Compound with antitumor activity and preparation method and application of compound

Anti-tumor activity, anti-tumor drug technology, applied in the application of the drug in anti-tumor, anti-tumor drug and its preparation, 3′,4′-dimethoxychalcone derivatives and its preparation field , can solve the problem of no anti-tumor activity, and achieve the effects of avoiding methoxyl damage, reducing synthesis cost, and reducing dosage

Active Publication Date: 2016-09-28
HARBIN MEDICAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among them, most of the anti-tumor chalcone compounds have 2′-hydroxyl groups, and

Method used

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  • Compound with antitumor activity and preparation method and application of compound
  • Compound with antitumor activity and preparation method and application of compound
  • Compound with antitumor activity and preparation method and application of compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Example 1 Preparation of 3,4,5-trimethoxy-3',4'-dimethoxychalcone

[0018]

[0019] Concrete preparation steps are as follows:

[0020] Take 0.906g of 3,4-dimethoxyacetophenone and 0.976g of 3,4,5-trimethoxybenzaldehyde, dissolve in 40mL of absolute ethanol, add dropwise 1.5mL of 50% NaOH solution, and react for 48h. The pH of the reaction solution was adjusted to neutral with dilute hydrochloric acid, and 1 times the amount of water was added to precipitate a precipitate, which was filtered by suction to obtain a yellow solid, which was washed with a small amount of water. After drying and weighing, 0.795 g of light yellow 3,4,5-trimethoxy-3',4'-dimethoxychalcone solid was obtained. The yield was 44.3%. The synthetic route is as follows:

[0021]

[0022] The hydrogen spectrum of 3,4,5-trimethoxy-3',4'-dimethoxychalcone is as follows figure 1 Shown: 1 H NMR (400MHz, CDCl 3 )δ7.71(t, J=13.4Hz, 2H, CH-9, CH-5), 7.63(s, 1H, CH-1), 7.43(d, J=15.5Hz, 1H, CH-8), ...

Embodiment 2

[0023] Example 2 Determination of the activity of 3,4,5-trimethoxy-3',4'-dimethoxychalcone in anti-three tumor cells

[0024] 1 Preparation of solution:

[0025] Preparation of 10% FBS culture medium: purchase HyClone RPMI Medium Modified 1640 medium, 500mL per bottle, add 10% fetal bovine serum and 1% double antibody solution, the preparation of the medium is carried out on the ultra-clean workbench, and then placed Store in refrigerator at 4°C.

[0026] Preparation of PBS buffer solution: PBS phosphate buffer solution powder, add deionized water, fully dissolve, and store in refrigerator at 4°C after autoclaving.

[0027] Preparation of MTT solution: MTT dry powder 0.25g, dissolved in 50mL PBS buffer, sterilized by filtration with 0.22uM membrane, and stored in a refrigerator at -12°C.

[0028] Preparation method of drug mother solution: dissolve the compound (3,4,5-trimethoxy-3',4'-dimethoxychalcone) provided in Example 1 of the present invention in 40uL DMSO, add 2mL of ...

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Abstract

The invention discloses a compound with antitumor activity and a preparation method and application of the compound and belongs to the technical fields of new compound synthesis and medicine application. According to the compound, the preparation and the application thereof disclosed by the invention, aromatic aldehyde and aromatic ketone are catalyzed by sodium hydroxide to synthesize 3,4,5-triethoxy-3',4'-dimethoxy chalcone for the first time, and the test of in vitro tumor cell inhibitory activity on the 3,4,5-triethoxy-3',4'-dimethoxy chalcone is realized; the result shows that the compound has higher inhibitory activity for human lung cancer cell A549, human colon carcinoma cell SW620 and human liver cancer cell HepG2. In addition, the antitumor activity of the 3,4,5-triethoxy-3',4'-dimethoxy chalcone for the human colon carcinoma cell SW620 and the human liver cancer cell HepG2 is superior to that of a reference drug 5-fluorouracil. The invention provides a new effective treatment means for tumor treatment and has a broad application prospect.

Description

technical field [0001] The present invention relates to a novel antitumor drug and its preparation method, in particular to 3',4'-dimethoxychalcone derivatives and its preparation method, and also relates to the application of the drug in antitumor. The invention belongs to the field of new compound synthesis and drug application. Background technique [0002] Chalcones are a class of compounds that are mainly produced by the Claisen-Schmidt condensation reaction of aromatic aldehydes and aromatic ketones, and contain 1,3-diphenylpropenone in their structure. There are different substituent groups on the two phenyl groups of chalcone compounds, showing different biological activities. Among them, most of the antitumor chalcone compounds have a 2′-hydroxyl group, and there are no reports of 3′,4′-dimethoxychalcone derivatives with antitumor activity. And 3,4,5-trimethoxy-3',4'-dimethoxychalcone exhibits obvious anti-tumor cell activity in the screening of tumor cell activit...

Claims

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Application Information

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IPC IPC(8): C07C49/84C07C45/74A61P35/00
CPCC07C45/74C07C49/84
Inventor 董乃维潘利峰吴立军
Owner HARBIN MEDICAL UNIVERSITY
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