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2-氯-N10-取代吩恶嗪的液相二次离子质谱和碰撞诱导解离研究

Liquid secondary ionization mass spectrometry and collision-induced dissociation study of 2-chloro-N10-substituted phenoxazines.

作者信息

Dass C, Thimmaiah K N, Jayashree B S, Houghton P J

机构信息

Department of Chemistry, University of Memphis, Tennessee 38152, USA.

出版信息

J Mass Spectrom. 1997 Dec;32(12):1279-89. doi: 10.1002/(SICI)1096-9888(199712)32:12<1279::AID-JMS586>3.0.CO;2-#.

DOI:10.1002/(SICI)1096-9888(199712)32:12<1279::AID-JMS586>3.0.CO;2-#
PMID:9423281
Abstract

Positive-ion liquid secondary ionization mass spectrometry in combination with 3-nitrobenzyl alcohol as the liquid matrix was used to investigate the mass spectral features of a set of 21 N10-substituted derivatives of 2-chlorophenoxazine. The N-10 substitution included propyl, butyl and acetyl groups containing various secondary amines (N,N-diethylamine, N,N-diethanolamine, morpholine, piperidine, pyrrolidone or beta-hydroxyethylpiperazine) or a chloro group. These compounds are potent multi-drug resistance modulators. The molecular ions are observed as M+ and [M + H]+ ions. In general, the fragmentation pathways of these molecules are similar and very straightforward. The phenoxazine ring system remains stable under the Cs+ ion beam bombardment conditions, while fragmentations are observed along the length of the alkyl and acetyl side-chains. The fragmentation reactions were corroborated by acquiring product ion and constant neutral loss tandem mass spectrometric scans of the pertinent ions.

摘要

以3-硝基苄醇为液体基质的正离子液体二次电离质谱法被用于研究一组21种2-氯吩恶嗪的N10-取代衍生物的质谱特征。N-10取代基包括含有各种仲胺(N,N-二乙胺、N,N-二乙醇胺、吗啉、哌啶、吡咯烷酮或β-羟乙基哌嗪)或氯基团的丙基、丁基和乙酰基。这些化合物是有效的多药耐药调节剂。分子离子以M+和[M + H]+离子形式被观察到。一般来说,这些分子的裂解途径相似且非常直接。吩恶嗪环系统在Cs+离子束轰击条件下保持稳定,而沿着烷基和乙酰侧链的长度观察到裂解。通过对相关离子进行产物离子和恒定中性丢失串联质谱扫描,证实了裂解反应。

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