Repanduline

BeschreibungA bisbenzylisoquinoline type alkaloid present in Daphnandra Dielsii Perkins and D. repandula, the original formula of C4oH460sN2 was altered to C37H3407N2 and finally to that given above. When purified by recrystallization from MeOH it forms slender yellow needles which darken and shrink,at 180-5°C and then decompose over the rather wide temperature range given above. The base is dextrorotatory with [α]16D + 434° (c 0.2, MeOH) or [α]27D + 473° (c 0.98, CHCI 3). A methoxyl group, a methylenedioxy group, two methylimino groups and a double ether bridge are present. The dihydrochloride yields yellow prisms from H20, decomposing at 100°C; the dioxalate, crystallizing from MeOH as yellow tetrahedra, decomposes at 214° C and the dimethiodide, decomposes at 240° C. The structure has been established from the NMR and mass spectra.