Prenylated Benzoic Acids from Rapanea myricoides

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Abstract
Investigation of leaves from the shrub Rapanea myricoides led to the isolation of two diprenylated benzoic acids. One was the known compound 5-carboxy-7-(3‘‘,3‘‘-dimethylallyl)-2-(1‘-hydroxy-1‘,5‘-dimethylhex-4‘-enyl)-2,3-dihydrobenzofuran (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)benzoic acid, myricoidiol). These compounds were initially characterized through analysis of their spectroscopic data and comparison with some simpler synthetic analogues led to the final structure assignment for diol 2.

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