EPI-NEOVERRUCOSANE-TYPE AND ENT-CLERODANE-TYPE DITERPENOIDS AND ENT-2,3-SECOAROMADENDRANE-TYPE AND CALAMENENE-TYPE SESQUITERPENOIDS FROM THE LIVERWORT HETEROSCYPHUS-PLANUS

被引：26

作者：

HASHIMOTO, T ^{[1
]}

NAKAMURA, I ^{[1
]}

TORI, M ^{[1
]}

TAKAOKA, S ^{[1
]}

ASAKAWA, Y ^{[1
]}

机构：

[1] TOKUSHIMA BUNRI UNIV,FAC PHARMACEUT SCI,YAMASHIRO,TOKUSHIMA 770,JAPAN

来源：

PHYTOCHEMISTRY | 1995年 / 38卷 / 01期

关键词：

HETEROSCYPHUS PLANUS; LOPHOCOLEACEAE; JUNGERMANNIALES; HEPATICAE; HETEROSCYPHONES A-D; HETEROSCYPHOL; 13-EPI-NEOVERRUCOSAN-5-BETA; 20-DIOL; 13-EPI-NEOVERRUCOSAN-5-BETA-OL; PLAGIOCHILINES L AND M; (+)-7-HYDROXYCALAMENENE; (+)-5,8-DIHYDROXYCALAMENENE; NEOVERRUCOSANE-; ENT-SPIROCIERODANE- AND ENT-CLERODANE-TYPE DITERPENOIDS; ENT-2,3-SECOAROMADENDRANE- AND CALAMENENE-TYPE SESQUITERPENOIDS; CHEMOSYSTEMATICS;

D O I：

10.1016/0031-9422(94)00570-J

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The four new ent-spiroclerodane-type diterpenoids, heteroscyphones A-D, a new ent-clerodane-type diterpenoid, heteroscyphol, a new neoverrucosane-type diterpenoid, 13-epi-neoverrucosan-5 beta,20-diol, two new ent-2,3-secoaromadendrane-type sesquiterpenoids, plagiochilines L and M, and a new calamenene-type sesquiterpenoid, (+)-5,8-dihydroxycalamenene, have been isolated from the liverwort Heteroscyphus planus, together with the previously known 13-epi-neoverrucosan-5 beta-ol, plagiochiline C and (+)-7-hydroxycalamenene and their absolute stereostructures established by a combination of chemical transformation, NMR spectrometry and X-ray crystallographic analysis. This is the first isolation of the ent-2,3-secoaromadendrane-type sesquiterpenoids from the Lophocoleaceae. Heteroscyphus planus is chemically similar to Plagiochila species belonging to the chemotype I (2,3-secoaromadendrane-type).

引用

页码：119 / 127

页数：9

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