Utilisation of electrospray time-of-flight mass spectrometry for solving complex fragmentation patterns: application to benzoxazinone derivatives
13 pages, 5 figures, 2 tables.-- PMID: 14595855 [PubMed].
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| Format: | artículo biblioteca |
| Language: | English |
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Wiley-Blackwell
2003-10-16
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| Subjects: | Electrospray time-of-flight-mass spectrometry (ESI-TOFMS), Structural elucidation, Allelochemicals, Benzoxazinones, fragmentation patterns, |
| Online Access: | http://hdl.handle.net/10261/19729 |
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dig-idaea-es-10261-197292019-02-14T13:49:58Z Utilisation of electrospray time-of-flight mass spectrometry for solving complex fragmentation patterns: application to benzoxazinone derivatives Bonnington, Lea Barceló, Damià Knepper, Thomas P. Electrospray time-of-flight-mass spectrometry (ESI-TOFMS) Structural elucidation Allelochemicals Benzoxazinones fragmentation patterns 13 pages, 5 figures, 2 tables.-- PMID: 14595855 [PubMed]. In this paper we describe the application of electrospray time-of-flight mass spectrometry (ESI-TOFMS) to structural elucidation of the fragment ions formed from a range of natural and synthetic allelochemical derivatives. The extensive mass spectrometric characterisation of ten non-glucosylated benzoxazinone derivatives using this method is described here for the first time. The analytes include six naturally occurring 1,4-benzoxazin-3(4H)-one derivatives, including the hydroxamic acids DIMBOA [2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one] and DIBOA [2,4-dihydroxy-2H-1,4-benzoxazin-3(4H)-one], lactams HBOA [2-hydroxy-2H-1,4-benzoxazin-3(4H)-one] and HMBOA [2-hydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one], benzoxazolinones BOA [benzoxazolin-2(3H)-one] and MBOA [6-methoxy-benzoxazolin-2(3H)-one] and four synthetic variations, 2H-DIBOA [4-hydroxy-2H-1,4-benzoxazin-3(4H)-one], 2OMe-DIBOA [2-methoxy-4-hydroxy-2H-1,4-benzoxazin-3(4H)-one], 2H-HBOA [2H-1,4-benzoxazin-3(4H)-one] and 2OMe-HBOA [2-methoxy-2H-1,4-benzoxazin-3(4H)-one]. Assignments of the mass spectral fragments were aided by elemental composition calculation results, comparison of structural analogues and background literature, and acquired knowledge regarding feasible structures for the compounds. The influence of substituents on the chemical reactivity of the compounds with respect to the observed MS behaviour over varying nozzle potentials is addressed and, through comparison of the structural analogues, generic fragmentation patterns have also been identified. Financial support provided by the European Commission (5th Framework programme, Project number QLK5-2001-01967), the Foundation of Research, Science and Technology, New Zealand (Post graduate fellowship for Dr. L.S. Bonnington, IQAB0101) and the Ministerio of Ciencia y Tecnologia (funding provided to IIQAB-CSIC, AGL2001-4952-E). Peer reviewed 2009-12-21T09:43:22Z 2009-12-21T09:43:22Z 2003-10-16 artículo http://purl.org/coar/resource_type/c_6501 Journal of Mass Spectrometry 38(10): 1054-1066 (2003) 1076-5174 http://hdl.handle.net/10261/19729 10.1002/jms.519 1096-9888 en http://dx.doi.org/10.1002/jms.519 none 22195 bytes application/pdf Wiley-Blackwell |
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Electrospray time-of-flight-mass spectrometry (ESI-TOFMS) Structural elucidation Allelochemicals Benzoxazinones fragmentation patterns Electrospray time-of-flight-mass spectrometry (ESI-TOFMS) Structural elucidation Allelochemicals Benzoxazinones fragmentation patterns |
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Electrospray time-of-flight-mass spectrometry (ESI-TOFMS) Structural elucidation Allelochemicals Benzoxazinones fragmentation patterns Electrospray time-of-flight-mass spectrometry (ESI-TOFMS) Structural elucidation Allelochemicals Benzoxazinones fragmentation patterns Bonnington, Lea Barceló, Damià Knepper, Thomas P. Utilisation of electrospray time-of-flight mass spectrometry for solving complex fragmentation patterns: application to benzoxazinone derivatives |
| description |
13 pages, 5 figures, 2 tables.-- PMID: 14595855 [PubMed]. |
| format |
artículo |
| topic_facet |
Electrospray time-of-flight-mass spectrometry (ESI-TOFMS) Structural elucidation Allelochemicals Benzoxazinones fragmentation patterns |
| author |
Bonnington, Lea Barceló, Damià Knepper, Thomas P. |
| author_facet |
Bonnington, Lea Barceló, Damià Knepper, Thomas P. |
| author_sort |
Bonnington, Lea |
| title |
Utilisation of electrospray time-of-flight mass spectrometry for solving complex fragmentation patterns: application to benzoxazinone derivatives |
| title_short |
Utilisation of electrospray time-of-flight mass spectrometry for solving complex fragmentation patterns: application to benzoxazinone derivatives |
| title_full |
Utilisation of electrospray time-of-flight mass spectrometry for solving complex fragmentation patterns: application to benzoxazinone derivatives |
| title_fullStr |
Utilisation of electrospray time-of-flight mass spectrometry for solving complex fragmentation patterns: application to benzoxazinone derivatives |
| title_full_unstemmed |
Utilisation of electrospray time-of-flight mass spectrometry for solving complex fragmentation patterns: application to benzoxazinone derivatives |
| title_sort |
utilisation of electrospray time-of-flight mass spectrometry for solving complex fragmentation patterns: application to benzoxazinone derivatives |
| publisher |
Wiley-Blackwell |
| publishDate |
2003-10-16 |
| url |
http://hdl.handle.net/10261/19729 |
| work_keys_str_mv |
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