Licoisoflavone A
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| Category | Antioxidative |
| Catalog number | BBF-05885 |
| CAS | 66056-19-7 |
| Molecular Weight | 354.35 |
| Molecular Formula | C20H18O6 |
| Purity | >95% |
Ordering Information
| Catalog Number | Size | Price | Stock | Quantity |
|---|---|---|---|---|
| BBF-05885 | 5 mg | $619 | In stock |
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Licoisoflavone A, a potential MRP inhibitor, is a natural flavonoid derived from the roots of Glycyrrhiza uralensis Fisch. It inhibits lipid peroxidation with an IC50 of 7.2 μM. Licoisoflavone A and Licoisoflavone B inhibit copper-induced protein oxidative modification of mice brain homogenate in vitro.
Specification
| Synonyms | 2',4',5,7-Tetrahydroxy-3'-(3,3-dimethylallyl)isoflavone; 3-[2,4-Dihydroxy-3-(3-methyl-2-butenyl)phenyl]-5,7-dihydroxy-4H-1-benzopyran-4-one; Phaseoluteone; 4H-1-Benzopyran-4-one, 3-[2,4-dihydroxy-3-(3-methyl-2-buten-1-yl)phenyl]-5,7-dihydroxy-; 2',4',5,7-Tetrahydroxy-3'-(3,3-dimethylallyl)isoflavone; 3'-Isopentenyl-2',4',5,7-tetrahydroxyisoflavone |
| Storage | Store at -20°C |
| IUPAC Name | 3-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxychromen-4-one |
| Canonical SMILES | CC(=CCC1=C(C=CC(=C1O)C2=COC3=CC(=CC(=C3C2=O)O)O)O)C |
| InChI | InChI=1S/C20H18O6/c1-10(2)3-4-13-15(22)6-5-12(19(13)24)14-9-26-17-8-11(21)7-16(23)18(17)20(14)25/h3,5-9,21-24H,4H2,1-2H3 |
| InChI Key | KCUZCRLRQVRBBV-UHFFFAOYSA-N |
Properties
| Appearance | Yellow powder |
| Boiling Point | 635.7±55.0°C (Predicted) |
| Density | 1.424±0.06 g/cm3 (Predicted) |
| Solubility | Soluble in Acetone, Chloroform, Dichloromethane, DMSO, Ethyl Acetate |
Reference Reading
1.Monitoring of MRP-like activity in human erythrocytes: inhibitory effect of isoflavones.
Bobrowska-Hägerstrand M;Wróbel A;Rychlik B;Bartosz G;Söderström T;Shirataki Y;Motohashi N;Molnár J;Michalak K;Hägerstrand H Blood Cells Mol Dis. 2001 Sep-Oct;27(5):894-900.
A method to fluorometrically monitor efflux of 2',7'-bis-(carboxypropyl)-5(6)-carboxyfluorescein (BCPCF) from human erythrocytes was developed. Genistein, daidzein, sophoraisoflavone A, and licoisoflavone A induced 50% inhibition (IC(50)) of BCPCF efflux at 15-70 microM. The IC(50) value of the most efficient isoflavone, licoisoflavone A (15-25 microM), was comparable to that of indomethacin (approximately 10 microM) and markedly lower than for probenecid (100-200 microM), both known MRP1 inhibitors. Our results indicate that the human erythrocyte is a useful cell model in screening potential MRP inhibitors, that BCPCF is a good substrate for MRP, and that some isoflavones at low concentrations inhibit MRP-mediated efflux.
2.Infusion Activates Human Immune Cells and Scavenges Free Radicals
Tůmová L;Dučaiová Z;Cheel J;Vokřál I;Sepúlveda B;Vokurková D Pharmacogn Mag. 2017 Apr-Jun;13(50):260-264. doi: 10.4103/0973-1296.204558. Epub 2017 Apr 18.
BACKGROUND: ;Azorella compacta; is traditionally used in the form of tea (infusion), in the Andean region of South America, to treat various chronic diseases. However, the health-promoting properties of this herbal tea have not yet been extensively explored.;MATERIALS AND METHODS: ;The free radical scavenging activity of ;A. compacta; infusion (ACI) was evaluated by the 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical and superoxide anion radical assays. The activation of immune cells by ACI, as determined by cell surface cluster of differentiation 69 expression, was measured by flow cytometry. The qualitative polyphenolic composition of ACI was investigated by HPLC/PDA/ESI-MS, (High-performance liquid chromatography coupled with photodiode array detection and electrospray ionization - mass spectrometry) and the total content of polyphenols was estimated by spectrophotometric methods.;RESULTS: ;Eight polyphenols including chlorogenic acid, 6,8-di-;C;-hexosyl apigenin, isoorientin, orientin, dicaffeoylquinic acid, biochanin A-;O;-glucoside, biochanin A-;O;-(malonyl)-glucoside, and licoisoflavone A were tentatively identified in ACI. The total contents of phenols, flavonoids, and tannins in lyophilized ACI were 5.
3.[Isoflavones from Glycyrrhiza eurycarpa].
Zhang YM;Xu XD;Hu BH;Liu Q;Hou CY;Liu YL;Yang JS Yao Xue Xue Bao. 1997 Apr;32(4):301-4.
A new isoflavone, named eurycarpin A and a new natural product isoflavone named eurycarpin B have been isolated from the roots of Glycyrrhiza eurycarpa P. C. Li. Their structures were determined to be 7,2',4'-trihydroxy-3'-(3,3-dimethylallyl) isoflavone(I) and 7,2'-dihydroxy-6",6"-dimethylpyrano-(2",3":4',3') isoflavone(II) on the basis of spectroscopic analysis (UV, EI-MS, 1HNMR, 13CNMR, NOE difference and HMBC). In addition, three known isoflavones, licoisoflavone A, calycosin and formononetin, were obtained for the first time from this plant.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
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Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
