Elucidation of metabolite isomers of Leonurus japonicus and Leonurus cardiaca using discriminating metabolite isomerism strategy based on ultra-high performance liquid chromatography tandem quadrupole time-of-flight mass spectrometry

Garran, Thomas Avery; Ji, Ruifeng; Chen, Jinlong; Xie, Dong-Mei; Guo, Lan-Ping; Huang, Luqi; Lai, Chang-Jiang-Sheng

doi:10.1016/j.chroma.2019.03.059

Cited by 39 publications

(23 citation statements)

References 45 publications

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“…These derivatives have been thoroughly analyzed by some authors that mentioned their presence in some plant species like Leonurus spp. [ 19 ], Citrus spp . [ 37 ], cruciferous vegetables, grapefruits, oranges and apples [ 38 ].…”

Section: Resultsmentioning

confidence: 99%

“…The identification of the chemical type of caffeoyl-glucaric acid connections was possible thanks to the observations of Garran and colleagues [ 19 ] who, using a similar methodology (UHPLC-Q-TOF-MS), performed a systematic study on the identification of glucaric acid isomers. Based on these data, four caffeoyl-glucaric acid derivatives were identified in the leaves and fruits of B. iliensis , namely, 3-, 4-, 2- and 5-caffeoylglucaric acids in this particular elution order.…”

Section: Resultsmentioning

confidence: 99%

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Superior Antioxidant Capacity of Berberis iliensis—HPLC-Q-TOF-MS Based Phytochemical Studies and Spectrophotometric Determinations

et al. 2020

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The aim of the present study was to determine the composition, antiradical and antimicrobial activity of fruits, leaves and roots of an underestimated species of barberry—Berberis iliensis—growing in Kazakhstan. Particular attention was paid to the determination of the composition of its extracts by high-performance liquid chromatography coupled with mass spectrometry (HPLC-ESI-Q-TOF-MS) analysis. As a result of the chromatographic and spectrometric study 33 secondary metabolites from the groups of phenolic acids and their esters, flavonoids, alkaloids and organic acids were identified and 15 of them—quantified. The isomers of caffeoyl-glucaric acid, caffeic acid derivatives, isoquercetin, berberine and jatrorrhizine were the most abundant components of the tested extracts. The antiradical activity tests were performed by 2,2-diphenyl-1-picrylhydrazyl (DPPH) and Folin-Ciocalteu assays on four types of extracts (water, ethanol, ethanol-water 7:3 v/v, ethanol-water 1:1 v/v) from the three organs of the plant. The highest antiradical potential (IC50 = 80 ± 6.36 µg/mL) and phenolic content (440 ± 17.1 mg gallic acid equivalents/L) was calculated for ethanol- water (1:1 v/v) extracts from the leaves and could be influenced by the abundant presence of simple phenolic acids, flavonoids and glucaric acid esters. Among reference microorganisms, M. luteus, S. epidermidis, some S. aureus and B. cereus belonging to Gram-positive bacteria and yeasts from Candida species were the most sensitive to roots extract that was found the most active among the studied samples. The results of the study classify Berberis iliensis as a strong antioxidant agent and as a plant with an antimicrobial potential.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Superior Antioxidant Capacity of Berberis iliensis—HPLC-Q-TOF-MS Based Phytochemical Studies and Spectrophotometric Determinations

et al. 2020

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“…Diagnostic product ion intensities, compound polarity and ion mobility mass spectrometry have been generally used for distinguishing between isomers. [16][17][18][19][20] In one of our previous reports, 21 21 phenolic acids and 77 flavonoids in Glechomae Herba were reasonably identified by UHPLC/QTOF-MS/MS with diagnostic product ions and neutral loss filtering strategy.…”

Section: Introductionmentioning

confidence: 89%

“…However, many methods have been developed to solve this problem, including mass defect filter, diagnostic product ions and neutral loss filter. Diagnostic product ion intensities, compound polarity and ion mobility mass spectrometry have been generally used for distinguishing between isomers . In one of our previous reports, 21 phenolic acids and 77 flavonoids in Glechomae Herba were reasonably identified by UHPLC/QTOF‐MS/MS with diagnostic product ions and neutral loss filtering strategy.…”

Section: Introductionmentioning

confidence: 99%

Characterization of polymeric phenolic acids and flavonoids in Clerodendranthi Spicati Herba using ultrahigh‐performance liquid chromatography coupled to quadrupole time‐of‐flight tandem mass spectrometry with target and nontarget data mining strategy

