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Licoisoflavone B

CAS# 66056-30-2

Licoisoflavone B

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Quality Control of Licoisoflavone B

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Chemical structure

Licoisoflavone B

3D structure

Chemical Properties of Licoisoflavone B

Cas No. 66056-30-2 SDF Download SDF
PubChem ID 5481234 Appearance Yellow powder
Formula C20H16O6 M.Wt 352.4
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 5,7-dihydroxy-3-(5-hydroxy-2,2-dimethylchromen-6-yl)chromen-4-one
SMILES CC1(C=CC2=C(O1)C=CC(=C2O)C3=COC4=CC(=CC(=C4C3=O)O)O)C
Standard InChIKey KIZPADOTOCPASX-UHFFFAOYSA-N
Standard InChI InChI=1S/C20H16O6/c1-20(2)6-5-12-15(26-20)4-3-11(18(12)23)13-9-25-16-8-10(21)7-14(22)17(16)19(13)24/h3-9,21-23H,1-2H3
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 Licoisoflavone B

The roots of Glycyrrhiza aspera.

Biological Activity of Licoisoflavone B

Description1. Licoisoflavone B exhibits antimutagenic activity against carcinogenic N-methyl-N-nitrosourea (MNU), it is important to prevent DNA damage by N-nitrosamines for cancer chemoprevention. 2. Licoisoflavone B is an inhibitor of germ tube growth in the arbuscular mycorrhizal (AM) fungus Gigaspora margarita, it can strongly inhibit germ tube growth at 0.63 ug/disc, and it can completely inhibit hyphal branching induced by a lupin strigolactone, orobanchyl acetate, in G. margarita at 0.16 ug/disc. 3. Licoisoflavone B exhibits inhibitory activity against the growth of Helicobacter pylori in vitro, it also shows anti-H. pylori activity against a clarithromycin (CLAR) and amoxicillin (AMOX)-resistant strain. 4. Licoisoflavones A and B show inhibitory effects on copper-ion-induced protein oxidative modification of mice brain homogenate, in vitro.
TargetsAntifection

Licoisoflavone B Dilution Calculator

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Licoisoflavone B Molarity Calculator

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Preparing Stock Solutions of Licoisoflavone B

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.8377 mL 14.1884 mL 28.3768 mL 56.7537 mL 70.9421 mL
5 mM 0.5675 mL 2.8377 mL 5.6754 mL 11.3507 mL 14.1884 mL
10 mM 0.2838 mL 1.4188 mL 2.8377 mL 5.6754 mL 7.0942 mL
50 mM 0.0568 mL 0.2838 mL 0.5675 mL 1.1351 mL 1.4188 mL
100 mM 0.0284 mL 0.1419 mL 0.2838 mL 0.5675 mL 0.7094 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 Licoisoflavone B

Anti-Helicobacter pylori flavonoids from licorice extract.[Pubmed:12127165]

Life Sci. 2002 Aug 9;71(12):1449-63.

Licorice is the most used crude drug in Kampo medicines (traditional Chinese medicines modified in Japan). The extract of the medicinal plant is also used as the basis of anti-ulcer medicines for treatment of peptic ulcer. Among the chemical constituents of the plant, glabridin and glabrene (components of Glycyrrhiza glabra), licochalcone A (G. inflata), licoricidin and Licoisoflavone B (G. uralensis) exhibited inhibitory activity against the growth of Helicobacter pylori in vitro. These flavonoids also showed anti-H. pylori activity against a clarithromycin (CLAR) and amoxicillin (AMOX)-resistant strain. We also investigated the methanol extract of G. uralensis. From the extract, three new isoflavonoids (3-arylcoumarin, pterocarpan, and isoflavan) with a pyran ring, gancaonols A[bond]C, were isolated together with 15 known flavonoids. Among these compounds, vestitol, licoricone, 1-methoxyphaseollidin and gancaonol C exhibited anti-H. pylori activity against the CLAR and AMOX-resistant strain as well as four CLAR (AMOX)-sensitive strains. Glycyrin, formononetin, isolicoflavonol, glyasperin D, 6,8-diprenylorobol, gancaonin I, dihydrolicoisoflavone A, and gancaonol B possessed weaker anti-H. pylori activity. These compounds may be useful chemopreventive agents for peptic ulcer or gastric cancer in H. pylori-infected individuals.

