Structure and Dynamic of Three Indole Alkaloids from the Campylospermum Genus (Ochnaceae)

A new indole alkaloid, calanthumindole (4), and three known biflavonoids, amentoflavone, sequoiaflavone, and podoscarpusflavone B, were isolated from Campylospermum calanthum (Ochnaceae). Calanthumindole is a new indole alkaloid of the serotobenine family characterized by the presence of a CC bond between atoms C(7′) and C(8′) of the furan ring. This is the first compound to have a fully unsaturated furan ring among the members of this family. The combination of NMR and DFT allowed the determination and comparison of the 3D structures and relevant conformational characteristics of serotobenine (1), flavumindole (2), and calanthumindole (4).