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

Enzymatic preparation method of andrographolide glucoside derivative

A technology for andrographolide and enzymatic preparation, applied in the direction of fermentation, can solve the problems of environmental pollution, poor selectivity, high energy consumption, etc., and achieve the effects of simple and easily controllable reaction process, mild reaction conditions, and easy separation of products.

Active Publication Date: 2015-12-23
NANJING AGRICULTURAL UNIVERSITY
View PDF4 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

If chemically synthesized andrographolide glycoside derivatives, the energy consumption is large, the selectivity is poor, by-products are easily produced and the products are difficult to separate; Environmental pollution problems, on the other hand, there are often some toxic chemical substances left in the product, which poses a safety hazard

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
  • Enzymatic preparation method of andrographolide glucoside derivative

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Put 1g of andrographolide, 3g of glucose, 1g of immobilized β-glucosidase (250U / g) from almond and 25ml of 2-methyltetrahydrofuran-water (80:20) into a stoppered Erlenmeyer flask at 30 ℃, 100rpm in a constant temperature oscillator, reacted for 24h, filtered to remove the immobilized glycosidase, then evaporated to remove the solvent under reduced pressure, the resulting mixture was dissolved in methanol, and then purified with a C18 column, the eluent was dichloromethane: Methanol: water = 30: 20: 10, then concentrated and vacuum-dried to obtain a white powder which is 19-O-glucose-andrographolide glycoside derivative (yield 25.5%).

Embodiment 2

[0017] Put 1g of andrographolide, 3g of glucose, 2g of immobilized β-glucosidase (250U / g) from almond and 25ml of 2-methyltetrahydrofuran-water (90:10) into a stoppered Erlenmeyer flask at 35 ℃, 100rpm constant temperature shaker, after 36 hours of reaction, filter to remove the immobilized glycosidase, then evaporate to remove the solvent under reduced pressure, the resulting mixture is dissolved in methanol, and then purified with a C18 column, the eluent is dichloromethane: Methanol: water = 30: 20: 10, then concentrated and vacuum-dried to obtain a white powder which is 19-O-glucose-andrographolide glycoside derivative (yield 37.3%).

Embodiment 3

[0019] Put 1g andrographolide, 3g glucose, 3g immobilized β-glucosidase (250U / g) from almond and 25ml 2-methyltetrahydrofuran-water (90:10) into a stoppered Erlenmeyer flask, place at 40 ℃, 100rpm constant temperature oscillator, after 72 hours of reaction, filter to remove the immobilized glycosidase, then evaporate the solvent under reduced pressure, and dissolve the resulting mixture with methanol, then purify it with a C18 column, and the eluent is dichloromethane: Methanol: water = 30: 20: 10, then concentrated and vacuum-dried to obtain a white powder which is 19-O-glucose-andrographolide glycoside derivative (yield 67.5%).

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 an enzymatic preparation method of andrographolide glucoside derivative, and belongs to the field of biological catalysis and biological synthesis. 2-methyltetrahydrofuran-water serves as a solvent, glucose serves as a glycosyl donor, and 19-O-glucosyl-andrographolide is synthesized by catalyzing a glycosylation reaction of andrographolide through beta-glucose glycosidase. The enzymatic preparation method of the andrographolide glucoside derivative has the advantages that reaction conditions are mild, environmental friendliness is achieved, the reaction has high selectivity and controllability, the process is simple, and products are easy to separate.

Description

technical field [0001] The invention belongs to the field of biocatalysis and biosynthesis, and relates to a method for enzymatically preparing andrographolide glycoside derivatives in a non-aqueous medium. Background technique [0002] Andrographolide (andrographolide, attached photo) is a diterpene lactone compound extracted from Andrographis paniculata, a plant of the family Acanthaceae. Since andrographolide is almost insoluble in water, its application is limited. Therefore, research on andrographolide derivatives with better water solubility and stronger activity has attracted much attention by modifying the structure of andrographolide. The water solubility of the glycoside derivatives formed after the glycosylation modification of andrographolide is enhanced, and the activity of the product is increased. In addition, andrographolide glycoside derivatives are also one of the components of Andrographis paniculata, but the content is extremely low. At present, there ...

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
IPC IPC(8): C12P19/44
Inventor 陈志刚乔颖黄瑶
Owner NANJING AGRICULTURAL UNIVERSITY
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