Mazur D M, Zimens M E, Bakulev V A, Lebedev A T
Lomonosov Moscow State University, Organic Chemistry Department, 119992 Moscow, Russia.
Ural Federal University, Technology of Organic Synthesis Department, 620002, Yekaterinburg, Russia.
J Pharm Biomed Anal. 2017 Oct 25;145:315-321. doi: 10.1016/j.jpba.2017.06.064. Epub 2017 Jul 8.
1,2,3-Triazoles and 1,2,3-thiadiazoles have been receiving permanent interest due to their exciting chemical reactivity and interesting biological properties including antibacterial, anticancer and antiviral activities. There are four compounds bearing 1H-1,2,3-triazole core in clinical studies which may appear in the market of drugs in nearest future. Definitely reliable methods of their identification and quantification should be developed by that time. Mass spectrometry showed itself as the most reliable method of analysis when dealing with trace levels of organic compounds in the mixtures and in the most complex matrices, including biological ones. In the present study tandem mass spectrometry was used to study fragmentation pathways of protonated and deprotonated molecules of isomeric 4,5-functionalized 1,2,3-thiadiazoles and 1,2,3-triazoles in conditions of electrospray ionization (ESI). A group of marker ions allowing differentiation between the targeted isomeric compounds was established. Besides, interconversion of these isomers into one another was studied in the gas phase in conditions mimicking these processes in solution.
1,2,3 - 三唑和1,2,3 - 噻二唑因其令人兴奋的化学反应性以及包括抗菌、抗癌和抗病毒活性在内的有趣生物学特性而一直备受关注。有四种带有1H - 1,2,3 - 三唑核心的化合物正在进行临床研究，在不久的将来可能会出现在药品市场上。届时肯定需要开发出可靠的鉴定和定量方法。在处理混合物以及包括生物基质在内的最复杂基质中的痕量有机化合物时，质谱显示出自身是最可靠的分析方法。在本研究中，采用串联质谱法研究了在电喷雾电离（ESI）条件下，异构的4,5 - 官能化1,2,3 - 噻二唑和1,2,3 - 三唑的质子化和去质子化分子的碎裂途径。建立了一组能够区分目标异构化合物的标记离子。此外，在模拟溶液中这些过程的条件下，研究了这些异构体在气相中的相互转化。
