Techniques for the analysis of pentacyclic triterpenoids in medicinal plants

Xu, Congcong; Bing, Wang; Pu, Yang; Jiang, Tao; Zhang, Tong

doi:10.1002/jssc.201700201

Cited by 50 publications

(28 citation statements)

References 132 publications

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“…Practically in all papers, one or both acids were first isolated using repetitive chromatography and identified by comparison with spectroscopic data reported in the literature [17]. Then, quantitation of both acids in the plant extract was achieved by chromatographic techniques reviewed by Xu et al [18]. Recent examples are reported below.…”

Section: Introductionmentioning

confidence: 99%

“…Identification and quantitation of the two triterpene acids in various plant extracts have been undertaken as follows: isolation of each acid by repeated chromatography, identification by spectroscopic techniques, and then quantitation by HPLC or TLC and punctually GC-MS after derivatization [18]. All these techniques are known to give accurate results but they are also time-consuming.…”

Section: Introductionmentioning

confidence: 99%

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Identification and Quantitation of Ursolic and Oleanolic Acids in Ilex aquifolium L. Leaf Extracts Using 13C and 1H-NMR Spectroscopy

2019

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Leaves of Ilex aquifolium L. have been used for their therapeutic properties. In previous studies, components contained in the leaves were first isolated by various chromatographic techniques. Then, quantitation of oleanolic and ursolic acids, which are responsible for the biological and therapeutic activities of the plant, was performed by HPLC, HPTLC, and somewhat by GC-MS. Our objective was to develop a simple method that allows the identification of compounds contained in the leaves of Corsican I. aquifolium and to quantify ursolic and oleanolic acids. Leaves were successively extracted with hexane and dichloromethane. The extracts were chromatographed on silica gel and the fractions of column chromatography submitted to 13C-NMR analysis, following a computerized method developed in the laboratory. 13C-NMR allowed the identification of various triterpenes including ursolic acid and oleanolic acid. Quantitation of both acids was achieved, for the first time, by 1H-NMR after validation of the method (accuracy, precision, linearity, limit of detection and limit of quantitation). Ursolic and oleanolic acids accounted for 55.3% and 20.8% of the dichloromethane extract, respectively. This represents 1.3% and 0.5% of the mass of dried leaves. 1H-NMR spectroscopy appeared as a powerful tool for a rapid quantitation of biologically active compounds from I. aquifolium.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Identification and Quantitation of Ursolic and Oleanolic Acids in Ilex aquifolium L. Leaf Extracts Using 13C and 1H-NMR Spectroscopy

2019

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“…In this research, a total of 43 triterpenoid acids, which originated from FXZ, MBZ, WLZ, RX, and MY, have been unambiguously or tentatively identified in XJC. They have a wide range of useful biological properties including anti‐inflammatory, antioxidant, anti‐asthmatic, and anti‐tumour activities . According to the different skeleton structures, they were divided into oleanane‐(α)‐type, ursane‐(β)‐type, tirucallane‐type, and lupane‐type triterpenoid acids as well as other types .…”

Section: Resultsmentioning

confidence: 99%

Comprehensive characterization of multiple components and metabolites of Xiaojin Capsule based on ultra high performance liquid chromatography coupled with quadrupole time‐of‐flight mass spectrometry

Wang

Cheng

et al. 2019

J of Separation Science

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Xiaojin Capsule, a classic traditional Chinese medicine formula, has been used to treat mammary cancer, thyroid nodules, and hyperplasia of the mammary glands. However, its systematic chemical information remained unclear, which hindered the interpretation of the pharmacology and the mechanism of action of this drug. In this research, an ultra high performance liquid chromatography coupled with a quadrupole time‐of‐flight mass spectrometry method was developed to identify the complicated components and metabolites of Xiaojin Capsule. Two acquisition modes, including the MSEnergy mode and fast data directed acquisition mode, were utilized for chemical profiling. As a result, 156 compounds were unambiguously or tentatively identified by comparing their retention times and mass spectrometry data with those of reference standards or literature. After the oral administration of Xiaojin Capsule, 53 constituents, including 24 prototype compounds and 29 metabolites, were detected in rat plasma. The obtained results were beneficial for a better understanding of the therapeutic basis of Xiaojin Capsule. A high‐resolution and efficient separation method was firstly established for systematically characterizing the compounds of Xiaojin Capsule and the associated metabolites in vivo, which could be helpful for quality control and pharmacokinetic studies of this medicine.

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“…Protostane‐type triterpenoind is an isomer of dammarane‐type triterpenoids, featuring α ‐configurations of 8‐CH 3 and 13‐H, and β ‐configurations of 9‐H and 14‐CH 3 . As characteristic constituents of the genus Alisma (Hur, Choi, & Park, 2007; Jiang et al, 2006), protostane‐type triterpenoids have a variety of functions, such as anti‐inflammatory, antibacterial, antioxidation, and antitumor activities (Na et al, 2016; Xu, Wang, Pu, Tao, & Zhang, 2018; Zhang, Men, & Lei, 2014).…”

Section: Phytochemical Constituents Of the Genus Alismamentioning

confidence: 99%

Alisma genus: Phytochemical constituents, biosynthesis, and biological activities

Feng

Liu

Huo

et al. 2020

Phytotherapy Research

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The genus Alisma contains 11 species distributed worldwide, of which at least two species (A. orientale [Sam.] Juzep. and A. plantago‐aquatica Linn.) have been used as common herbal medicines. Secondary metabolites obtained from the genus Alisma are considered to be the material basis for the various biological functions and medicinal applications. In this review, we mainly focused on the recent investigations of secondary metabolites from plants of the genus Alisma and their biological activities, with the highlighting on the diversity of the chemical structures, the biosynthesis of interesting secondary metabolites, the biological activities, and the relationships between structures and bioactivities.

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Techniques for the analysis of pentacyclic triterpenoids in medicinal plants

Cited by 50 publications

References 132 publications

Identification and Quantitation of Ursolic and Oleanolic Acids in Ilex aquifolium L. Leaf Extracts Using 13C and 1H-NMR Spectroscopy

Identification and Quantitation of Ursolic and Oleanolic Acids in Ilex aquifolium L. Leaf Extracts Using 13C and 1H-NMR Spectroscopy

Comprehensive characterization of multiple components and metabolites of Xiaojin Capsule based on ultra high performance liquid chromatography coupled with quadrupole time‐of‐flight mass spectrometry

Alisma genus: Phytochemical constituents, biosynthesis, and biological activities

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