Constituents of the Cuban endemic species Calophyllum pinetorum.

A new prenylated xanthone, pinetoxanthone (1), and two new pyranochromanones, pinetoric acid I (2) and pinetoric acid II (3), together with 10 known compounds, namely, the triterpenes friedelin and canophyllol, the xanthone macluraxanthone, the pyranochromanone derivatives calophyllic acid, isocalophyllic acid, calolongic acid, apetalic acid, and isoapetalic acid, and the flavonoids amentoflavone and apigenin, were isolated from the stem bark and leaves of Calophyllum pinetorum, an endemic species in Cuba. The structures of 1-3 were elucidated by spectroscopic methods including 1D and 2D NMR experiments as well as HRESIMS analysis.