Kushenol A

CAS# 99217-63-7

Kushenol A

2D Structure

Catalog No. BCN2982----Order now to get a substantial discount!

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Quality Control of Kushenol A

3D structure

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Kushenol A

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Chemical Properties of Kushenol A

Cas No. 99217-63-7 SDF Download SDF
PubChem ID 44563121 Appearance Cryst.
Formula C25H28O5 M.Wt 408.5
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2S)-5,7-dihydroxy-2-(2-hydroxyphenyl)-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one
SMILES CC(=CCC(CC1=C(C=C(C2=C1OC(CC2=O)C3=CC=CC=C3O)O)O)C(=C)C)C
Standard InChIKey OGBMVWVBHWHRGD-MWTRTKDXSA-N
Standard InChI InChI=1S/C25H28O5/c1-14(2)9-10-16(15(3)4)11-18-20(27)12-21(28)24-22(29)13-23(30-25(18)24)17-7-5-6-8-19(17)26/h5-9,12,16,23,26-28H,3,10-11,13H2,1-2,4H3/t16-,23+/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 Kushenol A

The roots of Sophora flavescens Ait.

Biological Activity of Kushenol A

DescriptionKushenol A is a kind of Adenosine 3', 5'-cyclic monophosphate(cAMP)phosphodiesterase inhibitiors, it shows selective alpha-glucosidase inhibitory activity. Kushenol A and kushenol C exhibit inhibitory activity against Sodium-dependent glucose cotransporter 2(SGLT2).
TargetscAMP

Protocol of Kushenol A

Kinase Assay

Inhibition of adenosine 3',5'-cyclic monophosphate phosphodiesterase by components of Sophora flavescens Aiton.[Pubmed: 3017587]

Glycosidase inhibitory flavonoids from Sophora flavescens.[Pubmed: 16462036]

Biol. Pharm. Bull., 2006, 29(2):302-5.

The methanol extract of Sophora flavescens showed a potent glycosidase inhibitory activity.
METHODS AND RESULTS:
Active components were identified as well-known flavonoid antioxidants: Kushenol A (1), (-)-kurarinone (2), sophoraflavanone G (3), 2'-methoxykurarinone (4), kurarinol (5), 8-prenylkaempferol (6), isoxanthohumol (7), kuraridin (8) and maackian (9). All flavonoids were effective inhibitors of alpha-glucosidase and beta-amylase. Interestingly, lavandulylated flavanones 1-5 had strong alpha-glucosidase inhibitory activities, with IC(50) values of 45 microM, 68 microM, 37 microM, 155 microM and 179 microM, respectively. Kushenol A (1) which does not bear a 4'-hydroxy group showed selective alpha-glucosidase inhibitory activity. Lavandulylated chalcone, kuraridine (8), exhibited IC(50) value of 57 microM against beta-glucosidase, which is the first report of a chalcone displaying glycosidase inhibition.
CONCLUSIONS:
Results showed that 8-lavandulyl group in B-ring was a key factor of the glycosidase inhibitory activities. The inhibition pattern was noncompetitive for alpha-glucosidase, whereas mixed inhibition was observed for beta-amylase.

Chem. Pharm. Bull., 1986, 34(5):2094-9.

Adenosine 3', 5'-cyclic monophosphate (cAMP) phosphodiesterase inhibitiors contained in the roots of Sophora flavescens AITON were identified as flavonoids, Kushenol A (9), kurarinone (5), and kuraridin (22).
METHODS AND RESULTS:
The structure-inhibitory activity relationships were studied in 30 flavonoids. O-Methylation of a hydroxyl group on an aromatic ring decreased the activity. The prenyl group is important for high inhibitory activity.
CONCLUSIONS:
A kinetic study revealed that nor-kurarinone, kurarinol and kurafidin non-competitively inhibit cAMP phosphodiesterase.

Kushenol A Dilution Calculator

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Kushenol A Molarity Calculator

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Preparing Stock Solutions of Kushenol A

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.448 mL 12.2399 mL 24.4798 mL 48.9596 mL 61.1995 mL
5 mM 0.4896 mL 2.448 mL 4.896 mL 9.7919 mL 12.2399 mL
10 mM 0.2448 mL 1.224 mL 2.448 mL 4.896 mL 6.12 mL
50 mM 0.049 mL 0.2448 mL 0.4896 mL 0.9792 mL 1.224 mL
100 mM 0.0245 mL 0.1224 mL 0.2448 mL 0.4896 mL 0.612 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 Kushenol A

Glycosidase inhibitory flavonoids from Sophora flavescens.[Pubmed:16462036]

Biol Pharm Bull. 2006 Feb;29(2):302-5.

The methanol extract of Sophora flavescens showed a potent glycosidase inhibitory activity. Active components were identified as well-known flavonoid antioxidants: Kushenol A (1), (-)-kurarinone (2), sophoraflavanone G (3), 2'-methoxykurarinone (4), kurarinol (5), 8-prenylkaempferol (6), isoxanthohumol (7), kuraridin (8) and maackian (9). All flavonoids were effective inhibitors of alpha-glucosidase and beta-amylase. Interestingly, lavandulylated flavanones 1-5 had strong alpha-glucosidase inhibitory activities, with IC(50) values of 45 microM, 68 microM, 37 microM, 155 microM and 179 microM, respectively. Kushenol A (1) which does not bear a 4'-hydroxy group showed selective alpha-glucosidase inhibitory activity. Lavandulylated chalcone, kuraridine (8), exhibited IC(50) value of 57 microM against beta-glucosidase, which is the first report of a chalcone displaying glycosidase inhibition. Results showed that 8-lavandulyl group in B-ring was a key factor of the glycosidase inhibitory activities. The inhibition pattern was noncompetitive for alpha-glucosidase, whereas mixed inhibition was observed for beta-amylase.

Description

Kushenol A (Leachianone E) is isolated from the root of Sophora flavescent. Kushenol A is a non-competitive tyrosinase inhibitor to block the conversion of L-tyrosine to L-DOPA, shows IC50 and Kivalues of 1.1 μM and 0.4 μM, respectively. Kushenol A is a flavonoid antioxidant, has inhibitory effects on alpha-glucosidase (IC50: 45 μM; Ki: 6.8 μM) and β-amylase. Kushenol A is confirmed as potential inhibitors of enzymes targeted by cosmetics for skin whitening and aging.

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