Systematic identification of flavonols, flavonol glycosides, triterpene and siraitic acid glycosides from Siraitia grosvenorii using high-performance liquid chromatography/quadrupole-time-of-flight mass spectrometry combined with a screening strategy

Qing, Zhixing; Zhao, Huan; Tang, Qi; Mo, Changming; Huang, Peng; Cheng, Pi; Yang, Peng; Yang, Xue-Yi; Liu, Xiubin; Zheng, Yan; Zeng, Jianguo

doi:10.1016/j.jpba.2017.01.059

Cited by 45 publications

(34 citation statements)

References 28 publications

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“…The accurate-target method is a means to identify compounds that have been reported in specific plants from previous studies, however, this method is only suited for well-known compounds and does not work for unknown compounds [24]. The extensive-target method is a relatively comprehensive means to screen similar compounds, resulting in the formation of a series of theoretical exact masses by combining known skeletons with common substituent groups in specific plants and, then, screening the theoretical calculated mass from TIC to discover the potential molecular candidates [25]. The above three methods have been used individually for screening metabolites in specific plants, however, systematic detection of compounds by combining the three methods has rarely been reported.…”

Section: Introductionmentioning

confidence: 99%

Systematic Detection and Identification of Bioactive Ingredients from Citrus aurantium L. var. amara Using HPLC-Q-TOF-MS Combined with a Screening Method

Miao-fen

Liu

et al. 2020

Molecules

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Bitter orange, Citrus aurantium L. var. amara (CAVA), is an important crop and its flowers and fruits are widely used in China as a food spice, as well as in traditional Chinese medicine, due to its health-promoting properties. The secondary metabolites that are present in plant-derived foods or medicines are, in part, responsible for the health benefits and desirable flavor profiles. Nevertheless, detailed information about the bioactive ingredients in CAVA is scarce. Therefore, this study was aimed at exploring the phytochemicals of CAVA by high performance liquid chromatography/quadrupole time-of-flight mass spectrometry (HPLC-Q-TOF-MS). Here, a systematic screening method combined with HPLC-Q-TOF-MS was presented. This technique was used to systematically screen metabolites, primarily from the complex matrix of CAVA, and to identify these compounds by their exact masses, characteristic fragment ions, and fragmentation behaviors. A total of 295 metabolites were screened by the screening method and 89 phytochemicals were identified in the flowers, fruits, roots, leaves, and branches of CAVA. For the first time, 69 phytochemicals (flavonoids, alkaloids, terpenoids, etc.) were reported from CAVA. The results highlight the importance of CAVA as a source of secondary metabolites in the food, medicine, and nutraceutical industries.

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Section: Introductionmentioning

confidence: 99%

Systematic Detection and Identification of Bioactive Ingredients from Citrus aurantium L. var. amara Using HPLC-Q-TOF-MS Combined with a Screening Method

Miao-fen

Liu

et al. 2020

Molecules

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“…Peaks 16 and 18 (282 nm, 328 nm) had the same protonated ion at m/z 581 (C 27 H 32 O 14 ), and the fragment ions at m/z 435, m/z 419 and m/z 273 indicated losses of rhamnose (146 Da) and glucose groups (162 Da). According to previous research , peaks 16 and 18 were identified as narirutin and narigin, respectively. Similarly, peak 22 (C 28 H 34 O 15 ) was identified as neohesperidin.…”

Section: Resultsmentioning

confidence: 89%

“…Flavanone derivatives had been reported in the previous literature [3]. In this study, five of these derivatives were analyzed.…”

Section: Flavanone Derivativesmentioning

confidence: 99%

“…The chemical constituents and pharmacological effects of S. grosvenorii fruit have been extensively studied. Triterpene glycosides, especially cucurbitane mogrosides, are mainly responsible for the anti‐asthma, antioxidant, anti‐diabetes, and anti‐tumour bioactivities of this fruit . However, as a potential bioactive resource, few studies on the phytochemical profiles of S. grosvenorii leaves (SGL) have been carried out, and even fewer studies have been conducted on flavonoids .…”

Section: Introductionmentioning

confidence: 99%

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Systematic characterization of flavonoids from Siraitia grosvenorii leaf extract using an integrated strategy of high‐speed counter‐current chromatography combined with ultra high performance liquid chromatography and electrospray ionization quadrupole time‐of‐flight mass spectrometry

