Journal of the Chemical Society. Perkin transactions I p. 2764 - 2770 (1981)
Update date:2022-09-26
Topics:
Inoue, Kenichiro
Chen, Cheng-Chang
Inouye, Hiroyuki
Kuriyama, Kaoru
Five new naphthoquinones, along with the known naphthoquinones lapachol (1), dehydro-α-lapachone (2), and dehydroiso-α-lapachone (3), have been isolated from the wood of Radermachera sinica Hemsl.The structures of these new quinones were established as 3-hydroxy-6-methoxydehydroiso-α-lapachone (4), 3-hydroxydehydroiso-α-lapachone (5), 3,6-dimethoxydehydroiso-α-lapachone (6), 3,5-dihydroxy-6-methoxydehydroiso-α-lapachone (7), and 2-isopropenylnaphtho<2,3-b>furan-4,9-quinone (8).These quinones were found to be mixture of both enantiomers in various proportions, e.g., (3), 2R:2S, 4.5:1; (4), 2R,3R:2S,3S, 1:1; (5), 2R,3R:2S,3S, 4.2:1; (6), predominantly 2R,3R; and (7), predominantly 2S,3S.
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