摘要
A culture isolated from ascospores of Hypoxylon rickii,a xylariaceous ascomycete collected in Martinique,had yielded botryane,noreremophilane and abietane-type terpenoids in a preceding study,but additional metabolites were detected by extensive HPLC–MS analysis in other fractions.Herein we report the further isolation of four new sesquiterpenoids with a silphiperfol-6-ene skeleton from extracts of H.rickii.The planar structures were elucidated by NMR and HRMS data as 13-hydroxysilphiperfol-6-ene(1),9-hydroxysilphiperfol-6-en-13-oic acid(2),2-hydroxysilphiperfol-6-en-13-oic acid(3)and 15-hydroxysilphiperfol-6-en-13-oic acid(4).For compounds 2–4 we propose the trivial names rickinic acids A–C.Their stereochemistry was assigned by ROESY correlations as well as by the specific optical rotation.Additionally,the known compounds,botryenanol,dehydrobotrydienol,cyclo(Phe-Pro),cyclo(Pro-Leu),(?)-ramulosin and aeleostearic acid were isolated.The antimicrobial and cytotoxic activities of the new compounds are also reported.
基金
His collection trip in Martinique has benefited from“Investissements d’Avenir”Grants of the ANR(CEBA ANR-10-LABX-0025,CNRS Cayenne and Toulouse).