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III. Analysis of Dilignols by Gas

By Fumiaki Higuchi, Fumiaki Nakatsubo and Takayoshi Higuchi


Abstract--p-Coumaryl alcohol was dehydrogenated with peroxidase and HzOz system. Five dilignols, p-coumarylresinol (I), dehydrodi-p-coumaryl alcohol (II), p-hydroxyphenyl-glycerol-J3-p-coumaryl ether (III), monoepoxylignan (IV) and 5-5/-dilignol (V) were identified and determined by both gas chromatography and NMR spectrometry, and the ratio of the amounts of the three main dilignols (I, II and III) was 31: 49: 20. The dilignol (V) was trace in amount (0.6 %), and 1, 2-diarylpropane-1, 3-diol (VI) could not be found. The ratio of the racemoid and mesoid couplings at C-J3 and CoW carbons was about 9.4: 1, and thedilignol (III) was a mixture consisting of erythro and threo isomers (1: 4.7) whose ratio was determined by gas chromatography. From these results, it was concluded that coniferyl and p-coumaryl alcohols had almost the same reactivity on enzymic dehydrogenation

Year: 2016
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