Lü

Zhu

et al. 2020

J of Separation Science

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The chemical constituents of the Siraitia grosvenorii leaf extract were studied. Firstly, high‐speed counter‐current chromatography was applied to the one‐step separation of four compounds from S. grosvenorii leaf extract with the solvent system composed of 0.01% acetic acid water/n‐butanol/n‐hexane/methanol (5:3:1:1, v/v/v/v). In this work, 270 mg of crude sample yielded four compounds, a new kaempferol O‐glycoside derivative, kaempferol 3‐O‐α‐L‐[4‐O‐(4‐carboxy‐3‐hydroxy‐3‐methylbutanoyl)]‐rhamnopyranoside‐7‐O‐α‐L‐rhamnopyranoside, named kaempferitrin A (2.1 mg, 90%), and three known compounds, grosvenorine (3.4 mg, 93%), kaempferitrin (14.4 mg, 99%) and afzelin (4 mg, 98%), and the structures of these compounds were identified by NMR spectroscopy and mass spectrometry. Then, ultra high performance liquid chromatography with electrospray ionization quadrupole time‐of‐flight mass spectrometry was used to illustrate the dominant flavonoids in S. grosvenorii leaf extract. 34 flavonoids including 19 kaempferol O‐glycosides, 4 quercetin O‐glycosides, 6 flavanone derivatives, and 5 polymethoxyflavones, were accurately or tentatively identified by carefully comparing their retention times, UV data, precise masses, the typical fragments of the standards and literature data. Most of these compounds were reported for the first time. This study establishes a foundation for the further development and utilization of S. grosvenorii leaves in future.

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“…It has been used for the analysis of Chinese traditional medicines [ 13 ], propolis [ 14 ] and plant extracts [ 15 ]. It is generally difficult to identify highly polar triterpenoids, flavonols and siraitic acid glycosides using conventional phytochemical methods, so it is necessary to identify these chemicals by LC-Q-TOF /MS [ 16 ].…”

Section: Introductionmentioning

confidence: 99%

Rapid Determination of Major Compounds in the Ethanol Extract of Geopropolis from Malaysian Stingless Bees, Heterotrigona itama, by UHPLC-Q-TOF/MS and NMR

LingLing

Sun

et al. 2017

Molecules

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A reliable, rapid analytical method was established for the characterization of constituents of the ethanol extract of geopropolis (EEGP) produced by Malaysian stingless bees—Heterotrigona itama—by combining ultra-high-performance liquid chromatography with quadruple time-of-flight mass spectrometry (UHPLC-Q-TOF/MS). Based on known standards, the online METLIN database, and published literature, 28 compounds were confirmed. Phenolic acids, flavones, triterpenes and phytosterol were identified or tentatively identified using characteristic diagnostic fragment ions. The results indicated that terpenoids were the main components of EEGP, accompanied by low levels of phenolic acids, flavonoids, and phytosterol. Two major components were further purified by preparative high-performance liquid chromatography (PHPLC) and identified by nuclear magnetic resonance (NMR) as 24(E)-cycloart-24-ene-26-ol-3-one and 20-hydroxy-24-dammaren-3-one. These two triterpenes, confirmed in this geopropolis for the first time, are potential chemical markers for the identification of geopropolis from Malaysian stingless bees, H. itama.

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Systematic identification of flavonols, flavonol glycosides, triterpene and siraitic acid glycosides from Siraitia grosvenorii using high-performance liquid chromatography/quadrupole-time-of-flight mass spectrometry combined with a screening strategy

Cited by 45 publications

References 28 publications

Systematic Detection and Identification of Bioactive Ingredients from Citrus aurantium L. var. amara Using HPLC-Q-TOF-MS Combined with a Screening Method

Systematic Detection and Identification of Bioactive Ingredients from Citrus aurantium L. var. amara Using HPLC-Q-TOF-MS Combined with a Screening Method

Systematic characterization of flavonoids from Siraitia grosvenorii leaf extract using an integrated strategy of high‐speed counter‐current chromatography combined with ultra high performance liquid chromatography and electrospray ionization quadrupole time‐of‐flight mass spectrometry

Rapid Determination of Major Compounds in the Ethanol Extract of Geopropolis from Malaysian Stingless Bees, Heterotrigona itama, by UHPLC-Q-TOF/MS and NMR

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