New rotenone-type flavonoid compound and preparation method and application thereof

A technology of flavonoids and rotenone, which is applied in the field of medicine, can solve the problems of unseparated chemical components and less research on chemical components, and achieve the effect of simple preparation method, less toxic and side effects, and rich raw material resources

Inactive Publication Date: 2019-07-05
JIANGXI UNIVERSITY OF TRADITIONAL CHINESE MEDICINE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

According to modern literature reports, Arrowhead mainly contains flavonoids, terpenoids, and volatile oils. However, compared with the research on the chemical constituents of medicinal plants in other genera of Asteraceae, scholars at home and abroad have studied the chemical constituents of Arrowhead. Relatively few, mainly focused on partial research on crude extracts such as flavonoids, terpenoids, and volatile oils, without systematic separation of chemical components

Method used

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  • New rotenone-type flavonoid compound and preparation method and application thereof
  • New rotenone-type flavonoid compound and preparation method and application thereof
  • New rotenone-type flavonoid compound and preparation method and application thereof

Examples

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Effect test

Embodiment 1

[0028] A new rotenone-type flavonoid compound, the molecular formula of the new rotenone-type flavonoid compound is C 26 h 24 o 6 , the structural formula is as follows:

[0029] ,

[0030] The chemical name is: 2-(1'-isopropenyl)-7,8-dimethoxy-14,14-dimethyl-benzopyran-10-one.

[0031] The preparation method of above-mentioned new rotenone type flavonoids, comprises the following steps:

[0032] (1) Take the dried Arrowhead and crush it through a 20-40 mesh sieve, then heat and reflux with an ethanol solution with a volume fraction of 50-70% to extract 3-5 times, each extraction time is 4-6 hours, filter, Combine the filtrates, and concentrate the filtrates under reduced pressure at 40-60°C and evaporate to dryness until there is no alcohol smell, so as to obtain the total thick paste of arrowroot;

[0033] (2) Suspend the Arrowhead thick paste prepared in step (1) in water, let it stand, remove the water-insoluble matter to obtain a filtrate, add cyclohexane to the f...

Embodiment 2

[0040] A kind of preparation method of new rotenone-type flavonoids (flow process is as follows figure 1 shown), including the following steps:

[0041] (1) Take 12.0Kg of dried Arrowhead and crush it through a 30-mesh sieve, then heat and reflux extraction with 60% ethanol solution for 4 times, each extraction time is 5 hours, filter, combine the filtrate, and extract the filtrate Concentrate under reduced pressure and evaporate to dryness at 50°C until there is no alcohol smell, and 960.5g of the total thick paste of Arrowhead is obtained;

[0042](2) Suspend the total thick paste of Arrowhead Chrysanthemum prepared in step (1) in water, let it stand, remove the water-insoluble matter to obtain a filtrate, add cyclohexane to the filtrate and extract continuously for 3 times, and combine the extracts to obtain 46.8g cyclohexane extract and cyclohexane extract filtrate, add ethyl acetate to the cyclohexane extract filtrate and extract continuously for 3 times, combine the ex...

Embodiment 3

[0049] A preparation method of new rotenone-type flavonoids, comprising the following steps:

[0050] (1) Take 8.0Kg of dried Arrowhead and crush it through a 20-mesh sieve, then heat and reflux extraction with 70% ethanol solution for 3 times, each extraction time is 4.5 hours, filter, combine the filtrate, and extract the filtrate Concentrate under reduced pressure and evaporate to dryness at 40°C until there is no alcohol smell, and 646.9 g of the total thick paste of Arrowhead is obtained;

[0051] (2) Suspend the total thick paste of Arrowhead Chrysanthemum prepared in step (1) in water, let it stand, remove the water-insoluble matter to obtain a filtrate, add cyclohexane to the filtrate and extract continuously for 3 times, and combine the extracts to obtain 30.9g cyclohexane extract and cyclohexane extract filtrate, add ethyl acetate to the cyclohexane extract filtrate and extract continuously for 3 times, combine the extracts to obtain 57.9g ethyl acetate extract and c...

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Abstract

The invention relates to a new rotenone-type flavonoid compound and a preparation method and application thereof. The structural formula of the new rotenone-type flavonoid compound is shown in the description. The new rotenone-type flavonoid compound is novel in structure and has significant hepatoprotective activity, the extraction and separation method is simple, and an important experimental foundation and theoretical basis are provided for discovering novel hepatoprotective drugs from flos pyrethri tatsienensis.

Description

technical field [0001] The invention belongs to the technical field of medicines, and in particular relates to a new rotenone-type flavonoid compound isolated from Tibetan medicine Arrowhead Chrysanthemum and its preparation method and application. Background technique [0002] Currently, liver disease has become one of the major threats to human health worldwide. The liver is the most important site of body metabolism and plays an important role in maintaining the life activities of the body. Liver injury refers to a type of liver cell apoptosis, necrosis or autoimmunity caused by various factors (such as genetic variation, virus infection, cholestasis, steatosis, drug abuse, alcohol intake, chemical injury and autoimmunity, etc.). Liver disease characterized by phagocytosis. Further development of liver damage can lead to liver fibrosis, and further deterioration into serious diseases such as liver cirrhosis and liver cancer. At present, there is no specific drug in mod...

Claims

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Application Information

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IPC IPC(8): C07D493/14A61P1/16
CPCA61P1/16C07D493/14
Inventor 魏荣锐马勤阁钟国跃杨明
Owner JIANGXI UNIVERSITY OF TRADITIONAL CHINESE MEDICINE
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