• Title/Summary/Keyword: Glycosyl glyceride

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Glycosyl glycerides from the stems of 'Baekma' cultivar of Chrysanthemum morifolium (국화 '백마'(Chrysanthemum morifolium) 줄기로부터 glycosyl glyceride 의 분리 및 동정)

  • Oh, Hyun-Ji;Kim, Hyoung-Geun;Pak, Ha-Seung;Baek, Yun-Su;Kwon, Oh-Keun;Shin, Hak-Ki;Baek, Nam-In
    • Journal of Applied Biological Chemistry
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    • v.61 no.2
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    • pp.131-134
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    • 2018
  • The stem of Chrysanthemum morifolium, 'Baekma', were repeatedly extracted with 80% aqueous MeOH and the concentrates was partitioned into ethyl acetate (EtOAc), n-butyl alcohol and $H_2O$ fraction. The repeated silica gel and octadecyl silica gel column chromatographies for the EtOAc fractions led to isolation of two glycosyl glycerides. The chemical structures of the compounds were determined as (2S)-1-O-${\beta}-{\text\tiny{D}}$-galactopyranosyl-2,3-dilinoleoylglycerol (1) and (2S)-1-O-${\beta}-{\text\tiny{D}}$-galactopyranosyl-2,3-dipalmitoylglycerol (2) based on spectroscopic data anlyses including nuclear magnetic resonance, mass sperctrometry, and infrared spectrometry and gas chromatography mass spectrometry.

Glycosyl glycerides from hydroponic Panax ginseng inhibited NO production in lipopolysaccharide-stimulated RAW264.7 cells

  • Cha, Byeong-Ju;Park, Ji-Hae;Shrestha, Sabina;Baek, Nam-In;Lee, Sang Min;Lee, Tae Hoon;Kim, Jiyoung;Kim, Geum-Soog;Kim, Seung-Yu;Lee, Dae-Young
    • Journal of Ginseng Research
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    • v.39 no.2
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    • pp.162-168
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    • 2015
  • Background: Although the aerial parts of hydroponic Panax ginseng are reported to contain higher contents of total ginsenosides than those of roots, the isolation and identification of active metabolites from the aerial parts of hydroponic P. ginseng have not been carried out so far. Methods: The aerial parts of hydroponic P. ginseng were applied on repeated silica gel and octadecylsilane columns to yield four glycosyl glycerides (Compounds 1-4), which were identified based on nuclear magnetic resonance, infrared, fast atom bombardment mass spectrometry, and gas chromatography/mass spectrometry data. Compounds 1-4 were evaluated for inhibition activity on NO production in lipopolysaccharide (LPS)-stimulated RAW264.7 cells. Results and conclusion: The glycosyl glycerides were identified to be (2S)-1-O-7(Z),10(Z),13(Z)-hexadecatrienoyl-3-O-${\beta}$-$\small{D}$-galactopyranosyl-sn-glycerol (1), (2S)-1-O-linolenoyl-3-O-${\beta}$-$\small{D}$-galactopyranosyl-sn-glycerol (2), (2S)-1-O-linolenoyl-2-O-linolenoyl-3-O-${\beta}$-$\small{D}$-galactopyranosyl-sn-glycerol (3), and 2(S)-1-O-linoleoyl-2-O-linoleoyl-3-O-${\beta}$-$\small{D}$-galactopyranosyl-sn-glycerol (4). Compounds 1 and 2 showed moderate inhibition activity on NO production in LPS-stimulated RAW264.7 cells [half maximal inhibitory concentration ($IC_{50}$): $63.8{\pm}6.4{\mu}M$ and $59.4{\pm}6.8{\mu}M$, respectively] without cytotoxicity at concentrations < $100{\mu}M$, whereas Compounds 3 and 4 showed good inhibition effect ($IC_{50}$: $7.7{\pm}0.6{\mu}M$ and $8.0{\pm}0.9{\mu}M$, respectively) without cytotoxicity at concentrations < $20{\mu}M$. All isolated compounds showed reduced messenger RNA (mRNA) expression of interleukin-$1{\beta}$ (IL-$1{\beta}$), IL-6, and tumor necrosis factor-${\alpha}$ in LPS-induced macrophage cells with strong inhibition of mRNA activity observed for Compounds 3 and 4.

Panaxcerol D from Panax ginseng ameliorates the memory impairment induced by cholinergic blockade or Aβ25-35 peptide in mice

  • Keontae Park;Ranhee Kim;Kyungnam Cho;Chang Hyeon Kong;Mijin Jeon;Woo Chang Kang;Seo Yun Jung;Dae Sik Jang ;Jong Hoon Ryu
    • Journal of Ginseng Research
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    • v.48 no.1
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    • pp.59-67
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    • 2024
  • Background: Alzheimer's disease (AD) has memory impairment associated with aggregation of amyloid plaques and neurofibrillary tangles in the brain. Although anti-amyloid β (Aβ) protein antibody and chemical drugs can be prescribed in the clinic, they show adverse effects or low effectiveness. Therefore, the development of a new drug is necessarily needed. We focused on the cognitive function of Panax ginseng and tried to find active ingredient(s). We isolated panaxcerol D, a kind of glycosyl glyceride, from the non-saponin fraction of P. ginseng extract. Methods: We explored effects of acute or sub-chronic administration of panaxcerol D on cognitive function in scopolamine- or Aβ25-35 peptide-treated mice measured by several behavioral tests. After behavioral tests, we tried to unveil the underlying mechanism of panaxcerol D on its cognitive function by Western blotting. Results: We found that pananxcerol D reversed short-term, long-term and object recognition memory impairments. The decreased extracellular signal-regulated kinases (ERK) or Ca2+/calmodulin-dependent protein kinase II (CaMKII) in scopolamine-treated mice was normalized by acute administration of panaxcerol D. Glial fibrillary acidic protein (GFAP), caspase 3, NF-kB p65, synaptophysin and brainderived neurotrophic factor (BDNF) expression levels in Aβ25-35 peptide-treated mice were modulated by sub-chronic administration of panaxcerol D. Conclusion: Pananxcerol D could improve memory impairments caused by cholinergic blockade or Aβ accumulation through increased phosphorylation level of ERK or its anti-inflammatory effect. Thus, panaxcerol D as one of non-saponin compounds could be used as an active ingredient of P. ginseng for improving cognitive function.