ALKALOIDAL CONSTITUENTS OF MURRAYA-KOENIGII - ISOLATION AND STRUCTURAL ELUCIDATION OF NOVEL BINARY CARBAZOLEQUINONES AND CARBAZOLE ALKALOIDS

Alkaloidal constituents of root and stem bark of Murray koenigii (L,.) SPRENG. (Rutaceae) grown in the greenhouse of Okitsu Branch, Fruit Tr ee Research Station, Shizuoka, were studied. Three new monomeric and f ive novel binary carbazole alkaloids named mukoenine-A (1), -B (2), an d -C (4), and murrastifoline-F (8), bis-2-hydroxy-3-methylcarbazole (9 ), bismahanine (11), bikoeniquinone-A (12), and bismurrayaquinone-A (1 3), respectively, were isolated, as well as 16 kinds of known carbazol es and carbazolequinones, and their structures were elucidated by spec trometric methods. Among the new binary carbazoles, bikoeniquinone-A ( 12) and bismurrayaquinone-A (13) were found to contain a carbazole-1,4 -quinone skeleton as a basic structural unit. These are the first exam ples of binary carbazolequinone alkaloids to be found in nature, and a lso the first carbazolequinone alkaloids to be isolated from Murraya p lants except for M. euchrestifolia.