摘要/Abstract

以[¹⁴C]碳酸钡为放射性同位素原料，通过乙炔环三聚、苯羧基化和甲基化、胺化、环化、亲核取代、格氏、还原、氧化等反应和反相高效液相色谱（HPLC）纯化获得了2种放射性同位素碳-14标记毒氟磷[N-[2-（4-甲基[苯基-U-¹⁴C₆]苯并噻唑基）]-2-氨基-2-氟苯基-O，O-二乙基甲基膦酸酯（2，20.6 mCi）和N-[2-（4-甲基苯并噻唑基）]-2-氨基-2-氟苯基-O，O-二乙基[¹⁴C]甲基膦酸酯（3，32.4 mCi）]，其结构经核磁共振氢谱（¹H NMR）和在线放射性高效液相色谱-二极管阵列检测器/质谱联用（HPLC-FSA/PDA/MS）分析确认，反应总放化收率/化学收率分别为31%和67%.放射性薄层层析-同位素成像分析（TLC-ⅡA）、离线放射性高效液相色谱（HPLC-LSC），HPLC-FSA/PDA/MS和液体闪烁测量（LSC）分析表明，两种标记物的放化纯度和化学纯度均大于98%，比活度分别为25.5，55.5 mCi/mmol.该标记物可作为放射性示踪剂，用于毒氟磷的代谢、残留和环境行为等研究.
关键词: 同位素标记合成, 毒氟磷, 碳-14, 放射性示踪剂, 植物抗病毒剂
Two versions of carbon-14 labelled dufulin, diethyl ((2-fluorophenyl)((4-methyl [phenyl-U-¹⁴C₆]benzo [d]thiazol- 2-yl)amino)methyl)phosphonate (2) and diethyl ((2-fluorophenyl)((4-methylbenzo [d]thiazol-2-yl)amino) [¹⁴C]methyl)phos- phonate (3), were separately synthesized from barium [¹⁴C]carbonate via ethyne cyclotrimerization, carboxylation and methylation of benzene ring, amination, cyclization, nucleophilic substitution, Grignard reaction, oxidation, reduction reaction, etc. The labelled products were obtained independently after reverse phase high-performance liquid chromatography (RP-HPLC) purification in the overall radiochemical/chemical yield of 31% and 67% and identified by using ¹H NMR and flow scintillation analyzer/photo-diode array/mass spectrometry (HPLC-FSA/PDA/MS). Their technical data was determined by using TLC-ⅡA (isotope imaging analysis), HPLC-LSC (liquid scintillation counter), HPLC-FSA/PDA/MS and LSC, respectively. The result demonstrates that radiochemical/chemical purity of 2 and 3 is more than 98% and the specific activities of 2 and 3 are 25.5 and 55.5 mCi/mmol, respectively. The carbon-14 labelled products can be used as radiotracer in the study on its metabolism, residue and environmental behavior by employing radioisotope tracing techniques.
Key words: isotopically labelled synthesis, dufulin, carbon-14, radiotracer, plant antiviral agent


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