Apralactone A and a New Stereochemical Class of Curvularins from the Marine-Derived Fungus Curvularia sp

Chemical investigations of the cytotoxic extract of the marine-derived fungus sp. (strain no. 768), isolated from the red alga , yielded the novel macrolide apralactone A ( ), as well as the antipodes of curvularin macrolides . Compound , a dimeric curvularin was recognised as an artefact. The struc...

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Bibliographic Details
Published in:European journal of organic chemistry 2008-10, Vol.2008 (30)
Main Authors: Greve, Hendrik, Schupp, Peter J, Eguereva, Ekaterina, Kehraus, Stefan, Kelter, Gerhard, Maier, Armin, Fiebig, Heinz-Herbert, König, Gabriele M
Format: Article
Language:English
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Summary:Chemical investigations of the cytotoxic extract of the marine-derived fungus sp. (strain no. 768), isolated from the red alga , yielded the novel macrolide apralactone A ( ), as well as the antipodes of curvularin macrolides . Compound , a dimeric curvularin was recognised as an artefact. The structures of were elucidated by interpretation of their spectroscopic data (1D and 2D NMR, CD, MS, UV and IR). Apralactone A ( ) is a 14-membered phenyl acetic acid macrolactone, and the first such compound with a 4-chromanone substructure. Compounds and were found to be cytotoxic towards human tumor cell lines with mean IC values in the range of 1.25 to 30.06 µM.
ISSN:1434-193X
DOI:10.1002/ejoc.200800522