Sesquiterpene constituents from the essential oil of the liverwort Plagiochila asplenioides

被引:19
作者
Adio, AM [1 ]
König, WA [1 ]
机构
[1] Univ Hamburg, Inst Organ Chem, D-20146 Hamburg, Germany
关键词
Plagiochila asplenioides; liverworts; sesquiterpene hydrocarbons; oxygenated sesquiterpenes; abeo-amorphane/muurolane; seco-aro-madendrane-type sesquiterpenoids;
D O I
10.1016/j.phytochem.2005.01.015
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 essential oil of the liverwort Plagiochila asplenioides from two different locations in Northern Germany were investigated by chromatographic and spectroscopic methods. Seven compounds were isolated by preparative gas chromatography (GC) and their structures investigated by mass spectrometry (MS), NMR techniques and chemical correlations in combination with enantioselective GC. In addition to known constituents, aromadendra-1(10),3-diene, two aromatic sesquiterpene hydrocarbons, bisabola-1,3,5,7(14)tetraene and bisabola-1,3,5,7-tetraene, three sesquiterpene ethers, in uurol an-4,7-peroxide, plagiochilines W and X, in addition to ent-4-epi-maaliol, could be identified as natural compounds for the first time. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:599 / 609
页数:11
相关论文
共 23 条
[1]   Volatile constituents in the liverwort Tritomaria polita [J].
Adio, AM ;
Paul, C ;
König, WA ;
Muhle, H .
PHYTOCHEMISTRY, 2003, 64 (02) :637-644
[2]  
Adio AM, 2002, PHYTOCHEMISTRY, V61, P79
[3]   Chemosystematics of the Hepaticae [J].
Asakawa, Y .
PHYTOCHEMISTRY, 2004, 65 (06) :623-669
[4]   PLAGIOCHILINES-C, PLAGIOCHILINES-D, PLAGIOCHILINES-E, AND PLAGIOCHILINES-F 4 NOVEL SECOAROMADENDRANE-TYPE SESQUITERPENE HEMIACETALS FROM PLAGIOCHILA-ASPLENIOIDES AND PLAGIOCHILA-SEMIDECURRENS [J].
ASAKAWA, Y ;
TOYOTA, M ;
TAKEMOTO, T ;
SUIRE, C .
PHYTOCHEMISTRY, 1979, 18 (08) :1355-1357
[5]   INSECT ANTIFEEDANT SECOAROMADENDRANE-TYPE SESQUITERPENES FROM PLAGIOCHILA-SPECIES [J].
ASAKAWA, Y ;
TOYOTA, M ;
TAKEMOTO, T ;
KUBO, I ;
NAKANISHI, K .
PHYTOCHEMISTRY, 1980, 19 (10) :2147-2154
[6]   3 ENT-SECOAROMADENDRANE-TYPE SESQUITERPENE HEMIACETALS AND A BICYCLOGERMACRENE FROM PLAGIOCHILA-OVALIFOLIA AND PLAGIOCHILA-YOKOGURENSIS [J].
ASAKAWA, Y ;
TOYOTA, M ;
TAKEMOTO, T .
PHYTOCHEMISTRY, 1980, 19 (10) :2141-2145
[7]   Terpenoids from the seeds of Artemisia annua [J].
Brown, GD ;
Liang, GY ;
Sy, LK .
PHYTOCHEMISTRY, 2003, 64 (01) :303-323
[8]   TERPENES .10. THE CONSTITUTION OF MAALIOL [J].
BUCHI, G ;
VONWITTENAU, MS ;
WHITE, DM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (08) :1968-1980
[9]   PREPARATIVE ENANTIOMER SEPARATION WITH MODIFIED CYCLODEXTRINS AS CHIRAL STATIONARY PHASES [J].
HARDT, I ;
KONIG, WA .
JOURNAL OF CHROMATOGRAPHY A, 1994, 666 (1-2) :611-615
[10]  
HOCHMUTH DH, 2002, MASSFINDER SOFTWARE