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  • 1,2,3,4,6-五没食子酰葡萄糖

    1,2,3,4,6-O-Pentagalloylglucose

    1,2,3,4,6-五没食子酰葡萄糖
    产品编号 CFN90192
    CAS编号 14937-32-7
    分子式 = 分子量 C41H32O26 = 940.68
    产品纯度 >=98%
    物理属性 Powder
    化合物类型 Phenols
    植物来源 The peels of Punica granatum L.
    ChemFaces的产品在影响因子大于5的优秀和顶级科学期刊中被引用
    提供自定义包装
    产品名称 产品编号 CAS编号 包装 QQ客服
    1,2,3,4,6-五没食子酰葡萄糖 CFN90192 14937-32-7 10mg QQ客服:1148253675
    1,2,3,4,6-五没食子酰葡萄糖 CFN90192 14937-32-7 20mg QQ客服:1148253675
    1,2,3,4,6-五没食子酰葡萄糖 CFN90192 14937-32-7 50mg QQ客服:1148253675
    1,2,3,4,6-五没食子酰葡萄糖 CFN90192 14937-32-7 100mg QQ客服:1148253675
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    ChemFaces的产品在许多优秀和顶级科学期刊中被引用

    Cell. 2018 Jan 11;172(1-2):249-261.e12.
    doi: 10.1016/j.cell.2017.12.019.
    IF=36.216(2019)

    PMID: 29328914

    Cell Metab. 2020 Mar 3;31(3):534-548.e5.
    doi: 10.1016/j.cmet.2020.01.002.
    IF=22.415(2019)

    PMID: 32004475

    Mol Cell. 2017 Nov 16;68(4):673-685.e6.
    doi: 10.1016/j.molcel.2017.10.022.
    IF=14.548(2019)

    PMID: 29149595

    ACS Nano. 2018 Apr 24;12(4): 3385-3396.
    doi: 10.1021/acsnano.7b08969.
    IF=13.903(2019)

    PMID: 29553709

    Nature Plants. 2016 Dec 22;3: 16206.
    doi: 10.1038/nplants.2016.205.
    IF=13.297(2019)

    PMID: 28005066

    Sci Adv. 2018 Oct 24;4(10): eaat6994.
    doi: 10.1126/sciadv.aat6994.
    IF=12.804(2019)

