69(PA2-9) 中国産Illicium属植物2種のアニサチン様セスキテルペンラクトン類の化学構造(ポスター発表の部)

概要

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Three crystalline compounds, IM-1, IM-2, and IM-3 were isolated from the pericarps of Illicium majus collected in Guangxi, China at the yields of 0.19%, 0.04%, and 0.001% respectively. IM-3 was identical with anisatin(1), the most toxic component of Japanese star anise (I. anisatum). The ^1H- and ^<13>C-NMR spectra of IM-1(4) and IM-2(5) are also very resemble to those of anisatin (Tables 1 and 2). By an usual acetylation IM-1 gave monoacetate, whereas IM-2 could not be acetylated. The structures of IM-1 and IM-2 were deduced by spectral studies as 4 and 5 respectively in the correlation with anisatin(1) and neoanisatin(2). The other three compounds, ID-1, ID-2, and ID-3 were obtained from the bark of I. dunnianum at the yields of 0.05%, 0.003%, and 0.003% respectively. The NMR spectra of ID-1 are resemble to those of pseudoanisatin(3), another component of Japanese star anise. By spectral studies (Tables 3 and 4), the structure of ID-1 was deduced as 6-deoxypseudoanisatin(7). On acetylation ID-2(8) gave diacetate(11) and ID-3(9) gave monoacetate(12). The structures of ID-2 and ID-3 were deduced as 8 and 9 respectively by spectral studies(Tables 4 and 5). They are both pseudoanisatin-like structures bearing 3-benzoyloxy and 7-hydroxy groups.
天然有機化合物討論会の論文
1987-07-25