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 metabolite...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.展开更多
Seven new azaphilone pigments named lenormandins A–G were isolated from stromata(fruiting bodies)of the xylariaceous fungus,Hypoxylon lenormandii using preparative High Performance Liquid Chromatography(HPLC)and thei...Seven new azaphilone pigments named lenormandins A–G were isolated from stromata(fruiting bodies)of the xylariaceous fungus,Hypoxylon lenormandii using preparative High Performance Liquid Chromatography(HPLC)and their structures were elucidated by NMR spectroscopy,high resolution mass spectrometry and other spectral methods.Their occurrence in herbarium specimens(including various type materials collected in the 19th and early 20th century)and several fresh collections was studied by analytical HPLC with diode array and mass spectrometric detection(HPLC-DAD/MS),revealing that this group of pigments is specific for Hypoxylon lenormandii from various geographic regions and otherwise only occurs in closely related taxa,i.e.H.sublenormandii and an undescribed fungus from Sri Lanka,for which we propose the name H.jaklitschii.The status of the new species was established by using molecular phylogenetic data based on ITS and partial beta-tubulin sequences,and by detailed morphological studies.展开更多
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).
文摘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.
文摘Seven new azaphilone pigments named lenormandins A–G were isolated from stromata(fruiting bodies)of the xylariaceous fungus,Hypoxylon lenormandii using preparative High Performance Liquid Chromatography(HPLC)and their structures were elucidated by NMR spectroscopy,high resolution mass spectrometry and other spectral methods.Their occurrence in herbarium specimens(including various type materials collected in the 19th and early 20th century)and several fresh collections was studied by analytical HPLC with diode array and mass spectrometric detection(HPLC-DAD/MS),revealing that this group of pigments is specific for Hypoxylon lenormandii from various geographic regions and otherwise only occurs in closely related taxa,i.e.H.sublenormandii and an undescribed fungus from Sri Lanka,for which we propose the name H.jaklitschii.The status of the new species was established by using molecular phylogenetic data based on ITS and partial beta-tubulin sequences,and by detailed morphological studies.
