New results on the mass spectra of cinchona alkaloids

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Abstract

The electrospray ionization (ESI) mass spectra of 16 cinchona alkaloid compounds were studied for the first time. The electron ionization (EI) spectra of 22 cinchona alkaloids were also recorded, 14 of which had not been examined previously. In the case of EI the characteristic direction of the fragmentation is the scission of the C8-C9 bond. Under EI the cleavage of the C4'-C9 bond occurs only in the case of hydrogenated cinchona alkaloids, whereas the C9-O bond cleavage can be observed in the case of ester and ether derivatives. At a low capillary exit voltage (CapEx) in the ESI measurements there is no fragmentation, and only the [M + H]+ and in some cases the double protonated [M + 2H]2+ ions can be detected. On increasing the CapEx the characteristic primary direction is the cleavage of the C9-O bond, which was observed in the case of epialkaloids and esterified or etherified cinchona derivatives, respectively. Copyright (C) 2000 John Wiley and Sons, Ltd.

Original languageEnglish
Pages (from-to)711-717
Number of pages7
JournalJournal of Mass Spectrometry
Volume35
Issue number6
DOIs
Publication statusPublished - Jan 1 2000

Keywords

  • Cinchona alkaloids
  • Derivatives
  • Electron ionization
  • Electrospray
  • Structure elucidation

ASJC Scopus subject areas

  • Spectroscopy

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