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Synthesis method of myricetin

A synthesis method, the technology of dihydromyricetin, applied in the field of pharmacy, can solve the problems of cumbersome post-processing, high cost, and large environmental pollution, and achieve the effects of simple and easy operation, good economic benefits, and less discharge of three wastes

Pending Publication Date: 2019-12-31
SHANGHAI YINSHENG CONSULTING CORP (LLP)
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The content of myricetin in natural plants is extremely low, it is difficult to extract and enrich, the yield is low, the product purity is difficult to meet the requirements, and the cost is high; the sodium hydroxide-hydrogen peroxide oxidation method directly oxidizes dihydromyricetin to semi-synthesize myricetin, and the yield Only 15-20%, the reaction process is difficult to control, the post-treatment is cumbersome, and it is not suitable for scale-up production; the oxidation of sodium hypochlorite-aluminum trichloride / ferric chloride will produce a large amount of waste water and waste residue, which pollutes the environment and is not suitable for scale-up production; Using mesitylene as the starting material to synthesize myricetin, the cost of raw materials and intermediates is high, a large amount of organic waste liquid will be generated, the yield is low, and it is not suitable for scale-up production

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] (1) Dissolve dihydromyricetin (45 grams) in 300 milliliters of deionized water, then heat to reflux to dissolve, slowly add sodium hydroxide (10 grams) aqueous solution (40 milliliters), and return to the reflux state after adding Lower heat for 15 minutes.

[0031] (2) Slowly add selenium dioxide (15 grams) aqueous solution (60 milliliters) dropwise, and stir at reflux temperature for 90 minutes after adding, and the reaction is completed, and the reaction is slowly cooled to 20~30° C.

[0032] (3) Add 5M hydrochloric acid to adjust the pH to 4-5, stir for 30 minutes, rotary steam to 3-5 times the volume of dihydromyricetin, stir at 10-20°C for 2-3 hours, and filter.

[0033] (4) add ethanol aqueous solution (80%, 200 milliliters) to filter cake and beat for 1~2 hour, filter, and filter cake is rinsed with ethanol aqueous solution, collect filter cake and dry, obtain red selenium elemental solid, yield 95%, purity greater than 99%.

[0034] (5) Combine the organic ph...

Embodiment 2

[0036] (1) Dissolve dihydromyricetin (60 grams) in 500 milliliters of deionized water, then heat to reflux to dissolve, slowly add potassium hydroxide (10 grams) aqueous solution (40 milliliters), and return to the reflux state after adding Lower heat for 10 minutes.

[0037] (2) Slowly add selenium dioxide (10 grams) aqueous solution (60 milliliters) dropwise, and stir at reflux temperature for 90 minutes after adding, and the reaction is completed, and the reaction is slowly cooled to 20~30° C.

[0038] (3) Add dilute sulfuric acid to adjust the pH to 4-5, stir for 30 minutes, rotary steam to 3-5 times the volume of dihydromyricetin, stir at 10-20°C for 2-3 hours, and filter.

[0039] (4) Add ethanol aqueous solution (80%) to the filter cake and beat for 1-2 hours, filter, rinse the filter cake with ethanol aqueous solution, collect the filter cake and dry to obtain red selenium simple substance solid.

[0040] (5) Combine the organic phases and spin dry until there is no s...

Embodiment 3

[0042] (1) Dissolve dihydromyricetin (60 grams) in 500 milliliters of deionized water, then heat to reflux to dissolve, slowly add sodium tert-butoxide (15 grams) aqueous solution (100 milliliters), after adding, reflux Heat for 30 minutes.

[0043] (2) Slowly add selenium dioxide (30 grams) aqueous solution (120 milliliters) dropwise, after adding, stir at reflux temperature for 120 minutes, the reaction is complete, and the reaction is slowly cooled to 20~30°C.

[0044] (3) Add glacial acetic acid to adjust the pH to 4-5, stir for 30 minutes, rotary steam to 3-5 times the volume of dihydromyricetin, stir at 10-20°C for 2-3 hours, and filter.

[0045] (4) Add ethanol aqueous solution (80%) to the filter cake and beat for 1-2 hours, filter, rinse the filter cake with ethanol aqueous solution, collect the filter cake and dry to obtain red selenium simple substance solid.

[0046] (5) Combine the organic phases and spin dry until there is no smell of ethanol. A large amount of ...

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PUM

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Abstract

The invention discloses a synthesis method of myricetin. The method includes the steps of: adding an alkaline solution into a dihydromyricetin aqueous solution, and then performing heating under a reflux state; adding a selenium dioxide aqueous solution, then stirring at a reflux temperature for reaction, and then performing cooling to room temperature; adding acid to adjust the pH value, conducting stirring and rotary evaporation, and then performing stirring and filtering; adding an ethanol aqueous solution into a filter cake, performing pulping and filtering, flushing the filter cake with an ethanol aqueous solution, collecting the filter cake, and performing drying to obtain red selenium; combining an organic phases, and performing spin-drying till no ethanol smell, precipitating a large amount of solid, performing filtering, and flushing the filter cake with an ethanol aqueous solution to obtain a yellow solid, i.e. myricetin. The method has the advantages that: 1, the reaction issimple and easy to operate; 2, water and a small amount of ethanol are mainly used as the solvent, and the emission of three wastes is low; 3, red selenium with economic value can be recovered; 4, the obtained myricetin is high in purity; and 5, the method can achieve multiple purposes, has very good economic benefits, and is suitable for large-scale production.

Description

technical field [0001] The application relates to the technical field of pharmacy, in particular to a method for synthesizing myricetin. Background technique [0002] Myricetin (myricetin), the molecular formula is C 15 h 10 o 8 , the chemical name is 3,5,7-trihydroxy-2-(3,4,5-hexahydroxyphenyl)-4H-1-benzopyran-4-one, which is widely found in bayberry and other The flavonol compounds in this kind of natural plant have various pharmacological activities such as anti-inflammatory and analgesic, anti-tumor, hypoglycemic, and liver protection, showing rich resource advantages and huge potential utilization value. [0003] At present, the synthesis methods of myricetin are mainly divided into the following types: natural extraction, sodium hydroxide-hydrogen peroxide system oxidation method, sodium hypochlorite-aluminum trichloride / ferric chloride oxidation method, and chemical synthesis using mesitylene as the starting material. synthetic method. [0004] The content of myr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/30
CPCC07D311/30
Inventor 宋昆元
Owner SHANGHAI YINSHENG CONSULTING CORP (LLP)
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