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    Natural Products
    Isogentisin
    Isogentisin
    Information
    CAS No. 491-64-5 Price
    Catalog No.CFN70382Purity>=98%
    Molecular Weight258.2Type of CompoundXanthones
    FormulaC14H10O5Physical DescriptionPowder
    Download Similar structuralComparison (Web)  (SDF)
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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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    Isogentisin

    Isogentisin
    Product Name Isogentisin
    CAS No.: 491-64-5
    Catalog No.: CFN70382
    Molecular Formula: C14H10O5
    Molecular Weight: 258.2 g/mol
    Purity: >=98%
    Type of Compound: Xanthones
    Physical Desc.: Powder
    Targets: MAO | Antifection
    Source: The roots of Gentiana lutea.
    Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
    Price:
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  • SBRAS2016, 12
  • Oncotarget.2015, 6(31):30831-49
  • Phytomedicine.2020, 79, 153351
  • Nat Prod Sci.2016, 22(2)
  • Sci Rep.2018, 8:15059
  • Biochemical Systematics and Ecology2018, 81
  • Molecules.2019, 24(20):3755
  • J Ethnopharmacol.2020, 254:112733.
  • J Agric Food Chem.2020, 68(43):12164-12172.
  • Front Aging Neurosci.2019, 11:230
  • Related Screening Libraries
    Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
    10 mM * 1 mL in DMSO / Inquiry / In-stock
    Related Libraries
  • Xanthones Compound Library
  • MAO Inhibitor Library
  • Antifection Inhibitor Library
  • Biological Activity
    Description: Isogentisin has mutagenic activity, it also shows MAO inhibition. Isogentisin showed antimicrobial activity with MIC values ranging from 117–310µg/ml.
    Targets: MAO | Antifection
    In vitro:
    Planta Medica,1980,39(1):19-23.
    Inhibition of Type A and Type B Monoamine Oxidase by Isogentisin and its 3-O-Glucoside.[Reference: WebLink]

    METHODS AND RESULTS:
    Isogentisin and its 3-O-glucoside were found to inhibit monoamine oxidase (MAO) in rat brain mitochondria in vitro using 5-hydroxytryptamine (5-HT) and (3-phenylethylamine (PEA) as relatively specific substrates for type A and type B MAO, respectively. Isogentisin showed much more potent MAO inhibition than its 3-O-glucoside for both substrates. The inhibition by both compounds was fully competitive for both substrates. Both compounds were found to be almost nonselective inhibitors for type A and type B MAO. popular medicine both in Europe and Asia due to their unique actions on the central nervous system [2]. In our previous preliminary communication [3], we briefly reported that Isogentisin and its 3-O-glucoside inhibit monoamine oxidase (MAO) in vitro using kynuramine as substrate.
    CONCLUSIONS:
    Since mitochondrial MAO is believed to exist in many animal tissues in two functional forms called type A and type B [4-6], in the present paper we have studied MAO inhibition by Isogentisin and its 3-O-glucoside using 5-hydroxytryptamine (5-HT) and (3-phenylethylamine (PEA) as relatively specific substrates for type A and type B MAO, respectively.
    Planta Medica, 2007, 73(9):871-871.
    Antimicrobial activity of Gentiana lutea L. extracts and isolated compounds mangiferin, isogentisin and gentiopicrin[Reference: WebLink]
    Plant material of Gentiana lutea L. was collected on the mountain Suvobor. Air-dried leaves and flowers were extracted with methanol in a Soxhlet apparatus for 24h. Evaporated dry extracts were used for experiments.
