Complete 1H-NMR and 13C-NMR spectral assignment of five malonyl ginsenosides from the fresh flower buds of Panax ginseng

Wang, Yu-Shuai; Jin, Yinping; Gao, Wei; Shuhua, Xiao; Zhang, Yu-Wei; Zheng, Ping; Wang, Jia; Liu, Junxia; Sun, Cheng‐He; Ying-ping, Wang

doi:10.1016/j.jgr.2015.08.003

Cited by 20 publications

(21 citation statements)

References 15 publications

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“…The HPLC results of the different ginseng medicinal parts are shown in Figure S1 and Table S1 . Rb1 (C54H92O23, molecular weight 1,109.31, Figure 1 ) was separated by preparative liquid chromatography to a purity of >98%; its 13 C NMR spectra and data are shown in Figure S2 and Table S2 , respectively, and agreed well with those reported in our previous studies (Ruan et al, 2010; Wang et al, 2016).…”

Section: Methodssupporting

confidence: 83%

Rb1, the Primary Active Ingredient in Panax ginseng C.A. Meyer, Exerts Antidepressant-Like Effects via the BDNF–Trkb–CREB Pathway

et al. 2019

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Panax ginseng C.A. Meyer (Araliaceae), a popular tonic and dietetic herbal medicine, has been traditionally prescribed in China and other countries to treat affective disorders. The medicinal parts of ginseng, the roots and flower buds, have become increasingly popular as dietary supplements due to the current holistic healthcare trend. We have investigated for the first time the antidepressive actions of the different medicinal parts, namely, the main roots, fibrous roots, and flower buds (in water extract and powder), of garden-cultivated ginseng through behavioral and drug-induced tests in mice. The water extracts, but not the powders of ginseng fibrous roots, flower buds, and main roots (1.5 g of crude drug per kilogram, p.o.), significantly reduced the immobility time in the forced swim test (FST) and tail suspension test (TST); moreover, the water extracts enhanced the 5-hydroxytryptophan (5-HTP)-induced head-twitch response and antagonized the action of reserpine in the mouse. We then explored the antidepressive mechanism of action of the ginsenoside Rb1 (Rb1) related to the brain-derived neurotrophic factor (BDNF) and its downstream proteins in mice exposed to chronic unpredictable mild stress (CUMS). Treatment with Rb1 (20 mg/kg, p.o.) for 21 days significantly attenuated the CUMS-induced decrease in the activities of BDNF, tropomyosin-related kinase B (TrkB), protein kinase B (AKT), extracellular regulatory protein kinase (ERK), and cyclic adenosine monophosphate (cAMP) response element binding protein (CREB) in the mouse hippocampal CA3 region and prefrontal cortex (PFC). Interestingly, treatment with the novel TrkB antagonist ANA-12 (0.5 mg/kg, i.p.) did not alter the level of BDNF but significantly blocked the antidepressive effects of Rb1 on proteins downstream of BDNF in CUMS-treated mice. These results suggest that BDNF–TrkB–CREB signaling may be involved in the antidepressive mechanism of the action of Rb1.

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Section: Methodssupporting

confidence: 83%

Rb1, the Primary Active Ingredient in Panax ginseng C.A. Meyer, Exerts Antidepressant-Like Effects via the BDNF–Trkb–CREB Pathway

et al. 2019

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“…Some positive fragmentation approaches had been summarized in our recent report for the characterization of TSs in C . robustum …”

Section: Resultsmentioning

confidence: 99%

“…It has been reported that malonyl‐ginsenosides possesses significant hypoglycemic and antidiabetic effects . However, the thermal instability brings a strong challenge on isolation and purification of this class of compounds . Furthermore, it is more difficult to analyze MTSs by liquid chromatography than the corresponding triterpene saponins .…”

Section: Introductionmentioning

confidence: 99%

“…However, the thermal instability brings a strong challenge on isolation and purification of this class of compounds . Furthermore, it is more difficult to analyze MTSs by liquid chromatography than the corresponding triterpene saponins . To our best knowledge, there has been no report on isolation and analysis of MTSs from genus Caulophyllum .…”

Section: Introductionmentioning

confidence: 99%

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Energy-resolved technique for discovery and identification of malonyl-triterpene saponins inCaulophyllum robustumby UHPLC-electrospray Fourier transform mass spectrometry

Xia

Liang

et al. 2016

J. Mass Spectrom.

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Malonyl-triterpene saponins (MTSs) attract scientific attentions because of their structural diversities and valuable bioactivities. However, its thermal instability brings a huge amount of challenges for isolation and purification of this class of compounds. To our best knowledge, there has been no report on isolation and analysis of MTSs from genus Caulophyllum. In this study, a strategy combining data acquisition using an energy-resolved technique and the narrow widow extracted ion chromatograms as data mining method was developed for discovery and identification of MTSs in Caulophyllum robustum hair roots by ultra high liquid chromatography coupled to electrospray ionization Fourier transform mass spectrometry. The method was performed at an independent MS full scan using our bottom-up energies by in-source collision induced dissociations with 0, 25, 50 and 100 eV in both positive and negative modes. Precursor ion as well as fragment ion information was simultaneously collected from four energy-resolved MS spectra in a single run of 18 min. The fragmentation pathways of intact deprotonated, protonated and sodium ions of MTSs were proposed for the structural elucidation of Caulophyllum MTSs. A flowchart involving a stepwise procedure based on key fragments from ESI /ESI -FT-MS to MS spectra was constructed for the identification of structural elements in the MTSs. As a result, a total of 23 MTSs were discovered and tentatively identified, which had not been reported from Caulophyllum species before. All of these were potentially new compounds. This study provides an excellent example for discovery and identification of MTSs in herb medicines. Copyright © 2016 John Wiley & Sons, Ltd.

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“…Six active compounds were isolated from this fraction and identied as ( Fig. 2): ginsenoside Rg 1 (compound 1), 22,23 ginsenoside Re (compound 2), [22][23][24] luteolin (compound 3), luteolin-5-O-glucoside (compound 4), 25 ginsenoside Rb 1 (compound 5), 24 and lobetyolin (compound 6). 26…”

Section: Bio-guided Isolation and Identicationmentioning

confidence: 99%

Bio-guided isolation of plant growth regulators from allelopathic plant-Codonopsis pilosula: phyto-selective activities and mechanisms

et al. 2018

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Complete 1H-NMR and 13C-NMR spectral assignment of five malonyl ginsenosides from the fresh flower buds of Panax ginseng

Cited by 20 publications

References 15 publications

Rb1, the Primary Active Ingredient in Panax ginseng C.A. Meyer, Exerts Antidepressant-Like Effects via the BDNF–Trkb–CREB Pathway

Rb1, the Primary Active Ingredient in Panax ginseng C.A. Meyer, Exerts Antidepressant-Like Effects via the BDNF–Trkb–CREB Pathway

Energy-resolved technique for discovery and identification of malonyl-triterpene saponins inCaulophyllum robustumby UHPLC-electrospray Fourier transform mass spectrometry

Bio-guided isolation of plant growth regulators from allelopathic plant-Codonopsis pilosula: phyto-selective activities and mechanisms

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