Protoplumericin, 13-O-(β-D-glucopyranosyl-p-coumaroyl)-plumieride (IV), was isolated from the polar fraction of the MeOH percolate of Allamanda neriifolia HOOK by means of several column chromatographies and droplet counter current chromatography. Enzymatic and alkaline transformations of IV into plumericin (I) and plumieride (III), respectively, were carried out.