Madurensine

CAS# 26126-78-3

Madurensine

Catalog No. BCN2092----Order now to get a substantial discount!

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Quality Control of Madurensine

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Chemical structure

Madurensine

3D structure

Chemical Properties of Madurensine

Cas No. 26126-78-3 SDF Download SDF
PubChem ID 5459074 Appearance Cryst.
Formula C18H25NO6 M.Wt 351.40
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES CC=C1CC(C(C(=O)OCC2=CCN3C2C(C(C3)OC1=O)O)(C)O)C
Standard InChIKey QBXXZMDYXQHARQ-VREGACOESA-N
Standard InChI InChI=1S/C18H25NO6/c1-4-11-7-10(2)18(3,23)17(22)24-9-12-5-6-19-8-13(25-16(11)21)15(20)14(12)19/h4-5,10,13-15,20,23H,6-9H2,1-3H3/b11-4+/t10-,13-,14?,15-,18-/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.

Biological Activity of Madurensine

Description1. Madurensine and doronenine show moderate cytotoxicity on cancerous U-937 cells (IC(50) values: 47.97 and 29.57 M respectively). 2. Madurensine induces autophagy, which in prolonged circumstances may lead to autophagic cell death.
TargetsAutophagy

Madurensine Dilution Calculator

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Madurensine Molarity Calculator

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Preparing Stock Solutions of Madurensine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.8458 mL 14.2288 mL 28.4576 mL 56.9152 mL 71.144 mL
5 mM 0.5692 mL 2.8458 mL 5.6915 mL 11.383 mL 14.2288 mL
10 mM 0.2846 mL 1.4229 mL 2.8458 mL 5.6915 mL 7.1144 mL
50 mM 0.0569 mL 0.2846 mL 0.5692 mL 1.1383 mL 1.4229 mL
100 mM 0.0285 mL 0.1423 mL 0.2846 mL 0.5692 mL 0.7114 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 Madurensine

A micro-Raman spectroscopic investigation of leukemic U-937 cells treated with Crotalaria agatiflora Schweinf and the isolated compound madurensine.[Pubmed:22580136]

Spectrochim Acta A Mol Biomol Spectrosc. 2012 Sep;95:547-54.

In South Africa traditional medicine plays an important role in primary health care and therefore it is very important that the medicinal use of plants is scientifically tested for toxicity and effectiveness. It was established that the ethanolic extract of the leaves of Crotalaria agatiflora, as well as the isolated compound Madurensine, is moderately toxic against leukemic U-937 cells. Light microscopic investigations indicated that symptoms of cell death are induced during treatments, but flow cytometry analysis of treated cells, using annexin-V and propidium iodide, showed that apoptosis and necrosis are insignificantly induced. The Raman results suggested that protein extraction and DNA melting occur in the cells during treatment with the ethanolic extracts (IC(50) value 73.9 mug/mL), drastically changing the molecular content of the cells. In contrast, treatment with Madurensine (IC(50) value 136.5 mug/mL), an isolated pyrrolizidine alkaloid from the ethanolic extract of the leaves, did not have the same effect. The results are also compared to that of cells treated with actinomycin D, a compound known to induce apoptosis. The investigation showed that micro-Raman spectroscopy has great promise to be used for initial screening of samples to determine the effects of different treatments on cancerous cell lines together with conventional methods. The results highlight the fact that for many natural products used for medicinal purposes, the therapeutic effect of the crude plant extract tends to be significantly more effective than the particular action of its individual constituents.

In vitro chemo-preventative activity of Crotalaria agatiflora subspecies agatiflora Schweinf.[Pubmed:22041105]

J Ethnopharmacol. 2011 Dec 8;138(3):748-55.

ETHNOPHARMACOLOGICAL RELEVANCE: Crotalaria species have been widely used in Chinese traditional medicine to treat several types of internal cancers. Crotalaria agatiflora is used as a medicinal plant in several African countries for the treatment of bacterial and viral infections as well as for cancer. MATERIALS AND METHODS: Water and ethanol extracts of the leaves of Crotalaria agatiflora were evaluated for cytotoxicity on four cancerous and one noncancerous cell lines, using XTT (Sodium 3'-[1-(phenyl amino-carbonyl)-3,4-tetrazolium]-bis-[4-methoxy-6-nitro] benzene sulfonic acid hydrate) colorimetric assay. Antioxidant activity was determined using DPPH (1,1-diphenyl-2-picryl hydrazyl). Light microscopy (eosin and haematoxylin staining) and flow cytometry (Annexin-V and propidium iodide) were used to evaluate the mechanism of action of the ethanol extract and one of the isolated compounds. RESULTS: The 50% inhibitory concentration (IC(50)) of the ethanol extract was found to be 73.9 mug/mL against leukemic U-937 cells. Good antioxidant activity (IC(50)=18.89 mug/mL) of the ethanol extract indicated the potential of Crotalaria agatiflora as chemo-preventative supplement. A bioassay guided fractionation of the ethanol extract led to the isolation of two pure compounds, namely Madurensine and doronenine. Madurensine and doronenine showed moderate cytotoxicity on cancerous U-937 cells (IC(50) values: 47.97 and 29.57 M respectively). The crude extract treated U-937 cells showed definite signs of cell death during light microscopic investigation, while little apoptosis (10-20%) and necrosis (<2%) were detected in cells treated with the extract or Madurensine. CONCLUSIONS: The results indicated that Crotalaria agatiflora possesses potential chemopreventative and therapeutic properties. The exact mechanism of action should still be determined in future studies. It is hypothesized that the ethanolic extract as well as Madurensine induces autophagy, which in prolonged circumstances may lead to autophagic cell death.

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