The phytochemical investigation of the lichen Parmotrema sancti-angelii afforded three racemic compounds featuring an original dibenzo-2,8-dioxabicyclo[3.3.1]nonane scaffold, sanctis A–C. These compounds were structurally characterized by extensive NMR analyses, comparison between… Click to show full abstract
The phytochemical investigation of the lichen Parmotrema sancti-angelii afforded three racemic compounds featuring an original dibenzo-2,8-dioxabicyclo[3.3.1]nonane scaffold, sanctis A–C. These compounds were structurally characterized by extensive NMR analyses, comparison between experimental and theoretical NMR data and X-ray crystallography. These procyanidin A-like metabolites display a methyl group instead of a pendant aromatic ring at C-9, a so far unprecedented structural feature. A biosynthetic route to sanctis A–C is proposed herein.
               
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