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Azulene compound as well as preparation method and application thereof

A compound and chemical technology, applied in the field of medicine, can solve the problems of in-depth research and development of drug efficacy and drug efficacy substances, and achieve the effect of simple operation and inhibition of NO release.

Active Publication Date: 2021-10-29
JIANGXI UNIVERSITY OF TRADITIONAL CHINESE MEDICINE +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

As an ornamental flower, lilac is widely cultivated in my country and has abundant resources, but its medicinal development mainly focuses on the development of leaves, and there are few research reports on its stems, and its medicinal effects and medicinal substances need to be further studied and developed.

Method used

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

Examples

Experimental program
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Effect test

Embodiment 1

[0049] This example provides an azulene compound in lilac, which includes two compound 1 and compound 2 which are isomers of each other, and its chemical name is 8-(1,2-dihydroxy Propan-2-yl)-2-hydroxy-1,10-dimethyl-9-dihydroazulene-3,4-dione, the structural formula is as follows:

[0050] .

[0051] The preparation method of the azulene compound in the above-mentioned lilac is:

[0052] (1) Take the dried lilac stem medicinal material, add 8 times the amount of 70% (volume concentration) ethanol, heat and reflux to extract 3 times, the time is 2 hours, 2 hours, 1 hour respectively, filter, combine the extracts, and reduce pressure Concentrate until there is no alcohol smell to obtain the extract extract;

[0053] (2) Take the extract extract, disperse it with water, and extract it with dichloromethane 5 times and ethyl acetate 5 times in sequence. The amount of dichloromethane and ethyl acetate each time is 1 / 3 of the volume of the extracted liquid. Collect the two solvent...

Embodiment 2

[0058] Present embodiment provides a kind of azulene compound in lilac, and its preparation method is:

[0059] (1) Take the dried lilac stem medicinal material, add 15 times the concentration of 80% ethanol, extract by cold soaking method, cold soak twice for 24 hours each time, filter, combine the extracts, concentrate under reduced pressure until there is no alcohol smell , to obtain the extract extract;

[0060] (2) Take the extract extract, disperse it with water, extract it with dichloromethane 4 times and ethyl acetate 4 times in sequence, the amount of dichloromethane and ethyl acetate each time is 1 / 2 of the volume of the extracted liquid, Collect the two solvent extracts and the water liquid, concentrate the solvent under reduced pressure, and dry to obtain the dichloromethane extraction fraction, ethyl acetate extraction fraction, and water fraction;

[0061] (3) Take the ethyl acetate extraction part obtained in step (2), dissolve it completely with methanol, add ...

Embodiment 3

[0064] Present embodiment provides a kind of azulene compound in lilac, and its preparation method is:

[0065] (1) Take the dried lilac stem medicinal material, add 30 times the concentration of 95% ethanol, extract by percolation method, percolate for 1 week, filter, combine the extracts, concentrate under reduced pressure until there is no alcohol smell, and obtain the extract paste;

[0066] (2) Take the extract extract, disperse it with water, extract it with dichloromethane 6 times and ethyl acetate 6 times in sequence, the amount of dichloromethane and ethyl acetate each time is 1 / 4 of the volume of the extracted liquid, Collect the two solvent extracts and the water liquid, concentrate the solvent under reduced pressure, and dry to obtain the dichloromethane extraction fraction, ethyl acetate extraction fraction, and water fraction;

[0067] (3) Take the ethyl acetate extraction part obtained in step (2), dissolve it completely with methanol, add 100-200 mesh silica g...

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Abstract

The invention belongs to the technical field of medicine, and discloses an azulene compound as well as a preparation method and application thereof, the compound comprises two azulene compounds which are mutually isomeride, and the chemical name of the azulene compound is 8-(1, 2-dihydroxypropane-2-yl)-2-hydroxy-1, 10-dimethyl-9-dihydroazulene-3, 4-diketone. The preparation method of the compounds is simple to operate, pure compounds can be obtained through separation, and experiments show that the two compounds have no obvious influence on growth of RAW 264.7 macrophages within 24 h, NO release of LPS-induced RAW 264.7 cells can be obviously inhibited, excessive secretion of IL-1beta, IL-6 and TNF-alpha in the cells can be inhibited, and the compounds have an obvious anti-inflammatory effect.

Description

technical field [0001] The invention belongs to the technical field of medicine, and in particular relates to an azulene compound and its preparation method and application, especially the application in the preparation of anti-inflammatory drugs. Background technique [0002] Inflammation is a complex biological response of tissues to harmful stimuli, such as pathogens, damaged cells, or irritants. It is usually a protective attempt by the organism to clear away harmful stimuli and initiate the tissue healing process. However, inadequately controlled inflammation can lead to the development of a variety of diseases. When the body's immune response state is abnormal, it can cause inappropriate or excessive immune response, causing tissue and cell damage and leading to inflammation. Tissue damage caused by immune reactions is most common in various types of hypersensitivity reactions: type I allergy such as allergic rhinitis, urticaria, type II allergy such as anti-basement...

Claims

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Application Information

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IPC IPC(8): C07C45/78C07C45/79C07C45/80C07C49/755A61P29/00A61K31/122
CPCC07C45/78C07C45/79C07C45/80C07C49/755A61P29/00C07C2602/30C07B2200/07Y02A50/30
Inventor 何明珍冯育林李志强李志峰欧阳辉李军茂杨世林
Owner JIANGXI UNIVERSITY OF TRADITIONAL CHINESE MEDICINE
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