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Botryane, noreudesmane and abietane terpenoids from the ascomycete Hypoxylon rickii.
Kuhnert, Eric Surup, Frank Wiebach, Vincent Bernecker, Steffen Stadler, Marc
Kuhnert, Eric
Surup, Frank
Wiebach, Vincent
Bernecker, Steffen
Stadler, Marc
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2015-09
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Abstract
In the course of our screening for new bioactive natural products, a culture of Hypoxylon rickii, a xylariaceous ascomycete collected from the Caribbean island Martinique, was identified as extraordinary prolific producer of secondary metabolites. Ten metabolites of terpenoid origin were isolated from submerged cultures of this species by preparative HPLC. Their structures were elucidated using spectral techniques including 2D NMR and HRESIMS. Three of the compounds were elucidated as new botryanes (1-3) along with three known ones, i.e. (3aS)-3a,5,5,8-tetramethyl-3,3a,4,5-tetrahydro-1H-cyclopenta[de]isochromen-1-one (4), (3aS,8R)-3a,5,5,8-tetramethyl-3,3a,4,5,7,8-hexahydro-1H-cyclopenta[de]isochromen-1-one (5) and botryenanol (6). Further three new sesquiterpenoids featured a 14-noreudesmane-type skeleton and were named hypoxylan A-C (7-9); the diterpenoid rickitin A (10) contains an abietane-type backbone. Compounds 1, 2, 3, 7, and 10 showed cytotoxic effects against murine cells.
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Botryane, noreudesmane and abietane terpenoids from the ascomycete Hypoxylon rickii. 2015, 117:116-22 Phytochemistry
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en
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1873-3700