A new alkaloid, adifoline, C22H20N2O 8, has been isolated from the heartwood of Adina cordifolia. Benzoic acid, umbelliferone, and β-sitosterol are other minor constituents. Adifoline, which contains two acidic groups, belongs to the β-carboline series and is ultimately degraded to apoadifoline, C8H 8N2, an isomer of apoharmine. Syntheses of certain indoles and oxindoles incidental to the structural problem are described.