Jang Jun-Ho, Yotsu-Yamashita Mari
Graduate School of Agricultural Science, Tohoku University, 1-1 Tsutsumidori-Amamiyamachi, Aoba-ku, Sendai 981-8555, Japan.
Toxicon. 2007 Dec 1;50(7):947-51. doi: 10.1016/j.toxicon.2007.06.026. Epub 2007 Jul 27.
The presence of an unknown dideoxy analog of tetrodotoxin was suggested on the liquid chromatography/electrospray ionization-mass spectrometry mass chromatogram of the ovaries of the puffer fish, Fugu pardalis, in single ion monitoring mode to detect at m/z 288. We succeeded to isolate this analog (approximately 0.4 mg) from 200 g of the ovaries and the structure was determined as 6,11-dideoxytetrodotoxin by spectroscopic methods (high resolution-fast atom bombardment-MS and NMR spectroscopy). The discovery of the new analog is highly significant with respect to the biosynthesis or metabolism of tetrodotoxin. We also roughly determined the value of IC(50) (mice, intraperitoneal) for 6,11-dideoxytetrodotoxin as 420 microg/kg and thus it is 42 times less toxic than tetrodotoxin.
在对豹纹东方鲀卵巢进行液相色谱/电喷雾电离-质谱分析的质量色谱图中，以单离子监测模式在m/z 288处检测到河豚毒素存在一种未知的双脱氧类似物。我们成功地从200克卵巢中分离出了这种类似物（约0.4毫克），并通过光谱方法（高分辨率-快原子轰击质谱和核磁共振光谱）确定其结构为6,11-双脱氧河豚毒素。新类似物的发现对于河豚毒素的生物合成或代谢具有重要意义。我们还大致测定了6,11-双脱氧河豚毒素对小鼠腹腔注射的半数致死量（IC50）值为420微克/千克，因此其毒性比河豚毒素低42倍。
