文献类型：期刊文献

英文题名：Deciphering and investigating fragment mechanism of quinolones using multi-collision energy mass spectrometry and computational chemistry strategy

作者：Lin, Chuhui[1];Zhou, Xudong[1];Zhang, Hongyang[1];Fu, Zhibo[1];Yang, Haoyu[1];Zhang, Min[2];Hu, Ping[1,3]

机构：[1]East China Univ Sci & Technol, Sch Chem & Mol Engn, Dept Chem, Shanghai Key Lab Funct Mat Chem, Meilong Rd 130, Shanghai, Peoples R China;[2]East China Univ Sci & Technol, Shanghai Frontiers Sci Ctr Optogenet Tech Cell Met, Sch Pharm, Dept Pharmaceut Engn, Meilong Rd 130, Shanghai, Peoples R China;[3]East China Univ Sci & Technol, Sch Chem & Mol Engn, Shanghai Key Lab Funct Mat Chem, Shanghai 200237, Peoples R China

年份：2023

卷号：37

期号：12

外文期刊名：RAPID COMMUNICATIONS IN MASS SPECTROMETRY

收录：;EI(收录号：20232014108981);WOS:【SCI-EXPANDED(收录号:WOS:000979792900001)】；

基金：ACKNOWLEDGMENT This work was financially supported by the National Natural Science Foundation of China (grant no. 81973285).

语种：英文

外文关键词：Computational chemistry - Computational methods - Drug products - Molecules

摘要：RationaleQuinolones show characteristic fragments in mass spectrometry (MS) analysis due to their common core structures, and energy-dependent differences among these fragments are generated through the same fragmentation pathway of different molecules. Computational chemistry, which provides quantitative results of molecule parameters, is helpful for investigating the mechanisms of chemistry. MethodsMS/MS spectra of five quinolones, namely norfloxacin (NOR), enoxacin (ENO), enrofloxacin (ENR), gatifloxacin (GAT), and lomefloxacin (LOM), were acquired for deciphering fragmentation pathways under multi-collision energy (CE). Computational methods were used for excluding little possibility pathways from the point of view of energy and stable conformations, whereas optimized collision energy (OCE) and maximum relative intensity (MRI) of major competitive fragments were investigated and confirmed using computational results. ResultsFragmentation results of NOR, ENO, ENR, and GAT were deciphered using experimental and computational data, of which fragmentation regularities were summarized. Fragmentation pathways of LOM were deciphered under the guidance of foregoing regularities. Meanwhile, the whole process was validated by comparing OCE and MRI and computational energy results, which showed good agreement. ConclusionsA strategy for explaining quinolone fragmentation results of multi-CE values and deciphering fragment mechanism using computational methods was developed. Relevant data and strategy may provide ideas for how to design and decipher new drug molecules with similar structures.