高比活度碳-14标记吡虫啉的合成与分析

    Synthesis and Analysis of Carbon-14 Labelled Imidacloprid With High Specific Activity

    • 摘要: 以[14C]碳酸钡为原料,通过格氏、还原、溴化和亲核取代等五步反应制备了碳-14标记吡虫啉的粗品,经制备型HPLC纯化获得了目标物14C-吡虫啉(1-(6-氯-3-吡啶[14C]甲基)-N-硝基咪唑-2-亚胺,1354.2 MBq)纯品,反应总放化收率为51%。目标物化学结构经质谱(ESI-MS)和核磁共振氢谱(1H NMR)确认,其放化纯度和化学纯度分别以放射性薄层层析-同位素成像分析法(TLC-IIA)、离线放射性高效液相色谱法(HPLC-LSC)、在线放射性高效液相色谱法(HPLC-FSA)和多波长高效液相色谱法(HPLC-PDA)测定。结果表明,目标物14C-吡虫啉的放化纯度和化学纯度均大于98%,比活度为1 871.46 GBq/mol。目标物14C-吡虫啉可作为放射性示踪剂,用于吡虫啉在不同植物中的定向积累与代谢特征研究。

       

      Abstract: A version of carbon-14 labelled imidacloprid, (E)-N-(1-((6-chloropyridin-3-yl)[14C]methyl)imidazolidin-2-ylidene)nitramide (1 354.2 MBq), was synthesized from barium-[14C]carbonate via Grignard reaction, reduction, bromination, nucleophilic substitution reaction and purified by preparative HPLC with the overall yield of 51%. The labelled product was identified by using ESI-MS and 1H NMR. Its radiochemical and chemical purity are more than 98%, determined by TLC-IIA, HPLC-LSC, HPLC-FSA, and HPLC-PDA, respectively. The specific activity of the product is 1 871.46 GBq/mol. This product can be used as radiotracer in the study of the directional accumulation and metabolism of imidac-loprid in plants.

       

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