Composition of multiple isoflavone derivatives, preparing method and medical application

A technology of derivatives and compositions, applied in the directions of drug combinations, compounds of Group 5/15 elements of the periodic table, chemical instruments and methods, etc., can solve the problems of unsatisfactory hypoglycemic effect, etc., and achieve good hypoglycemic effect. Effect

Active Publication Date: 2016-12-07
BEIJING UNIV OF CHINESE MEDICINE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, most isoflavone derivatives are administered alone. Although some effects have been obtained, the hypoglycemic effect is not very satisfactory. At present, the following studies on the combination of isoflavone derivatives and their hypoglycemic activity have not been reported after searching

Method used

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  • Composition of multiple isoflavone derivatives, preparing method and medical application
  • Composition of multiple isoflavone derivatives, preparing method and medical application
  • Composition of multiple isoflavone derivatives, preparing method and medical application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Preparation of 4′,7-diacetylisoferulic acid genistein:

[0029] a) Preparation of acetyl isoferulic acid:

[0030] 1. Add 1g isoferulic acid and 20mL acetyl chloride into a 100mL round bottom flask;

[0031] 2. Place in an ice bath to lower the temperature of the system to 0°C, then add 5 drops of anhydrous pyridine dropwise;

[0032] 3. Heat up to 110°C under stirring, and reflux for 3 hours;

[0033] 4. After cooling at room temperature, a large amount of solids appeared, suction filtered, and the filter residue was washed with water and absolute ethanol in sequence, and dried to obtain the crude product of acetylisoferulic acid;

[0034] 5. The crude product is eluted with 300-400 mesh silica gel, and the elution condition is petroleum ether: ethyl acetate: methanol: acetic acid = 300:100:50:10 to obtain acetyl isoferulic acid monomer.

[0035] b) Preparation of 4′,7-diacetylisoferulic acid genistein:

[0036] 1. Weigh 0.3g of genistein, 0.1g of acetylisoferulic ...

Embodiment 2

[0069] Preparation of 4′,7-diacetylisoferulic acid genistein:

[0070] a) Preparation of acetyl isoferulic acid:

[0071] 1. Add 1g isoferulic acid and 20mL acetyl chloride into a 100mL round bottom flask;

[0072] 2. Place in an ice bath to lower the system temperature to 2.5°C, then add 5 drops of anhydrous pyridine dropwise;

[0073] 3. Heat up to 115°C with stirring, and reflux for 3.5 hours;

[0074] 4. After cooling at room temperature, a large amount of solids appeared, suction filtered, and the filter residue was washed with water and absolute ethanol in sequence, and dried to obtain the crude product of acetylisoferulic acid;

[0075] 5. The crude product is eluted with 300-400 mesh silica gel, and the elution condition is petroleum ether: ethyl acetate: methanol: acetic acid = 300:100:50:10 to obtain acetyl isoferulic acid monomer.

[0076] b) Preparation of 4',7-diacetylisoferulic acid genistein:

[0077] 1. Weigh 0.3g of genistein, 0.1g of acetylisoferulic acid...

Embodiment 3

[0097] Preparation of 4′,7-diacetylisoferulic acid genistein:

[0098] a) Preparation of acetyl isoferulic acid:

[0099] 1. Add 1g isoferulic acid and 20mL acetyl chloride into a 100mL round bottom flask;

[0100] 2. Place in an ice bath to lower the temperature of the system to 5°C, then add 5 drops of anhydrous pyridine dropwise;

[0101] 3. Heat up to 120°C under stirring, and reflux for 4 hours;

[0102] 4. After cooling at room temperature, a large amount of solids appeared, suction filtered, and the filter residue was washed with water and absolute ethanol in sequence, and dried to obtain the crude product of acetylisoferulic acid;

[0103] 5. The crude product is eluted with 300-400 mesh silica gel, and the elution condition is petroleum ether: ethyl acetate: methanol: acetic acid = 300:100:50:10 to obtain acetyl isoferulic acid monomer.

[0104] b) Preparation of 4′,7-diacetylisoferulic acid genistein:

[0105] 1. Weigh 0.3g of genistein, 0.1g of acetylisoferulic ...

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Abstract

The invention discloses a composition of multiple isoflavone derivatives, and further discloses a preparing method of the composition and medical application of the composition in treating diabetes. The composition of the isoflavone derivatives is prepared by carrying out structural modification on 4,7-diacetyl isoferulic acid genistein, 7-2-bromo-ethoxy genistei and a genistein vanadyl complex. Results of administration hypoglycemic activity screening and cell activity experiments show that the composition has a very good hypoglycemic effect which is better that that of single compounds, and can be used for preparing medicine for treating type II diabetes.

Description

technical field [0001] The invention discloses a composition of polyisoflavone derivatives, a preparation method of the composition and its medical application in treating diabetes, and belongs to the technical field of medicine and pharmacy. Background technique [0002] Chickpea is the dried seed of the leguminous plant Chickpea Cicer arietinum L. Chickpea has long been used as Uighur folk medicine and traditional Chinese medicine to treat diabetes, especially in the 2000 National Ministry of Health "Drug Standard "Uyghur medicine sub-volume and "Uyghur medicine annals" have clearly recorded the medicinal efficacy of chickpea in treating diabetes. Modern research has found that chickpea isoflavones have a certain hypoglycemic effect, and genistein, chickpea A, and formononetin are all components of chickpea isoflavones. [0003] At present, most isoflavone derivatives are administered alone. Although some effects have been achieved, the hypoglycemic effect is not very sat...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/36C07F9/00A61P3/10A61K31/35
CPCA61K31/35C07D311/36C07F9/00
Inventor 徐暾海李朋收刘铜华解生旭张曼祺
Owner BEIJING UNIV OF CHINESE MEDICINE
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