Constituents of Eupomatia species. IV. Structure and synthesis of eupolauridine (EL base-1) and some observations on the structures of eupolauramine (EL base-2) and hydroxyeupolauramine (EL base-3)

Abstract

On the assumption that eupolauridine (EL base-1), eupolauramine (EL base-2) and hydroxyeupolaur-amine (EL base-3) were structurally related, a consideration of the spectral properties of the alkaloids suggested that eupolauridine was 3,4-diazafluoranthene. This base was synthesized but found to be different from eupolauridine. However, 1,6- diazafluoranthene, which was also synthesized, was identical with eupolauridine. With the two synthetic bases available in quantity it was possible to show that eupolauramine and hydroxyeupolauramine were not related to either of them.