Synthesis of Theopederin D

M. E. Green; J. C. Rech; P. E. Floreancig

doi:10.1055/s-0028-1087699

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Synfacts 2009(3): 0234-0234
DOI: 10.1055/s-0028-1087699

Synthesis of Natural Products and Potential Drugs

Synthesis of Theopederin D

Contributor(s): Philip Kocienski, Stewart Eccles
M. E. Green, J. C. Rech, P. E. Floreancig*
University of Pittsburgh, USA

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Publikationsdatum:
19. Februar 2009 (online)

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Significance

Theopederin D was isolated from a marine sponge of the genus Theonella. It exhibits a range of biological properties including immunosuppressive and antiviral activity as well as a 2 nM IC₅₀ value against murine P388 leukemia cells. Noteworthy in the synthesis is the trioxadecalin formation (F → G) by an electron-transfer-initiated cyclization (ETIC).