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    Natural Products
    Iriflophenone 3-C-beta-D-glucopyranoside
    Information
    CAS No. 104669-02-5 Price
    Catalog No.CFN99063Purity>=98%
    Molecular Weight408.4 Type of CompoundXanthones
    FormulaC19H20O10Physical DescriptionPowder
    Download Manual    COA    MSDSSimilar structuralComparison (Web)
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    According to end customer requirements, ChemFaces provide solvent format. This solvent format of product intended use: Signaling Inhibitors, Biological activities or Pharmacological activities.
    Size /Price /Stock 10 mM * 1 mL in DMSO / Inquiry
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  • Biological Activity
    Description: Iriflophenone-3-C-β-d-glucoside shows potent inhibitory activity against α-glucosidase. Iriflophenone 3-C-β-D-glucoside and mangiferin which along with 3 β taraxerol and other sterols could be contributing to the cholesterol lowering activity. Iriflophenone-3- C -glucoside has antioxidant activity, it presents no radical scavenging ability against DPPH , but scavenges ABTS + and peroxyl radicals (TEAC ABTS of 1.04 and TEAC ORAC of 3.61).
    In vitro:
    J Chromatogr B Analyt Technol Biomed Life Sci. 2014 Mar 1;951-952:164-71.
    Iriflophenone-3-C-glucoside from Cyclopia genistoides: isolation and quantitative comparison of antioxidant capacity with mangiferin and isomangiferin using on-line HPLC antioxidant assays.[Pubmed: 24566268 ]

    METHODS AND RESULTS:
    The benzophenone, iriflophenone-3-C-glucoside, was isolated from Cyclopia genistoides using a combination of fluid-fluid extraction, high performance counter-current chromatography (HPCCC) and semi-preparative high performance liquid chromatography (HPLC). The microplate oxygen radical absorbance capacity (ORAC) assay, with fluorescein as probe, was adapted for use in an on-line HPLC configuration. The method was validated using a mixture of authentic standards including iriflophenone-3-C-glucoside(Iriflophenone 3-C-beta-D-glucopyranoside), and the xanthones, mangiferin and isomangiferin. Trolox (6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid) was included in the mixture for calculation of Trolox equivalent antioxidant capacity (TEAC) values. Using the on-line HPLC-ORAC assay, as well as 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS(+)) on-line assays, the antioxidant activity of iriflophenone-3-C-glucoside(Iriflophenone 3-C-beta-D-glucopyranoside) and isomangiferin was demonstrated for the first time.
    CONCLUSIONS:
    Iriflophenone-3-C-glucoside(Iriflophenone 3-C-beta-D-glucopyranoside) presented no radical scavenging ability against DPPH, but scavenged ABTS(+) and peroxyl radicals (TEACABTS of 1.04 and TEACORAC of 3.61). Isomangiferin showed slightly lower antioxidant capacity than mangiferin against DPPH (TEACDPPH of 0.57 vs. 0.62), but higher capacity against ABTS(+) (TEACABTS of 1.82 vs. 1.67) and peroxyl radical (TEACORAC of 4.14 vs. 3.69) than mangiferin. The on-line HPLC-ORAC assay was shown to be more sensitive for radical scavengers, but at the same time less selective for rapid radical scavengers than the DPPH assay.
    In vivo:
    Pharmacognosy Res. 2017 Jan-Mar;9(1):21-26.
    Evaluation of Cholesterol-lowering Activity of Standardized Extract of Mangifera indica in Albino Wistar Rats.[Pubmed: 28250649 ]
    Cholesterol lowering activity of Mangifera indica L. has been determined by earlier researchers and kernel, leaf and bark have shown significant activity. However, the specific cholesterol lowering activity of leaf methanol extract has not been determined.
    METHODS AND RESULTS:
    The present study involved evaluation of cholesterol lowering potential of methanol extract of M. indica leaves using high cholesterol diet model in albino Wistar rats. The acute oral toxicity at a dose of 5000 mg/ kg body weight was also determined in female albino Wistar rats. Phytoconstituents Iriflophenone 3-C-beta-D-glucopyranoside and mangiferin were quantified in methanol extracts of different varieties of mango leaves using high performance liquid chromatography. Significant cholesterol lowering activity was observed with methanol extract of M. indica leaves, at dose of 90 mg/kg body weight in rats and it was also found to be safe at dose of 5000 mg/kg rat body. Iriflophenone 3-C-beta-D-glucopyranoside and mangiferin were found to be in the range of 1.2 to 2.8% w/w and 3.9 to 4.6% w/w, respectively which along with 3 β taraxerol and other sterols could be contributing to the cholesterol lowering activity of mango leaves extract.
    CONCLUSIONS:
    The phytosterols rich extract of Mangifera indica leaves is a good source of nutraceutical ingredient that have the potential to lower serum cholesterol levels.
    Iriflophenone 3-C-beta-D-glucopyranoside Description
    Source: The herbs of Aquilaria sinensis
    Solvent: DMSO, Pyridine, Methanol, Ethanol, etc.
    Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

    After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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    Calculate Dilution Ratios(Only for Reference)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 2.4486 mL 12.2429 mL 24.4858 mL 48.9716 mL 61.2145 mL
    5 mM 0.4897 mL 2.4486 mL 4.8972 mL 9.7943 mL 12.2429 mL
    10 mM 0.2449 mL 1.2243 mL 2.4486 mL 4.8972 mL 6.1214 mL
    50 mM 0.049 mL 0.2449 mL 0.4897 mL 0.9794 mL 1.2243 mL
    100 mM 0.0245 mL 0.1224 mL 0.2449 mL 0.4897 mL 0.6121 mL
    * Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
    Protocol
    Structure Identification:
    Phytochemistry. 2011 Feb;72(2-3):242-7.
    Bio-assay guided isolation and identification of α-glucosidase inhibitors from the leaves of Aquilaria sinensis.[Pubmed: 21215978 ]

    METHODS AND RESULTS:
    Eight α-glucosidase inhibitors including four new compounds were isolated from the 70% aqueous ethanolic extract of leaves of Aquilaria sinensis (Lour.) Gilg by activity-directed fractionation and purification processes. The ethanolic extract was first separated into petroleum ether, ethyl acetate, n-butanol and water soluble fractions and screened for inhibitory activity against α-glucosidase. Further activity-directed investigation lead to the isolation of four new compounds with moderate inhibitory activity, viz, aquilarisinin (1), aquilarisin (2), hypolaetin 5-O-β-D-glucuronopyranoside (3) and aquilarixanthone (4) from the n-butanol fraction, and four known compounds showing potent activity including mangiferin (5), iriflophenone 2-O-α-L-rhamnopyranoside (6), Iriflophenone 3-C-beta-D-glucopyranoside (7) and iriflophenone 3,5-C-β-D-diglucopyranoside (8) from the most potent ethyl acetate fraction.
    CONCLUSIONS:
    The structures of these compounds were determined by extensive spectroscopic analyses, including IR, UV, ESIMS, HRESIMS, 1D and 2D NMR.