ISOCRAUGSODINE, AN N-ARYLIDENEPHENETHYLAMINE FROM CRINUM ASIATICUM AND ITS E-Z ISOMERISM

Article abstract of DOI:10.1016/0031-9422(88)80457-6

A new Shiff's base, named isocraugsodine, was isolated from the fruits of Crinum asiaticum.Its N-(3-methoxy-4-hydroxybenzylidene)-4'-hydroxyphenethylamine structure was assigned on the basis of chemical transformation and comprehensive spectroscopic evidence.The temperature-gradient distribution of the three isomeric forms (1a<*>1b<*>1c) of the Shiff's base was determined by high resolution 1H NMR analysis.Isocraugsodine is considered as a direct precursor to Amaryllidaceae alkaloids.Key Word Index-Crinum asiaticum; Amaryllidaceae; N-(3-methoxy-4-hydroxybenzylidene)-4'-hydroxyphenethylamine; isocraugsodine; E-Z isomerism.