Rapid Discovery of the Potential Toxic Compounds in Polygonum multiflorum by UHPLC/Q-Orbitrap-MS-Based Metabolomics and Correlation Analysis

Han, Lifeng; Wang, Piao; Wang, Yulan; Zhao, Qianyu; Zheng, Fang; Dou, Zhiying; Yang, Wenzhi; Hu, Limin; Liu, Caixiang

doi:10.3389/fphar.2019.00329

Cited by 31 publications

(20 citation statements)

References 42 publications

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“…The identification of the major constituents of the extracts was performed in the negative ionisation mode, which was found to contain a larger number of signals in contrast to the positive mode. Similar to other authors, anthraquinones and single phenolics were determined in the negative ionisation mode [24]. Only flavonoids were visible in both positive and negative ionisation modes, which was helpful in the identification of this group of secondary metabolites.…”

Section: Resultssupporting

confidence: 52%

“…Compared to other rhubarbs from the same genus, the heart-shaped rhubarb contains only small quantities of resveratrol and its derivatives. The authors identified trans- resveratrol and tetrahydroxystilbene- O -(acetyl)-hexose as the stilbene derivatives present in the extracts [24, 27]. Both compounds were traced in the roots and in the stems, and their quantity was close to the methods' limit of detection in the remaining organs.…”

Section: Resultsmentioning

confidence: 99%

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Phytochemical and Antioxidant Studies on a Rare Rheum cordatum Losinsk. Species from Kazakhstan

Zhumashova

Kukuła-Koch

Koch

et al. 2019

Oxidative Medicine and Cellular Longevity

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An optimisation of extraction towards an increased antioxidant capacity and the study on the extracts' composition by HPLC-ESI-Q-TOF-MS were performed on different organs of a rarely studied plant: Rheum cordatum Losinsk (Polygonaceae) growing in Kazakhstan. More than 20 compounds from anthraquinones and phenolics were identified in an optimised method. The plant was proven to contain a wide variety of phenolic compounds (catechins, flavonoids, and their glucosides and phenolic acids) in contrast to the anthraquinone composition, which was mainly represented by emodin and its analogues. The results of the studies could determine the plant as a rich source of pharmacologically precious polyphenols. It was evidenced that the extracting solvents, the time of collection, and the organs tested affected both the chemical content and the antioxidant potential of the extracts. Ethanol : water (50 : 50 v/v) was selected as the most beneficial extractant for all metabolites, and based on the principal component analysis of raw data, the radical scavenging potential of the plant was strictly related to the presence of epicatechin gallate (ECG), kaempferol glucoside, and epigallocatechin gallate (EGCG) occurring in this extract at the concentration of 1.69-5%, 0.16-0.47%, and 0.001-2.93%, respectively.

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Section: Resultssupporting

confidence: 52%

Section: Resultsmentioning

confidence: 99%

Phytochemical and Antioxidant Studies on a Rare Rheum cordatum Losinsk. Species from Kazakhstan

Zhumashova

Kukuła-Koch

Koch

et al. 2019

Oxidative Medicine and Cellular Longevity

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“…According to the literature [9], the best processing technology for PMR process was to steam for 24h in order to eliminate the potential hepatotoxicity of PM. Further analysis was performed by focusing on the 45 samples of PMRP using the water steaming method, since this processing technology is the most commonly used and has been recommended by Chinese Pharmacopoeia.…”

Section: Quanti Cation Of 6 Dianthrones In 86 Batches Of Commercial Pmrpmentioning

confidence: 99%

“…The chemical composition of PMR can be signi cantly altered after processing, and then the hepatotoxicity of PMR can be minimized accordingly. Some studies have shown that the processing could result to a decrease of some compounds, such as 2, 3, 5, 4'-tetrahydroxystilbene-2-O-β-D-glucopyranoside (THSG), emodin-8-O-β-D-glucoside, catechin, epicatechin, and physcion-8-O-β-D-glucopyranoside, whereas these compounds did not disappear [2,[9][10]. These studies demonstrated that there may be no direct link between these compounds and PMRinduced liver injury.…”

Section: Introductionmentioning

confidence: 99%

UHPLC-QQQ-MS/MS assay for quantification of dianthrones as potential toxic markers of Polygonum multiflorum Thunb: Application to the standardization of TCMs with endogenous toxicity

