Negri Andrew, Stirling David, Quilliam Michael, Blackburn Susan, Bolch Chris, Burton Ian, Eaglesham Geoff, Thomas Krista, Walter John, Willis Rick
Australian Institute of Marine Science, PMB 3, Townsville MC, 4810, Australia.
Chem Res Toxicol. 2003 Aug;16(8):1029-33. doi: 10.1021/tx034037j.
In a recent survey of paralytic shellfish poisoning (PSP) toxins in Gymnodinium catenatum Graham extracts, using LC with postcolumn oxidation and fluorescence detection, three novel saxitoxin analogues were revealed in isolates from several locations, including Australian waters. We have named them as G. catenatum toxins, GC1 (1), GC2 (2), and GC3 (3). The compounds were isolated from a culture of the Australian strain by LC-MS-guided fractionation employing a C18-silica column and hydrophilic interaction chromatography. The unusual structures of these novel compounds were characterized by low- and high-resolution MS, MS/MS, and NMR spectroscopy. GC3 (3) was found to be the 4-hydroxybenzoate ester derivative of decarbamoylsaxitoxin, while GC1 (1) and GC2 (2) are the epimeric 11-hydroxysulfate derivatives of GC3 (3).
在最近一项使用柱后氧化和荧光检测的液相色谱法对链状裸甲藻提取物中麻痹性贝类毒素（PSP）毒素进行的调查中，在包括澳大利亚海域在内的几个地点的分离物中发现了三种新型石房蛤毒素类似物。我们将它们命名为链状裸甲藻毒素，即GC1（1）、GC2（2）和GC3（3）。通过使用C18硅胶柱和亲水相互作用色谱的液相色谱-质谱引导分级分离，从澳大利亚菌株的培养物中分离出这些化合物。这些新型化合物的异常结构通过低分辨率和高分辨率质谱、串联质谱以及核磁共振光谱进行了表征。发现GC3（3）是脱氨甲酰基石房蛤毒素的4-羟基苯甲酸酯衍生物，而GC1（1）和GC2（2）是GC3（3）的差向异构11-羟基硫酸盐衍生物。