    PMID: 30417089
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  • Arch Biochem Biophys.2018, 644:93-99
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  • ...
  • 生物活性
    Description: 1,2,3,4,6-O-Pentagalloylglucose(PGG) has antimutagenic, anti-proliferative, anti-invasive,vasodilatory, anti-inflammatory, anti-parasitic, anti-HBV, and antioxidant activities. PGG may serve as a model for the development of new types of anti-diabetic and anti-metabolic syndrome therapeutics. PGG dilates vascular smooth muscle and suppresses the vascular inflammatory process via endothelium-dependent nitric oxide (NO)/cGMP signaling; it also has inhibition of inducible NO synthase and cyclooxygenase-2 activity.
    Targets: PARP | TNF-α | p65 | NF-kB | COX | NOS | PGE | NO | GLUT | PI3K | Akt | HBV | Antifection
    In vitro:
    Chem.Biol.Interact., 2007, 165(1):1-13.
    Study of antimutagenic and antioxidant activities of gallic acid and 1,2,3,4,6-pentagalloylglucose from Pistacia lentiscus. Confirmation by microarray expression profiling.[Pubmed: 17129579 ]
    In vitro antioxidant and antimutagenic activities of two polyphenols isolated from the fruits of Pistacia lentiscus was assessed.
    METHODS AND RESULTS:
    Antioxidant activity was determined by the ability of each compound to scavenge the free radical 1,1-diphenyl-2-picrylhydrazyl (DPPH*), to inhibit xanthine oxidase and to inhibit the lipid peroxidation induced by H(2)O(2) in K562 cell line. Antimutagenic activity was assayed with SOS chromotest using Escherichia coli PQ37 as tester strain and Comet assay using K562 cell line. 1,2,3,4,6-Pentagalloylglucose(1,2,3,4,6-O-Pentagalloylglucose) was found to be more effective to scavenge DPPH* radical and protect against lipid peroxidation. Moreover, these two compounds induced an inhibitory activity against nifuroxazide and aflatoxin B1 mutagenicity. The protective effect exhibited by these molecules was also determined by analysis of gene expression as response to an oxidative stress. For this purpose, we used a cDNA-microarray containing 82 genes related to cell defense, essentially represented by antioxidant and DNA repair proteins.
    CONCLUSIONS:
    We found that 1,2,3,4,6-pentagalloylglucose induced a decrease in the expression of 11 transcripts related to antioxidant enzymes family (GPX1, TXN, AOE372, SHC1 and SEPW1) and DNA repair (POLD1, APEX, POLD2, MPG, PARP and XRCC5). The use of Gallic acid, induced expression of TXN, TXNRD1, AOE372, GSS (antioxidant enzymes) and LIG4, POLD2, MPG, GADD45A, PCNA, RPA2, DDIT3, HMOX2, XPA, TDG, ERCC1 and GTF2H1 (DNA repair) as well as the repression of GPX1, SEPW1, POLD1 and SHC1 gene expression.
    Química Nova, 2012, 35(11):2229-332.
    Anti-trypanosomal activity of 1,2,3,4,6-penta-O-galloyl-β -D-glucose isolated from Plectranthus barbatus Andrews (Lamiaceae).[Reference: WebLink]
    MeOH extract from the leaves of Plectranthus barbatus Andrews (Lamiaceae), showed in vitro anti-trypanosomal activity.
    METHODS AND RESULTS:
    The bioassay-guided fractionation resulted in the isolation of a gallic acid derivative, identified as 1,2,3,4,6-penta-O-galloyl-β-D-glucose (PGG), after thorough NMR and MS spectral analysis. Finally, this compound was tested against trypomastigote forms of T. cruzi and displayed an EC50 value of 67 μM, at least 6.6-fold more effective than the standard drug benznidazole.
    CONCLUSIONS:
    This is the first occurrence of PGG in the Plectranthus genus and the first anti-parasitic activity described for PGG in the literature.
    In vivo:
    Eur. J.Pharmacol., 2005, 524(1-3):111-9.
    Vasodilatory and anti-inflammatory effects of the 1,2,3,4,6-penta-O-galloyl-beta-D-glucose (PGG) via a nitric oxide-cGMP pathway.[Pubmed: 16253226 ]
    Vasorelaxant and anti-inflammatory effects of a 1,2,3,4,6-penta-O-galloyl-beta-d-glucose (1,2,3,4,6-O-Pentagalloylglucose,PGG) isolated from the root barks of Paeonia suffruticosa and possible mechanisms responsible were investigated.
    METHODS AND RESULTS:
    PGG induced a concentration-dependent relaxation of the phenylephrine-precontracted rat aorta. This effect disappeared with the removal of functional endothelium. Pretreatment of the aortic tissues with either N(G)-nitro-L-arginine methyl ester (L-NAME) or 1H-[1,2,4]-oxadiazole-[4,3-alpha]-quinoxalin-1-one (ODQ) inhibited the relaxation induced by PGG. Incubation of human umbilical vein endothelial cells (HUVECs) or carotid arteries isolated from rats with PGG increased the production of cGMP in a dose-dependent manner, but this effect was blocked by pretreatment with L-NAME and ODQ, respectively. PGG treatment attenuated tumor necrosis factor-alpha (TNF-alpha)-induced nuclear factor-kappaB (NF-kappaB) p65 translocation in human umbilical vein endothelial cells. In addition, PGG suppressed the expression levels of adhesion molecules including intracellular cell adhesion molecule-1 (ICAM-1) and vascular cell adhesion molecule-1 (VCAM-1) induced by TNF-alpha. TNF-alpha-induced monocyte chemoattractant protein-1 (MCP-1) expression was also attenuated by addition of PGG. PGG treatment inhibited cellular adhesion of U937 cells onto human umbilical vein endothelial cells induced by TNF-alpha.
    CONCLUSIONS:
    Taken together, the present study suggests that PGG dilates vascular smooth muscle and suppresses the vascular inflammatory process via endothelium-dependent nitric oxide (NO)/cGMP signaling.
    Int Immunopharmacol . 2015 May;26(1):30-6.
    1,2,3,4,6-penta-O-galloyl-β-D-glucopyranose increases a population of T regulatory cells and inhibits IgE production in ovalbumin-sensitized mice[Pubmed: 25737197]
