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Electrospray tandem mass spectrometric analysis of novel synthetic quinoxalinone derivatives
Author(s) -
Joly Nicolas,
Jarmoumi Chakir,
Massoui Mohamed,
Essassi El Mokhtar,
Martin Patrick,
Banoub Joseph H.
Publication year - 2008
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/rcm.3429
Subject(s) - chemistry , moiety , tandem mass spectrometry , electrospray ionization , protonation , quinoxaline , electrospray , mass spectrometry , molecule , tandem , fragmentation (computing) , combinatorial chemistry , stereochemistry , organic chemistry , ion , chromatography , materials science , computer science , composite material , operating system
Electrospray ionization tandem mass spectrometry (ESI‐MS/MS) using a hybrid QqToF‐MS/MS instrument has aided the structural characterization and differentiation of a novel series of medicinal synthetic 1‐ N ‐glycoside‐quinoxalinone derivatives. These derivatives 7 and 8 are formed by an amino bond between the cyclic N‐1 of the quinoxaline moiety and the C‐6 position of a fully protected methyl or allyl α‐D‐mannofuranoside 3 and 4 , and subsequent deprotection of the mannopyranoside moiety. In general the novel synthetic quinoxaline derivatives afforded the protonated molecules in ESI. The breakdown routes of the protonated molecules were rationalized by conducting low‐energy CID‐MS/MS analyses. In addition, re‐confirmation of the various established fragmentation routes was achieved by conducting a series of ESI‐CID‐QqTof‐MS/MS product ion scans on various selected precursor ions, which were initiated by CID in the atmospheric pressure/vacuum interface using a higher declustering potential. ESI‐QqToF‐MS/MS analysis has proven to be a specific and very sensitive method for the structural identification in the gas phase of these novel glycoquinoxalinamine derivatives. Copyright © 2008 John Wiley & Sons, Ltd.