Capon R J, Skene C, Liu E H, Lacey E, Gill J H, Heiland K, Friedel T
School of Chemistry, University of Melbourne, Parkville, Victoria 3010, Australia.
J Org Chem. 2001 Nov 16;66(23):7765-9. doi: 10.1021/jo0106750.
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 agent.
对采自澳大利亚罗特内斯特岛北部陆架的一种澳海鱼（Oceanapia sp.）乙醇提取物进行生物测定导向的分级分离，得到了三种新型二硫氰酸酯，即硫氰菌素A（1）、B（2a）和C（2b）。通过详细的光谱分析确定了其结构，并通过全合成进行了确证。除了具有前所未有的二硫氰酸酯官能团外，硫氰菌素还具有不寻常的1,16-双官能化正十六烷碳骨架，并且被揭示为一类迄今为止未知的杀线虫剂。