Yang¹,

Song²,

Liu³

et al. 2021

Preprint

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Background: The raw and processed roots of Polygonum multiflorum Thunb (PM) are commonly used in clinical practice to treat diverse diseases; however, the reports of hepatotoxicity induced by Polygoni Multiflori Radix (PMR) and Polygoni Multiflori Radix Praeparata (PMRP) have emerged worldwide. Thus, it is necessary for researcher to explore the methods to improve its quality standards and further ensure its quality and treatment effect.Methods: In the present study, an ultra-high-performance liquid chromatography coupled with triple quadrupole mass spectrometry (UHPLC-QQQ- MS/MS) method has been optimized and validated for the determination of dianthrones in PMR and PMRP, using bianthronyl as the internal standard. Chromatographic separation with a gradient mobile phase (A: acetonitrile and B: water containing 0.1% formic acid (v/v)) at a flow rate of 0.25 mL/min was achieved on a Waters Acquilty UPLC BEH b) C18 column (2.1 mm × 50 mm, 1.7 µm). A triple quadrupole mass spectrometer (TQMS) was operated in negative ionization mode with multiple reaction monitoring for the quantitative analysis of six dianthrones. Meanwhile, compounds 5 and 6 were further evaluated for cytotoxicity of HepaRG cells by CCK8 assay.Results: The UHPLC-QQQ-MS/MS method was first developed to simultaneous determination of six dianthrones in PMR and PMRP, namely polygonumnolides C1–C4 (1–4), trans-emodin dianthrones (5), and cis-emodin dianthrones (6). The contents of 1~6 in 90 batches of PMR were in the range of 0.027-19.04, 0.022-13.86, 0.073 -15.53, 0.034 -23.35, 0.38-83.67 and 0.29 -67.00 µg/g, respectively. The contents of 1~6 in 86 batches of commercial PMRP were in the range of 0.020-13.03, 0.051-8.94, 0.022-7.23, 0.030 -12.75, 0.098-28.54 and 0.14-27.79 µg/g, respectively. The six dianthrones were almost completely gone after reasonable processing for 24 h. Meanwhile, compounds 5 and 6 showed the inhibitory activity against HepaRG cells with the IC50 values of 10.98 and 15.45 μM, respectively. Furthermore, a systematic five-step strategy to realize the standardization of TCMs with endogenous toxicity is proposed for the first time, involving the establishment of determination methods, determination of the toxic markers, the standardization of processing method, the development of limit standards and benefit-risk assessment.Conclusion: The results of cytotoxicity evaluation of dianthrone indicated that trans-emodin dianthrones (5) and cis-emodin dianthrones (6) could be selected as the toxic markers of PMRP. Taking PMR and PMRP for example, we hope this study provided insight into the standardization and internationalization of endogenous toxic TCMs, with the main purpose of improving public health by scientifically using TCMs to treat diverse complex diseases in future.

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“…Compared with traditional research methods, this research method has more comprehensive and more efficient analysis results and plays a very good role in promoting basic research on the quality of traditional Chinese medicine. It has become a new trend and hot spot in the research of active ingredients of traditional Chinese medicine in recent years [14,15]. We used ultra-performance liquid chromatography-quadrupole time-of-flight mass spectrometry (UPLC-Q-TOF-MS), an effective technique for the systematic analysis of complex metabolomes, to analyze and identify the chemical components of A. senticosus from different parts of the plant [16,17].…”

Section: Introductionmentioning

confidence: 99%

Different Metabolites in the Roots, Seeds, and Leaves of Acanthopanax senticosus and Their Role in Alleviating Oxidative Stress

Wang²,

et al. 2021

Journal of Analytical Methods in Chemistry

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In this study, we examined the metabolites from different parts of Acanthopanax senticosus and their role in alleviating damage caused by oxidative stress. We used UHPLC-QTOF-MS to analyze the chemical components in the root, seed, and leaf extracts of A. senticosus. Two multivariate statistical analysis methods—namely, principal component analysis and partial least square discriminant analysis—were used to distinguish the samples obtained from different parts of the plant. Using univariate statistics, 130 different metabolites were screened out. Among these, the relative content of flavonoids and terpenoids was found to be highest in the leaves, the lignin and phenolic acid content was highest in the roots, and the amino acid and phenolic acid levels were highest in seeds. An MTT assay was used to test the anti-H2O2 oxidative damage to PC12 cells in different parts of the sample. Lastly, using Pearson’s correlation analysis, various metabolites from different parts of A. senticosus were correlated with their antioxidant effects from the corresponding parts. Fifty-two related different metabolites were found, of which 20 metabolites that were positively correlated to oxidative stress were present at a relatively higher level in the roots, whereas 32 metabolites that were negatively correlated were present at relatively higher levels in the seeds and leaves. The results of this study reveal the distribution characteristics and the antioxidant activity of different metabolites of A. senticosus and provide a reference for the rational development of its medicinal parts.

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Rapid Discovery of the Potential Toxic Compounds in Polygonum multiflorum by UHPLC/Q-Orbitrap-MS-Based Metabolomics and Correlation Analysis

Cited by 31 publications

References 42 publications

Phytochemical and Antioxidant Studies on a Rare Rheum cordatum Losinsk. Species from Kazakhstan

Phytochemical and Antioxidant Studies on a Rare Rheum cordatum Losinsk. Species from Kazakhstan

UHPLC-QQQ-MS/MS assay for quantification of dianthrones as potential toxic markers of Polygonum multiflorum Thunb: Application to the standardization of TCMs with endogenous toxicity

Different Metabolites in the Roots, Seeds, and Leaves of Acanthopanax senticosus and Their Role in Alleviating Oxidative Stress

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Rapid Discovery of the Potential Toxic Compounds in Polygonum multiflorum by UHPLC/Q-Orbitrap-MS-Based Metabolomics and Correlation Analysis

Cited by 31 publications

References 42 publications

Phytochemical and Antioxidant Studies on a Rare Rheum cordatum Losinsk. Species from Kazakhstan

Phytochemical and Antioxidant Studies on a Rare Rheum cordatum Losinsk. Species from Kazakhstan

UHPLC-QQQ-MS/MS assay for quantification of dianthrones as&nbsp;potential toxic markers of Polygonum multiflorum Thunb: Application to the standardization of TCMs with endogenous toxicity

Different Metabolites in the Roots, Seeds, and Leaves of Acanthopanax senticosus and Their Role in Alleviating Oxidative Stress

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UHPLC-QQQ-MS/MS assay for quantification of dianthrones as potential toxic markers of Polygonum multiflorum Thunb: Application to the standardization of TCMs with endogenous toxicity