Barrigenol triterpenes from the husks of Xanthoceras sorbifolia Bunge and their antitumor activities

Wang, Da; Su, Dan; Li, Xian-Zhe; Liu, Dan; Xi, Ronggang; Gao, Huiyuan; Wang, Xiaobo

doi:10.1039/c6ra02706g

Cited by 28 publications

(14 citation statements)

References 18 publications

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“…Neither flavonoids nor their metabolites were detected in the rat feces, whereas, a large number of triterpenoids and their metabolites as well as four coumarins were identified. As mentioned earlier, there were three kinds of triterpenoids in the husks, known as R1‐barrigenol, barringtogenol C, and 16‐dexoybarringtogenol C . Among them, only one 16‐dexoybarringtogenol C type triterpenoid was detected in the rat feces, others were all barringtogenol C and R1‐barrigenol‐type triterpenoids as well as their metabolites.…”

Section: Resultsmentioning

confidence: 77%

Integrated strategy based on high‐resolution mass spectrometry coupled with multiple data mining techniques for the metabolic profiling of Xanthoceras sorbifolia Bunge husks in rat plasma, urine, and feces

Rong

Guo

Ding

et al. 2018

J of Separation Science

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An integrated strategy based on high-resolution mass spectrometry coupled with multiple data mining techniques was developed to screen the metabolites in rat biological fluids after the oral administration of Xanthoceras sorbifolia Bunge husks. Mass defect filtering, product ion filtering, and neutral loss filtering were applied to detect metabolites from the complex matrix. As a result, 55 metabolites were tentatively identified, among which 45 barrigenol-type triterpenoid metabolites were detected in the feces, and six flavonoids and four coumarins metabolites were in the urine. Moreover, eight prototype constituents in plasma, 36 in urine and 23 in feces were also discovered. Due to the poor bioavailability of barrigenol type triterpenoids, most of them were metabolized by intestinal flora. Phase I metabolic reactions such as deglycosylation, oxidation, demethylation, dehydrogenation, and internal hydrolysis were supposed to be their principal metabolic pathways. Coumarins were found in all the biosamples, whereas flavonoids were mainly in the urine. Unlike the saponins, they were mainly metabolized through phase II metabolic reactions like glucuronidation and sulfonation, which made them eliminated more easily by urine. This work suggested the metabolic profile of X. sorbifolia husks for the first time, which will be very valuable for its further development.

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Section: Resultsmentioning

confidence: 77%

Integrated strategy based on high‐resolution mass spectrometry coupled with multiple data mining techniques for the metabolic profiling of Xanthoceras sorbifolia Bunge husks in rat plasma, urine, and feces

Rong

Guo

Ding

et al. 2018

J of Separation Science

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“…This phenomena could be explained by the presence of sugar groups at C-28 as well as the absence of angeloyl groups at C-21 and/or C-22. 4,8,32 The result suggested that the three compounds were all the bioactive substances of the husks against AD, but compound 10 and 17 belonging to 16-deoxybarringtogenol C type triterpenoid saponins showed weaker cytotoxicity than compound 33 at higher concentration. The neuroprotection of compound 10 and 17 was reported for the rst time, which will be an important reference for the further development of the husks.…”

Section: Effect On Ab-induced Pc12 Cells Damagementioning

confidence: 92%

“…8,32 Among them, only one R1-barrigenol type triterpenoid saponin (compound 33), rich in the husks, had been reported as the effective substance against AD. [14][15][16][17][18] There are few reports on other saponins for the difficulty of their effective separation and complete identication.…”

Section: Effect On Ab-induced Pc12 Cells Damagementioning

confidence: 99%

“…There were various chemical constituents in the husks, like triterpenoid saponins, coumarins, avonoids and sterols etc. [5][6][7][8] Among them, barrigenol type triterpenoid saponins, rich in the husks, were its characteristic constituents and responsible for its multiple bioactivities, such as antitumor activity, anti-inammatory activity, and especially the potentiality against Alzheimer's disease (AD). [8][9][10] However, current studies on its bioactive substances against AD were insufficient.…”

Section: Introductionmentioning

confidence: 99%

“…[5][6][7][8] Among them, barrigenol type triterpenoid saponins, rich in the husks, were its characteristic constituents and responsible for its multiple bioactivities, such as antitumor activity, anti-inammatory activity, and especially the potentiality against Alzheimer's disease (AD). [8][9][10] However, current studies on its bioactive substances against AD were insufficient. Most of them mainly focused on a monomer named xanthoceraside because it was rich in the husks and proved to exhibit excellent protection against amyloid-b (Ab)-induced cognitive disorder in rats.…”

Section: Introductionmentioning

confidence: 99%

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A time-of-flight mass spectrometry based strategy to fast screen triterpenoids in Xanthoceras sorbifolia Bunge husks for bioactive substances against Alzheimer's disease

et al. 2018

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Xanthoceras sorbifolia Bunge is a folk medicine in China. Recently, the triterpenoids in its husks have attracted more and more attention for potential prevention against Alzheimer's disease. However, current studies on its bioactive substances were still insufficient. To reveal more bioactive substances, an efficient and practical strategy based on high resolution mass spectra coupled with multiple data mining techniques was developed to characterize the barrigenol type triterpenoids in the husks and dosed rat plasma. A total of 50 barrigenol type triterpenoids were identified in the husks, and 6 of these were detected in the rat plasma, which were regarded as bioactive candidates. To find the real bioactive substances, the neuroprotective effect of the candidates was further tested by calculating the PC12 cell viability against amyloid-b-induced cytotoxicity. As a result, three out of the six candidates exhibited obvious neuroprotction against amyloid-b-induced cytotoxicity on PC12 cells, indicating their potential to be bioactive substances against Alzheimer's disease. This study will be a valuable reference of the bioactive substances in Xanthoceras sorbifolia Bunge husks against Alzheimer's disease and the provided strategy can also be applied to the exploration of the effective constituents in other medicines.

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In vivo evaluation and atom-based 3D-QSAR studies on saponins from shells of Xanthoceras sorbifolium Bunge as anti-AD agents

Chen

Xie

Zhou

et al. 2020

Bioorganic Chemistry

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Barrigenol triterpenes from the husks of Xanthoceras sorbifolia Bunge and their antitumor activities

Abstract: New barrigenol derivatives from the husks Xanthoceras sorbifolia Bunge and their anti-tumor activities.

Cited by 28 publications

References 18 publications

Integrated strategy based on high‐resolution mass spectrometry coupled with multiple data mining techniques for the metabolic profiling of Xanthoceras sorbifolia Bunge husks in rat plasma, urine, and feces

Integrated strategy based on high‐resolution mass spectrometry coupled with multiple data mining techniques for the metabolic profiling of Xanthoceras sorbifolia Bunge husks in rat plasma, urine, and feces

A time-of-flight mass spectrometry based strategy to fast screen triterpenoids in Xanthoceras sorbifolia Bunge husks for bioactive substances against Alzheimer's disease

In vivo evaluation and atom-based 3D-QSAR studies on saponins from shells of Xanthoceras sorbifolium Bunge as anti-AD agents

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