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

Preparation method of 6,7-epoxy ligustilide

A technology of ligustilide and epoxy, which is applied in the field of preparation of chemical components of traditional Chinese medicine, can solve the problems of expensive raw materials, cumbersome steps, and difficulty in large-scale preparation, and achieves a simple and easy method, cheap and easy-to-obtain raw materials, and large-scale preparation. Effect

Active Publication Date: 2019-12-27
SICHUAN ACAD OF CHINESE MEDICINE SCI
View PDF1 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The above method has cumbersome steps, time-consuming and labor-intensive steps, expensive raw materials, limitations in reactor volume, reaction solution concentration, etc., making it difficult to prepare a large amount of 6,7-epoxy ligustilide
This limits further research on 6,7-epoxyligustilide

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
  • Preparation method of 6,7-epoxy ligustilide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] A preparation method of 6,7-epoxyligustilide, the steps are:

[0027] (1) Reaction: Add 100ml of water-ethanol (25:75, v / v) and 5g of Ligusticum chuanxiong volatile oil (ligustilide content 19.5%, w / w) into a 250ml round-bottomed flask and stir for 5 minutes at room temperature. Take 10g of potassium peroxymonosulfate composite salt, slowly add it to the reaction system, stir at room temperature for 5 minutes, and then react in a water bath at 80°C. The reaction will be terminated when the ligustilide chromatographic peak area in the reaction solution decreases by 75% ;

[0028] (2) Detection: Waters Acquity UPLC chromatograph; column Waters BEH C18 (50mm×2.1mm, 1.7μm); mobile phase acetonitrile (A)-0.1% phosphoric acid water (B); gradient elution 0~0.5min (20 % A), 0.5~3.0min (20% A~70% A), 3.0-3.5min (70% A~100% A), 3.5~4.0min (100% A), 4.0~4.01min (100% A) ~20%A), 4.01~5.0min (20% A); flow rate 0.4ml / min; column temperature 35˚C; detection wavelength 280nm. The results...

Embodiment 2

[0032] A preparation method of 6,7-epoxyligustilide, the steps are:

[0033] (1) Preparation of angelica extract: 1kg of angelica medicinal materials, crushed, passed through No. 3 sieve, and extracted by steam distillation to obtain 5.7g angelica volatile oil;

[0034] (2) Reaction: 40 ml of water-1,4-dioxane (10:90, v / v) and 2 g of the volatile oil of angelica prepared in step (1) (liquitolide content 42.1%, w / w) Add them to a 100 ml round bottom flask one by one, and stir at room temperature for 5 minutes. Take 9 g of potassium permonosulfate composite salt, slowly add it to the reaction system, stir at room temperature for 5 minutes, and then react in a water bath at 100°C; the progress of the reaction is monitored by liquid chromatography, and the peak area of ​​ligustilide in the reaction solution The reaction is terminated when it is reduced by 85%;

[0035] (3) Separation: After the reaction, the insoluble matter was removed by suction filtration, the filtrate was concentr...

Embodiment 3

[0037] A preparation method of 6,7-epoxyligustilide, the steps are:

[0038] Add 20 ml of water-methanol (5:95, v / v) and 0.5 g of crude ligustilide (content 80%, w / w) into a 50 ml round-bottom flask, and stir for 5 minutes at room temperature; 3 g potassium bisulfate compound salt was slowly added to the reaction system, stirred at room temperature for 10 minutes, and then placed in a water bath at 50°C for reaction; the progress of the reaction was monitored by liquid chromatography, until the ligustilide chromatographic peak area in the reaction solution was reduced by 80% The reaction was terminated at that time; after the reaction, the insoluble matter was removed by suction filtration, the filtrate was concentrated under reduced pressure at 40°C to remove the solvent, and the residue was separated by pressure silica gel column chromatography (φ30 mm×200 mm), and the mobile phase was petroleum ether-ethyl acetate (6:1, v / v), 20ml / portion of fractions were collected; the fract...

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 preparation method of 6,7-epoxy ligustilide and belongs to the technical field of preparation of chemical components of traditional Chinese medicines. The preparation methodcomprises the following steps: with an extract containing ligustilide as a raw material, performing heating reaction on the extract and potassium hydrogen peroxymonosulfate composite salt in a water-containing solvent, treating the reaction liquid, and performing silica gel column chromatography separation to obtain a pure product of 6,7-epoxy ligustilide. The invention provides a simple, convenient and feasible method for preparing the 6,7-epoxy ligustilide; moreover, large-scale preparation of the 6,7-epoxyligustilide is realized, and convenience is provided for further research of the 6,7-epoxy ligustilide.

Description

Technical field [0001] The present invention relates to the technical field of preparation of chemical components of traditional Chinese medicine, in particular to a preparation method of 6,7-epoxyligustilide. Background technique [0002] Ligustilide (ligustilide) is a light yellow oily substance, belonging to natural phthalide compounds, mainly found in Umbelliferae plants, such as Chuanxiong ( Ligusticum chuanxiong Hort.), Angelica ( Angelica sinensis (Oliv.) Diels), Gao Ben ( Ligusticum sinense Oliv.) and other volatile oils or their fat-soluble extracts. [0003] Studies have shown that ligustilide can significantly improve the neurological function of rats with cerebral ischemia / reperfusion and reduce the volume of cerebral infarction; it can inhibit the expression level of inflammatory factors induced by lipopolysaccharide; it can inhibit the recognition caused by β-amyloid peptide. Knowing deficiencies, improving neuropathological symptoms; enhancing endogenous antioxi...

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): C07D493/04
CPCC07D493/04
Inventor 陈雏吴燕李彬杜蕾蕾
Owner SICHUAN ACAD OF CHINESE MEDICINE SCI
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