Structural analysis and profiling of phenolic secondary metabolites of Mexican lupine species using LC–MS techniques

Wojakowska, Anna; Piasecka, Anna; García-López, P. M.; Zamora-Natera, Francisco; Krajewski, Paweł; Marczak, Łukasz; Kachlicki, P.; Stobiecki, Maciej

doi:10.1016/j.phytochem.2013.04.006

Cited by 74 publications

(75 citation statements)

References 55 publications

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“…[16] The combination of upfront CID and ordinary full scan CID has been reported previously. [4,11] However, one limitation with this approach is low sensitivity, and low levels of flavonoids could be difficult to detect. This limitation could be addressed by utilizing MRM, however, isobaric aglycones are rather common, thus, selection of suitable MRM transitions has to be done carefully.…”

Section: Resultsmentioning

confidence: 99%

“…However, selection of ionization mode, positive or negative, will have an influence on the type of information that could be achieved but also on the sensitivity. In the literature a number of different screening or fingerprint methods have been reported, [7][8][9][10][11][12][13] where some have used, positive ionization mode, [12,13] while other have use negative ionization. [9,10] Information from pos/neg mode provides complementary information and thus some work has been done utilizing both ionization modes.…”

Section: Introductionmentioning

confidence: 99%

“…[9,10] Information from pos/neg mode provides complementary information and thus some work has been done utilizing both ionization modes. [8,11,14] Generally, in the literature, it is considered that negative ionization provides best sensitivity [9,14,15] but it could also be found that positive ionization are more useful for structure elucidation [11,14,15] . Co-elution of different flavonoids are often encountered in LC making characterizing the flavonoid composition difficult, especially since standards are not always available.…”

Section: Introductionmentioning

confidence: 99%

“…287.1/213.1 (20) 287.1/137.1 (16) 128 (38) 157 (35) 139 (26) 121 (11) 213 (11) 449287 (100) 213 (23) 241 (23) 145 (15) 157 (12) (37) 127 (33) 173 (30) 115 (30) 465.1/303.1 (100) 627.1/303.1 (30) 465303 (100) 257 (11) 229 (10) 285 (8) 165 (5) 22 (47) 203 (47) 229 (27) 479.1/317.1 (100) 479317 (100) 285 (43) 302 (34) 139 (19) 261 (14) ? n.d. not detected.…”

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Strategies for differentiation of isobaric flavonoids using liquid chromatography coupled to electrospray ionization mass spectrometry

Fridén

Sjöberg

2014

J. Mass Spectrom.

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Flavonoids are a class of secondary plant metabolites existing in great variety. Due to this variety identification can be difficult, especially as overlapping compounds in both chromatographic separations and mass spectrometric detection are common. Methods for distinguishing isobaric flavonoids using MS 2 Additional supporting information may be found in the online version of this article at the publisher's web site.3

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Strategies for differentiation of isobaric flavonoids using liquid chromatography coupled to electrospray ionization mass spectrometry

Fridén

Sjöberg

2014

J. Mass Spectrom.

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“…The field of metabolomics is now routine for the identification of primary and secondary metabolites in plant taking advantage of mass spectrometry (MS) [3][4][5][6] and for reaching a metabolic fingerprinting in plant tissues by both nuclear magnetic resonance (NMR) spectroscopy [7] and MS [8]. Fingerprinting is often used as a complementary tool to differentiate genetically modified species from pools of modified species [9], or to follow changes in the entire metabolism brought about by a specific treatment [10].…”

Section: Introductionmentioning

confidence: 99%

Phytochemical profiling of tomato roots following treatments with different microbial inoculants as revealed by IT-TOF mass spectrometry

Nebbioso¹,

Martino

Eltlbany

et al. 2016

Chem. Biol. Technol. Agric.

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Background: In light of the growing interest for eco-compatible fertilization, tomato plant roots were treated with four different strains of microorganisms (B1-B4) capable of positively affecting plant growth. The methanolic extracts from treated roots were analysed by reverse phase ultra-high-performance liquid chromatography hyphenated with ion trap time-of-flight high-resolution mass spectrometry to compare their metabolites with that of control plants (B0). Results:We found, in both treated and control plants, several primary metabolites, such as fatty acids and coumaric acid, and other compounds associated with secondary metabolism pathways such as that of cyclopentaneoctanoic acid (CPOA) or hydroxyoctadecadienoic acid (HODE), and additional molecules which were not characterizable with the available data. A semiquantitative assessment of all metabolites became the basis for further processing the metabolic results by principal component analysis, which highlighted significant differences in the PC1 and PC2 components. The PC1 was particularly affected by the presence of arachidonic acid, myristic acid, and two unidentified metabolites. It effectively differentiated control plants from all bioeffectors treatments, and, in particular, the B4 treatment from the rest (B1-B3). The PC2 was mainly affected by palmitic acid, heptadecanoic acid, two CPOAs, one HODE and two unidentified metabolites. These metabolites successfully differentiated the B0 control from all the bioeffectors treatments, and, especially, showed a difference between B1 and B2. Conclusions:Our findings suggest that changes in secondary pathways of lipid metabolism may underlie the biostimulation exerted by the four microbial bioeffectors of this study, and that LC-MS coupled by multivariate analysis can easily fingerprint the metabolic alterations induced by bioeffectors in tomato roots.

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Combined mass spectrometric and chromatographic methods for in-depth analysis of phenolic secondary metabolites in barley leaves

et al. 2015

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Structural analysis via HPLC-ESI-MSn, UPLC-HESI-MS/MS and NMR reported 152 phenolic secondary metabolites in spring barley seedlings (Hordeum vulgare L.). Flavonoids with various patterns of glycosylation and acylation, as well as hydroxycinnamic acid glycosides, esters and amides, were identified in methanolic extracts from leaves of nine varieties of barley originating from different regions of the world. Hordatines derivatives, flavones acylated directly on the aglycone, and hydroxyferulic acid derivatives deserve special attention. Preparative chromatography enabled characterization of a number of compounds at trace levels with the 6-C-[6″-O-glycosyl]-glycosides and the 6-C-[2″,6″-di-O-glycosides]-glucoside structure of flavones. Derivatives of flavonols, quercetin and isorhamnetin were observed only in Syrian varieties. The ultra performance liquid chromatography profiles of UV-absorbing secondary metabolites were used for chemotaxonomic comparison between nine varieties of barley from different climatic conditions. The hierarchical clustering of bred lines from the Fertile Crescent and European and American varieties indicates a great diversity of chemical phenotypes within barley species.

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Structural analysis and profiling of phenolic secondary metabolites of Mexican lupine species using LC–MS techniques

Cited by 74 publications

References 55 publications

Strategies for differentiation of isobaric flavonoids using liquid chromatography coupled to electrospray ionization mass spectrometry

Strategies for differentiation of isobaric flavonoids using liquid chromatography coupled to electrospray ionization mass spectrometry

Phytochemical profiling of tomato roots following treatments with different microbial inoculants as revealed by IT-TOF mass spectrometry

Combined mass spectrometric and chromatographic methods for in-depth analysis of phenolic secondary metabolites in barley leaves

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