-1268  
DOI: 10.1055/s-0031-1289343
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of (+)-Gliocladin C

Contributor(s): Steven V. Ley, Kimberley A. Roper
L. Furst, J. M. R. Narayanam, C. R. J. Stephenson*
Boston University, USA
Further Information

Publication History

Publication Date:
18 November 2011 (online)

Significance

Gliocladin C is a C3-C3′ indole alkal­oid and is cytotoxic against P-388 lymphocytic leukemia cell lines with an ED50 value of 240 ng mL. The wider hexahydropyrroloindoline alkaloid family, of which gliocladin C is a member, has gained significant synthetic interest. However, there has only been one total synthesis and two approaches to the core that have not been based on a dimeric C3-C3′ bisindole approach. The key step in this non-dimeric approach is the radical coupling mediated by visible-light photoredox catalysis.