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threo-Guaiacylglycerol beta-coniferyl ether

CAS# 869799-76-8

threo-Guaiacylglycerol beta-coniferyl ether

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threo-Guaiacylglycerol beta-coniferyl ether: 5mg $799 In Stock
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Chemical structure

threo-Guaiacylglycerol beta-coniferyl ether

3D structure

Chemical Properties of threo-Guaiacylglycerol beta-coniferyl ether

Cas No. 869799-76-8 SDF Download SDF
PubChem ID 14274761 Appearance Powder
Formula C20H24O7 M.Wt 376.4
Type of Compound Phenylpropanoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1R,2R)-1-(4-hydroxy-3-methoxyphenyl)-2-[4-[(E)-3-hydroxyprop-1-enyl]-2-methoxyphenoxy]propane-1,3-diol
SMILES COC1=C(C=CC(=C1)C=CCO)OC(CO)C(C2=CC(=C(C=C2)O)OC)O
Standard InChIKey FYEZJIXULOZDRT-FMEUAVTJSA-N
Standard InChI InChI=1S/C20H24O7/c1-25-17-11-14(6-7-15(17)23)20(24)19(12-22)27-16-8-5-13(4-3-9-21)10-18(16)26-2/h3-8,10-11,19-24H,9,12H2,1-2H3/b4-3+/t19-,20-/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of threo-Guaiacylglycerol beta-coniferyl ether

The stems of Clematis armandii

Biological Activity of threo-Guaiacylglycerol beta-coniferyl ether

Description1. Threo-Guaiacylglycerol beta-coniferyl ether displays significant inhibitory effects on NO production.
TargetsNO

threo-Guaiacylglycerol beta-coniferyl ether Dilution Calculator

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Preparing Stock Solutions of threo-Guaiacylglycerol beta-coniferyl ether

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.6567 mL 13.2837 mL 26.5675 mL 53.135 mL 66.4187 mL
5 mM 0.5313 mL 2.6567 mL 5.3135 mL 10.627 mL 13.2837 mL
10 mM 0.2657 mL 1.3284 mL 2.6567 mL 5.3135 mL 6.6419 mL
50 mM 0.0531 mL 0.2657 mL 0.5313 mL 1.0627 mL 1.3284 mL
100 mM 0.0266 mL 0.1328 mL 0.2657 mL 0.5313 mL 0.6642 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on threo-Guaiacylglycerol beta-coniferyl ether

Lignans from the stems of Clematis armandii ("Chuan-Mu-Tong") and their anti-neuroinflammatory activities.[Pubmed:24661966]

J Ethnopharmacol. 2014 May 14;153(3):737-43.

ETHNOPHARMACOLOGICAL RELEVANCE: The dried stems of Clematis armandii (Caulis clematidis armandii), named "Chuan-Mu-Tong" in Chinese Pharmacopoeia, have been traditionally used as an herbal remedy mainly for inflammation-associated diseases. The Aim of the study is to identify the potential anti-neuroinflammatory components from Clematis armandii. MATERIALS AND METHODS: The ethanol extract of "Chuan-Mu-Tong" was suspended in H(2)O and exhaustively extracted with CH(2)Cl(2). The CH(2)Cl(2) fraction was successively subjected to column chromatography (CC) over silica gel, Sephadex LH-20, and semi-preparative HPLC. The structures of the isolated compounds were identified by spectroscopic methods and by comparison with those reported in the literature. Their anti-neuroinflammatory activities were evaluated by inhibitory effects on pro-inflammatory mediators [e.g. nitric oxide (NO) and tumor necrosis factor-alpha (TNF-alpha)] in lipopolysaccharide (LPS)-activated BV-2 cells. RESULTS: One new and sixteen known lignans were isolated and characterized. The absolute configuration of the new lignan, (7R,8S)-9-acetyl-dehydrodiconiferyl alcohol (1), was elucidated by a combination of 1D/2D NMR techniques and the Electronic Circular Dichroism (ECD) spectroscopy based on the empirical helicity rules. The anti-neuroinflammatory bioassay showed that compounds 1, (7R,8S)-dehydrodiconiferyl alcohol (2), erythro-guaiacylglycerol-beta-coniferyl ether (5), and threo-guaiacylglycerol-beta-coniferyl ether (6) displayed significant inhibitory effects on NO production. Among them, neolignans 1 and 2 exhibited more potent activities than the positive control (N(G)-monomethyl-L-arginine, L-NMMA), with an IC(5)(0) value of 9.3 and 3.9 muM, respectively. Moreover, both 1 and 2 were also found to concentration-dependently suppress the TNF-alpha release in LPS-stimulated BV-2 cells. CONCLUSION: The results revealed that lignans are the major components of "Chuan-Mu-Tong", and their anti-neuroinflammatory activities strongly support the traditional application of this herb medicine on inflammation. Moreover, the dihydrobenzo[b]furan neolignans 1 and 2 as well as Caulis clematidis armandii could be further exploited as new therapeutic agents to treat inflammation-mediated neurodegenerative and aging-associated diseases.

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