Bruceine BCAS# 25514-29-8 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 25514-29-8 | SDF | Download SDF |
| PubChem ID | 161496 | Appearance | Powder |
| Formula | C23H28O11 | M.Wt | 480.46 |
| Type of Compound | Diterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| SMILES | CC1=C(C(=O)CC2(C1CC3C45C2C(C(C(C4C(C(=O)O3)OC(=O)C)(OC5)C(=O)OC)O)O)C)O | ||
| Standard InChIKey | YDWODLQEUPYKGJ-LZFWDZGBSA-N | ||
| Standard InChI | InChI=1S/C23H28O11/c1-8-10-5-12-22-7-32-23(20(30)31-4,17(22)15(19(29)34-12)33-9(2)24)18(28)14(27)16(22)21(10,3)6-11(25)13(8)26/h10,12,14-18,26-28H,5-7H2,1-4H3/t10-,12+,14+,15+,16+,17+,18-,21-,22+,23-/m0/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. |
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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. Bruceine B demonstrates significant inhibitory activities against HL-60, SMMC-7721, A-549, and MCF-7 tumor cells. 2. Bruceine B shows strong antiviral activities, with IC(50) values in the range of 3.42-5.66 microM. 3. Bruceine A and bruceine B show strong antitrypanosomal activities with IC(50) values in the range of 2.9-17.8nM. 4. Bruceine B exhibits potent anti-malarial activities with high selective toxicities. 5. Bruceine B, a potent inhibitor of leukocyte-endothelial cell adhesion, may have anti-inflammatory activity, it can inhibit neutrophil adhesion to lipopolysaccharide-stimulated HUVEC and T cell adhesion to TNF-stimulated HUVEC. |
| Targets | TNF-α | Antifection |
Bruceine B Dilution Calculator
Bruceine B Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.0813 mL | 10.4067 mL | 20.8134 mL | 41.6268 mL | 52.0335 mL |
| 5 mM | 0.4163 mL | 2.0813 mL | 4.1627 mL | 8.3254 mL | 10.4067 mL |
| 10 mM | 0.2081 mL | 1.0407 mL | 2.0813 mL | 4.1627 mL | 5.2033 mL |
| 50 mM | 0.0416 mL | 0.2081 mL | 0.4163 mL | 0.8325 mL | 1.0407 mL |
| 100 mM | 0.0208 mL | 0.1041 mL | 0.2081 mL | 0.4163 mL | 0.5203 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-malarial activities of acylated bruceolide derivatives.[Pubmed:9871598]
Bioorg Med Chem Lett. 1998 Mar 3;8(5):459-62.
Several O-acylated derivatives of bruceolide (2) were synthesized and their anti-malarial activities together with selective toxicities were examined. It was found that 3,15-di-O-acetyl-(3c), 3,15-di-O-propionyl-(3d) and 15-O-propionylbruceolide (3b), as well as Bruceine B (3a), exhibited potent anti-malarial activities with high selective toxicities.
Bruceine B, a potent inhibitor of leukocyte-endothelial cell adhesion.[Pubmed:9187964]
Inflammation. 1997 Apr;21(2):223-33.
Leukocyte adhesion to vascular endothelial cells is an essential step in the development of inflammatory diseases. We have searched for inhibitors of leukocyte-endothelial cell adhesion that could be used as anti-inflammatory drugs and found that Bruceine B (0.2 microgram/ml; 0.44 microM) inhibited human neutrophil or T cell adhesion to tumor necrosis factor-alpha (TNF) stimulated human umbilical vein endothelial cells (HUVEC). The inhibition of neutrophil adhesion to TNF-stimulated HUVEC by Bruceine B was not derived from cytotoxic effects, as determined by measurement of the level of lactate dehydrogenase (LDH) activity in conditioned medium. The effect of Bruceine B on neutrophil adhesion to HUVEC was not seen when the neutrophils were preincubated with Bruceine B. However, inhibitory effects were evident when the HUVEC were preincubated with Bruceine B. Bruceine B also inhibited neutrophil adhesion to lipopolysaccharide-stimulated HUVEC and T cell adhesion to TNF-stimulated HUVEC. These findings suggest that Bruceine B may have anti-inflammatory activity.
Anti-tobacco mosaic virus (TMV) Quassinoids from Brucea javanica (L.) Merr.[Pubmed:20050684]
J Agric Food Chem. 2010 Feb 10;58(3):1572-7.
Two new quassinoids, javanicolide E (1) and javanicolide F (2), along with fifteen known C-20 quassinoids were isolated from the seeds of Brucea javanica (L.) Merr. The antitobacco mosaic virus (TMV) activity of these quassinoids was screened by the conventional half-leaf and leaf-disk method along with Western blot analysis. All of the seventeen quassinoids showed potent anti-TMV activity. Among them, eight compounds, brusatol (3), Bruceine B (4), bruceoside B (5), yadanzioside I (6), yadanzioside L (7), bruceine D (8), yadanziolide A (9), and aglycone of yadanziolide D (17), showed strong antiviral activities, with IC(50) values in the range of 3.42-5.66 microM, and were much more effective than the positive control, ningnanmycin (IC(50) = 117.3 microM). The antiviral structure-activity relationships of quassinoids against TMV were also discussed.
In vitro antitrypanosomal activities of quassinoid compounds from the fruits of a medicinal plant, Brucea javanica.[Pubmed:18986767]
Vet Parasitol. 2008 Dec 20;158(4):288-94.
The medicinal plant Brucea javanica (L.) Merr. (Simaroubaceae) is widely distributed throughout Asia where its bitter fruits have been used in traditional medicine for various ailments. Fifteen C-20 quassinoids were isolated from the fruits of B. javanica and examined for their in vitro antitrypanosomal activities against trypomastigotes of Trypanosoma evansi. Bruceine A, bruceantinol, bruceine C, brusatol, and Bruceine B showed strong antitrypanosomal activities with IC(50) values in the range of 2.9-17.8nM, which compared well with the standard trypanocidal drugs diminazene aceturate (IC(50)=8.8nM) and suramin (IC(50)=43.2nM). However, dehydrobruceine A, dehydroBruceine B, and dehydrobrusatol were about 2100, 900, and 1200 times less active, respectively, than bruceine A, Bruceine B, and brusatol. The relationship of the structure and antitrypanosomal activity of these quassinoid compounds suggested that the presence of a diosphenol moiety in ring A and the nature of the C-15 side chain are important for their activities against T. evansi. This is the first report on the antitrypanosomal activity of isolated quassinoids.
One new pregnane glycoside from the seeds of cultivated Brucea javanica.[Pubmed:21910051]
Arch Pharm Res. 2011 Aug;34(8):1297-300.
A new pregnane glycoside, named (20R)-O-(3)-beta-D-glucopyranosyl-(1-->2)-alpha-L-arabinopyranosyl-pregn-5-en-3be ta,20-diol (1), and seven known compounds, brusatol (2), Bruceine B (3), bruceine D (4), yadanziolide A (5), bruceine E (6), yadanzioside G (7), and yadanzioside B (8), were isolated from the cultivated dry seeds of Brucea javanica. The structure of 1 was elucidated on the basis of 1D- and 2D-NMR spectroscopic analyses. Their inhibitory effects on tumor cells were also tested. Compound 1 was slightly active against HL-60, SMMC-7721, A-549, and MCF-7 tumor cells. Compounds 2 and 3 demonstrated significant inhibitory activities against all tested cells. These results indicate that cultivated B. javanica could replace the wild plant as an antitumor plant resource.
