4.5 Article

The creolophins:: A family of linear triquinanes from Creolophus cirrhatus (Basidiomycete)

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2007, Issue 33, Pages 5546-5550

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200700555

Keywords

terpenoids; natural products; structure elucidation; NMR spectroscopy

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Complicatic acid and five novel linear triquinanes were isolated from mycelial cultures of Creolophus cirrhatus. The creolophins A, C, D, and E represent a novel type of highly oxidized triquinane sesquiterpenoids. Whereas those compounds with a secondary alcohol moiety in ring A are stable, the exomethylene ketone creolophin E (5) partly dimerized during workup to form the decacyclic 1,4-dioxepin-6-one neocreolophin (6). Compounds 5 and 6 display cytotoxic activities against several tumor cell lines.

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