Swertianolin

CAS# 23445-00-3

Swertianolin

Catalog No. BCN2759----Order now to get a substantial discount!

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Chemical structure

Swertianolin

3D structure

Chemical Properties of Swertianolin

Cas No. 23445-00-3 SDF Download SDF
PubChem ID 5281662 Appearance Powder
Formula C20H20O11 M.Wt 436.37
Type of Compound Xanthones Storage Desiccate at -20°C
Synonyms Bellidifolin 8-glucoside
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 1,5-dihydroxy-3-methoxy-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyxanthen-9-one
SMILES COC1=CC(=C2C(=C1)OC3=C(C=CC(=C3C2=O)OC4C(C(C(C(O4)CO)O)O)O)O)O
Standard InChIKey XMVBNLMKPMPWAX-DIKOWXHZSA-N
Standard InChI InChI=1S/C20H20O11/c1-28-7-4-9(23)13-11(5-7)29-19-8(22)2-3-10(14(19)16(13)25)30-20-18(27)17(26)15(24)12(6-21)31-20/h2-5,12,15,17-18,20-24,26-27H,6H2,1H3/t12-,15-,17+,18-,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 Swertianolin

1 Gentianella sp. 2 Swertia sp.

Biological Activity of Swertianolin

DescriptionSwertianolin shows anti-acetylcholinesterase activity effects, it shows significant hepatoprotective effect in the liver damage model induced by alpha-naphthylisot hiocyanate. Swertianolin can scavenge superoxide and hydroxyl radicals with the studying method of the autoxidation of Pyrogallol and afenton.
TargetsAChE
In vitro

Xanthones from Gentiana campestris as new acetylcholinesterase inhibitors.[Pubmed: 15490334 ]

Planta Med. 2004 Oct;70(10):1011-4.

In order to discover new acetylcholinesterase (AChE) inhibitors, different plant extracts were screened by a previously established TLC bioautographic method. The methanol extract of Gentiana campestris leaves exhibited significant inhibition of AChE activity.
METHODS AND RESULTS:
A bioactivity-guided fractionation approach was undertaken to isolate the active components. Four xanthones, bellidin, bellidifolin, bellidin 8-O-beta-glucopyranoside (norSwertianolin), and bellidifolin 8-O-beta-glucopyranoside (Swertianolin), were found to be responsible for the anti-AChE activity effects. Bellidifolin showed similar activity to galanthamine in this enzyme assay.

Voltammetric Behavior of Swertianolin and Its Scavenging to Free Radicals[Reference: WebLink]

Journal of Liaoning Normal University, 2003 , 26 (2) :171-173.

The electrochemical behavior of Swertianolin and its scavenging to free radicals have been studied.
METHODS AND RESULTS:
A irreversible adsorpted reduction peak involving two electrons and two protons has been obtained in the medium of phosphate buffer(pH 8.2). The peak potential was at -1.61V(vs.SCE).
CONCLUSIONS:
Swertianolin showed that it can scavenge superoxide and hydroxyl radicals with the studying method of the autoxidation of Pyrogallol and afenton.

Swertianolin Dilution Calculator

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Preparing Stock Solutions of Swertianolin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.2916 mL 11.4582 mL 22.9163 mL 45.8327 mL 57.2908 mL
5 mM 0.4583 mL 2.2916 mL 4.5833 mL 9.1665 mL 11.4582 mL
10 mM 0.2292 mL 1.1458 mL 2.2916 mL 4.5833 mL 5.7291 mL
50 mM 0.0458 mL 0.2292 mL 0.4583 mL 0.9167 mL 1.1458 mL
100 mM 0.0229 mL 0.1146 mL 0.2292 mL 0.4583 mL 0.5729 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 Swertianolin

Xanthones from Gentiana campestris as new acetylcholinesterase inhibitors.[Pubmed:15490334]

Planta Med. 2004 Oct;70(10):1011-4.

