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New results on the mass spectra of cinchona alkaloids
Author(s) -
Bartók Tibor,
Szöllösi György,
Felföldi Károly,
Bartók Mihály,
Thiel Jacek
Publication year - 2000
Publication title -
journal of mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 1076-5174
DOI - 10.1002/1096-9888(200006)35:6<711::aid-jms998>3.0.co;2-b
Subject(s) - chemistry , mass spectrum , cinchona alkaloids , cinchona , mass spectrometry , organic chemistry , chromatography , catalysis , enantioselective synthesis
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 © 2000 John Wiley & Sons, Ltd.