Triterpenoid saponins from the herb Hylomecon japonica

Li, Fēi; Wu, Sitong; Qu, Ming-Hui; Wang, Yixiao; Ma, Chenhui; Yu, Bai-Hong; Wang, Guang-Shu

doi:10.1016/j.phytochem.2020.112542

Cited by 4 publications

(3 citation statements)

References 15 publications

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“…The anomeric configuration of L‐ara was determined to be α ‐configuration from its large coupling constant ( J H1–H2 =5.9) and chemical shift ( δ C 104.8) of the anomeric carbon, and that of D‐glc was determined to be β ‐configuration from its large coupling constants ( J H1–H2 =7.52). L‐rha was determined as α ‐configuration by the chemical shift of the C‐3 ( δ C 82.0) and C‐5 ( δ C 68.3) and by comparing the NMR data with those reported in the literature [18,22] . Accordingly, compound 4 was established as 3 β ‐ O ‐[ β ‐D‐glucopyranosyl‐(1→3)‐ α ‐L‐rhamnopyranosyl‐(1→2)‐ α ‐L‐arabinopyranosyl]rotundic acid.…”

Section: Resultsmentioning

confidence: 99%

“…Data from the above experiments indicated that L‐ara and L‐rha were in their pyranose form [16] . The relative anomeric configuration of L‐ara was determined to be α ‐orientation from the coupling constant ( J H1–H2 =4.5) together with chemical shift ( δ C 104.8) of the anomeric carbon, [17] and that of L‐rha was also determined to be α ‐orientation by the chemical shift of the C‐3 ( δ C 72.2) and C‐5 ( δ C 70.2) and by comparing the NMR data ( Table 2) with those reported in the literature [18] . Based on the above evidence, compound 1 was established as 3 β ‐ O ‐[ α ‐L‐rhamnopyranosyl‐(1→2)‐ α ‐L‐arabinopyranosyl]siaresinolic acid.…”

Section: Resultsmentioning

confidence: 99%

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Four New Triterpenoid Saponins from the Root of Ilex centrochinensis

Yang

Shi

et al. 2021

Chemistry & Biodiversity

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One new siaresinolic acid saponin (1) and three new rotundic acid saponins (2–4) were isolated from the roots of Ilex centrochinensis. Their structures were confirmed by detailed analysis of standard spectroscopic data (IR, MS, 1D and 2D NMR). Compounds 1–4 exhibited anti‐inflammatory activity by inhibiting nitric oxide production in a lipopolysaccharide‐induced RAW264.7 cell inflammatory model. However, they showed no significant lipid‐lowering activity against the production of triglycerides in the lipid‐accumulation model of HepG2 cells induced by oleic acid.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Four New Triterpenoid Saponins from the Root of Ilex centrochinensis

Yang

Shi

et al. 2021

Chemistry & Biodiversity

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“…The spatial and temporal regulation of enzymes during development and in response to biotic and abiotic factors contribute to the time-variable formation of a diverse group of terpene metabolites ( Tholl, 2006 ). Triterpenoid saponins have been shown to exhibit various medicinal properties, such as anti-inflammatory ( Yang et al, 2021 ), anti-bacterial ( Yu et al, 2019 ), anti-allergic ( Han and Kim, 2020 ), anti-tumor ( Han et al, 2019 ), immunomodulatory ( Sarikahya et al, 2018 ), anti-carcinogenic ( Li et al, 2021 ; Zhou et al, 2021 ), and hepatoprotective effects ( Shao et al, 2021 ). In our study, BcR has more triterpenoid saponins as the main bioactive component than BsR.…”

Section: Discussionmentioning

confidence: 99%

Metabolomics Analysis Reveals the Differences Between Bupleurum chinense DC. and Bupleurum scorzonerifolium Willd.

et al. 2022

Front. Plant Sci.

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Bupleurum chinense DC. and Bupleurum scorzonerifolium Willd. are two varieties of Bupleuri Radix in Chinese Pharmacopoeia 2020. The clinical efficacy of the two bupleurum species is different. The difference in clinical efficacy is closely related to the composition of plant metabolites. In order to analyze the difference in metabolites, we used liquid chromatography coupled with mass spectrometry (LC-MS) for untargeted metabolome and gas chromatography coupled with mass spectrometry (GC-MS) for widely targeted metabolome to detect the roots (R), stems (S), leaves (L), and flowers (F) of two varieties, and detected 1,818 metabolites in 25 classes. We performed a statistical analysis of metabolites. Differential metabolites were screened by fold-change and variable importance in the projection values of the OPLS-DA model, and significant differences were found among different groups. The content of active components (triterpenoid saponins) was found to be high in the BcR group than in the BsR group. Other pharmacological metabolites were significantly different. By Kyoto Encyclopedia of Genes and Genomes annotation and enrichment analysis, we found that differential metabolites of the aboveground parts mainly concentrated in monoterpenoid biosynthesis, while the differential metabolites of the root mainly concentrated in sesquiterpenoid and triterpenoid biosynthesis. Differences in metabolic networks may indirectly affect the metabolic profile of Bc and Bs, leading to differences in clinical efficacy. Our study provides a scientific basis for subsequent biosynthesis pathway and related bioactivity research, and provides a reference for developing non-medicinal parts and guiding the clinical application of Bupleuri Radix.

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Studies on isolation and structural identification of saponins from the herb Hylomecon japonica and their bioactivities

et al. 2021

Carbohydrate Research

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Triterpenoid saponins from the herb Hylomecon japonica

Cited by 4 publications

References 15 publications

Four New Triterpenoid Saponins from the Root of Ilex centrochinensis

Four New Triterpenoid Saponins from the Root of Ilex centrochinensis

Metabolomics Analysis Reveals the Differences Between Bupleurum chinense DC. and Bupleurum scorzonerifolium Willd.

Studies on isolation and structural identification of saponins from the herb Hylomecon japonica and their bioactivities

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