A high-throughput metabolomics approach for the comprehensive differentiation of four Pulsatilla Adans herbs combined with a nontargeted bidirectional screen for rapid identification of triterpenoid saponins

Zhang, Wendan; Jiang, Honghong; Yang, Jianxi; Song, Guohe; Wen, Di; Liu, Wenqiao; Jin, Miaomiao; Wang, Qiao; Du, Yingfeng; Sun, Qian; Cao, Liang; Xu, Huijun

doi:10.1007/s00216-019-01631-6

Cited by 21 publications

(15 citation statements)

References 41 publications

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“…Whereas the successive losses of sugar moieties, such as 162 Da (-Glc), 146 Da (-Rha) or 132 Da (-Ara) correspond to the sequence and composition of sugar fragments linked to C-3 16 . According to the literature data, the majority of saponins with a molecular weight higher than 1000 Da found in Pulsatilla taxa were determined to be bidesmosidic saponins substituted at both C-3 and C-28 positions with oligosaccharides 19 .…”

Section: Resultsmentioning

confidence: 99%

“… Pulsatilloside D (3- O -glucopyranosyl—arabinopyranosyl – 23-hydroxybetulinic acid 28- O -rhamnopyranosyl(1–4)-glucopyranosyl(1–6)-glucopyranosyl ester) 29.407 C59H96O27 1236.6207 1235.6207 765.4164; 603.3685; 471.1480; 469.1372; 451.1337 + + 18 , 19 , 21 28. 3- O - arabinopyranosyl - bayogenin 28- O -rhamnopyranosyl(1–4)-glucopyranosyl(1–6)-glucopyranosyl ester 29.899 C53H86O23 1090.5632 1089.5632 619.3765; 473.4086; 471.1748; 469.1635; 478.4177 + + 18 , 19 29. Leonloside D (3- O -glucopyranosyl—arabinopyranosyl – hederagenin 28- O -rhamnopyranosyl(1–4)-glucopyranosyl(1–6)-glucopyranosyl ester) 30.282 C59H96O27 1236.6207 1235.6207 765.4365; 603.3756; 471.1528; 469.1538; 451.1649 + + 14 , 18 , 19 30.…”

Section: Resultsmentioning

confidence: 99%

“… Hederacoside C (3- O - arabinopyranosyl- rhamnopyranosyl hederagenin 28- O -rhamnopyranosyl(1–4)-glucopyranosyl(1–6)-glucopyranosyl ester) / Anemoside B4 (3- O - arabinopyranosyl- rhamnopyranosyl 23-hydroxybetulinic acid 28- O -rhamnopyranosyl(1–4)-glucopyranosyl(1–6)-glucopyranosyl ester) 33.025 C59H96O26 1220.6263 1219.6263 749.4374; 471.1673; 469.1582 + − 18 , 21 , 22 33. O - arabinopyranosyl – glucopyranosyl 23-hydroxybetulinic acid ester 33.510 C41H66O13 766.4445 811.4601 [M + HCOO] - 765.4445; 603.3898; 585.3713; 453.3383 + − 18 , 19 34. Dehydrodiferulic acid isomer 1 33.571 C20H18O8 386.0992 385.0992 193.0515; 161.0237; 134.0391 − + 58 , 26 35.…”

Section: Resultsmentioning

confidence: 99%

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Extracts from Pulsatilla patens target cancer-related signaling pathways in HeLa cells

Łaska

Maciejewska-Turska

Sieniawska

et al. 2021

Sci Rep

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The purpose of this study was to determine if a methanolic extract of the Pulsatilla patens (L.) Mill. can inhibit the progression of cancer through the modulation of cancer-related metabolic signaling pathways. We analyzed a panel of 13 inducible luciferase reporter gene vectors which expression is driven by enhancer elements that bind to specific transcription factors for the evaluation of the activity of cancer signaling pathways. The root extract of P. patens exhibited strong inhibition of several signaling pathways in HeLa cells, a cervical cancer cell line, and was found to be the most potent in inhibiting the activation of Stat3, Smad, AP-1, NF-κB, MYC, Ets, Wnt and Hdghog, at a concentration of 40 µg/mL. The methanolic extracts of P. patens enhanced apoptotic death, deregulated cellular proliferation, differentiation, and progression towards the neoplastic phenotype by altering key signaling molecules required for cell cycle progression. This is the first study to report the influence of Pulsatilla species on cancer signaling pathways. Further, our detailed phytochemical analysis of the methanolic extracts of the P. patens allowed to deduce that compounds, which strongly suppressed the growth and proliferation of HeLa cancer cells were mainly triterpenoid saponins accompanied by phenolic acids.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

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Extracts from Pulsatilla patens target cancer-related signaling pathways in HeLa cells

