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

A kind of preparation method of high-purity resveratrol

A resveratrol, high-purity technology, applied in the field of medicine, can solve the problems that the content cannot reach more than 99.9%, the biological toxicity is not clear, and the report of 3,4'-dihydroxy stilbene impurity removal method, etc.

Active Publication Date: 2021-07-30
GREAT FOREST BIOMEDICAL LTD
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Currently commercially available resveratrol comes from two major sources: plant extraction and artificial synthesis. Plant-extracted resveratrol contains a small amount of emodin and other plant components, which can occasionally cause diarrhea, etc., and its biological toxicity is not yet clear.
The artificially synthesized resveratrol has high purity and good quality, but because the homologue polyphenol 3,4'-dihydroxystilbene is difficult to purify and remove, its content cannot reach more than 99.9%, and there is no 3,4'-dihydroxystilbene A report on the removal method of hydroxystilbene

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
  • A kind of preparation method of high-purity resveratrol
  • A kind of preparation method of high-purity resveratrol
  • A kind of preparation method of high-purity resveratrol

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0022] Preparation of RS002-1

[0023] Add 2.5ml 37% formaldehyde solution, 4g p-tert-butylphenol and 0.05g caustic soda to the 100ml three-necked flask. Under the condition of magnetic stirring, the temperature was raised to 110°C with a heating mantle, and the water was evaporated until the system in the bottle became an orange jelly, and then allowed to stand and cooled to room temperature. Add 40ml of diphenyl ether, raise the temperature to 170°C, bubble the solution with argon until the solution turns dark brown, reflux for two hours, and let it stand to cool to room temperature. Add 50ml of ethyl acetate, stir for 30 minutes to crystallize. Suction filtration, beating and rinsing the filter cake with water to obtain RS002-1, 2.17 g of white solid.

[0024] Preparation of RS002-2

[0025] Add 1.33g RS002-1, 12.5ml toluene, 0.9g phenol, and 1.4g aluminum chloride to a 50ml three-necked flask. React at 25°C for 1 hour. The reaction solution was poured into 25ml of 0.2...

Embodiment 1

[0031] Take 22.8g (0.1mol) of resveratrol raw material with a content of 99% and add it to a 500ml three-necked flask, add 1.416g (0.001mol) RS002, add 100g of anhydrous tetrahydrofuran, and stir at room temperature for 6h. Add 228g of n-hexane, and stir at -5°C for 2h. Filtrate, evaporate the filtrate to dryness under reduced pressure to recover the solvent, and obtain 22.5 g of fine product resveratrol, the yield is 98.7%, and the HPLC content is 99.92%. Calixarene, enriched after the filtrate evaporated to dryness, to be refined.

Embodiment 2

[0033] Take 22.8g (0.1mol) of resveratrol raw material with a content of 99% and add it to a 500ml three-necked flask, add 0.708g (0.0005mol) RS002, add 100g of anhydrous dioxane, and stir at room temperature for 8h. Add 273.6g of n-hexane and stir at 5°C for 3h. Filtration, the filtrate was evaporated to dryness under reduced pressure to recover the solvent, and 22.4 g of the fine product resveratrol was obtained, the yield was 98.2%, and the HPLC content was 99.93%. Calixarene, enriched after the filtrate evaporated to dryness, to be refined.

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 relates to a preparation method of high-purity resveratrol. The present invention synthesizes a calixarene RS002 capable of recognizing 3,4'-dihydroxystilbene through aldol condensation, Friedel-Crafts reaction, etherification and sulfonation. Through supramolecular interaction, RS002 forms 3,4'-dihydroxystilbene-calixarene host-guest recognition supramolecule with 3,4'-dihydroxystilbene in 99% standard content of resveratrol. Contains 99.9% resveratrol essence. The purity of the refined resveratrol obtained in the present invention can reach 99.9%, which is closer to the requirement of bioactive substance chemicals. Different from traditional purification methods such as chromatography, recrystallization, acid-base precipitation, etc., there is no waste water, waste gas and waste residue, good cycle repeatability, green and pollution-free, in line with the concept of green chemistry and the development trend of atomic economy. It can enrich the production by-product 3,4’-dihydroxystilbene, and produce certain economic benefits.

Description

technical field [0001] The invention relates to the technical field of medicine, in particular to a preparation method of high-purity resveratrol. Background technique [0002] The very small amount of by-products in biologically active substances may have toxic side effects on organisms when they participate in life reactions in organisms. Resveratrol and its derivatives, as classic bioactive substances, have important applications in the fields of anti-oxidation and anti-aging. Currently commercially available resveratrol comes from two major sources: plant extraction and artificial synthesis. Plant-extracted resveratrol contains a small amount of emodin and other plant components, which can occasionally cause diarrhea, etc., and its biological toxicity is not yet clear. The artificially synthesized resveratrol has high purity and good quality, but because the homologue polyphenol 3,4'-dihydroxystilbene is difficult to purify and remove, its content cannot reach more than...

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 Patents(China)
IPC IPC(8): C07C37/68C07C39/21
CPCC07C37/68C07C39/21
Inventor 张琳胡杨群
Owner GREAT FOREST BIOMEDICAL LTD
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