High throughput identification of pentacyclic triterpenes in Hippophae rhamnoides using multiple neutral loss markers scanning combined with substructure recognition (MNLSR)

Sun, Yan; Feng, Feng; Nie, Bo; Cao, Junling; Zhang, Feng

doi:10.1016/j.talanta.2019.06.011

Cited by 18 publications

(10 citation statements)

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“…Betulonic acid, allobetulin, and allobetulone showed [M + H] + at m / z 455, 443, and 441, respectively. Additionally, a minor fragment ion of [M + H-H 2 O] + was observed with betulonic acid at m / z 437 [34]. A fragment ion of allobetulin was detected at m / z 425, which is probably due to the water loss as well.…”

Section: Resultsmentioning

confidence: 99%

“…In negative ion mode, abundant signals of [M-H] − were detected with betulinic acid at m / z 455 [34] and with betulonic acid at m / z 453 [34] with both toluene and acetone. With toluene, betulin showed a minor [M-H] − at m / z 441, but was not detected with acetone as the dopant.…”

Section: Resultsmentioning

confidence: 99%

“…pendula bark fractions. The detected ion, main MS 2 product ions, suggested ion identity, and level of identification are presentedDetected ionDAPPI-MS 2 main product ionsTentative identificationReference a Level of identification b 442424, 411, 427, 318, 189, 220, 203, 234Betulin M +• –1426204, 411, 189, 218, 383, 408Lupeol M +• –1441423, 411Allobetulone [M + H] + –1443425Allobetulin [M + H] + –1424409, 381, 189[M-H 2 O] + fragment of betulin M +• –2b425407, 217, 189, 191, 205, 203, 201, 177, 245[M + H-H 2 O] + fragment ion from betulin or allobetulin [M + H] + [32–34] (for betulin)3454190, 191, 439, 436, 410, 408, 248Betulonic acid M +• –1455437, 409Betulonic acid [M + H] + [34]1456438, 441, 248, 410, 234Betulinic acid M +• –1457439, 411, 191Betulinic acid [M + H] + [32]1 a Reference not found is marked with - b The levels of identification as presented in ref. [36].…”

Section: Resultsmentioning

confidence: 99%

“…Therefore, it was concluded that the bark samples did not show M +• of allobetulin. The ion at m / z 425 was assumed to be the [M + H-H 2 O] + of betulin [32–34] or allobetulin, as it was observed in the μAPPI experiments with acetone dopant for both compounds (Table 1 and ESM Table S2). The ions at m /z 409 and 411 were typical product ions for many of the triterpenoids (ESM Table S1).…”

Section: Resultsmentioning

confidence: 99%

“…6b, d). Again, the [M + H-H 2 O] + ion at m / z 425 is most likely to originate from betulin [34] or allobetulin [M + H] + (Table 1 and ESM Table S2). The allobetulone [M + H] + ion at m / z 441 was also detected.…”

Section: Resultsmentioning

confidence: 99%

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Chemical profiles of birch and alder bark by ambient mass spectrometry

et al. 2019

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Desorption atmospheric pressure photoionization (DAPPI) is an ambient mass spectrometry (MS) technique that allows the analysis of both polar and nonpolar compounds directly from the surfaces of various sample types. Here, DAPPI was used to study the chemical profiles in different parts of birch and alder tree barks. Four distinct fractions of Betula pendula (silver birch) bark were collected from three different developmental stages of the stem, after which the chemical profiles of the different tissue types were measured. Of special interest were triterpenoids, a class of important defensive substances, which are found in the bark of the silver birch. Additionally, the chemical profiles of lenticels and the surrounding surfaces in the phellem of B. pendula (silver birch), Alnus glutinosa (black alder), and Alnus incana (gray alder) were screened with DAPPI. Another ambient MS technique, laser ablation atmospheric pressure photoionization (LAAPPI), was further used for the mass spectrometry imaging of lenticels on the B. pendula phellem. All the studied birch bark fractions showed individual chemical profiles in DAPPI. The mass spectra from the young apical stem and the transition zone resembled each other more than the mature stem. Instead, the phellem was found to contain a high amount of triterpenoids in all the developmental stages of the stem. The most intense peaks in the DAPPI mass spectra of the birch bark fractions were those of betulin and lupeol. Betulinic and betulonic acid peaks were intense as well, and these compounds were detected especially in the lenticels of the tree samples. Graphical abstract Electronic supplementary materialThe online version of this article (10.1007/s00216-019-02171-9) contains supplementary material, which is available to authorized users.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

