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dc.contributor.authorKuhnert, Eric
dc.contributor.authorSurup, Frank
dc.contributor.authorWiebach, Vincent
dc.contributor.authorBernecker, Steffen
dc.contributor.authorStadler, Marc
dc.date.accessioned2015-09-10T12:49:56Zen
dc.date.available2015-09-10T12:49:56Zen
dc.date.issued2015-09en
dc.identifier.citationBotryane, noreudesmane and abietane terpenoids from the ascomycete Hypoxylon rickii. 2015, 117:116-22 Phytochemistryen
dc.identifier.issn1873-3700en
dc.identifier.pmid26071840en
dc.identifier.doi10.1016/j.phytochem.2015.06.002en
dc.identifier.urihttp://hdl.handle.net/10033/577033en
dc.description.abstractIn 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.
dc.language.isoenen
dc.titleBotryane, noreudesmane and abietane terpenoids from the ascomycete Hypoxylon rickii.en
dc.typeArticleen
dc.contributor.departmentHelmholtz Centre for infection research, Inhoffenstr. 7, D-38124 Braunschweig, Germany.en
dc.identifier.journalPhytochemistryen
refterms.dateFOA2016-09-15T00:00:00Z
html.description.abstractIn 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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