NONENZYMATIC AND ENZYMATIC OXYGENATIONS OF A DIBENZOCYCLOOCTADIENE LIGNAN, (+ -)-DEOXYSCHIZANDRIN - IMPLICATIONS FOR BIOSYNTHESIS OF THE CORRESPONDING LIGNANS/

Authors
TAKEYA T NAKAGAWA M OHGUCHI A TOBINAGA S
Citation
T. Takeya et al., NONENZYMATIC AND ENZYMATIC OXYGENATIONS OF A DIBENZOCYCLOOCTADIENE LIGNAN, (+ -)-DEOXYSCHIZANDRIN - IMPLICATIONS FOR BIOSYNTHESIS OF THE CORRESPONDING LIGNANS/, Chemical and Pharmaceutical Bulletin, 42(8), 1994, pp. 1694-1696
Citations number
18
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
Journal title
Chemical and Pharmaceutical Bulletin → ACNP
ISSN journal
00092363
Volume
42
Issue
8
Year of publication
1994
Pages
1694 - 1696
Database
ISI
SICI code
0009-2363(1994)42:8<1694:NAEOOA>2.0.ZU;2-E
Abstract
Non-enzymic and enzymic oxygenation reactions of (+/-)-dibenzocyclooct adiene lignan, (+/-)-deoxyschizandrin (1) using a simple model system for mono-oxygenases Fe(MeCN)(6)(2+)-Ac2O-H2O2 and rat liver S9 mix wer e investigated in connection with mammalian and plant metabolisms of t he corresponding lignans. The non-enzymic reaction of 1 gave the two p henol 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 b iosynthesis of these lignans.