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Chemical profiles of birch and alder bark by ambient mass spectrometry

et al. 2019

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Analysis of 14 terpenoids and sterols and variety discrimination of Codonopsis Radix using ultra‐high‐performance liquid chromatography‐quadrupole‐time‐of‐flight mass spectrometry

Tang

et al. 2023

J of Separation Science

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Recently, we confirmed that the 95% ethanol-extracted fraction of Codonopsis Radix, which contains several triterpenoids and sterols, possesses pharmacological activities. However, due to the low content and diverse types of triterpenoids and sterols, their similar structures, lack of ultraviolet absorption, and difficulty in obtaining controls, few studies have so far assessed their contents in Codonopsis Radix. We accordingly constructed an ultra-high-performance liquid chromatography-quadrupole-time-of-flight mass spectrometry technique for the simultaneous quantitative determination of 14 terpenoids and sterols. Separation was performed on the Waters Acquity UPLC HSS T3 C 18 column (100 × 2.1 mm, 1.8 μm) with 0.1% formic acid (A) and 0.1% formic acid in methanol (B) as mobile phase under gradient elution. The determination coefficients for each of the matrix calibration curves were ≥0.9925. The average recovery ranged from 81.25% to 118.05%, with relative standard deviations of <4%. The contents of 14 components in 23 batches were quantified and further analyzed through chemometrics. Linear discriminant analysis can distinguish sample varieties. The quantitative analysis method can accurately determine the contents of 14 components and thereby provide the chemical basis for the quality control of Codonopsis Radix. It also could be a valuable approach for the classification of different Codonopsis Radix varieties.Article Related Abbreviations: LDA, linear discriminant analysis; PCA, principal component analysis; UHPLC-Q-TOF-MS, ultra-high-performance liquid chromatography quadrupole time-of-flight mass spectrometry.Wen Li and Xu X contributed equally to this work.

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Phytochemistry and pharmacology of sea buckthorn (Elaeagnus rhamnoides; syn. Hippophae rhamnoides): progress from 2010 to 2021

Żuchowski

2022

Phytochem Rev

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Sea buckthorn (Elaeagnus rhamnoides; syn. Hippophae rhamnoides) is a thorny shrub or a small tree belonging to the Elaeagnaceae family, native to Eurasia. Sea buckthorn fruit is rich in vitamins and minerals, oils from the seeds and fruit flesh find use in medicine and the cosmetic industry or as nutraceutical supplements. Fruit, leaves and other parts of buckthorn have been used in traditional medicine, especially in China, Tibet, Mongolia, and Central Asia countries, and are a rich source of many bioactive substances. Due to its health-promoting and medicinal properties, the plant has been extensively investigated for several decades, and its phytochemical composition and pharmacological properties are well characterized. The years 2010–2021 brought significant progress in phytochemical research on sea buckthorn. Dozens of new compounds, mainly phenolics, were isolated from this plant. Numerous pharmacological studies were also performed, investigating diverse aspects of the biological activity of different extracts and natural products from sea buckthorn. This review focuses on the progress in research on sea buckthorn specialized metabolites made in this period. Pharmacological studies on sea buckthorn are also discussed. In addition, biosynthetic pathways of the main groups of these compounds have been shortly described. Graphical abstract

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High throughput identification of pentacyclic triterpenes in Hippophae rhamnoides using multiple neutral loss markers scanning combined with substructure recognition (MNLSR)

Cited by 18 publications

References 29 publications

Chemical profiles of birch and alder bark by ambient mass spectrometry

Chemical profiles of birch and alder bark by ambient mass spectrometry

Analysis of 14 terpenoids and sterols and variety discrimination of Codonopsis Radix using ultra‐high‐performance liquid chromatography‐quadrupole‐time‐of‐flight mass spectrometry

Phytochemistry and pharmacology of sea buckthorn (Elaeagnus rhamnoides; syn. Hippophae rhamnoides): progress from 2010 to 2021

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