Burchellin

CAS# 38276-59-4

Burchellin

2D Structure

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Burchellin

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Chemical Properties of Burchellin

Cas No. 38276-59-4 SDF Download SDF
PubChem ID 100199 Appearance Powder
Formula C20H20O5 M.Wt 340.4
Type of Compound Lignans Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 2-(1,3-benzodioxol-5-yl)-5-methoxy-3-methyl-3a-prop-2-enyl-2,3-dihydro-1-benzofuran-6-one
SMILES CC1C(OC2=CC(=O)C(=CC12CC=C)OC)C3=CC4=C(C=C3)OCO4
Standard InChIKey SOLJFAQVSWXZEQ-UHFFFAOYSA-N
Standard InChI InChI=1S/C20H20O5/c1-4-7-20-10-17(22-3)14(21)9-18(20)25-19(12(20)2)13-5-6-15-16(8-13)24-11-23-15/h4-6,8-10,12,19H,1,7,11H2,2-3H3
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 Burchellin

The herbs of Ocotea cymbarum.

Biological Activity of Burchellin

Description1. Burchellin has larvicidal activity, it can interfer with the development cycle of the mosquito, where its strongest toxic effect is 100% mortality in larvae (L3) at concentrations ≥ 30 ppm. 2. Burchellin and licarin A have activity against Trypanosoma cruzi, they can induce trypomastigote death with IC(50)/24 h of 520 microM and 960 microM, respectively.
TargetsAntifection

Burchellin Dilution Calculator

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Burchellin Molarity Calculator

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Preparing Stock Solutions of Burchellin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.9377 mL 14.6886 mL 29.3772 mL 58.7544 mL 73.443 mL
5 mM 0.5875 mL 2.9377 mL 5.8754 mL 11.7509 mL 14.6886 mL
10 mM 0.2938 mL 1.4689 mL 2.9377 mL 5.8754 mL 7.3443 mL
50 mM 0.0588 mL 0.2938 mL 0.5875 mL 1.1751 mL 1.4689 mL
100 mM 0.0294 mL 0.1469 mL 0.2938 mL 0.5875 mL 0.7344 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 Burchellin

Burchellin: study of bioactivity against Aedes aegypti.[Pubmed:24713267]

Parasit Vectors. 2014 Apr 8;7:172.

BACKGROUND: The dengue mosquito Aedes aegypti Linnaeus, 1762 is a widespread insect pest of serious medical importance. Since no effective vaccine is available for treating dengue, the eradication or control of the main mosquito vector is regarded as essential. Since conventional insecticides have limited success, plants may be an alternative source of larvicidal agents, since they contain a rich source of bioactive chemicals. The aim of this study was to evaluate the larvicidal activity of the neolignan Burchellin isolated from Ocotea cymbarum (Lauraceae), a plant from the Amazon region, against third instar larvae of A. aegypti. METHODS: Burchellin obtained from O. cymbarum was analyzed. The inhibitory activity against A. aegypti eggs and larvae and histological changes in the digestive system of treated L3 larvae were evaluated. In addition, nitric oxide synthase activity and nitric oxide levels were determined, and cytotoxicity bioassays performed. RESULTS: The data showed that Burchellin interfered with the development cycle of the mosquito, where its strongest toxic effect was 100% mortality in larvae (L3) at concentrations >/= 30 ppm. This compound did not show target cell toxicity in peritoneal macrophages from BALB/c mice, and proved to have molecular stability when dissolved in water. The L3 and L4 larvae treated with the compound showed cellular destruction and disorganization, cell spacing, and vacuolization of epithelial cells in small regions of the midgut. CONCLUSION: The neolignan Burchellin proved to be a strong candidate for a natural, safe and stable phytolarvicidal to be used in population control of A. aegypti.

Neolignans from plants in northeastern Brazil (Lauraceae) with activity against Trypanosoma cruzi.[Pubmed:19944690]

Exp Parasitol. 2010 Mar;124(3):319-24.

Trypanosoma cruzi is the ethiological agent for Chagas disease in Latin America. This study aimed to test the trypanocidal effect of licarin A and Burchellin isolated from plants in northeastern Brazil. These neolignans were tested on T. cruzi and on peritoneal macrophages, to evaluate drug toxicity. Epimastigote growth was inhibited in 45% with licarin A and 20% with Burchellin with an IC(50)/96 h of 462.7 microM and 756 microM, respectively. Epimastigotes treated with licarin A presented swollen mitochondria and disorganized mitochondrial cristae, kDNA and Golgi complex. When treated with Burchellin, they presented enormous autophagosomes and chromatin disorganization. Licarin A and Burchellin were able to induce trypomastigote death with IC(50)/24 h of 960 microM and 520 microM, respectively. Although licarin A presented an IC(50) for trypomastigotes higher than for epimastigotes, both substances acted as therapeutic trypanocidal agents, because they were able to kill parasites without affecting macrophages. Due to our results, Burchellin and licarin A need to be further analysed to observe if they may be used as alternative blood additive prophylaxis against Chagas disease, since it has been established that blood transfusion is an important mechanism in the transmission process.

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