    METHODS AND RESULTS:
    Mangiferin (MG), Isogentisin (IG) and gentiopicrin (GP) have been isolated according to previously published procedures [1] and their structures were confirmed using UV-VIS, IR and NMR techniques. A variety of microorganisms Escherichia coli (ATCC 25922), Salmonella typhimurium (ATCC 14028), Enterobacter cloacae (ATCC 13883), Pseudomonas aeruginosa (ATCC 27853), P. tolaasii (NCTC 387), Proteus mirabilis (ATCC 14273), Staphylococcus aureus (ATCC 25923), S. epidermidis (ATCC 12228), Streptococcus faecalis (ATCC 12952), Bacillus subtilis (ATCC 6051), Micrococcus luteus (ATCC 10240), M. flavus (ATCC 14452), Sarcina lutea (ATCC 10054), Listeria monocytogenes (ATCC 15313) as well as human pathogen fungi Candida albicans were used in the antimicrobial assay. The MIC values have been determined using the broth microdilution method in 96-hole plates according to NCCLS [2]. Serial dilutions of the stock solutions of tested extracts in broth medium (Muller-Hinton broth or Sabouraud broth) were prepared in a microtiter plate. The microbial suspensions were added in the microwells at the concentration of 5×105 organisms/mL. MICs were determined as the lowest concentrations preventing visible growth. The standard antibiotic streptomycin was used to control the sensitivity of tested bacteria, whereas nystatin was used as a control against the fungi. Each assay was repeated two times. Leaves contained 9.57±0.4mg/g dw of MG, 12.86±0.7mg/g dw of IG and 38.85±0.7mg/g dw of GP while flowers contained 8.98±0.4mg/g dw of MG, 123.23±3.1mg/g dw of IG and 48.38±1.4mg/g dw of GP.
    CONCLUSIONS:
    Mangiferin, Isogentisin and gentiopicrin as well as extracts of leaves and flowers showed antimicrobial activity with MIC values ranging from 117–310µg/ml.
    Isogentisin Description
    Source: The roots of Gentiana lutea.
    Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, 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 3.873 mL 19.3648 mL 38.7297 mL 77.4593 mL 96.8242 mL
    5 mM 0.7746 mL 3.873 mL 7.7459 mL 15.4919 mL 19.3648 mL
    10 mM 0.3873 mL 1.9365 mL 3.873 mL 7.7459 mL 9.6824 mL
    50 mM 0.0775 mL 0.3873 mL 0.7746 mL 1.5492 mL 1.9365 mL
    100 mM 0.0387 mL 0.1936 mL 0.3873 mL 0.7746 mL 0.9682 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:
    Mutation Research/Genetic Toxicology,1983,116(2): 103-117.
    Mutagenic activities of gentisin and isogentisin from Gentianae radix (Gentianaceae).[Reference: WebLink]
    The mutagenic activities of 2 hydroxyxanthones, gentisin and Isogentisin, obtained from the methanol extract of Gentianae radix (Gentianacea) were investigated.
    METHODS AND RESULTS:
    The methanol extract of Gentianae radix, which showed mutagenicity in the Ames test in Salmonella typhimurium strain TA100 with S9 mix, was fractionated by column chromatography on Sephadex LH-20, and the fractions were purified by preparative TLC and column chromatography on polyamide. 2 mutagenic materials thus obtained, S1 and S2, each gave a single band on TLC. Identification of S1 and S2 was accomplished by comparing the analytical (mps, elementary analyses) and spectral (UV, IR, mass, NMR) results for S1 and S2 with literature data for gentisin and Isogentisin. At doses below 10 μg, S1 (gentisin) and S2 (Isogentisin) had similar specific mutagenic activities. At doses of over 10 to 50 μg, the mutagenic activities of S2 and S1 were 19.1 and 6.94 revertants per μg respectively. This much lower activity of S1 than S2 may be a result of its poor solubility owing to the presence of the OMe group at C-3.
    CONCLUSIONS:
    The combined yield of S1 and S2 was about 76 mg (40 mg as S1 and 36 mg as S2), which accounted for 76% of the content of mutagenic compounds (100 mg) estimated roughly from the total mutagenic activity in the extract of the starting materials (100 g).
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