21 バレイショ塊茎形成誘導物質に関する化学的研究(ポスター発表の部)

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The concept of tuber forming stimulus of potato has been suggested by grafting experiments. Recently the occurrence of the substances has been evidenced by our experiment using a bioassay of a potato single-node stem segment culture. The object of this study was to isolate and determine the chemical structure of the substance from potato leaves by using of above-mentioned bioassay. The ethanol extracts of potato leaves (100kg) was separated by means of the subsequent liquid chromatographies and HPLCs. Purification processes resulted in 2.7mg of the active compound (1) which was able to induce tuberization in vitro even in lower concentration of 0.01 ppm. The FD mass spectrum showed the molecular ion peak at m/z 388 and that of the acetate at m/z 556. These data with that of GLC suggested that the active compound (1) is a monoglucoside. The PMR spectrum (δ 4.26, d, J=8.0Hz) and CMR spectrum (δ 104.4) suggested the presence of β-D-glucose moiety. EI-HR MS of the acetate (2) showed the molecular formula, C_<26>H_<36>O_<13>. The ^1H-NMR COSY experiment revealed the partial structures, I and II. These data suggested that the active compound (1) was similar to jasmonic acid (3). The chemical structure of the active compound (1) was determined to be 3-oxo-2- (5-β-D-glucopyranosyloxy-2-cis-pentenyl)-cyclopentane-1-acetic acid. A (cis)-double bond and a carboxyl group were essential for the activity. The active compound (1) and/or similar compound(s)(jasmonic acid?) were presented in all kinds of plants.
天然有機化合物討論会の論文
1988-09-26

21 バレイショ塊茎形成誘導物質に関する化学的研究(ポスター発表の部)

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