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

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Chemical Structure| 14937-32-7 同义名 : Penta-O-galloyl-β-D-glucose; Pentagalloylglucose; DB-03208; 1,2,3,4,6-Penta-O-galloyl-β-D-glucopyranose; 1,2,3,4,6-Pentagalloyl glucose
CAS号 : 14937-32-7
货号 : A421340
分子式 : C41H32O26
纯度 : 99%+
分子量 : 940.677
MDL号 : MFCD03788860
存储条件：

Pure form Inert atmosphere, 2-8°C

In solvent -20°C:3-6个月-80°C:12个月
溶解度 :

DMSO: 105 mg/mL(111.62 mM)，配合低频超声助溶，注意：DMSO长时间开封后，会吸水并导致溶解能力下降，请避免使用长期开封的DMSO

H2O: 6 mg/mL(6.38 mM)
动物实验配方：
生物活性
描述 1,2,3,4,6-Penta-O-galloyl-β-D-glucopyranose, a natural product isolated and purified from the peel of Punica granatum L., suppresses interleukin (IL)-4 induced signal pathway in B cell, and inhibits IgE production partially caused by increasing a population of Treg cells in conjunction with Treg-inducing factors[3]. 1,2,3,4,6-penta-O-galloyl-β-D-glucopyranose is a large polyphenol that has been shown to be effective at inhibiting aggregation of full-length Aβ1-40 and Aβ1-42, but has the opposite effect on the C-terminal fragment Aβ25-35[4]. PGG (1,2,3,4,6-penta-O-galloyl-β-D-glucopyranose) is a CMG2 inhibitor with antiangiogenic activity. PGG inhibits CMG2 with a submicromolar IC50 and it also inhibits the migration of human dermal microvascular endothelial cells at similar concentrations in vitro. Oral or intraperitoneal administration of PGG inhibits angiogenesis in the mouse corneal micropocket assay in vivo[5]. Cell cycle was blocked in S phase at lower dose (25 μM PGG), and G1 phase at higher dose (50 or 75 μM PGG). PGG affected cell cycle- or apoptosis-related proteins such as cyclin D1, Bcl-2 and Bax[6]. 1,2,3,4,6-penta-O-galloyl-β-D-glucopyranose (PGG) inhibits biofilm formation by S. aureus by preventing the initial attachment of the cells to a solid surface and reducing the production of polysaccharide intercellular adhesin (PIA)[7].
实验方案
1mg 5mg 10mg

1 mM

5 mM

10 mM

1.06mL

0.21mL

0.11mL

5.32mL

1.06mL

0.53mL

10.63mL

2.13mL

1.06mL
参考文献

[1]Kim YH, Yang X, et al. 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. Int Immunopharmacol. 2015 May;26(1):30-6.

[2]Viswanatha GL, Shylaja H, Mohan CG. Alleviation of transient global ischemia/reperfusion-induced brain injury in rats with 1,2,3,4,6-penta-O-galloyl-β-d-glucopyranose isolated from Mangifera indica. Eur J Pharmacol. 2013 Nov 15;720(1-3):286-93.

[3]Kim YH, Yang X, Yamashita S, Kumazoe M, Huang Y, Nakahara K, Won YS, Murata M, Lin IC, Tachibana H. 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. Int Immunopharmacol. 2015 May;26(1):30-6

[4]de Almeida NEC, Do TD, LaPointe NE, Tro M, Feinstein SC, Shea JE, Bowers MT. 1,2,3,4,6-penta-O-galloyl-β-D-glucopyranose Binds to the N-terminal Metal Binding Region to Inhibit Amyloid β-protein Oligomer and Fibril Formation. Int J Mass Spectrom. 2017 Sep;420:24-34

[5]Cryan LM, Bazinet L, Habeshian KA, Cao S, Clardy J, Christensen KA, Rogers MS. 1,2,3,4,6-Penta-O-galloyl-β-D-glucopyranose inhibits angiogenesis via inhibition of capillary morphogenesis gene 2. J Med Chem. 2013 Mar 14;56(5):1940-5

[6]Xiang Q, Tang J, Luo Q, Xue J, Tao Y, Jiang H, Tian J, Fan C. In vitro study of anti-ER positive breast cancer effect and mechanism of 1,2,3,4-6-pentyl-O-galloyl-beta-d-glucose (PGG). Biomed Pharmacother. 2019 Mar;111:813-820

[7]Lin MH, Shu JC, Huang HY, Cheng YC. Involvement of iron in biofilm formation by Staphylococcus aureus. PLoS One. 2012;7(3):e34388