Deoxyelephantopin Chemical Properties

Melting point:

198-200 °C

Boiling point:

584.3±50.0 °C(Predicted)

Density 

1.26±0.1 g/cm3(Predicted)

form 

Solid

color 

White to off-white

InChI

InChI=1S/C19H20O6/c1-9(2)17(20)24-15-8-12-7-13(23-19(12)22)5-10(3)6-14-16(15)11(4)18(21)25-14/h6-7,13-16H,1,4-5,8H2,2-3H3/b10-6+/t13-,14-,15+,16+/m1/s1

InChIKey

JMUOPRSXUVOHFE-GZZMZBIISA-N

SMILES

C(O[C@H]1CC2=C[C@@]([H])(CC(C)=C[C@@]3([H])OC(=O)C(=C)[C@@]31[H])OC2=O)(=O)C(C)=C |t:10|

Deoxyelephantopin Usage And Synthesis

Chemical Properties

White crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from Elephantopus scaber.

Uses

Deoxydibilirubin has significant anticancer activity.

Definition

ChEBI: Isodeoxyelephantopin is a terpene lactone.

Biological Activity

Deoxyelephantopin is a biologically active natural sesquiterpene lactone from Elephantopus scaber. Can be widely used in cancer research. It inhibits NF-κB, MAPK, PI3K/Akt and β-catenin signaling.

Synthesis

Specific steps are as follows: take the ground bile grass crushed, weighing 2kg, each time with 10L 70% methanol solution ultrasonic extraction for 30 minutes, extracted 3 times, the extract was added to 200g of activated carbon reflux decolorization, filtered out of the activated carbon concentrated under reduced pressure without alcohol added to the HZ816 macroporous resin column adsorption, elution with 7 times the volume of the column of 60% methanol solution, the eluent was concentrated under reduced pressure to 300 ml, added ethyl acetate solution extraction Add ethyl acetate solution to extract 3 times, the extract was recovered reagent, get extract. Take petroleum ether, ethyl acetate, methanol, water, mixed according to 2:3:5:3, fully layered, take the upper phase filled with high-speed counter-current chromatography tube as stationary phase, turn on the host, speed 800rpm, while pumping the lower phase to do the fluid phase, the establishment of dynamic equilibrium, the flow rate is adjusted to 2ml/min, with the mobile phase to dissolve the extracts, the injection valve into the injection of the ultraviolet detector on-line monitoring, the collection of target components, continuous Preparation, flow fractionation and recovery of reagents, obtained deoxydigitoxin 2.3 g, the content of 98.5% detected by HPLC, the data of its physical properties characterized by UV, IR, MS, 2HNMR, 13CNMR and so on are consistent with the prior art.

target

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