Identification and quantification of hydroxycinnamoylated catechins in tea by targeted UPLC-MS using synthesized standards and their potential use in discrimination of tea varieties

Wei, Wang; Zhang, Peng; Liu, Xiaohuan; Ke, Jia-Ping; Zhuang, Juhua; Ho, Chi‐Tang; Xie, Zhongwen; Bao, Guan‐Hu

doi:10.1016/j.lwt.2021.110963

Cited by 9 publications

(10 citation statements)

References 37 publications

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“…The structural modification on flavonoid basic skeleton contains methylation, carboxylation, esterification, glycosylation, B-ring fission, nucleophilic substitution and polymerization, etc. − The structural diversity of flavonoids originates from the biosynthesis in different plant species and distribution differences in different parts of plant tissue . Then, food processing manners, such as thermal treatments, homogenization, baking, brewing, and storage, etc., can also promote the interaction of food components and change the existing forms of flavonoids. , For example, the recently discovered fatty alcohol, monoterpenoid, and menthane-conjugated flavan-3-ols from Amomum Tsao-ko are considered to come from the interaction between fatty alcohols, terpenoids, and catechins, respectively. − In a previous study, the accumulation of ester-flavoalkaloids in tea products was found mainly due to heating during tea processing, which has aroused our interest in the interaction among different tea major polyphenols to produce novel flavonoids conjugates …”

Section: Introductionmentioning

confidence: 99%

Discovery and Targeted Isolation of Phenylpropanoid-Substituted Ester-Catechins Using UPLC-Q/TOF-HRMS/MS-Based Molecular Networks: Implication of the Reaction Mechanism among Polyphenols during Green Tea Processing

Zhang

Chen

et al. 2021

J. Agric. Food Chem.

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Tea is an important beverage source of dietary polyphenols and well known for containing phenolic structure diversity. A series of phenylpropanoid-substituted catechins, flavonols, flavan-3-hexoside, and proanthocyanidin are present in different herbs with various biological activities, inspiring our exploration of phenylpropanoid-substituted ester type of catechins (PSECs) due to the enrichment of galloylated catechins in tea. In this study, we used a guiding–screening–location–isolation integrated route including creating a hypothesized PSEC dataset, MS/MS data acquiring, construction of molecular networks, and traditional column chromatography and preliminarily identified 14 PSECs by MS/MS spectrum. Two of these PSECs were further purified and elucidated by NMR and CD spectra. Further MS detection in tea products and fresh leaves suggests that the production of the two new compounds was enhanced during tea processing. The synthesis mechanism was proposed to obtain these types of components for further investigation on their roles in human health protection. This study provides an example for the exploration of new functional ingredients from food sources guided by MS/MS data-based networking, and also new insights into the reaction mechanism to form new catechin conjugates among polyphenols in green tea.

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Section: Introductionmentioning

confidence: 99%

Discovery and Targeted Isolation of Phenylpropanoid-Substituted Ester-Catechins Using UPLC-Q/TOF-HRMS/MS-Based Molecular Networks: Implication of the Reaction Mechanism among Polyphenols during Green Tea Processing

Zhang

Chen

et al. 2021

J. Agric. Food Chem.

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“…Their purity was detected by HPLC ( Fig. S1-2 ) ( Cheng et al, 2018 ; Gaur et al, 2020 ; Ke et al, 2019 ; Li et al, 2018 ; Wang et al, 2021 ) including the known major tea catechins ECG, EGCG, CG and GCG to perform intracellular inhibition assay. Ebselen [(2-phenyl-1, 2-benzoisoselenazol-3(2H)-one)] was used as the positive control (IC 50 = 69.70 ± 0.28 nM).…”

Section: Resultsmentioning

confidence: 99%

Discovery of Camellia sinensis catechins as SARS-CoV-2 3CL protease inhibitors through molecular docking, intra and extra cellular assays

Liu

Wang

et al. 2022

Phytomedicine

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“…Bao et al have done a lot of work in the separation and identification of new tea polyphenols, and LC-QqQ-MS was often used for the qualitative and quantitative analysis of these new polyphenols [12,16,85,95,96]. For example, they synthesized four hydroxycinnamoylated catechins (HCCs) standards in tea [16]. The total ion chromatogram (TIC), extracted ion chromatograms and MS/MS spectra of the targets in UHPLC-QqQ-MS/MS are shown in Figure 6.…”

Section: Liquid Chromatography-mass Spectrometry (Lc-ms)mentioning

confidence: 99%

“…Accurate analysis technology is crucial to deeply analyse the physiological activity of tea polyphenols and its development and utilization. However, tea contains a lot of polyphenolic compounds, and the content varies greatly (the concentration unit from μg/kg to mg/g) [14,16]. In addition to some abundant tea polyphenols such as catechins and flavonoids, there are also many low-content and unidentified polyphenols in tea.…”

Section: Introductionmentioning

confidence: 99%

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Recent Advances in Analytical Methods for Determination of Polyphenols in Tea: A Comprehensive Review

Sun

Jiang

Kong

et al. 2022

Foods

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Polyphenols, the most abundant components in tea, determine the quality and health function of tea. The analysis of polyphenols in tea is a topic of increasing interest. However, the complexity of the tea matrix, the wide variety of teas, and the difference in determination purposes puts forward higher requirements for the detection of tea polyphenols. Many efforts have been made to provide a highly sensitive and selective analytical method for the determination and characterization of tea polyphenols. In order to provide new insight for the further development of polyphenols in tea, in the present review we summarize the recent literature for the detection of tea polyphenols from the perspectives of determining total polyphenols and individual polyphenols in tea. There are a variety of methods for the analysis of total tea polyphenols, which range from the traditional titration method, to the widely used spectrophotometry based on the color reaction of Folin–Ciocalteu, and then to the current electrochemical sensor for rapid on-site detection. Additionally, the application of improved liquid chromatography (LC) and high-resolution mass spectrometry (HRMS) were emphasized for the simultaneous determination of multiple polyphenols and the identification of novel polyphenols. Finally, a brief outline of future development trends are discussed.

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Identification and quantification of hydroxycinnamoylated catechins in tea by targeted UPLC-MS using synthesized standards and their potential use in discrimination of tea varieties

Cited by 9 publications

References 37 publications

Discovery and Targeted Isolation of Phenylpropanoid-Substituted Ester-Catechins Using UPLC-Q/TOF-HRMS/MS-Based Molecular Networks: Implication of the Reaction Mechanism among Polyphenols during Green Tea Processing

Discovery and Targeted Isolation of Phenylpropanoid-Substituted Ester-Catechins Using UPLC-Q/TOF-HRMS/MS-Based Molecular Networks: Implication of the Reaction Mechanism among Polyphenols during Green Tea Processing

Discovery of Camellia sinensis catechins as SARS-CoV-2 3CL protease inhibitors through molecular docking, intra and extra cellular assays

Recent Advances in Analytical Methods for Determination of Polyphenols in Tea: A Comprehensive Review

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