Waol A, trans-dihydrowaol A, and cis-dihydrowaol A: polyketide-derived (gamma)-lactones from a Volutella species

UNCG Author/Contributor (non-UNCG co-authors, if there are any, appear on document)
Nicholas Oberlies, Patricia A. Sullivan Distinguished Professor of Chemistry (Creator)
Cedric J Pearce, Adjunct Professor (Creator)
Huzefa A. Raja, Postdoctoral Fellow (Creator)
Mansukhlal Chhaganlal Wani (Creator)
Institution
The University of North Carolina at Greensboro (UNCG )
Web Site: http://library.uncg.edu/

Abstract: An organic extract of a filamentous fungus (MSX 58801), identified as a Volutella sp. (Hypocreales, Ascomycota), displayed moderate cytotoxic activity against NCI-H460 human large cell lung carcinoma. Bioactivity-directed fractionation led to the isolation of three ?-lactones having the furo[3,4-b]pyran-5-one bicyclic ring system [waol A (1), trans-dihydrowaol A (2), and cis-dihydrowaol A (3)]. The structures were elucidated using a set of spectroscopic and spectrometric techniques; the absolute configuration of 2 was established via a modified Mosher’s ester method. Compounds 1 and 2 were evaluated for cytotoxicity against a human cancer cell panel.

Additional Information

Publication
Tetrahedron Letters, 54(32), 4300-4302
Language: English
Date: 2013
Keywords
Polyketide, Cytotoxicty, (gamma)-Lactone, Filamentous fungi, Waol A

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