BonducellinCAS# 83162-84-9 |
- Isobonducellin
Catalog No.:BCN4130
CAS No.:610778-85-3
Quality Control & MSDS
3D structure
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| Cas No. | 83162-84-9 | SDF | Download SDF |
| PubChem ID | 14079439 | Appearance | Powder |
| Formula | C17H14O4 | M.Wt | 282.29 |
| Type of Compound | Flavonoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (3E)-7-hydroxy-3-[(4-methoxyphenyl)methylidene]chromen-4-one | ||
| SMILES | COC1=CC=C(C=C1)C=C2COC3=C(C2=O)C=CC(=C3)O | ||
| Standard InChIKey | DLQSYZMPSWHYMW-XYOKQWHBSA-N | ||
| Standard InChI | InChI=1S/C17H14O4/c1-20-14-5-2-11(3-6-14)8-12-10-21-16-9-13(18)4-7-15(16)17(12)19/h2-9,18H,10H2,1H3/b12-8+ | ||
| 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. |
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| 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. |
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| 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 | 1. Bonducellin shows weak antiproliferative against A2780 human ovarian cancer cell line , with the IC50 value of 10.6 uM. 2. Bonducellin shows weak antimalarial activity against Plasmodium falciparum with the IC50 value of 26 uM. 3. Bonducellin shows modulation in the MIC of EtBr by eight fold at a concentration of 62.5 mg/L and also shows significant efflux pump inhibitory activity. 4. Bonducellin has anti-inflammatory activities, it can significantly and dose-dependently inhibit the inflammatory mediators; nitric oxide (NO), and cytokines [tumor necrosis factor (TNF)-alpha and interleukin (IL)-12]. |
| Targets | NO | NF-kB | IL Receptor | IFN-γ | TNF-α | Antifection |
Bonducellin Dilution Calculator
Bonducellin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.5425 mL | 17.7123 mL | 35.4246 mL | 70.8491 mL | 88.5614 mL |
| 5 mM | 0.7085 mL | 3.5425 mL | 7.0849 mL | 14.1698 mL | 17.7123 mL |
| 10 mM | 0.3542 mL | 1.7712 mL | 3.5425 mL | 7.0849 mL | 8.8561 mL |
| 50 mM | 0.0708 mL | 0.3542 mL | 0.7085 mL | 1.417 mL | 1.7712 mL |
| 100 mM | 0.0354 mL | 0.1771 mL | 0.3542 mL | 0.7085 mL | 0.8856 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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Anti-inflammatory activities of flavonoids isolated from Caesalpinia pulcherrima.[Pubmed:15893896]
J Ethnopharmacol. 2005 Sep 14;100(3):249-53.
The anti-inflammatory activities of five flavonoids, namely 5,7-dimethoxyflavanone (1), 5,7-dimethoxy-3',4'-methylenedioxyflavanone (2), isoBonducellin (3), 2'-hydroxy-2,3,4',6'-tetramethoxychalcone (4) and Bonducellin (5), all of them isolated from Caesalpinia pulcherrima L. was studied in lipopolysaccharide (LPS) and interferon (IFN)-gamma activated murine peritoneal macrophages. These five compounds significantly and dose-dependently inhibited the inflammatory mediators; nitric oxide (NO), and cytokines [tumor necrosis factor (TNF)-alpha and interleukin (IL)-12]. According to their inhibitory results, the order of anti-inflammatory potency was compounds 3>5>4>2>1. Furthermore, peritoneal macrophages were pre-activated with LPS/IFN-gamma for 24h, and determined the inhibitory effects of the above-mentioned isolates on the production of NO after a further 24h. The present study supports the use of Caesalpinia pulcherrima for the treatment of inflammatory diseases in traditional medicine. This is the first study on compounds 1-5 about their anti-inflammatory activities.
7-Hydroxy-(E)-3-phenylmethylene-chroman-4-one analogues as efflux pump inhibitors against Mycobacterium smegmatis mc(2) 155.[Pubmed:23832254]
Eur J Med Chem. 2013 Aug;66:499-507.
Efflux pump (EP) induces resistance in mycobacteria and hence could be explored as a new target for the discovery of anti-TB agents. In search for efflux pump inhibitors from natural products, Bonducellin, a homoisoflavonoid was isolated from Caesalpinia digyna roots and evaluated for modulation and EP inhibitory activity. Bonducellin showed modulation in the MIC of EtBr by eight fold at a concentration of 62.5 mg/L and also showed significant EP inhibitory activity. A synthetic scheme was designed to prepare analogues of 7-hydroxy-(E)-3-phenylmethylene-chroman-4-one by modification at the phenylmethylene-ring and the synthesized compounds were evaluated in accumulation and efflux assays. Analogues 1, 7-11, 13-15, 17 and 19 were found to be good modulators and decreased the MIC of EtBr by >/=4 fold at sub-inhibitory concentration. The compounds 8, 13 and 17 were the most potent inhibitors of ethidium bromide efflux in Mycobacterium smegmatis mc(2) 155.
Bioactive compounds from Stuhlmannia moavi from the Madagascar dry forest.[Pubmed:24239390]
Bioorg Med Chem. 2013 Dec 15;21(24):7591-4.
Bioassay-directed fractionation of the leaf and root extracts of the antiproliferative Madagascar plant Stuhlmannia moavi afforded 6-acetyl-5,8-dihydroxy-2-methoxy-7-methyl-1,4-naphthoquinone (stuhlmoavin, 1) as the most active compound, with an IC50 value of 8.1 muM against the A2780 human ovarian cancer cell line, as well as the known homoisoflavonoid Bonducellin (2) and the stilbenoids 3,4,5'-trihydroxy-3'-methoxy-trans-stilbene (3), piceatannol (4), resveratrol (5), rhapontigenin (6), and isorhapontigenin (7). The structure elucidation of all compounds was based on NMR and mass spectroscopic data, and the structure of 1 was confirmed by a single crystal X-ray analysis. Compounds 2-5 showed weak A2780 activities, with IC50 values of 10.6, 54.0, 41.0, and 74.0 muM, respectively. Compounds 1-3 also showed weak antimalarial activity against Plasmodium falciparum with IC50 values of 23, 26, and 27 muM, respectively.
