Longithorones, unique prenylated para- and metacyclophane type quinones from the tunicate Aplidium longithorax

被引:79
作者
Fu, X [1 ]
Hossain, MB [1 ]
Schmitz, FJ [1 ]
vanderHelm, D [1 ]
机构
[1] UNIV OKLAHOMA,DEPT CHEM & BIOCHEM,NORMAN,OK 73019
关键词
D O I
10.1021/jo9702204
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A group of nine farnesylated quinones (1-9) featuring new macrocyclic skeletons formed by farnesyl units bridging the quinones in the meta or para positions have been isolated from a tunicate, Aplidium longithorax. Three of these are monomeric C-21 compounds, while the remainder are dimeric C-42 products. These meta- and paracyclophane type compounds all show atropisomerism and their biogenesis appears to involve 4 + 2 cycloadditions. Structures were determined by X-ray and spectroscopic analysis.
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页码:3810 / 3819
页数:10
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