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Method for synthesizing neohesperidin by using citrus paradisi macfadyen

A technology of pomelo fruit extract and neohesperidin, which is applied in the field of synthesizing neohesperidin from pomelo fruit extract, can solve the problems of long production cycle, high cost, and complicated operation, so as to improve quality and yield, and improve product quality. The effect of high quality, yield and product quality

Inactive Publication Date: 2019-03-22
CHENGDU OKAY PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the existing synthesis process has problems such as process grid, complicated operation, long production cycle and high cost.

Method used

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  • Method for synthesizing neohesperidin by using citrus paradisi macfadyen
  • Method for synthesizing neohesperidin by using citrus paradisi macfadyen
  • Method for synthesizing neohesperidin by using citrus paradisi macfadyen

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Embodiment 1

[0032] A method for synthesizing neohesperidin with pomelo fruit extract, comprising the steps of:

[0033] 1) Hydrolysis:

[0034] ① Add pure water to the crude pomelo fruit extract under stirring conditions, then add dilute alkali solution, control the final alkali concentration to 10%, and keep it warm at 100°C for 5 hours;

[0035] ②After the reaction, add a small amount of ice water to lower the temperature of the reaction solution to 40°C, adjust the pH, and crystallize at a temperature of 0-20°C for 24 hours;

[0036] ③ Filter, wash with water until the eluate is clear, and drain;

[0037] ④Appropriate amount of hot water is dissolved, and the activated carbon is decolorized;

[0038] ⑤ Filtrate, refrigerate and crystallize overnight, filter, wash with water until the eluate is clear, and drain to obtain root bark acetophenone-4'-β-neohesperidoside;

[0039] 2) Synthesis:

[0040] ①After dissolving root bark acetophenone-4'-β-neohesperidoside with 5 times the weight...

Embodiment 2

[0047] A method for synthesizing neohesperidin with pomelo fruit extract, comprising the steps of:

[0048]Add pure water to the crude pomelo fruit extract under stirring conditions, then add dilute alkali solution, control the final alkali concentration to 20%, and keep it warm at 120°C for 10 hours; after the reaction, add 3 times the amount of ice water to reduce the temperature of the reaction solution Reduce to 40°C, use hydrochloric acid to adjust the pH to 2~7, crystallize at a temperature of 0~20°C for 24 hours; filter, wash with water until the eluate is clear, and drain; dissolve in appropriate amount of hot water, decolorize with activated carbon; filter, refrigerate and crystallize Overnight, filter, wash with water until the eluate is clear, and drain to obtain root bark acetophenone-4'-β-neohesperidoside; use 5 times the weight of organic solvent to dissolve root bark acetophenone-4'-β-neohesperidoside After glucoside, add 0.1 times of glacial acetic acid and 0.2...

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Abstract

The invention discloses a method for synthesizing neohesperidin by using citrus paradisi macfadyen, the method comprises the following preparation steps: 1) hydrolyzing: 1, adding purified water intoa crude product of the citrus paradisi macfadyen, then adding a dilute alkali solution, preserving heat and reacting; 2, adding a small quantity of ice water after finishing the reaction to reduce thetemperature of a reaction liquid to 35-45 DEG C, regulating the pH, crystalizing for 24 hours; 3, filtering, washing with water until an eluate is clear, pumping dry; 4, dissolving in proper amount of hot water, decolorizing through activated carbon, 5, filtering, refrigerating, crystalizing overnight, filtering, pumping dry to obtain phloroacetophenone-4'-beta-neohesperidoside; 2) synthesizing:1, dissolving with an organic solvent of 3-10 times, adding 0.1-0.25 time of glacial acetic acid, and 0.2-0.4 time of isovanillin; 2, adding proper amount of proline analogue, refluxing for 20 hours;3, filtering after cooling; 4, pulping and soaking a filter cake, filtering, drying, and pulverizing to obtain a neohesperidoside product. The invention provides the method for synthesizing the neohesperidin by using the citrus paradisi macfadyen, the process is simple, the reaction process is easy to control, the side effect is reduced, and the product quality and the yield are improved.

Description

technical field [0001] The invention belongs to the technical field of neohesperidin synthesis, and relates to a method for synthesizing neohesperidin with pomelo fruit extract. Background technique [0002] Neohesperidin is a dihydroflavonoid compound, which exists in small amounts in some Rutaceae plants (lime, sweet orange, Citrus aurantium, Citrus aurantium and Achilles chinensis, etc.) The molecular formula is C28H34O15, the relative molecular weight is 610.56, and the melting point is 240-243°C. It was once called vitamin P. The most important use of neohesperidin in the medical field is in gastrointestinal drugs, which has the effects of reducing phlegm, eliminating stagnation, dispelling Qi and eliminating swelling, etc. Pharmacological studies have shown that flavonoids such as neohesperidin in Citrus aurantium and Citrus aurantium These compounds have inhibitory effect on the non-physiological contraction of rat smooth muscle, and can resist the spasmodic contracti...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H17/07C07H1/00
CPCC07H1/00C07H17/07
Inventor 赵卓君
Owner CHENGDU OKAY PHARMA
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