Botryane, noreudesmane and abietane terpenoids from the ascomycete Hypoxylon rickii.

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.

journal_name

Phytochemistry

journal_title

Phytochemistry

authors

Kuhnert E,Surup F,Wiebach V,Bernecker S,Stadler M

doi

10.1016/j.phytochem.2015.06.002

subject

Has Abstract

pub_date

2015-09-01 00:00:00

pages

116-122

eissn

0031-9422

issn

1873-3700

pii

S0031-9422(15)30015-7

journal_volume

117

pub_type

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