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Fragmentation Study of Limonoids from Turraae pubescens by Electrospray Ionization Quadrupole Time-of-flight Mass Spectrometry.
- Source :
-
Analytical Letters . 2017, Vol. 50 Issue 18, p2908-2919. 12p. 5 Diagrams, 3 Charts, 3 Graphs. - Publication Year :
- 2017
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Abstract
- Nine representative limonoids isolated fromTurraae pubescenswere investigated by electrospray ionization quadrupole time-of-flight tandem mass spectrometry in positive ion mode. Although the structures of these compounds are similar, the corresponding fragmentation patterns and mass spectrometry and tandem mass spectrometry (MS/MS) spectra are clearly different. For Turrapubin A–C, product ions can be detected in both low and high mass ranges. A McLafferty-type rearrangement is the only way for the cleavage of C9–C10. For 11-epi-toonacilin, Turrapubin E, Turraflorin A, 11-epi-23-hydroxytoonacilide, Turrapubin H and 11-epi-21-hydroxytoonacilide, the cleavage of C9–C10 goes through two different ways, including McLafferty-type rearrangement and homolytic cleavage. The relative abundances of product ions from McLafferty-type rearrangement for 11-epi-toonacilin, 11-epi-23-hydroxytoonacilide, and Turrapubin H are high, while those for Turrapubin E, Turraflorin A, and 11-epi-21-hydroxytoonacilide are low. A pair of epimers was distinguished unambiguously by MS/MS spectra. It was found that the substituent group at C-1, hydroxy group, O atom linked to C-14 and C-15, and the oxygenated furan ring were the important factors leading to the differences of their MS/MS spectra. [ABSTRACT FROM PUBLISHER]
Details
- Language :
- English
- ISSN :
- 00032719
- Volume :
- 50
- Issue :
- 18
- Database :
- Academic Search Index
- Journal :
- Analytical Letters
- Publication Type :
- Academic Journal
- Accession number :
- 125724247
- Full Text :
- https://doi.org/10.1080/00032719.2017.1327536