Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Method for preparing isoflavone aglycone through isoflavone glucoside hydrolysis by malic acid catalysis

A malic acid-catalyzed glycoside type, soybean isoflavone technology, applied in food preparation, organic chemistry, food science, etc., to achieve the effect of simple operation

Inactive Publication Date: 2012-10-03
JILIN INST OF CHEM TECH
View PDF4 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In view of the technical defects of hydrochloric acid catalysis, alkali catalysis and enzyme catalysis in the existing process of converting soybean isoflavones to aglycones, edible malic acid is used to catalyze the hydrolysis process of soybean isoflavones. completely

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Method for preparing isoflavone aglycone through isoflavone glucoside hydrolysis by malic acid catalysis
  • Method for preparing isoflavone aglycone through isoflavone glucoside hydrolysis by malic acid catalysis
  • Method for preparing isoflavone aglycone through isoflavone glucoside hydrolysis by malic acid catalysis

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Take 50mg of 92.0% soybean isoflavone glucoside and place it in a 50mL round bottom flask, add 3.0mol·L -1 Malic acid aqueous solution 10mL, ultrasonic water bath for 1 hour, ultrasonic frequency 45KHz, water bath temperature 75°C. The reaction liquid was transferred to an autoclave, the reaction temperature was 140° C., and the reaction time was 2 hours. After the reaction, the reaction liquid was cooled to room temperature.

[0023] Take a certain amount of the reaction solution and neutralize it to pH=7 with saturated aqueous sodium carbonate solution, extract it with ethyl acetate, take the ester layer, apply it on a silica gel plate, put it into a developing solvent (ethyl acetate:chloroform:methanol=5:5 : 2), observe the degree of hydrolysis under ultraviolet light; another certain amount of reaction solution is diluted to 100ppm with methanol, and the glycoside and aglycon content of the reaction solution are qualitatively and quantitatively detected by HPLC, the...

Embodiment 2

[0025] Take 50mg of 92.0% soybean isoflavone glucoside and put it in a 50mL round bottom flask, add 3.5mol·L -1 Malic acid aqueous solution 10mL, ultrasonic water bath for 1 hour, ultrasonic frequency 45KHz, water bath temperature 75°C. The reaction liquid was transferred to an autoclave, the reaction temperature was 110° C., and the reaction time was 6 hours. After the reaction, the reaction liquid was cooled.

[0026] Other operations are the same as in Example 1. A certain amount of reaction solution is neutralized to pH=7 with saturated aqueous sodium carbonate solution, extracted with ethyl acetate, and the ester layer is taken, spotted on a silica gel plate, and put into a developing solvent (ethyl acetate: Chloroform:methanol=5:5:2) and observe the degree of hydrolysis under ultraviolet light. At the same time, another certain amount of reaction solution was diluted to 100ppm with methanol, and the content of glycoside and aglycone in the reaction solution was qualitat...

Embodiment 3

[0028] Take 50mg of 92.0% soybean isoflavone glucoside and put it in a 50mL round bottom flask, add 3.5mol·L -1 Malic acid aqueous solution 10ml, ultrasonic water bath for 1 hour, ultrasonic frequency 45KHz, water bath temperature 75°C. The reaction liquid was transferred to an autoclave, the reaction temperature was 130° C., and the reaction time was 2 hours. After the reaction, the reaction liquid was cooled.

[0029] Other operations are the same as in Example 1. A certain amount of reaction solution is neutralized to pH=7 with saturated aqueous sodium carbonate solution, extracted with ethyl acetate, and the ester layer is taken, spotted on a silica gel plate, and put into a developing solvent (ethyl acetate: Chloroform:methanol=5:5:2) and observe the degree of hydrolysis under ultraviolet light. Simultaneously, another certain amount of reaction solution was diluted to 100ppm with methanol, and the content of glycoside and aglycone in the reaction solution was qualitativ...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a method for preparing isoflavone aglycone through isoflavone glucoside hydrolysis by malic acid catalysis. According the method, glucoside type isoflavone glucoside with the content being 92 percent is used as raw materials, food additive level malic acid is used as catalysts, at the certain temperature and pressure, the isoflavone glucoside in the raw materials is hydrolyzed into isoflavone aglycone, and the hydrolysis rate of the isoflavone aglycone reaches 100 percent. The method has the advantages that the process operation is simple, more importantly, edible malic acid is used as the catalyst, the hydrolysis is completely green and environment-friendly, hydrolysis products are directly used for soybean health-care products and function food without separation, and the problems of equipment corrosion, wastewater pollution and low edible product safety in the catalytic process when inorganic acid is used. The method belongs to the practical technology applicable to industrial isoflavone aglycone production.

Description

Technical field [0001] The invention relates to a method for preparing soybean isoflavone aglycone by catalyzing soybean isoflavone glucoside hydrolysis with malic acid. Background technique [0002] Soy isoflavones are secondary metabolites produced during the growth of soybeans and other leguminous plants. Studies have found that intake of sufficient amounts of soy isoflavones can effectively reduce the risk of osteoporosis, climacteric syndrome, and hypercholesterolemia. , and the risk of cardiovascular disease and cancer. There are three main types of isoflavones naturally present in soybeans, namely genistein, daidzein and glycitein, each of which exists in four main forms: malonyl Glucoside type, acetyl glucoside type, β-glucoside type and aglycone type (aglycone), among which the combined glycoside accounts for 80% to 95% of the total isoflavone content. Studies have found that soybean isoflavones in the form of glycosides cannot be directly absorbed by the small in...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/36A23L1/29A23L33/00
Inventor 于丽颖成乐琴朱琳
Owner JILIN INST OF CHEM TECH
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com