Elaeocarpus alkaloids. IV. The alkaloids of Elaeocarpus sphaericus

Abstract

From the leaves of Elaeocarpus sphaericus (Gaertn.) K. Schum., seven isomeric alkaloids of molecular formula, C₁₆H₂₁NO₂, have been isolated. Two of the alkaloids are identical with (-)-isoelaeocarpiline and (+)- elaeocarpiline previously isolated from E. dolichostylis. Complete structures and absolute configurations have now been determined for the two previously known alkaloids (1) and (6), and for the five new- alkaloids (4), (8), (10), (11), and (12), and a study has been made of the products obtained by sodium borohydride reduction of some of the isomeric alkaloids. The previously known Elaeocarpus alkaloids, elaeocarpidine, (±)-elaeo-carpine, and (±)-isoelaeocarpine have also been isolated from E. sphaericus.