1972 年 92 巻 11 号 p. 1410-1414
Two new constituents were isolated from the ether extract of the stems of Anodendron affine DURCE by using the silica gel chromatography. One of them (C12H14O3, mp 99-100°) was elucidated as 4-hydroxy-3-(3-methyl-2-butenyl)benzoic acid (I) from its spectrometric data and by comparison with authentic samples. The other (C12H14O4 mp 212-214°), named anodendroic acid, was assumed to be 2-(1-hydroxy-1-methylethyl)-2, 3-dihydrobenzofuran-5-carboxylic acid (II) on the basis of its ultraviolet, infrared, and nuclear magnetic resonance spectra. Compounds VI and XIII were respectively synthesized via the route (I-IV-V-VI and VII-VIII-IX-XIII) shown in Chart 1. The methyl ester of anodendroic acid was consistent with VI.