Synthesis of (+)-trixagol and its enantiomer, the terpenoid side chain of (-)-agelasine E

被引:16
作者
Bakkestuen, AK [1 ]
Gundersen, LL [1 ]
机构
[1] Univ Oslo, Dept Chem, N-0315 Oslo, Norway
关键词
alkylation; antibacterials; natural products; sulfones; terpenoids;
D O I
10.1016/S0040-4020(02)01455-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The naturally occurring gamma-cyclogeranylgeraniol called (+)-trixagol has been synthesised for the first time. Trixagol was readily available in five steps from (S)-2,2-dimethyl-6-methylene-1-cyclohexanemethanol. The enantiomer of trixagol, which equates to the terpenoid side chain of the naturally occurring 7,9-dialkylpurinium salt (-)-agelasine E, was prepared from the (R) enantiomer of the cyclohexanemethanol. Both trixagol enantiomers were moderately active against Mycobacterium tuberculosis. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:115 / 121
页数:7
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