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

Chhabil Dass, K. N. Thimmaiah, B. S. Jayashree, Peter J. Houghton

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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 β- 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.

Original languageEnglish
Pages (from-to)1279-1289
Number of pages11
JournalJournal of Mass Spectrometry
Volume32
Issue number12
DOIs
Publication statusPublished - 01-12-1997

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All Science Journal Classification (ASJC) codes

  • Spectroscopy

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