109(P40) カテキン類の担子菌菌体外酵素による変換物の構造とそのGTase阻害活性(ポスター発表の部)
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Basidiomycetes are available as foods and medicines for our life, and at the same time, have a significant function to decompose plant materials in natural surroundings. This function suggests that basidiomycetes are capable of utilizing for a bioconversion of plant biomass into useful materials. The authors have examined chemical structures and inhibitory activities on glucosyltransferase (GTase), relating to the generation of dental caries, of bioconverted compounds from (+)-catechin or (-)-epicatechin, containing abundantly in the bark, by Coriolus versicolor and Pycnoporus coccineus known as wood rotting fungi. As a result, dimer Y-2, Y-3 from (+)-catechin and timer Y-4, dimer Y-5 from (-)-epicatechin were produced by their extracellular enzymes. These compounds were isolated as yellowish amorphous after sephadex LH-20 column chromatography and preparative HPLC had been conducted. From the data of ^1H-, ^<13>C-NMR, ^1H-^1H COSY, NOESY, and HMBC, these compounds were identified to have condensed rings forming with oxidative coupling between A and B ring of catechins and to have conjugated carbonyl groups in the molecules. Inhibitory activity of bark proanthocyanidins (PAC) on GTase increases with increasing of PAC's molecular weight though monomeric and dimeric classes of PAC does not show the activities. However, converted compounds from catechins showed high activities in spite of the dimeric classes, especially Y-3 and Y-5 were remarkable. To understand the conflicted result protein adsorbing ability of these compounds was examined by using bovin serum albumin(BSA). As a result, the higher the inhibitory effect of GTase, the more it obviously can make precipitates with BSA. Therefore, manifestation of inhibitory action of polyphenols on GTase is intimately related to the phenomenon of protein precipitation.
- 天然有機化合物討論会の論文
- 1998-08-31
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