Thonningianin ACAS# 271579-11-4 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 271579-11-4 | SDF | Download SDF |
| PubChem ID | 10328286 | Appearance | Powder |
| Formula | C42H34O21 | M.Wt | 874.7 |
| Type of Compound | Chalcones | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| SMILES | C1C2C(C(C(C(O2)OC3=CC(=C(C(=C3)O)C(=O)CCC4=CC=CC=C4)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6C7=C(C(=C(C=C7C(=O)O1)O)O)O)O)O)O | ||
| Standard InChIKey | XQVKQEFQGYTUAR-VHBRHXFYSA-N | ||
| Standard InChI | InChI=1S/C42H34O21/c43-20(7-6-15-4-2-1-3-5-15)30-21(44)10-17(11-22(30)45)60-42-36(55)38(63-39(56)16-8-23(46)31(50)24(47)9-16)37-27(61-42)14-59-40(57)18-12-25(48)32(51)34(53)28(18)29-19(41(58)62-37)13-26(49)33(52)35(29)54/h1-5,8-13,27,36-38,42,44-55H,6-7,14H2/t27-,36-,37-,38-,42-/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. | ||
| Description | Thonningianin A represents a new potent glutathione S-transferase in vitro inhibitor. Thonningianin A has anti-cancer and antioxidant properties, involves radical scavenging, anti-superoxide formation and metal chelation. |
| Targets | Caspase | CDK | ERK | NF-kB | p38MAPK | NADPH-oxidase |
| In vitro | Effects of thonningianin A in natural foods on apoptosis and cell cycle arrest of HepG-2 human hepatocellular carcinoma cells.[Pubmed: 26119846]Food Funct. 2015 Aug;6(8):2588-97.
Antioxidant properties of Thonningianin A, isolated from the African medicinal herb, Thonningia sanguinea.[Pubmed: 12007576]Biochem Pharmacol. 2002 May 1;63(9):1725-37.The antioxidant properties of Thonningianin A (Th A), an ellagitannin, isolated from the methanolic extract of the African medicinal herb, Thonningia sanguinea were studied using the NADPH and Fe2+/ascorbate-induced lipid peroxidation (LPO), electron spin resonance spectrometer and the deoxyribose assay.
|
| Kinase Assay | Inhibition of glutathione S-transferases by thonningianin A, isolated from the African medicinal herb, Thonningia sanguinea, in vitro.[Pubmed: 15234070]Food Chem Toxicol. 2004 Sep;42(9):1401-8.There is evidence that increased expression of glutathione S-transferase (EC: 2.5.1.18, GST) is involved in resistance of tumor cells against chemotherapeutic agents. In this study we investigated the inhibitory effects of Thonningianin A (Th A), a novel antioxidant isolated from the medicinal herb, Thonningia sanguinea on uncharacterized rat liver GST and human GST P1-1.
|
Thonningianin A Dilution Calculator
Thonningianin A Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 1.1432 mL | 5.7162 mL | 11.4325 mL | 22.865 mL | 28.5812 mL |
| 5 mM | 0.2286 mL | 1.1432 mL | 2.2865 mL | 4.573 mL | 5.7162 mL |
| 10 mM | 0.1143 mL | 0.5716 mL | 1.1432 mL | 2.2865 mL | 2.8581 mL |
| 50 mM | 0.0229 mL | 0.1143 mL | 0.2286 mL | 0.4573 mL | 0.5716 mL |
| 100 mM | 0.0114 mL | 0.0572 mL | 0.1143 mL | 0.2286 mL | 0.2858 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. | |||||
Calcutta University
University of Minnesota
University of Maryland School of Medicine
University of Illinois at Chicago
The Ohio State University
University of Zurich
Harvard University
Colorado State University
Auburn University
Yale University
Worcester Polytechnic Institute
Washington State University
Stanford University
University of Leipzig
Universidade da Beira Interior
The Institute of Cancer Research
Heidelberg University
University of Amsterdam
University of Auckland
TsingHua University
The University of Michigan
Miami University
DRURY University
Jilin University
Fudan University
Wuhan University
Sun Yat-sen University
Universite de Paris
Deemed University
Auckland University
The University of Tokyo
Korea University
- SD-06
Catalog No.:BCC1937
CAS No.:271576-80-8
- 3-Tritylmercapto-Propionicacid
Catalog No.:BCC2846
CAS No.:27144-18-9
- Thevetin B
Catalog No.:BCN4046
CAS No.:27127-79-3
- MMK 1
Catalog No.:BCC6037
CAS No.:271246-66-3
- Paradol
Catalog No.:BCC1837
CAS No.:27113-22-0
- Solasurine
Catalog No.:BCN2694
CAS No.:27028-76-8
- H-D-Glu(OMe)-OMe.HCl
Catalog No.:BCC2941
CAS No.:27025-25-8
- 2'-Methoxykurarinone
Catalog No.:BCN2986
CAS No.:270249-38-2
- alpha-Hederin
Catalog No.:BCN5159
CAS No.:27013-91-8
- 17-Hydroxy-1a,2a-methylenepregna-4,6-diene-3,20-dione acetate
Catalog No.:BCC8442
CAS No.:2701-50-0
- 3,4-Dichloro-Phe-OMe.HCl
Catalog No.:BCC2635
CAS No.:270063-47-3
- Lariciresinol
Catalog No.:BCN5158
CAS No.:27003-73-2
- LY 393558
Catalog No.:BCC7660
CAS No.:271780-64-4
- FH1(BRD-K4477)
Catalog No.:BCC5341
CAS No.:2719-05-3
- 2-Acetamidothiazole
Catalog No.:BCC8509
CAS No.:2719-23-5
- Ampelopsin
Catalog No.:BCN5160
CAS No.:27200-12-0
- Bis[4-(2-hydroxyethoxy)phenyl] sulfone
Catalog No.:BCC8888
CAS No.:27205-03-4
- Polydatin
Catalog No.:BCN5949
CAS No.:27208-80-6
- Miltirone
Catalog No.:BCN5356
CAS No.:27210-57-7
- Pedunsaponin C
Catalog No.:BCN8193
CAS No.:272120-53-3
- Decursidate
Catalog No.:BCN4044
CAS No.:272122-56-2
- Cyanidin 3-Arabinoside
Catalog No.:BCC8157
CAS No.:27214-72-8
- Neoandrographolide
Catalog No.:BCN4657
CAS No.:27215-14-1
- N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide
Catalog No.:BCC9051
CAS No.:27262-40-4
Effects of thonningianin A in natural foods on apoptosis and cell cycle arrest of HepG-2 human hepatocellular carcinoma cells.[Pubmed:26119846]
Food Funct. 2015 Aug;6(8):2588-97.
