Journal
PHYTOCHEMISTRY
Volume 90, Issue -, Pages 128-134Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.phytochem.2013.02.015
Keywords
Cyphellaceae; Granulobasidium vellereum; Structural elucidation; Sesquiterpenes; Protoilludane
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Funding
- Swedish Research Council Formas
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The secondary metabolites of the saprotrophic wood-decay basidiomycete fungus Granulobasidium vellereum were studied. Six sesquiterpenes were obtained; 2-hydroxycoprinolone (1), 8-deoxy-4a-hydroxytsugicoline (2), 8-deoxydihydrotsugicoline (3), which were previously not described, radulone A and B, and coprinolone ketodiol. Additionally, base-treatment of 1 yielded the diagnostic degradation products la and 1b, whereas radulone A was found to form 4 under mild acidic conditions. The structures were determined by NMR, MS, CD and polarimetry, along with biosynthetic considerations. Radulone A fully inhibited the spore germination of the potentially competing fungi Phlebiopsis gigantea, Coniophora puteana and Heterobasidion occidentale at 10 mu M, 500 mu M and 100 mu M, respectively. None of the other substances tested gave rise to any growth inhibition. (C) 2013 Elsevier Ltd. All rights reserved.
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