The alkaloidal constituents of Aconitum yesoense NAKAI was reinvestigated. In addition to the reported constituents, i.e. kobusine, pseudokobusine, lucidusculine, neoline, chasmanine, mesaconitine, and jesaconitine, two known compounds, luciculine and aporphine type alkaloid, glaucine, were isolated. Furthermore, six new bases, i.e. 1-acetylluciculine, 14-acetylneoline, pyrochasmanine, ezochasmaconitine, anisoezochasmaconitine, and ezochasmanine, were isolated and their structures were elucidated. Ezochasmaconitine and anisoezochasmaconitine were deduced to be 8-benzoyl-14-acetylchasmanine and 8-anisoyl-14-acetylchasmanine from the spectroscopic studies, and they were synthesized from chasmanine, respectively. These two bases are the first examples of the diterpene alkaloids possessing the aroyl groups at C-8 and acetyl group at C-14. Ezochasmanine was proved to be 3-α-hydroxychasmanine on the basis of spectral analyses of the parent material and acetyl derivatives, and on the derivation to the known diterpene alkaloid, chasmanine.
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