Luo

Wen

Lai

et al. 2019

Rapid Comm Mass Spectrometry

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Rationale Clerodendranthi Spicati Herba (CSH) is often used to treat urinary stones, urinary tract infections and nephritis in China. Much literature has reported that polymeric phenolic acids and flavonoids are the major bioactive components in CSH. Therefore, it is very meaningful to identify the polymeric phenolic acids and flavonoids in CSH. Methods Ultrahigh‐performance liquid chromatography coupled to quadrupole time‐of‐flight tandem mass spectrometry (UHPLC/QTOF‐MS/MS) analysis with target and nontarget data mining strategy was proposed to rapidly profile the polymeric phenolic acids and flavonoids in CSH. Diagnostic product ions and neutral loss filter were beneficial for identifying the polymeric phenolic acids and flavonoids from complex compounds in CSH. Results A total of 118 compounds, including 85 polymeric phenolic acids and 33 flavonoids, were reasonably identified in CSH by comparing their main fragmentation pathways with literature data, and 85 of them were discovered in CSH firstly by nontarget analysis. Nine potential compounds were characterized tentatively as new pentameric and hexameric phenolic acids in CSH. Six types of polymeric phenolic acids (monomer, dimer, trimer, tetramer, pentamer and hexamer) and four types of flavonoids (apigenin, kaempferol, luteolin and quercetin) were identified in CSH. Conclusions The results indicated that the UHPLC/QTOF‐MS/MS method coupled with target and nontarget data mining strategy was feasible and rational for identifying the polymeric phenolic acids and flavonoids in complex chemical constituents of CSH. The findings will be conducive to the discovery of the active ingredients of CSH and the establishment of quality standards.

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“…However, screening out the target ions from complex compounds rapidly and distinguishing isomers with different positions of the same substituent are very difficult in UHPLC-QTOF-MS/MS analysis. To solve these two problems, many methods, including mass defect filter, diagnostic product ions (DPIs), and ion mobility mass spectrometry, have been established (Ahmed et al, 2019;Fu et al, 2019;Garran et al, 2019;McCullagh, Pereira, & Yariwake, 2019;Shen et al, 2018).…”

mentioning

confidence: 99%

Chemical composition and anti‐complement activity of Glechomae Herba collected in different months

Luo

Wen

Yang

et al. 2020

Biomedical Chromatography

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Glechomae Herba (GH) is derived from the dried aerial part of Glechoma longituba (Nakai) Kupr., which is harvested from spring to autumn. It has the effects of clearing heat and detoxification. The aim of this paper was to study the chemical composition and the anti‐complement activity of GH collected in different months. Ultra‐high‐performance liquid chromatography coupled to quadrupole time‐of‐flight tandem mass spectrometry based on predicted compounds screening and diagnostic ion filter strategy was developed for identifying the chemical composition of GH collected in different months. A total of 102 compounds—40 chlorogenic acids (CGAs), 32 phenolic acids, and 30 flavonoids—were reasonably identified in GH. Thirty‐four CGAs were discovered in GH for the first time. The correlations between chemical compositions and anti‐complement activities of GH collected in different months were analyzed. Phenolic acids and flavonoids were found to be negatively correlated with anti‐complement activity, and CGAs were positively correlated with anti‐complement activity. At the same time, six CGA standards had obvious anti‐complement activity. It was demonstrated that different harvest months had a significant impact on the difference in chemical composition and anti‐complement activity of GH. And CGAs might play an important role in the anti‐complement activity of GH.

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Elucidation of metabolite isomers of Leonurus japonicus and Leonurus cardiaca using discriminating metabolite isomerism strategy based on ultra-high performance liquid chromatography tandem quadrupole time-of-flight mass spectrometry

Cited by 39 publications

References 45 publications

Superior Antioxidant Capacity of Berberis iliensis—HPLC-Q-TOF-MS Based Phytochemical Studies and Spectrophotometric Determinations

Superior Antioxidant Capacity of Berberis iliensis—HPLC-Q-TOF-MS Based Phytochemical Studies and Spectrophotometric Determinations

Characterization of polymeric phenolic acids and flavonoids in Clerodendranthi Spicati Herba using ultrahigh‐performance liquid chromatography coupled to quadrupole time‐of‐flight tandem mass spectrometry with target and nontarget data mining strategy

Chemical composition and anti‐complement activity of Glechomae Herba collected in different months

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