(+)-Syringaresinol-di-O-β-d-glucoside, a phenolic compound from Acanthopanax senticosus Harms, suppresses proinflammatory mediators in SW982 human synovial sarcoma cells by inhibiting activating protein-1 and/or nuclear factor-κB activities

Yamazaki, Tsuneyuki; Shimosaka, S; Sasaki, Hideyuki; Matsumura, Toshiharu; Tukiyama, Takashi; Tokiwa, Takayoshi

doi:10.1016/j.tiv.2007.04.016

Cited by 68 publications

(47 citation statements)

References 14 publications

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“…Syringaresinol-4',4''-di-O-β-D-glucopyranoside (liriodendrin, 2) has been isolated from many plants (Dickey, 1958;Jolad et al, 1980;Yamazaki et al, 2007) as well as synthesized (Vermes et al, 1991). This is the first report of what being isolated from Pittosporum species.…”

Section: Resultsmentioning

confidence: 94%

A new triterpene and an antiarrhythmic liriodendrin from Pittosporum brevicalyx

Feng

Gao³

et al. 2010

Arch. Pharm. Res.

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A new triterpene, 21-O-senecioyl-R 1 -barrigenol (1) and 13 known compounds were isolated from the ethanol extracts of the leaves and bark of Pittosporum brevicalyx (Oliv.) Gagnep. Their structures were elucidated based on spectral data. The antiarrhythmic action of one furofuran lignan, liriodendrin (2), was tested on a model of CaCl 2 -induced arrhythmia and compared with the effect of verapamil. The prophylactic administration of liriodendrin (2) was effective in prolonging latency of arrhythmia and reducing the occurrence of ventricular fibrillation from 75% to 25%. The overall mortality rate was significantly reduced by the prophylactic administration of liriodendrin from 87.5% to 25%. The antiarrhythmic effect of liriodendrin (5.0 mg/kg) was similar to that of verapamil (1.05 mg/kg). Thus, liriodendrin may be a potent suppressor of CaCl 2 -induced arrhythmias.

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Section: Resultsmentioning

confidence: 94%

A new triterpene and an antiarrhythmic liriodendrin from Pittosporum brevicalyx

Feng

Gao³

et al. 2010

Arch. Pharm. Res.

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“…Although eleuteroside B and isofraxidin weakly protected against those atrophies at 10 μM, the content of eleuteroside B and isofraxidin can be calculated to be approximately 0.048 and 0.01 μM, respectively, even in the methanol extract (1000 ng / ml). Although it was reported that eleutheroside E and isofraxidin suppressed proinflammatory mediators in synovial sarcoma cells (36), activities of eleutheroside B and other compounds from E. senticosus in the nervous system have not been investigated. Although eleutheroside B is suggested to be one of active compounds in E. senticosus, similar potencies of the methanol and water extracts for neuronal damages are not yet explained by eleutheroside B.…”

Section: Discussionmentioning

confidence: 99%

Inhibitory Effects of Eleutherococcus senticosus Extracts on Amyloid β(25-35)–Induced Neuritic Atrophy and Synaptic Loss

et al. 2008

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Abstract. Neurons with atrophic neurites may remain alive and therefore may have the potential to regenerate even when neuronal death has occurred in some parts of the brain. This study aimed to explore effects of drugs that can facilitate the regeneration of neurites and the reconstruction of synapses even in severely damaged neurons. We investigated the effects of Eleutherococcus senticosus extracts on the regeneration of neurites and the reconstruction of synapses in rat cultured cortical neurons damaged by amyloid β (Aβ) (25)(26)(27)(28)(29)(30)(31)(32)(33)(34)(35). Treatment with Aβ(25-35) (10 μM) induced axonal and dendritic atrophies and synaptic loss in cortical neurons. Subsequent treatment with the methanol extract and the water extract of E. senticosus (10 -1000 ng/ ml) resulted in significant axonal and dendritic regenerations and reconstruction of neuronal synapses. Co-application of the extract and Aβ(25-35) attenuated Aβ(25-35)-induced neuronal death. We investigated neurite outgrowth activities of eleutherosides B and E and isoflaxidin, which are known as major compounds in E. senticosus. Although eleutheroside B protected against Aβ(25-35)-induced dendritic and axonal atrophies, the activities of eleutheroside E and isofraxidin were less than that of eleutheroside B. Although the contents of these three compounds in the water extract were less than in the methanol extract, restoring activities against neuronal damages were not different between the two extracts. In conclusion, extracts of E. senticosus protect against neuritic atrophy and cell death under Aβ treatment, and one of active constituents may be eleutheroside B.

