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Title: THIERSINDOLES A-C: NEW INDOLE DITERPENOIDS FROM PENICILLIUM THIERSII

Author
item LI, CHEN - U OF IA, IOWA CITY, IA
item GLOER, JAMES - U OF IA, IOWA CITY, IA
item Wicklow, Donald

Submitted to: Journal of Natural Products
Publication Type: Peer Reviewed Journal
Publication Acceptance Date: 7/28/2003
Publication Date: 8/14/2003
Citation: Li, C., Gloer, J.B., Wicklow, D.T. 2003. Thiersindoles A-C: new indole diterpenoids from Penicillium thiersii. Journal of Natural Products. 66:1232-1235.

Interpretive Summary: Fungi that parasitize and kill other fungi offer a potential source of new bioactive agents useful to agriculture and medicine. An isolate of Penicillium thiersii, encountered as a colonist of the persistent fruit body of the wood-decay fungus Hypoxylon, was examined for its ability to produce novel bioactive metabolites. Thiersindoles A-C are reported as new fungal metabolites with a unique skeletal structure.

Technical Abstract: Three new 3-substituted indole diterpenoids (thiersindoles A-C) have been isolated from organic extracts of a new Penicillium species (P. thiersii). Their structures, including absolute stereochemistry, were determined by analysis of NMR data and application of Mosher's method. Thiersindoles A-C are biogenetically related to the aflavinines, although the [6,6,5] tricyclic diterpenoid skeleton is unprecedented in any of the known members of this class.