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Preparation method of compound with anti-tumor effect

A technology of anti-tumor effect and compound, applied in the direction of organic chemistry, can solve the problems of low degree of purification, complicated process of artificial synthesis of urolithin, difficulty in industrialized large-scale production, etc.

Pending Publication Date: 2020-04-21
韦忠友
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0012] At present, many researchers study urolithin, but the current urolithin is basically a natural metabolite, and there are few reports on the artificial synthesis of urolithin. The main reason is that the process of artificially synthesizing urolithin is complicated and the degree of purification is not high. Difficult to mass-produce industrially

Method used

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  • Preparation method of compound with anti-tumor effect
  • Preparation method of compound with anti-tumor effect

Examples

Experimental program
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Effect test

Embodiment 1

[0039] The preparation method of urolithin B comprises the following steps:

[0040] (1) Add and dissolve a certain amount of sodium hydroxide in deionized water, the mass ratio is sodium hydroxide: deionized water = 1:10, stir evenly, fully dissolve, and obtain sodium hydroxide solution, which is set aside;

[0041] (2) Pour the sodium hydroxide solution obtained in step (1) into a three-necked flask containing a certain amount of o-bromobenzoic acid, heat the three-necked flask with a water bath, keep the temperature at 50°C, and use mechanical stirring at a speed of 200r / min, after the o-bromobenzoic acid is completely dissolved, add a certain amount of resorcinol and continue heating until the color no longer darkens. Wherein the weight of o-bromobenzoic acid is 2 times of the solid weight of sodium hydroxide, and the weight ratio of o-bromobenzoic acid and resorcinol is o-bromobenzoic acid: resorcinol=1:1;

[0042] (3) Add copper sulfate solution with a mass concentrati...

Embodiment 2

[0050] The preparation method of urolithin B comprises the following steps:

[0051] (1) Add and dissolve a certain amount of sodium hydroxide in deionized water, the mass ratio is sodium hydroxide: deionized water = 1:10, stir evenly, fully dissolve, and obtain sodium hydroxide solution, which is set aside;

[0052] (2) Pour the sodium hydroxide solution obtained in step (1) into a three-necked flask containing a certain amount of o-bromobenzoic acid, heat the three-necked flask with a water bath, keep the temperature at 80°C, use mechanical stirring, and rotate at a speed of 800r / min, after the o-bromobenzoic acid is completely dissolved, add a certain amount of resorcinol and continue heating until the color no longer darkens. Wherein the weight of o-bromobenzoic acid is 3 times of sodium hydroxide solid weight, and the weight ratio of o-bromobenzoic acid and resorcinol is: o-bromobenzoic acid: resorcinol=1:1;

[0053] (3) Add copper sulfate solution with a mass concentra...

Embodiment 3

[0061] The preparation method of urolithin B comprises the following steps:

[0062] (1) Add and dissolve a certain amount of sodium hydroxide in deionized water, the mass ratio is sodium hydroxide: deionized water = 1:10, stir evenly, fully dissolve, and obtain sodium hydroxide solution, which is set aside;

[0063] (2) Pour the sodium hydroxide solution obtained in step (1) into a three-necked flask containing a certain amount of o-bromobenzoic acid, and heat the three-necked flask with a water bath to keep the temperature at 60°C. Use mechanical stirring at a speed of 500r / min, after the o-bromobenzoic acid is completely dissolved, add a certain amount of resorcinol and continue heating until the color no longer darkens. Wherein the weight of o-bromobenzoic acid is 3 times of sodium hydroxide solid weight, and the weight ratio of o-bromobenzoic acid and resorcinol is: o-bromobenzoic acid: resorcinol=1:1;

[0064] (3) Add copper sulfate solution with a mass concentration o...

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Abstract

The invention relates to the field of pharmacy, and particularly relates to a preparation method of a compound with an anti-tumor effect. The compound is urolithin B, and comprises preparation of urolithin B and purification of urolithin B. The preparation of urolithin B comprises the following steps: carrying out esterification reaction on o-bromobenzoic acid and resorcinol under the conditions of sodium hydroxide and heating, and promoting formation of a carbon-carbon single bond under the heating condition by using copper sulfate as a catalyst to obtain the urolithin B. According to purification of the urolithin B, inorganic impurities are separated out firstly through multiple times of washing and multiple times of suction filtration, then organic impurities are separated out, purification is conducted step by step, and finally the purity of the obtained artificially synthesized urolithin B is very high. The urolithin B obtained through the preparation method and purification is high in yield, short in consumed time, high in purification degree and simple and convenient in equipment. The method changes the current situation, promotes the production and development of the urolithin B, is suitable for industrial large-scale production, and brings economic benefits to enterprises.

Description

technical field [0001] The invention relates to the field of pharmacy, in particular to a preparation method of a compound with antitumor effect. Background technique [0002] Tumor ( tumor ) is the formation of infinite proliferation of local tissue cells in the body under intricate factors. Tumors include benign tumors and malignant tumors. The growth rate of benign tumors is relatively slow, while the growth rate of malignant tumors is very fast. Tumor cells adhere to the surrounding tissues, invade tissue cells in good condition, and may metastasize, also known as cancer( cancer ). [0003] Cancer is a major disease that seriously threatens human life and health worldwide, and so is our country. Lung cancer, gastric cancer, liver cancer, colorectal cancer, esophageal cancer, female breast cancer, thyroid cancer, cervical cancer, brain tumor and pancreatic cancer are the main malignant tumors in my country, accounting for about 75% of all new cases. Lung cancer, liv...

Claims

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Application Information

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IPC IPC(8): C07D311/80
CPCC07D311/80
Inventor 韦平周本宏
Owner 韦忠友
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