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“…9) Among these compounds, eleutheroside E exhibited most effective inhibitory action on the expression of MMP-1 and -2 mRNA in SW982 cells. 16) In this experiment we studied the effect of isofraxidin and eleutheroside E on the expression of MMP-7 mRNA in HuH-7 cells by RT-PCR (Fig. 2).…”

Section: Expression Of Mmps Mrna In Hepg2 Huh7 Hle and Imr90mentioning

confidence: 99%

“…As the major compounds of Acanthopanax senticosus, eleutheroside B, B1, E, isofraxidin, and chlorogenic acid have been identified, isolated, and reported to possess several biological activities, such as anti-stress, anti-fatigue, antigastric ulcer, anti-depressive, immuno-enhancing and antiinflammatory effects. [9][10][11][12][13][14][15][16] We previously examined the effect of isofraxidin on the expression of inflammatory mediator cyclooxygenase-2 (COX-2) mRNA and found inhibitory effects at a significant level on human synovial sarcoma cell line SW982 cells. [11][12][13][14][15][16] In this study, we investigated isofraxidin in its anti-tumor effects on human hepatoma cell lines in cellular and molecular terms.…”

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confidence: 99%

Isofraxidin, a Coumarin Component from Acanthopanax senticosus, Inhibits Matrix Metalloproteinase-7 Expression and Cell Invasion of Human Hepatoma Cells

Yamazaki

Tokiwa

2010

Biological & Pharmaceutical Bulletin

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Invasion and metastasis of cancer cells are the major causes of high motality in cancer patients. Matrix metalloproteinases (MMPs) are zinc-dependent proteolytic enzymes capable of degrading the components of extracellular matrix (ECM), including type IV collagen, gelatin and fibronectin. Cancer cells destruct surrounding tissues by enzymatic action of MMPs, leading to cancer invasion and metastasis. Among several MMPs, MMP-2, -7 and -9 are considered to be involved in cancer invasion and metastasis. In particular, MMP-7 is frequently found to overexpress in the invasive edge of cancer cells and play important roles in invasion or metastasis of digestive cancer. 1,2) Recently, the attempt to search for MMP inhibitors from plants is being performed, and several investigators have reported the inhibitory effects of epigallocatechin, 3) caffeic acid, 4) and proanthocyanin 5) on gene expression or enzymatic activity of MMP-2 and -9. However, except for the papers by Kawabata et al.,[6][7][8] little attention has been given to the development of MMP-7 inhibitors.Isofraxidin occurs in a variety of plants including Acansopanax senticosus HARMs (Japanese name: Ezoukogi). As the major compounds of Acanthopanax senticosus, eleutheroside B, B1, E, isofraxidin, and chlorogenic acid have been identified, isolated, and reported to possess several biological activities, such as anti-stress, anti-fatigue, antigastric ulcer, anti-depressive, immuno-enhancing and antiinflammatory effects. [9][10][11][12][13][14][15][16] We previously examined the effect of isofraxidin on the expression of inflammatory mediator cyclooxygenase-2 (COX-2) mRNA and found inhibitory effects at a significant level on human synovial sarcoma cell line SW982 cells. [11][12][13][14][15][16] In this study, we investigated isofraxidin in its anti-tumor effects on human hepatoma cell lines in cellular and molecular terms. MATERIALS AND METHODSCell Culture Human hepatoma cell lines HuH-7, HepG2 and HLE and a human lung fibroblast cell line IMR90 were obtained from Japanese Collection of Research Bioresources (JCRB). Cells were grown in RPMI-1640 culture medium supplemented with 10% fetal bovine serum (FBS), 100 U/ml penicillin, and 100 mg/ml streptomycin at 37°C in a humidified atmosphere of 5% CO 2 and 95% air.Phenolic Compounds Isofraxidin was purchased from Wako Pure Chemical Industries, Ltd. (Osaka, Japan). Eleutheroside E was purchased from Phytochem Referenzsubstanzen GbRmb (Ichenhausen, Germany). The compounds were added to the culture medium at appropriate concentrations as a dimethylsulfoxide (DMSO) solution (the final DMSO concentration was 0.5% in all cultures), and the same amount of vehicle was added to the control cultures.3-(4,5-Dimethyl-2-thiazolyl)-2,5-diphenyl-2H-tetrazolium Bromide (MTT) Assay For cell attachment study, cells were plated in 96-well plates at 3.0ϫ10 4 cells/cm 2 (low cell density) in 0.1 ml of serum-free RPMI-1640 medium containing or not containing isofraxidin and incubated for 24 h. For cell growth study, cells were plated i...

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(+)-Syringaresinol-di-O-β-d-glucoside, a phenolic compound from Acanthopanax senticosus Harms, suppresses proinflammatory mediators in SW982 human synovial sarcoma cells by inhibiting activating protein-1 and/or nuclear factor-κB activities

Cited by 68 publications

References 14 publications

A new triterpene and an antiarrhythmic liriodendrin from Pittosporum brevicalyx

A new triterpene and an antiarrhythmic liriodendrin from Pittosporum brevicalyx

Inhibitory Effects of Eleutherococcus senticosus Extracts on Amyloid β(25-35)–Induced Neuritic Atrophy and Synaptic Loss

Isofraxidin, a Coumarin Component from Acanthopanax senticosus, Inhibits Matrix Metalloproteinase-7 Expression and Cell Invasion of Human Hepatoma Cells

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