Six New Triterpenoid Glycosides from <i>Gynostemma pentaphyllum</i>

Liu, Jie‐Qing; Wang, Cuifang; Chen, Jianchao; Tu, Shanghui; Gu, Hong-Fei; Hu, Wenxiang; Qiu, Ming‐Hua

doi:10.1002/hlca.200900100

Cited by 7 publications

(5 citation statements)

References 11 publications

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“…Moreover, gypenosides induced apoptosis in human hepatoma Huh‐7, Hep3B and HA22T cells through the up‐regulation of Bax and Bak, the down‐regulation of Bcl‐2, the release of mitochondrial cytochrome c and the activation of the caspase cascade (Wang, Chen, Hsieh, Cheng, & Hsu, ). Gypenoside XLIX is a naturally occurring gypenoside isolated from G. pentaphyllum (Liu et al, ). In previous studies, gypenoside XLIX has been reported to inhibit nuclear factor‐ κ B activation, and cytokine‐induced vascular cell adhesion molecule‐1 and lipopolysaccharide‐induced tissue factor overexpressions via a peroxisome proliferator‐activated receptor‐ α ‐dependent pathway (Huang, Tran, Roufogalis, & Li, , ; Huang et al, ).…”

Section: Introductionmentioning

confidence: 99%

Development of a targeted method for quantification of gypenoside XLIX in rat plasma, using SPE and LC–MS/MS

Guo

Sui

2016

Biomedical Chromatography

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A sensitive, selective and rapid liquid chromatography-tandem mass spectrometry (LC-MS/MS) method was developed for the quantification of gypenoside XLIX, a naturally occurring gypenoside of Gynostemma pentaphyllum in rat plasma and then validated according to the US Food and Drug Administration's Guidance for Industry: Bioanalytical Method Validation. Plasma samples were prepared by a simple solid-phase extraction. Separation was performed on a Waters XBridgeTM BEH C chromatography column (4.6 × 50 mm, 2.5 μm) using a mobile phase of acetonitrile and water (62.5:37.5, v/v). Gypenoside XLIX and the internal standard gypenoside A were detected in the negative ion mode using selection reaction monitoring of the transitions at m/z 1045.6 → 913.5 and 897.5 → 765.4, respectively. The calibration curve was linear (R > 0.990) over a concentration range of 10-7500 ng/mL with the lower quantification limit of 10 ng/mL. Intra- and inter-day precision was within 8.6% and accuracy was ≤10.2%. Stability results proved that gypenoside XLIX and the IS remained stable throughout the analytical procedure. The validated LC-MS/MS method was then applied to analyze the pharmacokinetics of gypenoside XLIX after intravenous administration to rats (1.0, 2.0 and 4.0 mg/kg).

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Section: Introductionmentioning

confidence: 99%

Development of a targeted method for quantification of gypenoside XLIX in rat plasma, using SPE and LC–MS/MS

Guo

Sui

2016

Biomedical Chromatography

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“…A total of 408 ginsenosides, including 81 new potential compounds, were detected in the four groups of P. ginseng . MS/MS data of the new and known ginsenosides are separately shown in Tables S1 and S2 [ 32 , 33 , 34 , 35 , 36 , 37 , 38 , 39 , 40 , 41 , 42 , 43 , 44 , 45 , 46 ]. As shown in Figure S1 , up to 16 aglycones derived from protopanaxadiol (PPD), protopanaxatriol (PPT), oleanolic acid (OA), and pseudo-ginsenoside (PG), five glycosyl groups and 17 acyl groups were identified in the 408 ginsenosides.…”

Section: Resultsmentioning

confidence: 99%

Discrepancy Study of the Chemical Constituents of Panax Ginseng from Different Growth Environments with UPLC-MS-Based Metabolomics Strategy

Sun

Liu

et al. 2023

Molecules

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Panax ginseng (P. ginseng), the dried root and rhizome of P. ginseng C. A. Meyer, is widely used in many fields as dietary supplements and medicine. To characterize the chemical constituents in P. ginseng cultivated in different growth environments, a UPLC-TOF-MS method was established for qualitative analysis. Four hundred and eight ginsenosides, including 81 new compounds, were characterized in P. ginseng from different regions. Among the detected compounds, 361 ginsenosides were recognized in P. ginseng cultivated in the region of Monsoon Climate of Medium Latitudes, possessing the largest amount of ginsenosides in all samples. Furthermore, 41 ginsenosides in 12 batches of P. ginsengs were quantified with a UPLC-MRM-MS method, and P. ginsengs from different regions were distinguished via chemometric analysis. This study showed that the different environments have a greater influence on P. ginseng, which laid a foundation for further quality control of the herb.

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“…The NMR data of 8 can be seen in Table 4 . Comparison of the NMR spectrum of 8 with that of (3 β , 12 β , 20 S )-trihydroxydammar-24-ene-3- O - β - d -glucopyranosyl-20- O -[ α -rhamnopyranosyl-(1→2)] [ α -rhamnopyranosyl-(1→3)]- β -glucopyranoside [ 25 ] indicated that they had the same aglycone moiety. Furthermore, the HMBC data provided the key correlations in Figure 2 , which confirmed the above speculative results.…”

Section: Resultsmentioning

confidence: 99%

“…The NMR data of 8 can be seen in Table 4. Comparison of the NMR spectrum of 8 with that of (3β, 12β, 20S)-trihydroxydammar-24-ene-3- [25] indicated that they had the same aglycone moiety.…”

Section: Structural Elucidationmentioning

confidence: 99%

Ten New Dammarane-Type Saponins with Hypolipidemia Activity from a Functional Herbal Tea—Gynostemma pentaphyllum

et al. 2020

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Gynostemma pentaphyllum (thumb.) Makino is a functional herbal tea commonly used in Asian countries and regions to reduce blood lipid levels. G. pentaphyllum saponin is the main component, but there are still a large number of components with lipid-lowering activity that have not been found. In this study, 10 novel dammarane-type saponins, (1–10) and a known one (11) were isolated from G. pentaphyllum. Ten new compounds were identified and named as yunnangypenosides A-J (1–10), and another known one (11) was also obtained. Their chemical structures were determined by MS, NMR spectroscopic analyses. Moreover, the cytotoxicities on human HepG-2 hepatocellular carcinoma cells of these isolates were evaluated, and the results showed that compounds 1–11 had no obvious cytotoxicity. Finally, all these compounds were evaluated for their lipid-lowering effect by means of the oil red O staining method. Ten compounds could significantly reduce lipid levels except of 2, especially 8 exhibite the strongest hypolipidemia activity.

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Six New Triterpenoid Glycosides from Gynostemma pentaphyllum

Cited by 7 publications

References 11 publications

Development of a targeted method for quantification of gypenoside XLIX in rat plasma, using SPE and LC–MS/MS

Development of a targeted method for quantification of gypenoside XLIX in rat plasma, using SPE and LC–MS/MS

Discrepancy Study of the Chemical Constituents of Panax Ginseng from Different Growth Environments with UPLC-MS-Based Metabolomics Strategy

Ten New Dammarane-Type Saponins with Hypolipidemia Activity from a Functional Herbal Tea—Gynostemma pentaphyllum

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