2.50
Hdl Handle:
http://hdl.handle.net/10033/577033
Title:
Botryane, noreudesmane and abietane terpenoids from the ascomycete Hypoxylon rickii.
Authors:
Kuhnert, Eric; Surup, Frank; Wiebach, Vincent; Bernecker, Steffen; Stadler, Marc ( 0000-0002-7284-8671 )
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.
Affiliation:
Helmholtz Centre for infection research, Inhoffenstr. 7, D-38124 Braunschweig, Germany.
Citation:
Botryane, noreudesmane and abietane terpenoids from the ascomycete Hypoxylon rickii. 2015, 117:116-22 Phytochemistry
Journal:
Phytochemistry
Issue Date:
Sep-2015
URI:
http://hdl.handle.net/10033/577033
DOI:
10.1016/j.phytochem.2015.06.002
PubMed ID:
26071840
Type:
Article
Language:
en
ISSN:
1873-3700
Appears in Collections:
publications of the department of microbial drugs (MWIS)

Full metadata record

DC FieldValue Language
dc.contributor.authorKuhnert, Ericen
dc.contributor.authorSurup, Franken
dc.contributor.authorWiebach, Vincenten
dc.contributor.authorBernecker, Steffenen
dc.contributor.authorStadler, Marcen
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.en
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

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