(-)-MAGLIFLOENONE, A NOVEL SPIROCYCLOHEXADIENONE NEOLIGNAN AND OTHER CONSTITUENTS FROM MAGNOLIA LILIFLORA

Article abstract of DOI:10.1016/0031-9422(82)83180-4

A new neolignan designated (-)-maglifloenone and the known one futoenone, both of which contain the rarely occurring spirocyclohexadienone skeleton, have been isolated together with the tetrahydrofuranolignan (+)-veraguensin, an optically inactive tertiary base taspine and β-sitosterol from the leaves and twigs of Magnolia liliflora.The structure and stereochemistry of (-)-maglifloenone have been deduced from the spectral data and the mass fragmentation of (-)-maglifloenone and futoenone have been rationalized.This is the first report of two neolignans of spirocyclohexadienone skeleton an d of taspine from the Magnoliaceae family and the second report of the natural occurrence of futoenone.Key Word Index - Magnolia liliflora; Magnoliaceae; tetrahydrofuranolignan; (+)-veraguensin; neolignans; futoenone; (-)-maglifloenone; aporphine derived alkaloid; taspine; β-sitosterol; mass spectral study.