The anti-cancer activities of Thonningianin A on the HepG-2 human hepatocellular carcinoma cell line were evaluated by MTT assay, flow cytometry, quantitative real-time PCR and western blotting. Results showed that Thonningianin A effectively inhibited the proliferation of HepG-2 cells by inducing apoptosis, as evidenced by increase in the sub-G1 cell population, DNA fragmentation, and increase in the content of reactive oxygen species. Activation of caspase-9 and the subsequent activation of caspase-3 indicated that Thonningianin A-induced apoptosis is caspase-dependent. Thonningianin A also disrupted the mitochondrial membrane potential (Deltapsim) and down-regulated the Bcl-xL mRNA expression in HepG-2 cells. Thonningianin A induced cell cycle arrest by changing the cyclin D1 and CDK4 mRNA expression levels. Moreover, western blotting showed that Thonningianin A significantly down-regulated the NF-kappa-B cell survival pathway, along with up-regulation of the expression level of phosphorylated P38 and down-regulation of the expression level of phosphorylated ERK. The anti-cancer activity of Thonningianin A was confirmed by the characteristic patterns of DNA fragmentation and cell cycle arrest, suggesting that Th A is an effective antitumor ingredient in natural plant foods, and is worthy of further study.
Antioxidant properties of Thonningianin A, isolated from the African medicinal herb, Thonningia sanguinea.[Pubmed:12007576]
Biochem Pharmacol. 2002 May 1;63(9):1725-37.
The antioxidant properties of Thonningianin A (Th A), an ellagitannin, isolated from the methanolic extract of the African medicinal herb, Thonningia sanguinea were studied using the NADPH and Fe2+/ascorbate-induced lipid peroxidation (LPO), electron spin resonance spectrometer and the deoxyribose assay. Th A at 10 microM inhibited both the NADPH and Fe2+/ascorbate-induced LPO in rat liver microsomes by 60% without inhibitory effects on cytochrome P450 activity. Th A was similar to the synthetic antioxidant, tannic acid, as an inhibitor of both the NADPH and Fe2+/ascorbate-induced LPO but potent than gallic acid, vitamin C and vitamin E. While Th A poorly scavenged the hydroxyl radical generated by the Fenton reaction it dose-dependently scavenged 1,1-diphenyl-2-picrylhydrazyl, superoxide anion and peroxyl radicals with IC50 of 7.5, 10 and 30 microM, respectively. Furthermore, Th A showed inhibitory effects on the activity of xanthine oxidase with an IC50 of 30 microM. In the deoxyribose assay both T. sanguinea and its methanolic component Th A showed only site-specific (Fe3+ + H2O2) but not non-site-specific (Fe3+ + EDTA + H2O2) hydroxyl radical scavenging suggesting chelating ability for iron ions. Spectroscopic studies showed that Th A enhanced absorbance in the visible region in the presence of Fe2+ ions. These results indicate that the antioxidant properties of Th A involve radical scavenging, anti-superoxide formation and metal chelation.
Inhibition of glutathione S-transferases by thonningianin A, isolated from the African medicinal herb, Thonningia sanguinea, in vitro.[Pubmed:15234070]
Food Chem Toxicol. 2004 Sep;42(9):1401-8.
There is evidence that increased expression of glutathione S-transferase (EC: 2.5.1.18, GST) is involved in resistance of tumor cells against chemotherapeutic agents. In this study we investigated the inhibitory effects of Thonningianin A (Th A), a novel antioxidant isolated from the medicinal herb, Thonningia sanguinea on uncharacterized rat liver GST and human GST P1-1. Using 1-chloro-2,4-dinitrobenzene (CDNB) as substrate, rat liver cytosolic GST activity was inhibited by Th A in a concentration dependent manner with 50% inhibition concentration (IC50) of 1.1 microM. When Th A was compared with known potent GST inhibitors the order of inhibition was tannic acid>cibacron blue>hematin>Th A>ethacrynic acid with CDNB as substrate. Th A also exhibited non-competitive inhibition towards both CDNB and glutathione. Furthermore, using 1,2-dichloro-4-nitrobenzene, ethacrynic acid and 1,2-epoxy-3-(p-nitrophenoxy) propane as substrates Th A at 1.0 microM inhibited cytosolic GST by 2%, 12% and 36% respectively. Human GST P1-1 was also inhibited by Th A with an IC50 of 3.6 microM. While Th A showed competitive inhibition towards CDNB it exhibited non-competitive inhibition towards GSH of the human GST P1-1. These results suggest that Th A represents a new potent GST in vitro inhibitor.
