35 ニガキの苦味物質 : ニガキラクトンE,F,G,HおよびニガキヘミアセタールA,Bについて

概要

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In addition to the previously reported nigakilactone A(I), B(II), C(III) and D(IV, quassin), eight bitter principles (nigaki-lactones E(V), F(VI), G(VII), H(VIII), I(XI) and nigakihemiacetals A(IX), B(X), C(XII)) have been isolated from Picrasma ailanthoides Planchon (=P. quassioides Bennett). Recently, isolation of picrasin A and B from the same plant has been recorded by Takamoto et al. Nigakilactone F(VI) was obtained by the alkaline hydrolysis of nigakilactone E(V). On oxidation with Na_2Cr_2O_7, VI yielded a ketone(XIII), which was then converted to quassin(IV). On oxidation with Na_2Cr_2O_7 nigakilactone H(VIII) afforded a ketone(XIV). Oxidation of nigakihemiacetals A(IX), B(X) and C(XII) with Ag_2O yielded VI, IV and I, respectively. From these facts, along with their spectral data, the structures V, VI, VIII, IX, X and XII are given for nigakilactones E, F, H and nigakihemiacetals A, B and C, respectively. Nigakilactone G(VII) was shown to be identical with picrasin A. Spectral data of nigakilactone I(XI) suggest that this substance would be identical with picrasin B.
天然有機化合物討論会の論文
1970-10-01