New synthesis method of arginyl-fructose (AF), and use of AF in medicines

A technology of arginine and glycosides, which is applied in chemical instruments and methods, effective components of carbohydrates, applications, etc., can solve problems such as low synthesis rate, pollute the environment, and harm to human body, and achieve the goal of increasing synthesis rate and reducing production cost Effect

Inactive Publication Date: 2017-08-04
郑毅男
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, the synthesis method of arginine monoglycoside is mainly reported in the patent "arginine fructoside (AF) preparation method and its medical application, application number: 201410305612.1", but the solvent used in the synthesis process of the method not only pollutes The environment is harmful to the human body, the synthesis rate is also low, and the subsequent separation and purification process is relatively complicated. The present invention develops a new synthesis process to overcome the above synthesis defects, and discloses the part of arginine glycoside after synthesis biological activity

Method used

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  • New synthesis method of arginyl-fructose (AF), and use of AF in medicines
  • New synthesis method of arginyl-fructose (AF), and use of AF in medicines
  • New synthesis method of arginyl-fructose (AF), and use of AF in medicines

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0229] Accurately weigh arginine: glucose = 1g:1g, add 10ml of glycerol and 0.1g of citric acid, mix well on a shaker at 160rpm, react at 85°C for 120min, detect AF content by pre-column derivatization and high-performance liquid phase, and the synthesis rate is 55.52%.

Embodiment 2

[0231] Accurately weigh arginine: fructose = 1g:1g, add 10ml of glycerol and 0.1g of citric acid, mix evenly on a shaker at 160rpm, react at 85°C for 120min, detect AF content by pre-column derivatization and high performance liquid phase, and the synthesis rate is 58.52%.

Embodiment 3

[0233] Accurately weigh arginine: fructose: xylose = 1g:0.5g:0.5g, add 10ml of glycerol and 0.1 citric acid, mix evenly on a shaker at 160rpm, react at 85°C for 180min, and perform pre-column derivatization by HPLC AF content, the synthesis rate is 60.52%.

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Abstract

The invention provides an artificial synthesis method of arginyl-fructose (AF). The synthesis method is high in synthetic rate, environmentally-friendly and suitable for industrial production. According to the synthesis method, arginine and one or more monosaccharides are combined together and then react in one or more solvents, one or a mixture of more of vitamin C, sodium sulfite and edible organic acid can be added into a reaction system, the heating time is 120-200min, and the best reaction temperature is 80 DEG C, so that the AF can be generated. The synthesized AF is capable of well removing hydroxyl free radicals and superoxide anions, and can inhibit the growth of tumors of H22 tumor-bearing mice so as to improve the immunity of immunosuppressed mice.

Description

technical field [0001] The present invention relates to a new synthesis method of arginine monoglycoside (AF) and its application in medical treatment. Background technique [0002] The English name of arginine monoglycoside is Arginyl-Fructose, referred to as AF, also known as arginine fructoside, with a molecular weight of 337.3 and a chemical name of 1-(arginine-N α base)-1-deoxy-D fructose. The purified AF monomer is a white powder. AF is easily soluble in water, almost insoluble in organic solvents such as methanol, hygroscopic, and unstable to heat. [0003] Arginine monoglycoside (AF) exists in many plants in nature. Zheng Yinan discovered the existence of AF in the process of processing fresh ginseng into red ginseng and raw sun-dried ginseng. The content of AF in nature is very low, but studies have found that the AF content is higher when ginseng is artificially grown into sun-dried ginseng and red ginseng. AF is produced by the Maillard reaction of sugars and a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H7/02C07H1/00A61K31/70A61P35/00A61P37/06A61P39/06A23L33/10
CPCC07H7/02A23V2002/00A61K31/70C07H1/00A23V2200/308A23V2200/324A23V2250/0606A23V2250/606
Inventor 丁传波宋明铭李莹赵婷王佳琪高铭彤刘文丛郑毅男
Owner 郑毅男
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