Fragmentation patterns of novel dispirocyclopiperazinium dibromides with strong analgesic activity under electrospray ionization tandem mass spectrometry conditions

被引:5
作者
Wang, X
Sha, YW
Li, RT [1 ]
机构
[1] Peking Univ, Sch Pharmaceut Sci, Beijing 100083, Peoples R China
[2] Tsinghua Univ, Dept Chem, Minist Educ, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Beijing 100084, Peoples R China
基金
中国国家自然科学基金;
关键词
D O I
10.1016/j.ijms.2004.03.012
中图分类号
O64 [物理化学(理论化学)、化学物理学]; O56 [分子物理学、原子物理学];
学科分类号
070203 ; 070304 ; 081704 ; 1406 ;
摘要
The fragmentation patterns of a series of dispirocyclopiperazinium dibromides with strong analgesic activity were analyzed by positive ion electrospray ionization mass spectrometry in conjunction with tandem mass spectrometry (ESI-MSn). The [C2+Br-](+) ions showed the characteristic isotopic peaks with high intensity. In each of their MS2 spectra, only the [C2+Br--HBr](+) ion peak was observable. Further analysis indicated that a selective rearrangement occurred in the unsaturated spirocyclopiperazine ring to achieve dihydropyrrole moiety. Meanwhile, the [C](2+) ions were unique and always the base peaks. The ions [C2+Br-](+) and [C](2+) were formed from the equilibrium of precursor molecules I in solution, and the latter ions could not be observed in the MS2 spectra of ions [C2+Br-](+). The related fragmentation mechanisms were proposed. (C) 2004 Elsevier B.V. All rights reserved.
引用
收藏
页码:111 / 115
页数:5
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