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11-脱氧河豚毒素的结构表征与毒力测定研究
Structure identification and toxicity determination of 11-deoxytetrodotoxin

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Date
2011
Author
谢全灵
易瑞灶
洪专
陈伟珠
方华
张怡评
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  • 化学化工-已发表论文 [14237]
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Abstract
目的对制备获得的11-脱氧河豚毒素(11-dEOXyTTX)纯品进行结构确证与毒性测定。方法采用HrMS、1 H nMr和13 C nMr对样品进行结构表征;同时进行11-dEOXyTTX对小鼠的急性毒性试验。结果样品的HrMS图谱信息与11-dEOXyTTX相对分子质量吻合;1 H nMr和13 C nMr谱揭示了两组数据,该数据与文献报道基本一致;测得11-dEOXyTTX对小鼠的半数致死量(ld50)为(128.82±2.09)μg.kg-1。结论 11-dEOXyTTX是以半缩醛型-内酯型的互变异构体存在,与河豚毒素(TTX)的结构差别在于TTX中C-11上的羟基被氢取代。11-dEOXyTTX的毒性很强,但明显低于TTX的毒性,表明TTX中C-11上的羟基对阻滞钠离子进入钠通道也发挥了重要作用。
 
Objective To identify the chemical structure and determine the acute toxicity of 11-deoxyTTX.Methods The sample was analyzed on the basis of HRMS,1H NMR and 13C NMR.Its acute toxicity was evaluated on mice.Results The mass spectrum was in very well agreement with the relative molecular mass of 11-deoxyTTX.The 1H NMR and 13C NMR spectra revealed double sets of signals,which were very similar to the literature.LD50 of 11-deoxyTTX to mice was(128.82±2.09) μg·kg-1.Conclusion 11-deoxyTTX exists as hemilactal-lactone tautomers.Its structural difference compared with TTX lies in the hydroxyl of TTX C-11 was replaced by hydrogen.11-deoxyTTX has a strong toxicity to mice,but it's remarkably lower than TTX.It indicated that the hydroxyl of TTX C-11 played an important role in the blockade of sodium channel.
 
Citation
中国海洋药物,2011,(6):27-30
URI
https://dspace.xmu.edu.cn/handle/2288/106434

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