Łaska

Maciejewska-Turska

Sieniawska

et al. 2021

Sci Rep

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“…Although the TLC and DNA barcoding techniques were more objective and accurate compared to other approaches, the results lacked integrated adequate chemical information, and could not screen chemical markers to identify and classify different species in an efficient and swift manner. Metabolomics revealed the global chemical profiling of TCM and the raw data could be further analyzed with multivariate statistical analysis for the screening of chemical markers among different species or sources [19].…”

Section: Introductionmentioning

confidence: 99%

Metabolomics Combined with Multivariate Statistical Analysis for Screening of Chemical Markers between Gentiana scabra and Gentiana rigescens

Zhang

Wei

et al. 2020

Molecules

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Gentianae Radix et Rhizome (Longdan in Chinese, GRR) in Chinese Pharmacopoeia is derived from the dried roots and rhizomes of Gentiana scabra and G. rigescens, that have long been used for heat-clearing and damp-drying in the medicinal history of China. However, the characterization of the chemical components of two species and the screening of chemical markers still remain unsolved. In current research, the identification and characterization of chemical components of two species was performed using ultra-high-performance liquid chromatography (UHPLC) coupled with linear ion trap-Orbitrap (LTQ-Orbitrap) mass spectrometry. Subsequently, the chemical markers of two species were screened based on metabolomics and multivariate statistical analysis. In total, 87 chemical constituents were characterized in G. scabra (65 chemical constituents) and G. rigescens (51 chemical constituents), with 29 common chemical constituents being discovered. Thereafter, 11 differential characteristic components which could differentiate the two species were designated with orthogonal partial least squares discriminant analysis (OPLS-DA) and random forest (RF) iterative modeling. Finally, seven characteristic components identified as (+)-syringaresinol, lutonarin, trifloroside, 4-O-β-d-glu-trifloroside, 4″-O-β-d-glucopyranosy1-6′-O-(4-O-β-d-glucaffeoyl)-linearroside, macrophylloside a and scabraside were selected as the chemical markers for the recognition of two Gentiana species. It was implied that the results could distinguish the GRR derived from different botanical sources, and also be beneficial in the rational clinical use of GRR.

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“…Furthermore, Q‐Exactive Orbitrap mass spectrometer can provide higher resolution and more reliable quality accuracy . Q‐Exactive Orbitrap‐MS has shown merits in meeting the untargeted screening and characterising metabolites . Therefore, Q‐Exactive Orbitrap‐MS has been successfully applied to the identification of complex metabolites …”

Section: Introductionmentioning

confidence: 99%

Characterisation of hederacoside C metabolites using ultrahigh‐performance liquid chromatography quadrupole Orbitrap mass spectrometry based on automatic fragment ion search

Jiang

Yang

Zhang

et al. 2020

Phytochemical Analysis

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Introduction Hederacoside C (HDC) is a bioactive natural triterpenoid saponins constituent originating from traditional Chinese medicines, playing an important role in the treatment of acute respiratory infections and chronic inflammatory bronchitis. Meanwhile, it is recognised by Korea as a botanical drug. Objectives In order to develop an integrated template approach to analysing screening and identification of the metabolites of traditional Chinese medicines. This study will provide available information for further pharmaceutical studies of HDC and other triterpene saponins. Methodology An analysis strategy based on ultrahigh‐performance liquid chromatography quadrupole Orbitrap mass spectrometry (UHPLC‐Q‐Orbitrap‐MS) technique combined with automatic fragment ion search (FISh) was firstly exploited for the characterisation metabolites of HDC in vivo and in vitro. Accurate full mass scan combined with an on‐line FISh annotations approach was developed to rapidly identify all the potential metabolites of HDC. Furthermore, FISh accurately located the structure of the target compound in a large number of mass spectral data. Results A total of 34 metabolites were detected and tentatively identified by analysing comprehensive biological samples. The results clearly demonstrated that HDC underwent general metabolic reactions including dealkylation, reduction, oxidation, desaturation, dehydration, cysteine conjugation, GSH conjugation, taurine conjugation, and glycine conjugation to produce 26 phase I and eight phase II metabolites. Conclusion In the present study, UHPLC‐Q‐Exactive Orbitrap MS technique combined with FISh provided a rapid and efficient platform to characterise metabolites of HDC in vivo and in vitro. The proposed method could develop an integrated template approach to screen and identify the constituents and metabolites of traditional Chinese medicines.

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A high-throughput metabolomics approach for the comprehensive differentiation of four Pulsatilla Adans herbs combined with a nontargeted bidirectional screen for rapid identification of triterpenoid saponins

Cited by 21 publications

References 41 publications

Extracts from Pulsatilla patens target cancer-related signaling pathways in HeLa cells

Extracts from Pulsatilla patens target cancer-related signaling pathways in HeLa cells

Metabolomics Combined with Multivariate Statistical Analysis for Screening of Chemical Markers between Gentiana scabra and Gentiana rigescens

Characterisation of hederacoside C metabolites using ultrahigh‐performance liquid chromatography quadrupole Orbitrap mass spectrometry based on automatic fragment ion search

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