YAKUGAKU ZASSHI · 1968 · 13 citations · 0 references
Natural SciencesChemistryMedicinal ChemistryOrganic ChemistryPlant BiochemistrySynthetic Medicinal ChemistryHeterocyclic ChemistryMedicinal Plant KnowledgeAlkaloid GlycosidesPlant AlkaloidsQuinoline Alkaloids
From the duramen of Magnolia hachirachirai DANDY, which was maintained for 7 years after the collection, bases shown in Table I have been isolated. Among them, base C, orange yellow needle crystals, mp 225-226° (decomp.), [α]D ±0° (CHCl3), C20H17O5N, has been identified to be 1, 2, 9, 10-tetramethoxy-7H-dibenzo[de, g]quinoline-7-one (V). Base D, whose HBr salt, being colorless columnar crystals, mp 248-250°, [α]D +102° (MeOH), has been certified to be d-N-norglaucine (II), which is coincident with N-methyl derivatives of d-glaucine (II). As it is previously reported, immediate treatment after the collection of Magnolia kachirachirai DANDY afforded d-glaucine (I) as a main base, however, 7 years after the collection, the main base was to be 1, 2, 9, 10-tetramethoxy-7H-dibenzo[de, g]quinoline-7-one (V), besides a trace of d-glaucine (I).