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Methyl gallate (Gallincin) Sale

(Synonyms: 没食子酸甲酯,Gallincin; NSC 363001) 目录号 : GC32170

A phenol with diverse biological activities

Methyl gallate (Gallincin) Chemical Structure

Cas No.:99-24-1

规格 价格 库存 购买数量
10mM (in 1mL DMSO)
¥491.00
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5g
¥446.00
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Sample solution is provided at 25 µL, 10mM.

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实验参考方法

Cell experiment:

KB cells, a human mouth epithelial cell line, are treated with Methyl gallate (1-8 mg/mL) for 24 h. Cytotoxicity of Methyl gallate is assessed by a modified MTT assay[1].

References:

[1]. Kang MS, et al. Inhibitory effect of methyl gallate and gallic acid on oral bacteria. J Microbiol. 2008 Dec;46(6):744-50.
[2]. Hsieh TJ, et al. Protective effect of methyl gallate from Toona sinensis (Meliaceae) against hydrogen peroxide-induced oxidative stress and DNA damage in MDCK cells. Food Chem Toxicol. 2004 May;42(5):843-50.
[3]. Lee H, et al. Methyl gallate exhibits potent antitumor activities by inhibiting tumor infiltration of CD4+CD25+ regulatory T cells. J Immunol. 2010 Dec 1;185(11):6698-705.

产品描述

Methyl gallate is a phenol that has been found in Meliaceae and has diverse biological activities.1,2,3,4 It reduces adipogenic hormonal stimulation-induced lipid accumulation in 3T3-L1 cells when used at a concentration of 50 ?M.1 Methyl gallate is active against V. cholerae in vitro (MIC = 32 ?g/ml) and reduces V. cholerae-induced intestinal fluid accumulation in suckling mice when administered at doses of 50, 100, and 200 mg/kg.2 It reduces tumor growth and decreases the number of intratumor CD25+Foxp3high regulatory T cells (Tregs) in an EL-4 model of murine lymphoma.3 Methyl gallate (0.7, 7, and 70 mg/kg) reduces knee joint edema and leukocyte, neutrophil, and mononuclear cell infiltration in a mouse model of zymosan-induced arthritis.4

1.Jeon, M.J., Rahman, N., and Kim, Y.-S.Wnt/β-catenin signaling plays a distinct role in methyl gallate-mediated inhibition of adipogenesisBiochem. Biophys. Res. Commun.479(1)22-27(2016) 2.Bag, P.K., Roy, N., Acharyya, S., et al.In vivo fluid accumulation-inhibitory, anticolonization and anti-inflammatory and in vitro biofilm-inhibitory activities of methyl gallate isolated from Terminalia chebula against fluoroquinolones resistant Vibrio choleraeMicrob. Pathog.12841-46(2019) 3.Lee, H., Lee, H., Kwon, Y., et al.Methyl gallate exhibits potent antitumor activities by inhibiting tumor infiltration of CD4+CD25+ regulatory T cellsJ. Immunol.185(11)6698-6705(2010) 4.Correa, L.B., Pádua, T.A., Seito, L.N., et al.Anti-inflammatory effect of methyl gallate on experimental arthritis: Inhibition of neutrophil recruitment, production of inflammatory mediators, and activation of macrophagesJ. Nat. Prod.79(6)1554-1566(2016)

Chemical Properties

Cas No. 99-24-1 SDF
别名 没食子酸甲酯,Gallincin; NSC 363001
Canonical SMILES O=C(OC)C1=CC(O)=C(O)C(O)=C1
分子式 C8H8O5 分子量 184.15
溶解度 DMSO : ≥ 160 mg/mL (868.86 mM) 储存条件 Store at -20°C
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1 mM 5.4304 mL 27.1518 mL 54.3036 mL
5 mM 1.0861 mL 5.4304 mL 10.8607 mL
10 mM 0.543 mL 2.7152 mL 5.4304 mL
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Research Update

Identification of Hepatoprotective Constituents in Limonium tetragonum and Development of Simultaneous Analysis Method using High-performance Liquid Chromatography

Pharmacogn Mag 2017 Oct-Dec;13(52):535-541.PMID:29200710DOI:PMC5701388

Background: Limonium tetragonum, a naturally salt-tolerant halophyte, has been studied recently and is of much interest to researchers due to its potent antioxidant and hepatoprotective activities. Objective: In the present study, we attempted to elucidate bioactive compounds from ethyl acetate (EtOAc) soluble fraction of L. tetragonum extract. Furthermore, the simultaneous analysis method of bioactive EtOAc fraction of L. tetragonum has been developed using high-performance liquid chromatography (HPLC). Materials and methods: Thirteen compounds have been successfully isolated from EtOAc fraction of L. tetragonum, and the structures of 1-13 were elucidated by extensive one-dimensional and two-dimensional spectroscopic methods including 1H-NMR, 13C-NMR, 1H-1H COSY, heteronuclear single quantum coherence, heteronuclear multiple bond correlation, and nuclear Overhauser effect spectroscopy. Hepatoprotection of the isolated compounds against liver fibrosis was evaluated by measuring inhibition on hepatic stellate cells (HSCs) undergoing proliferation. Results: Compounds 1-13 were identified as Gallincin (1), apigenin-3-O-尾-D-galactopyranoside (2), quercetin (3), quercetin-3-O-尾-D-galactopyranoside (4), (-)-epigallocatechin (5), (-)-epigallocatechin-3-gallate (6), (-)-epigallocatechin-3-(3鈥?O-methyl) gallate (7), myricetin-3-O-尾-D-galactopyranoside (8), myricetin-3-O-(6鈥?O-galloyl)-尾-D-galactopyranoside (9), myricetin-3-O-伪-L-rhamnopyranoside (10), myricetin-3-O-(2鈥?O-galloyl)-伪-L-rhamnopyranoside (11), myricetin-3-O-(3鈥?O-galloyl)-伪-L-rhamnopyranoside (12), and myricetin-3-O-伪-L-arabinopyranoside (13), respectively. All compounds except for 4, 8, and 10 are reported for the first time from this plant. Conclusion: Myricetin glycosides which possess galloyl substituent (9, 11, and 12) showed most potent inhibitory effects on the proliferation of HSCs. Summary: In the present study, we have successfully isolated 13 compounds from bioactive fraction of Limonium tetragonum. The structures of compounds isolated have been fully elucidated, and hepatoprotective activities of compounds against liver fibrosis were evaluated by measuring inhibition on hepatic stellate cells undergoing proliferation. Furthermore, the simultaneous analysis method of bioactive ethyl acetate fraction of L. tetragonum has been developed using HPLC. Ten compounds identified herein are reported for the first time from this plant.Abbreviations used: HSQC: Heteronuclear single quantum coherence; HMBC: Heteronuclear multiple bond correlation; NOESY: Nuclear Overhauser effect spectroscopy; EGCG: Epigallocatechin-3-gallate; EGC: Epigallocatechin; HSC: Hepatic stellate cell; MTT: 3-(4,5-dimethylthiazol-2-yl)-2.5-diphenyltetrazolium bromide.