8 リンドウ科植物苦味配糖体の構造研究

概要

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Besides swertiamarin, gentiopicroside and sweroside, two new strong bitter glucosides (tentatively named substance A and B) were isolated from Swertia japonica Makino. From its degradation reactions and spectral data, substance A, C_<29>H_<30>O_<13>H_2O, m.p. 229〜230°, was assumed to be the ester of 3,5,3'-trihydroxybiphenyl-2-carboxylic acid and sweroside at the C-2' of the glucose moiety of the latter. Substance B, C_<29>H_<30>O_<14>・H_2O, amorphous powder, is considered to be the corresponding ester of swertiamarin. In order to clarify the absolute configuration of the gentianaceous bitter glucosides, an attempt to convert asperuloside, whose absolute configuration is already established, into dihydrosweroside or its stereoisomer by way of the route shown in scheme 1 was undertaken. At the same time, for the purpose of the determining the absolute configuration of loganin, a glucoside of Menyanthes trifoliata L., an intermediate in scheme 1 was treated to transform into the glucoside via the route shown in scheme 2.
天然有機化合物討論会の論文
1967-09-25