Aurovertin B, a metabolite of Calcarisporium arbuscula

Abstract

The structure of the fungal metabolite aurovertin B is proposed, based on its chemical properties and both 13C and 1H n.m.r. spectral data.THE aurovertins are a group of toxic metabolites isolated from the fungus Calcarisporiurn arbuscula (Preuss) .l They are potent inhibitors of ATP-synthesis and ATP-hydrolysis catalysed by mitochondria1 enzyme systems.2 We now

The Use of Carbon-13 Nuclear Magnetic Resonance Spectroscopy in Natural Products Chemistry

“…In an investigation of aromatic sesquiterpenoids from Emmotum nifens 13C n. m. r. spectroscopy provided corroborative evidence for structures (185) and (186) 58.6 OMe (186) 583 OM"…”

Phytotoxic metabolites of Phomopsisconvolvulus, a host-specific pathogen of field bindweed

“…Although the carbonyl signals of apyrones are more frequently observed at 6 -162, there are many compounds known (including the fungal metabolites nectriapyrone (21) and aurovertin (22)) where the resonance of their carbonyls is at 6 -168-169. In structure 6 , coupling between H-5' and 3'Me could reasonably be expected as well as between H-5' and H-3.…”

Aurovertin‐Type Polyketides from Calcarisporium arbuscula with Potent Cytotoxic Activities against Triple‐Negative Breast Cancer

“…The known compounds were identified as aurovertins B ( 3 ) , D and E ( 4 and 5 ) , and M ( 6 ) by comparing their spectroscopic data with literature data. Aurovertins are a class of toxic polyketide with the basic structure of 2,6‐dioxabicyclo[3.2.1]octane (DBO) ring system and a conjugated α ‐pyrone moiety.…”