The isolation and synthesis of novel nematocidal dithiocyanates from an Australian marine sponge, Oceanapia sp.

被引:59
作者
Capon, RJ [1 ]
Skene, C [1 ]
Liu, EHT [1 ]
Lacey, E [1 ]
Gill, JH [1 ]
Heiland, K [1 ]
Friedel, T [1 ]
机构
[1] Univ Melbourne, Sch Chem, Parkville, Vic 3010, Australia
关键词
D O I
10.1021/jo0106750
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Bioassay-directed fractionation of the EtOH extract of an Oceanapia sp. collected off the northern Rottnest Shelf, Australia, has yielded three novel dithiocyanates, thiocyanatins A (1), B (2a), and C (2b). The structures were determined by detailed spectroscopic analysis and confirmed by total synthesis. In addition to featuring an unprecedented dithiocyanate functionality, thiocyanatins possess an unusual 1,16-difunctionalized n-hexadecane carbon skeleton and are revealed as a hitherto unknown class of nematocidal agents
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收藏
页码:7765 / 7769
页数:5
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