In order to discover new acetylcholinesterase (AChE) inhibitors, different plant extracts were screened by a previously established TLC bioautographic method. The methanol extract of Gentiana campestris leaves exhibited significant inhibition of AChE activity. A bioactivity-guided fractionation approach was undertaken to isolate the active components. Four xanthones, bellidin, bellidifolin, bellidin 8-O-beta-glucopyranoside (norSwertianolin), and bellidifolin 8-O-beta-glucopyranoside (Swertianolin), were found to be responsible for the anti-AChE activity effects. Bellidifolin showed similar activity to galanthamine in this enzyme assay.

Chemotaxonomic Studies of Nine Gentianaceae Species from Western China Based on Liquid Chromatography Tandem Mass Spectrometry and Fourier Transform Infrared Spectroscopy.[Pubmed:26919544]

Phytochem Anal. 2016 May;27(3-4):158-67.

INTRODUCTION: Gentianaceae species which widely occur all over the world are used as folk medicine and raw food material with bitter properties. Although comparative analysis on metabolites in several Gentianaceae species has been reported, metabolic similarities used for chemotaxonomic studies are not yet clear. OBJECTIVE: To systematically characterise the variations of holistic metabolome and characteristic metabolites (iridoid glycosides and phenols) in nine Gentianaceae species from western China. METHODOLOGY: Fourier transform infrared (FT-IR) spectroscopy was applied to determine the variations of holistic metabolome. A targeted metabolic profiling using liquid chromatography with tandem mass spectrometry (LC-MS/MS) was established for determination of seven characteristic metabolites and identification of their derivatives. Both FT-IR and LC-MS/MS data were subjected to chemometrics analysis for exploring variations in iridoid glycosides and phenols within these species. RESULTS: Holistic metabolome in genera Gentiana and Swertia was largely different. Diversity of the biosynthetic pathway of iridoid glycosides was also observed in these species. Principal component analysis (PCA) showed a clear separation according to infrageneric classifications of genus Gentiana. Some secondary metabolites, such as mangiferin, rhodenthoside A-C, isoorientin, isovitexin, amarogentin, and Swertianolin would serve as potential chemotaxonomic markers to differentiate Gentianaceae species. Furthermore, the accumulation of the six major metabolites seems to depend on geographical regions in Sect. Monopodiae and Sect. Cruciata. CONCLUSIONS: The combination of LC-MS/MS and FT-IR would provide some potential evidence on chemotaxonomic studies of Gentianaceae. Copyright (c) 2016 John Wiley & Sons, Ltd.

The hepatoprotective effect and chemical constituents of total iridoids and xanthones extracted from Swertia mussotii Franch.[Pubmed:24746481]

J Ethnopharmacol. 2014 May 28;154(1):259-66.

ETHNOPHARMACOLOGICAL RELEVANCE: Total iridoids and xanthones (TIXS) were extracted from Swertia mussotii Franch, one of the most important eight Tibetan medicines in China, which was recorded in the book of Jingzhu Bencao and used for clinical treatment of cholestatic hepatitis for many years. Our aim was to study the hepatoprotective effect and chemical constituents of the TIXS. MATERIALS AND METHODS: Crude extracts were prepared using 90% ethanol, and individual fractions were collected following HPD-300 macroporous resin column chromatography. HPLC/MS was applied to qualitatively and quantitatively analyze the TIXS. Then, the alpha-naphthylisot hiocyanate-induced liver damage model was used to assess the hepatoprotective effect of the TIXS. RESULTS: A total of 12 compounds were identified by the fingerprint chromatography of the TIXS, and swertiamarin and Swertianolin were shown to be its two main components. Oral administration of the TIXS at a dose of 35, 70 or 140 mg kg(-1), swertiamarin at a dose of 20 mg kg(-1) or Swertianolin at a dose of 20 mg kg(-1), for 7 days in mice significantly reduced the alpha-naphthylisot hiocyanate-induced levels of alanine aminotransferase, aspartate aminotransferase and the total and direct bilirubins, and increased the bile flow (P<0.01). CONCLUSION: These findings suggest that the TIXS exhibits significant hepatoprotective effect in the liver damage model induced by alpha-naphthylisot hiocyanate. Its active constituents include swertiamarin and Swertianolin.

Description

Swertianolin, a xanthone isolated from Gentianella Acuta, inhibits acetylcholinesterase (AChE). Swertianolin also exhibits anti-HBV and anti-bacterial activity.

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