The DOI matches its Crossref record; 1 of the 1 references it cites were found in a registry or an index.
Determination of flavone, flavonol, and flavanone aglycones by negative ion liquid chromatography electrospray ion trap mass spectrometry
Open accessAbstract
Eleven naturally occurring flavonoid aglycones, belonging to the representative flavone, flavonol, and flavanone types were separated by high performance liquid chromatography and analyzed on-line with negative ion electrospray ionization tandem mass spectrometry (ESI-MS/MS). In order to resolve the MS/MS spectra obtained, each compound was reinvestigated by direct loop injections using an ion trap mass spectrometer. The MSn spectra obtained allowed us to propose plausible schemes for their fragmentation supported by the analysis of five complementary synthetic flavonoid aglycones. The negative ion ESI-MS/MS behavior of the different aglycones investigated in this study revealed interesting differences when compared with the previously described patterns obtained using various ionization techniques in positive ion. Thus, concerning the retro Diels-Alder (RDA) fragmentation pathways, several structurally informative anions appeared highly specific of the negative ion mode. In addition, a new lactone-type structure, instead of a ketene, was proposed for a classic RDA diagnostic ion. We also observed unusual CO, CO2, and C3O2 losses which appear to be characteristic of the negative ion mode. All these results and these unusual neutral losses show that the negative ion mode was a powerful complementary tool of the positive ion mode for the structural characterization of flavonoid aglycones by ESI-MS/MS.
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Cites
Dugas, A. J., Castañeda-Acosta, J., Bonin, G. C., Price, K. L., Fischer, N. H., & Winston, G. W. (2000) · Journal of Natural Products · doi:10.1021/np990352n · Cited by 319
Cited by
Demarque, D. P., Crotti, A. E. M., Vessecchi, R., Lopes, J. L. C., & Lopes, N. P. (2016) · Natural Product Reports · doi:10.1039/c5np00073d · Cited by 513
Mena, P., Cirlini, M., Tassotti, M., Herrlinger, K., Dall’Asta, C., & Del Rio, D. (2016) · Molecules · doi:10.3390/molecules21111576 · Cited by 288
Kallel, F., Driss, D., Chaari, F., Belghith, L., Bouaziz, F., Ghorbel, R., & Chaabouni, S. E. (2014) · Industrial Crops and Products · doi:10.1016/j.indcrop.2014.07.047 · Cited by 181
Han, J., Ye, M., Qiao, X., Xu, M., Wang, B.-R., & Guo, D.-A. (2008) · Journal of Pharmaceutical and Biomedical Analysis · doi:10.1016/j.jpba.2008.02.013 · Cited by 165
van der Hooft, J. J. J., Vervoort, J., Bino, R. J., Beekwilder, J., & de Vos, R. C. H. (2011) · Analytical Chemistry · doi:10.1021/ac102546x · Cited by 99
Metadata
- Authors
- Fabre, N., Rustan, I., de Hoffmann, E., & Quetin-Leclercq, J.
- Venue
- Journal of the American Society for Mass Spectrometry
- Publisher
- American Chemical Society (ACS)
- Published
- 2001-06-01
- Volume
- 12
- Issue
- 6
- Pages
- 707-715
- ISSN
- 1044-0305 (ISSN-L)
- OpenAlex
- W2152501542
- Cited by
- 849
- References
- 1
- FWCI
- 7.59
- Type
- journal article
- Language
- en
- Open access
- green
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- Fabre, N., Rustan, I., de Hoffmann, E., & Quetin-Leclercq, J. (2001). Determination of flavone, flavonol, and flavanone aglycones by negative ion liquid chromatography electrospray ion trap mass spectrometry. Journal of the American Society for Mass Spectrometry. https://doi.org/10.1016/s1044-0305(01)00226-4
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