Prenylated benzoic acids from Rapanea myricoides

Investigation of leaves from the shrub Rapanea myricoides led to the isolat ion of two diprenylated benzoic acids. One was the known compound 5-carboxy -7-(3 ",3 "-dimethylallyl)-2-(1'-hydroxy-1',5'-demethylhex-4'-enyl)-2,3-dih ydrobenzofuran (1), while the other was assigned as the new diol 2 (3-(2',3 '-dihydroxy-3',7'-dimethyloct-6'-enyl)-4-hydroxy-5-(3 ",3 "-dimethylallyl)b enzoic acid, myricoidiol). These compounds were initially characterized thr ough analysis of their spectroscopic data and comparison with some simpler synthetic analogues led to the final structure assignment for diol 2.