Wilsonine

CAS# 39024-12-9

Wilsonine

2D Structure

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Wilsonine

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Chemical Properties of Wilsonine

Cas No. 39024-12-9 SDF Download SDF
PubChem ID 91895285 Appearance Powder
Formula C20H25NO4 M.Wt 343.4
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1R,13R,15S,18S)-4,5,18-trimethoxy-14-oxa-11-azapentacyclo[9.8.0.01,15.02,7.013,15]nonadeca-2,4,6,16-tetraene
SMILES COC1CC23C4=CC(=C(C=C4CCCN2CC5C3(O5)C=C1)OC)OC
Standard InChIKey JCKPCZAYDZJZIL-LMFCIFFHSA-N
Standard InChI InChI=1S/C20H25NO4/c1-22-14-6-7-20-18(25-20)12-21-8-4-5-13-9-16(23-2)17(24-3)10-15(13)19(20,21)11-14/h6-7,9-10,14,18H,4-5,8,11-12H2,1-3H3/t14-,18-,19-,20-/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.

Source of Wilsonine

The herbs of Cephalotaxus sinensis

Biological Activity of Wilsonine

DescriptionStandard reference

Protocol of Wilsonine

Structure Identification
J Chromatogr A. 2009 May 29;1216(22):4663-7.

Completed preparative separation of alkaloids from Cephaltaxus fortunine by step-pH-gradient high-speed counter-current chromatography.[Pubmed: 19393155]

Cephalotaxine-type alkaloids are the anti-cancer components in twigs, leaves, roots and seeds of Cephalotaxus fortunine. It is very important to use the limited resource by finding an efficient purification technology of the alkaloids.
METHODS AND RESULTS:
Separation of cephalotaxine-type alkaloids in Cephalotaxus fortunine by step-pH-gradient high-speed counter-current chromatography (step-pH-gradient HSCCC) was studied in this paper. The step-pH-gradient HSCCC was performed on a HSCCC instrument equipped with a 400-mL column, using the upper phase of ethyl acetate-n-hexane-water, with added 0.01% trifluoroacetic acid (TFA) as stationary phase, and the lower phase of ethyl acetate-n-hexane-water, with added 2% NH(4)OH, 0.2% NH(4)OH and 0.05% TFA as mobile phase. For each separation, 800mg of extract of cephalotaxine-type alkaloids was separated to yield 9.3mg of drupacine, 15.9mg of Wilsonine, 130.4mg of cephalotaxine, 64.8mg of epi-Wilsonine, 12.8mg of fortunine and 35.6mg of acetylcephalotaxine with purities 81.2%, 85.7%, 95.3%, 97.5%, 89.1% and 96.2%, respectively. The recovery of each alkaloid was more than 90%.
CONCLUSIONS:
The structures of the six alkaloids were identified by electrospray ionization mass spectrum (ESI-MS) and (1)H and (13)C NMR.

Phytochemistry,1983,22(1):251–253.

Fortuneine, a homoerythrina alkaloid from cephalotaxus fortunei.[Reference: WebLink]


METHODS AND RESULTS:
Examination of the weakly basic fraction of the twigs and leaves of Cephalotaxus fortunei, a plant native to China, has resulted in the isolation and characterization of epiWilsonine, Wilsonine and a new alkaloid named fortuneine. The structure of fortuneine was deduced by spectral and chemical means. In addition, epifortuneine was prepared and spectral data collected.

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Preparing Stock Solutions of Wilsonine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.9121 mL 14.5603 mL 29.1206 mL 58.2411 mL 72.8014 mL
5 mM 0.5824 mL 2.9121 mL 5.8241 mL 11.6482 mL 14.5603 mL
10 mM 0.2912 mL 1.456 mL 2.9121 mL 5.8241 mL 7.2801 mL
50 mM 0.0582 mL 0.2912 mL 0.5824 mL 1.1648 mL 1.456 mL
100 mM 0.0291 mL 0.1456 mL 0.2912 mL 0.5824 mL 0.728 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 Wilsonine

Completed preparative separation of alkaloids from Cephaltaxus fortunine by step-pH-gradient high-speed counter-current chromatography.[Pubmed:19393155]

J Chromatogr A. 2009 May 29;1216(22):4663-7.

Cephalotaxine-type alkaloids are the anti-cancer components in twigs, leaves, roots and seeds of Cephalotaxus fortunine. It is very important to use the limited resource by finding an efficient purification technology of the alkaloids. Separation of cephalotaxine-type alkaloids in Cephalotaxus fortunine by step-pH-gradient high-speed counter-current chromatography (step-pH-gradient HSCCC) was studied in this paper. The step-pH-gradient HSCCC was performed on a HSCCC instrument equipped with a 400-mL column, using the upper phase of ethyl acetate-n-hexane-water, with added 0.01% trifluoroacetic acid (TFA) as stationary phase, and the lower phase of ethyl acetate-n-hexane-water, with added 2% NH(4)OH, 0.2% NH(4)OH and 0.05% TFA as mobile phase. For each separation, 800mg of extract of cephalotaxine-type alkaloids was separated to yield 9.3mg of drupacine, 15.9mg of Wilsonine, 130.4mg of cephalotaxine, 64.8mg of epi-Wilsonine, 12.8mg of fortunine and 35.6mg of acetylcephalotaxine with purities 81.2%, 85.7%, 95.3%, 97.5%, 89.1% and 96.2%, respectively. The recovery of each alkaloid was more than 90%. The structures of the six alkaloids were identified by electrospray ionization mass spectrum (ESI-MS) and (1)H and (13)C NMR.

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