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Swertisin

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Swertisin Basic information

Product Name:
Swertisin
Synonyms:
  • SWERTISIN
  • APIGENIN 6-GLUCOSYL-7-O-METHYL ETHER
  • 4',5-Dihydroxy-7-methoxy-6-β-D-glucopyranosylflavone
  • 6-(β-D-Glucopyranosyl)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one
  • SWERTISIN(P)
  • Genkwanin 6-C-Glucoside
  • Swertisin, 98%, from Swertia diluta (Turcz.) Benth. & Hook.f.
  • Swertia flavin
CAS:
6991-10-2
MF:
C22H22O10
MW:
446.4
Product Categories:
  • Tetra-substituted Flavones
Mol File:
6991-10-2.mol
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Swertisin Chemical Properties

Melting point:
245-246℃
Boiling point:
716.6±60.0 °C(Predicted)
Density 
1.583±0.06 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
Soluble in DMSO; sparingly soluble in methanol;
pka
5.76±0.40(Predicted)
form 
powder
color 
White-pale yellow
Water Solubility 
slightly soluble in water
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Swertisin Usage And Synthesis

Chemical Properties

Swertisin is a flavonoid compound that appears as a light yellow powder or crystalline powder at room temperature. Its chemical formula is C22H22O10, with a molecular weight of 446. it is soluble in organic solvents such as methanol and dimethyl sulfoxide. It has antioxidant,anti-diabetic, anti-depressant, anti-inflammatory, anti-viral, and anti-radiation pharmacological effects.

Definition

ChEBI: Swertisin is a flavone C-glycoside that is 7-O-methylapigenin in which the hydrogen at position 6 has been replaced by a beta-D-glucosyl residue. It has a role as a plant metabolite, an adenosine A1 receptor antagonist, an anti-inflammatory agent, an antioxidant and a hypoglycemic agent. It is a flavone C-glycoside, a monosaccharide derivative, a polyphenol, a monomethoxyflavone and a dihydroxyflavone. It is functionally related to an apigenin.

Biological Activity

Swertisin is a flavonoid C-glycoside that has been found in Swertia japonica and has diverse biological activities. It inhibits sodium-glucose cotransporter 2 (SGLT2) in HEK293 cells when used at a concentration of 7.5 μg/ml and is an adenosine A1 receptor antagonist (IC50 = 137 μM). Swertisin (0.2-5 μM) inhibits hepatitis B virus (HBV) replication in HepG2 2.2.15 cells. It decreases blood glucose levels in a mouse model of diabetes induced by streptozotocin (Item No. 13104), as well as prevents scopolamine-induced increases in escape latency in the Morris water maze in mice.

References

[1] GURPRIT BHARDWAJ . Swertisin, a novel SGLT2 inhibitor, with improved glucose homeostasis for effective diabetes therapy[J]. Archives of biochemistry and biophysics, 2021, 710: Article 108995. DOI:10.1016/j.abb.2021.108995.
[2] K. PATEL D. P. Biological importance and therapeutic benefit of swertisin: An overview of medicinal importance and pharmacological activities[J]. Current Bioactive Compounds, 2022. DOI:10.2174/1573407218666220801113334.
[3] HONG-YAN XU . Anti-hepatitis B virus activity of swertisin isolated from Iris tectorum Maxim[J]. Journal of ethnopharmacology, 2020, 257: Article 112787. DOI:10.1016/j.jep.2020.112787.

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