Furopyridine compound as well as preparation method and application thereof

A furopyridine and compound technology, applied in the field of chemical medicine, can solve the problems of less colon cancer, lower cure rate and survival rate, and increased difficulty in cure

Pending Publication Date: 2022-05-27
TIANJIN UNIV OF TRADITIONAL CHINESE MEDICINE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The prognosis of colon cancer is better in the early stage, but the cure rate and survival rate will decrease with the increase of cancer stage, which will greatly increase the difficulty of cure
However, there are currently few drugs that can effectively treat colon cancer

Method used

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  • Furopyridine compound as well as preparation method and application thereof
  • Furopyridine compound as well as preparation method and application thereof
  • Furopyridine compound as well as preparation method and application thereof

Examples

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preparation example Construction

[0034] The embodiment of the present invention also provides a preparation method of the compound, comprising the following steps:

[0035] Step A, dissolving genipin and methylamine in a non-nitrogen-containing buffer solution with a pH of 6-8, and reacting at 30-80° C. for more than 4 hours to obtain a reaction solution;

[0036] Step B, adding the reaction solution to the small-pore resin chromatography column, and successively using ethanol-water solvents with volume ratios of 0:10, 1:9, 2:8, 3:7, 4:6 to carry out gradient elution , and collect the eluate obtained by elution with an ethanol-water solvent with a volume ratio of 3:7 to 4:6, and then Genimethylamine A can be obtained in the eluate.

[0037] In this preparation method, the eluate obtained in step B can be further separated and purified by preparative liquid chromatography to obtain the pure product of Genimethylamine A. The purification method can be selected as follows: the eluate obtained in step B is separ...

Embodiment 1

[0046] This embodiment provides a furopyridine compound Genimethylamine A and a preparation method thereof.

[0047] The preparation method of Genimethylamine A specifically comprises the following steps:

[0048]Step A. Take 150 mg of genipin and 45 mg of methylamine respectively, accurately weigh them, place them in 150ml beakers, respectively add potassium dihydrogen phosphate-sodium hydroxide buffer solution of pH=6.8 to make them fully dissolved, and prepare them to the concentration of respectively. It is a stock solution of 4.4 mmol / L; pipette 150 ml of each of the above stock solutions, place them in a beaker, add a pH=6.8 potassium dihydrogen phosphate-sodium hydroxide buffer solution to 900 mL, shake well, and place in a 50 ℃ water bath, The reaction was taken out for 48h to obtain the reaction solution;

[0049] Step B, the reaction solution is separated by column chromatography using CHP20 / P120 small pore resin, and eluted with ethanol-water (0:10, 1:9, 2:8, 3:7, ...

Embodiment 2

[0056] This embodiment provides a preparation method of the furopyridine compound Genimethylamine A.

[0057] Specifically include the following steps:

[0058] Step A. Take 120 mg of genipin and 45 mg of methylamine respectively, accurately weigh them, and place them in a 150 mL beaker, respectively, and add potassium dihydrogen phosphate-sodium hydroxide buffer solution with pH=6.8 to fully dissolve them to prepare the concentration of 3.5 and 4.4 mmol / L stock solutions; pipette 150 mL of each of the above stock solutions, place them in a beaker, add pH=6.8 potassium dihydrogen phosphate-sodium hydroxide buffer solution to 900 mL, shake well, and place in a 45°C water bath , the reaction is taken out for 60h, and the reaction solution is obtained;

[0059] Step B, the reaction solution is separated by column chromatography using CHP20 / P120 small pore resin, and eluted with ethanol-water (0:10, 1:9, 2:8, 3:7, 4:6) solvent system gradient (3 column volumes for each elution s...

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Abstract

The invention belongs to the technical field of chemical medicines, and particularly relates to a furo-pyridine compound as well as a preparation method and application thereof. The furo-pyridine compound is obtained by taking genipin and methylamine as raw materials, reacting under specific conditions and then performing column chromatography and liquid chromatography separation. Experiments prove that the compound has a remarkable inhibiting effect on proliferation of colon cancer cells and can be used for preparing anti-tumor drugs.

Description

technical field [0001] The invention belongs to the technical field of chemical medicines, and in particular relates to a furopyridine compound and its preparation method and application. Background technique [0002] Colon cancer is a malignant tumor that occurs in the colon. Its incidence is relatively high in my country, and most of the patients are men aged 40 to 50. Long-term unhealthy diet, obesity, and family inheritance can easily induce colon cancer. The prognosis of colon cancer is better in the early stage, but the cure rate and survival rate will decrease with the increase of cancer stage, which will greatly increase the difficulty of cure. However, currently there are few drugs that can effectively treat colon cancer. Therefore, the development of drugs that can be used to treat colon cancer is of great significance for the treatment of colon cancer. Contents of the invention [0003] In view of the above problems, the present invention provides a furopyrid...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D491/06A61K31/4355A61P35/00
CPCC07D491/06A61P35/00
Inventor 王跃飞张潇予柴欣孟宁董雪媛崔英于海洋于卉娟张瑞虎
Owner TIANJIN UNIV OF TRADITIONAL CHINESE MEDICINE
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