Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
NON-ENZYMIC AND ENZYMIC OXYGENATIONS OF A DIBENZOCYCLOOCTADIENE LIGNAN, (±)-DEOXYSCHIZANDRIN : IMPLICATIONS FOR BIOSYNTHESIS OF THE CORRESPONDING LIGNANS
竹谷 哲也中川 満夫大口 顕飛永 精照
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1994 年 42 巻 8 号 p. 1694-1696

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Non-enzimic and enzymic oxygenation reactions of (±)-dibenzocyclooctadiene lignan, (±)-deoxyschizandrin (1) using a simple model system for mono-oxygenases Fe(MeCN)62+-Ac2O-H2O2 and rat liver S9 mix were investigated in connection with mammalian and plant metabolisms of the corresponding lignans. The non-enzymic reaction of 1 gave the two phenol acetates 4a and 5a and a quinone 6, and the enzymic reaction of 1 afforded several compounds from which three compounds characterized as 7, 8, and 9 were isolated. The latter result has implications for biosynthesis of these lignans.
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© The Pharmaceutical Society of Japan
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