Spectrometric identifications of sesquiterpene alcohols from niaouli (Melaleuca quinquenervia) essential oil

被引:24
作者
Bombarda, I [1 ]
Raharivelomanana, P [1 ]
Ramanoelina, PAR [1 ]
Faure, R [1 ]
Bianchini, JP [1 ]
Gaydou, EM [1 ]
机构
[1] Univ Aix Marseille 3, UMR CNRS 6171, Fac Sci & Tech St Jerome, Lab Phytochim Marseille, F-13397 Marseille 20, France
关键词
alloaromadendrene; sesquiterpenol; ledol; viridiflorol; sesquiterpene aldehydes; sesquiterpene epoxides; oxidation; reduction; 2D-NMR; MS;
D O I
10.1016/S0003-2670(01)01307-1
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Oxidation and reduction reactions on alloaromadendrene and aromadendrene sesquiterpene hydrocarbons have been investigated in order to produce alcohols with an aromadendrene skeleton for checking the chemical structure and therefore the identity of one main alcohol present in niaouli (Melaleuca quinquenervia) essential oil. Oxidation using m-chloroperbenzoic acid was carried out to produce two diastereoisomer epoxides and two corresponding aldehyde isomers for each sesquiterpene. Epoxide reductions yielded two alcohols ledol and viridiflorol, from alloaromadendrene and globulol and epiglobulol from aromadendrene. The structure determination of all compounds, i.e. epoxides, aldehydes, and alcohols, was achieved using spectrometric methods: 2D-NMR and mass spectroscopy. The stereochemistry of known sesquiterpenic alcohols, viridiflorol and ledol, has been unambiguously established. (C) 2001 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:113 / 123
页数:11
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