Chromanones and dihydrocoumarins from Calophyllum blancoi

Chromatographic fractionation of the acetone extract of the seeds of Calophyllum blancoi yielded six pyranochromanone derivatives; apetalic acid (1), isoapetalic acid (2), apetalic acid methyl ester (3), apetalic acid 5-O-acetate (4), isoapetalic methyl ester (5), and isoapetalic acid 5-O-acetate (6). In addition, one new dihydrocoumarin derivative, isorecedensolide (7), was also isolated together with recedensolide (8). The structures of the isolated compounds were established through analysis of NMR spectral data including 2D techniques as well as other physical and spectroscopic methods. Compounds 3, 4, 5, 7, and 8 showed mild activity against KB (human oral epidermoid carcinoma) and Hela (human cervical epitheloid carcinoma) tumor cell lines.