Fragmentation of dipyridamole and related dipyrimidines by electrospray ionization collisional activated decomposition mass spectrometry |
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Authors: | Rodrigues Filho Edson Paixão Almeida Adaila Marta Tabak Marcel |
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Affiliation: | Departamento de Química, UFSCar, Universidade Federal de S?o Carlos, C.P. 676, C.E.P. 13565-905, S?o Carlos, SP, Brazil. edson@dq.ufscar.br |
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Abstract: | The coronary vasodilator, co-activator of antitumor compounds and antioxidant drug dipyridamole and several of its derivatives were studied by electrospray ionization (ESI) combined with collisional activated decomposition (CAD) in both positive and negative modes. These compounds produce abundant monocharged ions ([M + H](+)) under ESI. Interpretation of the CAD spectra showed that fragmentation occurs preferentially in the ethanolamine groups attached at C-2, C-4, C-6 and C-8. 2-Methoxyethanol is eliminated when ethanolamines are in positions C-2/C-6 and 2-aziridinethanol is eliminated from C-4/C-8 ethanolamines. The proposed fragmentation schemes were supported by deuterium labeling experiments and tandem mass spectrometry. |
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Keywords: | dipyridamole dipyrimidines coronary vasodilator antioxidant mass spectrometry electrospray ionization |
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