Isolation and characterization of antimutagenic components of Glycyrrhiza aspera against N-methyl-N-nitrosourea.[Pubmed:28074112]

Genes Environ. 2017 Jan 6;39:5.

BACKGROUND: A powdered ethanolic extract of Glycyrrhiza aspera root exhibits antimutagenic activity against N-methyl-N-nitrosourea (MNU) based on the Ames assay with Salmonella typhimurium TA1535. The aim of this study was to identify the antimutagenic components of the powdered ethanolic extract of G. aspera root. RESULTS: The powdered ethanolic extract of G. aspera root was sequentially suspended in n-hexane, carbon tetrachloride, dichloromethane, ethyl acetate, and ethanol, and each solvent soluble fraction and the residue were assayed for antimutagenic activity against MNU in S. typhimurium TA1535. The dichloromethane soluble fraction exhibited the highest antimutagenicity and was fractionated several times by silica gel chromatography. The fraction with the highest antimutagenic activity was further purified using HPLC, and the fractions were assayed for antimutagenicity against MNU in S. typhimurium TA1535. Finally, five components with antimutagenic activity against MNU were identified as glyurallin A, glyasperin B, licoricidin, 1-methoxyphaseollin, and Licoisoflavone B. CONCLUSIONS: The five components were demonstrated to possess an antigenotoxic effect against carcinogenic MNU for the first time. It is important to prevent DNA damage by N-nitrosamines for cancer chemoprevention.

Lupin pyranoisoflavones inhibiting hyphal development in arbuscular mycorrhizal fungi.[Pubmed:20813384]

Phytochemistry. 2010 Nov;71(16):1865-71.

White lupin (Lupinus albus L.), a non-host plant for arbuscular mycorrhizal (AM) fungi in the typically mycotrophic family Fabaceae, has been investigated for root metabolites that inhibit hyphal development in AM fungi. Four known pyranoisoflavones, Licoisoflavone B (1), sophoraisoflavone A (2), alpinumisoflavone (3) and 3'-hydroxy-4'-O-methylalpinumisoflavone (4), together with three previously unknown pyranoisoflavones, lupindipyranoisoflavone A (5), 10'-hydroxyLicoisoflavone B (6) and 10'-hydroxysophoraisoflavone A (7) were isolated from the root exudates of white lupin as an inhibitor of germ tube growth in the AM fungus Gigaspora margarita. Pyranoisoflavones 1, 2 and 3 strongly inhibited germ tube growth at 0.63, 1.25 and 0.63 mug/disc, respectively. The remaining compounds 4-7 were either moderate or weak inhibitors that inhibited germ tube growth at concentrations higher than 10 mug/disc. Licoisoflavone B (1) and sophoraisoflavone A (2) completely inhibited hyphal branching induced by a lupin strigolactone, orobanchyl acetate, in G. margarita at 0.16 and 0.63 mug/disc, respectively.

Inhibitory effects of licoisoflavones A and B and sophoraisoflavone A of Sophra mooracroftiana Beth ex Baker on copper-ion-induced protein oxidative modification of mice brain homogenate, in vitro.[Pubmed:11554397]

Biol Trace Elem Res. 2001 Aug;81(2):169-75.

We present the results of an in vitro investigation of the inhibitory effects of licoisoflavones A and B and sophoraisoflavone A isolated from Sophra mooracroftiana BETH ex BAKER on copper-induced protein oxidative modification of mice brain homogenate in vitro. Although inhibitory effect of sophoraisoflavone A was stronger than those of licoisoflavones A and B, genistein as a related isoflavone, and mannitol as a hydroxy radical scavenger, inhibitory effects of licoisoflavones A and B were weaker than those of genistein and mannitol. These results demonstrated that the difference of inhibitory effects are dependent on the relation between chemical structures of these isoflavones, such as hydroxy group or benzopyran, and oxidative stress.

Description

Licoisoflavone B, an isoflavone, mainly derived from Glycyrrhiza uralensis Fisch.. Licoisoflavone B inhibits lipid peroxidation with an IC50 of 2.7 μM.

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