• Journal Article

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

Citation

El-Elimat, T., Figueroa, M., Raja, H. A., Adcock, A. F., Kroll, D. J., Swanson, S. M., ... Oberlies, N. H. (2013). Waol A, trans-dihydrowaol A, and cis-dihydrowaol A: Polyketide-derived gamma-lactones from a Volutella species. Tetrahedron Letters, 54(32), 4300-4302. DOI: 10.1016/j.tetlet.2013.06.008

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 gamma-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. (C) 2013 Elsevier Ltd. All rights reserved