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Semi-synthesis method of morin

A semi-synthetic technology of Morin, which is applied in the direction of organic chemistry, can solve the problems of low yield, limited raw materials, and low content of Morin, and achieve high yield and simple and easy-to-operate process route

Pending Publication Date: 2021-05-11
三原润禾生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The present invention aims to solve the problems of limited raw materials, low content and low yield of finished Morphein in the current synthesis process of Phellitin, and provides a semi-synthetic method of Morelli

Method used

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  • Semi-synthesis method of morin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Put 20 grams of dihydromorphin dry product, 150 grams of purified water and 0.8 grams of sodium hydroxide into a 250 ml reaction bottle, heat up and stir, and feed in oxygen. After the temperature reaches 95°C, time the reaction for 5 hours and then detect the raw material dihydrophyllin by liquid phase. If the remaining phyllin is less than 1%, the reaction is stopped to obtain a reaction solution containing morphin;

[0027] After cooling the reaction solution containing Morphein to room temperature, dilute hydrochloric acid was added to neutralize the reaction solution until it was neutralized, and then suction filtered to obtain 39 grams of the wet crude product of Morin.

[0028] Dissolve 39 grams of the crude product of Morinin in 100 grams of ethanol and recrystallize it to obtain 15 grams of Morinin fine product. The liquid phase detection content of Morinin fine product is 98.12%, and the yield of Morinin fine product is 75%.

Embodiment 2

[0030] Put 30 grams of dihydromorphin dry product, 210 grams of purified water and 1.05 grams of sodium hydroxide into a 500 ml reaction bottle, heat up and stir, and feed in oxygen. After the temperature reaches 95 ° C, time the reaction for 5 hours, and then liquid phase detection of raw material dihydrophyllin If the remaining phyllin is less than 1%, the reaction is stopped to obtain a reaction solution containing morphin;

[0031] After cooling the reaction solution containing Morphein to room temperature, dilute hydrochloric acid was added to neutralize the reaction solution until it was neutralized, and then suction filtered to obtain 61 grams of the wet crude product of Morin.

[0032] Dissolving 61 grams of the crude product of Morinin in 150 grams of ethanol and recrystallizing to obtain 21 grams of Morinin fine product, the liquid phase detection content of Morinin fine product was 97.89%, and the yield of Morinin fine product was 70%.

Embodiment 3

[0034] 50 grams of dihydromorin dry product, 300 grams of purified water and 1.5 grams of sodium hydroxide are dropped into 500 milliliters of reaction flasks and are heated and stirred and fed into oxygen, such as figure 1 As shown, after the temperature reached 95°C, the timing reaction was performed for 6 hours, and the liquid phase detection of the raw material dihydromorin was less than 1%, and the reaction was stopped, and the reaction solution containing morin was obtained;

[0035] After cooling the reaction liquid containing morin to room temperature, dilute hydrochloric acid was added to neutralize the reaction liquid to neutrality, and then suction filtered to obtain 98 grams of wet crude product of morin, and the yield of refined morin was 70-74%.

[0036] After 98 grams of the crude product of Morin are dissolved in 250 grams of ethanol and recrystallized, 36 grams of the fine product of Morin are obtained, as figure 2 As shown, the liquid phase detection content...

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Abstract

The invention relates to a preparation technology of morin, in particular to a semi-synthesis method of morin, and aims to solve the problems of limited raw materials, low yield and low yield of finished product morin in the current synthesis process of morin. The technical scheme adopted by the invention is as follows: the semi-synthesis method of the morin comprises the following steps: step 1) mixing a dihydromorin dry product and sodium hydroxide in a mass ratio of 1:(0.03-0.04), and adding a formed mixture into purified water to obtain a reaction solution; (2) heating and stirring the reaction solution, introducing oxygen, conducting clock reaction for 5-8 hours after the temperature reaches 95-98 DEG C, and stopping the reaction when the residual amount of the raw material dihydromorin is 1-2% or less through liquid phase detection, so as to obtain reaction liquid containing morin; 4) cooling the reaction liquid containing the morin to room temperature, adding diluted hydrochloric acid for neutralization to neutrality, and performing suction filtration to obtain a wet crude product of morin; and step 5) dissolving the crude product of morin in ethanol, and conducting recrystallizing to obtain a refined product of morin.

Description

technical field [0001] The invention relates to the preparation technology of Morin, in particular to a semi-synthetic method of Morin. Background technique [0002] Morin is a natural active substance with a wide range of sources. At present, the medicinal value of Morinin has gradually deepened from the traditional Chinese medicine experience to the theoretical level, and it contains many biological activities of flavonoids. Numerous studies have shown that Morin has good anti-oxidation and anti-cancer effects. At the same time, in vitro and in vivo experiments show that Morin has significant anti-inflammatory effects. In some animal models, Morin can inhibit the expression of MMP-2 and MMP-9. In addition, Morin has antioxidant and blood sugar lowering functions. Clinically, it can be used for antiviral infection, treatment of stomach disease, chronic inflammation and coronary heart disease. It has antibacterial effect on Salmonella typhi, Shigella and Staphylococcus ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/30
CPCC07D311/30
Inventor 郭文华肖金霞赵景辉王金龙
Owner 三原润禾生物科技有限公司
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