    Abstract 1,2,3,4,6-penta-O-galloyl-β-D-glucopyranose (PGG) is a gallotannin isolated from various plants. In a previous study, it was reported that PGG suppressed interleukin (IL)-4 induced signal pathway in B cell which is indispensable for immunoglobulin E (IgE) production. However, the suppressive effect of PGG on IgE production in allergen-sensitized mice remains unclear. Therefore, the aim of this study was to investigate the inhibitory effect of PGG on IgE production in ovalbumin (OVA)-sensitized mice. Mice orally administered PGG showed a decrease in total and OVA-specific IgE levels in serum. Oral administration of PGG strongly suppressed production of type 2 T helper (IL-4 and IL-13), type 1 T helper (IFN-γ), and pro-inflammatory cytokines (TNF-α and IL-6), but not anti-inflammatory cytokine (IL-10) from splenocytes of OVA-sensitized mice against OVA re-stimulation. A population of T regulatory (Treg) cells with immunosuppressive properties was increased in mesenteric lymph nodes and spleen of PGG-fed mice. PGG administration not only reduced expression levels of eotaxin, tissue inhibitors of metalloproteinases-1, and TNF-α, which assisted with IgE production, but also increased the expression of insulin-like growth factor binding protein-3 which inhibits IgE production. Additionally, PGG increased the levels of Treg cell-inducing factors such as IL-2, IL-10 and platelet factor-4 in serum. These data suggest that the inhibitory effect of PGG on IgE production could be partially caused by increasing a population of Treg cells in conjunction with Treg-inducing factors.
    J Virol . 2019 Aug 28;93(18):e00539-19.
    Pentagalloylglucose Inhibits the Replication of Rabies Virus via Mediation of the miR-455/SOCS3/STAT3/IL-6 Pathway[Pubmed: 31243136]
    Abstract Our previous study showed that pentagalloylglucose (PGG), a naturally occurring hydrolyzable phenolic tannin, possesses significant anti-rabies virus (RABV) activity. In BHK-21 cells, RABV induced the overactivation of signal transducer and activator of transcription 3 (STAT3) by suppressing the expression of suppressor of cytokine signaling 3 (SOCS3). Inhibition of STAT3 by niclosamide, small interfering RNA, or exogenous expression of SOCS3 all significantly suppressed the replication of RABV. Additionally, RABV-induced upregulation of microRNA 455-5p (miR-455-5p) downregulated SOCS3 by directly binding to the 3' untranslated region (UTR) of SOCS3. Importantly, PGG effectively reversed the expression of miR-455-5p and its following SOCS3/STAT3 signaling pathway. Finally, activated STAT3 elicited the expression of interleukin-6 (IL-6), thereby contributing to RABV-associated encephalomyelitis; however, PGG restored the level of IL-6 in vitro and in vivo in a SOCS3/STAT3-dependent manner. Altogether, these data identify a new miR-455-5p/SOCS3/STAT3 signaling pathway that contributes to viral replication and IL-6 production in RABV-infected cells, with PGG exerting its antiviral effect by inhibiting the production of miR-455-5p and the activation of STAT3.IMPORTANCE Rabies virus causes lethal encephalitis in mammals and poses a serious public health threat in many parts of the world. Numerous strategies have been explored to combat rabies; however, their efficacy has always been unsatisfactory. We previously reported a new drug, PGG, which possesses a potent inhibitory activity on RABV replication. Herein, we describe the underlying mechanisms by which PGG exerts its anti-RABV activity. Our results show that RABV induces overactivation of STAT3 in BHK-21 cells, which facilitates viral replication. Importantly, PGG effectively inhibits the activity of STAT3 by disrupting the expression of miR-455-5p and increases the level of SOCS3 by directly targeting the 3' UTR of SOCS3. Furthermore, the downregulated STAT3 inhibits the production of IL-6, thereby contributing to a reduction in the inflammatory response in vivo Our study indicates that PGG effectively inhibits the replication of RABV by the miR-455-5p/SOCS3/STAT3/IL-6-dependent pathway. Keywords: CVS-11; IL-6; PGG; SOCS3; STAT3; anti-RABV; miR-455-5p.
    制备储备液(仅供参考)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 1.0631 mL 5.3153 mL 10.6306 mL 21.2612 mL 26.5765 mL
    5 mM 0.2126 mL 1.0631 mL 2.1261 mL 4.2522 mL 5.3153 mL
    10 mM 0.1063 mL 0.5315 mL 1.0631 mL 2.1261 mL 2.6577 mL
    50 mM 0.0213 mL 0.1063 mL 0.2126 mL 0.4252 mL 0.5315 mL
    100 mM 0.0106 mL 0.0532 mL 0.1063 mL 0.2126 mL 0.2658 mL
    * Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
    部分图片展示
    产品名称 产品编号 CAS编号 分子式 = 分子量 位单 联系QQ
    葡萄糖没食子鞣苷; beta-Glucogallin CFN70245 13405-60-2 C13H16O10 = 332.3 5mg QQ客服:215959384
    1-O-没食子酰-6-O-肉桂酰葡萄糖; 1-O-galloyl-6-O-cinnamoylglucose CFN95053 115746-69-5 C22H22O11 = 462.4 5mg QQ客服:1148253675
    2-肉桂酰-1-没食子酰葡萄糖; 2-Cinnamoyl-1-galloylglucose CFN95098 56994-83-3 C22H22O11 = 462.4 5mg QQ客服:1148253675
    1,2,3,4,6-五没食子酰葡萄糖; 1,2,3,4,6-O-Pentagalloylglucose CFN90192 14937-32-7 C41H32O26 = 940.68 20mg QQ客服:2159513211
    单宁酸; Tannic acid CFN90501 1401-55-4 C76H52O46 = 1701.2 20mg QQ客服:2932563308
    柯里拉京; Corilagin CFN90176 23094-69-1 C27H22O18 = 634.45 20mg QQ客服:1413575084
    诃子宁; Chebulanin CFN92294 166833-80-3 C27H24O19 = 652.5 5mg QQ客服:1413575084
    乔松苷;乔松素-7-O-β-D-葡萄糖苷; Pinocembroside CFN95444 75829-43-5 C21H22O9 = 418.4 20mg QQ客服:3257982914
    Thonningianin A; Thonningianin A CFN90633 271579-11-4 C42H34O21 = 874.7 20mg QQ客服:215959384
    Pinocembrin 7-O-(3''-galloyl-4'',6''-(S)-hexahydroxydiphenoyl)-β-D-glucose; Pinocembrin 7-O-(3''-galloyl-4'',6''-(S)-hexahydroxydiphenoyl)-beta-D-glucose CFN90881 205370-59-8 C42H32O21 = 872.7 20mg QQ客服:1148253675

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