A kind of chalcone compound and its preparation method and application

A compound, the technology of Millet Spatholobus, which is applied in the field of chemical medicine and can solve the problems such as the lack of relevant activity research

Active Publication Date: 2021-06-25
SICHUAN UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are still few studies on the specific compounds isolated from Spatholobus Spatholobus, especially the related activities of specific compounds

Method used

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  • A kind of chalcone compound and its preparation method and application
  • A kind of chalcone compound and its preparation method and application
  • A kind of chalcone compound and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 2

[0061] Example 2, Preparation of Compound B (7-hydroxy-2', 5-dimethoxychalcane, 7-hydroxy-2', 5-dimethoxychalcane) of the present invention

[0062] 1) Separation and purification of components

[0063] ① Extraction of medicinal materials: take 15 kg of dried decoction pieces of Spatholobus Spatholobus, heat and reflux extraction with 95% ethanol with 6 times the amount (v / w) of the dried decoction pieces of Spatholobus Spatholobus for 3 times, extract for 3 hours each time, concentrate under reduced pressure after extraction, and obtain chicken S. sanguinea extract is suspended in hot water (hot water temperature not less than 50°C), extracted with ethyl acetate, and concentrated under reduced pressure to obtain the ethyl acetate extraction fraction.

[0064] ②Use silica gel column chromatography (200~300 mesh, 2.5Kg, 14×150cm) to carry out chromatographic separation of the obtained part of ethyl acetate of Spatholobus, and use different volume ratios of dichloromethane-metha...

experiment example 1

[0084] Experimental example 1, the anti-lung cancer A549 activity test of the isoflavane compound of the present invention

[0085] ① Cell inoculation

[0086] Cells in logarithmic growth phase were digested with 0.25% trypsin. Cultured in RPMI-1640 medium containing 10% FBS to form a single cell suspension. The A549 tumor cells in good condition were inoculated in a 96-well plate by counting with a cell counting plate, so that the cell density was 4×10 3 cells / mL, add 100 μL of cell suspension to each well, place at 37°C, 5% CO 2 Cultivate in the incubator for 24h.

[0087] ②, drug treatment

[0088] The sample (compound B) starts from 100 μM, and the sample is diluted with the culture medium, 2-fold dilution, and 5 drug concentrations are set, and repeated wells are tested for each concentration. Add 100 μL of drug to each well at concentrations of 100, 50, 25, 12.5 and 6.25 μM, set up 3 replicate wells for each concentration, and repeat 3 times. The negative control g...

experiment example 2

[0093] Experimental example 2 Anti-breast cancer MDA-MB-231 activity test of isoflavane compounds of the present invention

[0094] ① Cell inoculation

[0095] Cells in logarithmic growth phase were digested with 0.25% trypsin. Cultured in DMEM cell culture medium containing 10% FBS to form a single cell suspension. The MDA-MB-231 tumor cells in good condition were inoculated in a 96-well plate by counting with a cell counting plate, so that the cell density was 4×10 3 cells / mL, add 100 μL of cell suspension to each well, place at 37°C, 5% CO 2 Cultivate in the incubator for 24h.

[0096] ②, drug treatment

[0097] The sample (compound B) starts from 100 μM, and the sample is diluted with the culture medium, 2-fold dilution, and 5 drug concentrations are set, and repeated wells are tested for each concentration. Add 100 μL of drug to each well at concentrations of 100, 50, 25, 12.5 and 6.25 μM, set up 3 replicate wells for each concentration, and repeat 3 times. The nega...

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Abstract

The invention provides a chalcone compound and its preparation method and application. Specifically provide the compound shown in formula I, or its stereoisomer, or its salt, or its solvate, or its prodrug, or its metabolite, wherein, R 1 ~R 11 each independently selected from hydrogen, C 1 ~C 6 Alkyl, halogen, hydroxyl, amino, C 1 ~C 6 alkoxy. The chalcone compound of the present invention has good anti-tumor effect, especially has significant inhibitory effect on the proliferation of breast cancer cells, and can be effectively used for treating and / or preventing breast cancer. The chalcone compound of the present invention provides a new option for clinical screening and / or preparation of anti-tumor drugs, especially anti-breast cancer drugs, and has a good market prospect.

Description

technical field [0001] The invention relates to the field of chemistry and medicine, in particular to a chalcone compound and its preparation method and application. Background technique [0002] The medicinal material of Caulis Spatholobus is the dried cane of Spatholobus suberectus Dunn, a plant of the leguminosae family. It is a traditional traditional Chinese medicine for promoting blood circulation and removing blood stasis. , Dysmenorrhea, amenorrhea, rheumatic arthralgia, numbness and paralysis, blood deficiency and chlorosis. Modern studies have shown that the extracts and secondary metabolites of Spatholobus can inhibit the growth of tumor cells. Among them, the flavonoids are the definite active ingredients of Caulis Spatholobus, and the reported types of flavonoids include flavonoids, dihydroflavones, isoflavones, isoflavanes, dihydroflavonols, chalcones, etc. [0003] Although numerous studies have shown that the total flavonoids of Spatholobus Spatholobus exhi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C43/23C07C41/36C07C41/38A61K31/09A61P35/00
CPCA61K31/09A61P35/00C07C41/36C07C41/38C07C43/23
Inventor 彭芙熊亮
Owner SICHUAN UNIV
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