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Synthesis method of bagasse xylan cinnamic acid/m-chlorobenzoic acid diester with antiviral activity

A technology of xylan cinnamic acid and antiviral activity, which is applied in the direction of antiviral agents and can solve problems such as unsatisfactory antiviral effects

Inactive Publication Date: 2020-01-24
GUILIN UNIVERSITY OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, since the monoesterification of xylan only introduces a biologically active group, the general antiviral effect is not ideal, such as synthetic xylan sulfate, xylan phosphate, xylan carboxylate, etc.

Method used

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  • Synthesis method of bagasse xylan cinnamic acid/m-chlorobenzoic acid diester with antiviral activity
  • Synthesis method of bagasse xylan cinnamic acid/m-chlorobenzoic acid diester with antiviral activity
  • Synthesis method of bagasse xylan cinnamic acid/m-chlorobenzoic acid diester with antiviral activity

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0036] (1) Put 18g bagasse xylan in a vacuum constant temperature drying oven at 60°C for 24 hours to obtain a dry base bagasse xylan.

[0037] (2) Weigh 0.7 g of cinnamyl chloride into a 50 mL beaker, add 20 mL of analytically pure dichloromethane to obtain the esterification agent solution, and pour it into a 100 mL constant pressure dropping funnel for use.

[0038] (3) Weigh 3.6g of dry bagasse xylan obtained in step (1) and place it in a 250mL four-necked flask equipped with a stirrer, thermometer, and reflux condenser, and then add 25mL of analytical pure dichloromethane and 2mL for analysis. Pure triethylamine was stirred at room temperature for 45 minutes to obtain the bagasse xylan activation solution.

[0039] (4) The activation solution obtained in step (3) is heated to 60° C., and then the esterification agent solution obtained in step (2) is added dropwise to a four-neck flask, and the dropping time is controlled to be 20 minutes. After the esterification agent solution...

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Abstract

The invention discloses a synthesis method of bagasse xylan cinnamic acid / m-chlorobenzoic acid diester with antiviral activity. The method comprises: carrying out an esterification reaction in a dichloromethane solvent by using bagasse xylan as a main raw material, using cinnamoyl chloride as an esterifying agent and using triethylamine as a catalyst to synthesize bagasse xylan cinnamate; and carrying out a secondary esterification reaction by using a sodium m-chlorobenzoate solution as an esterifying agent and using a 732 type strong-acid cation exchange resin and N,N'-diisopropylcarbodiimideas a composite catalyst to synthesize the bagasse xylan cinnamic acid / m-chlorobenzoate diester. According to the invention, the product bagasse xylan cinnamic acid / m-chlorobenzoic acid diester is synthesized through the two-step esterification composite catalytic reaction, wherein the two active groups of cinnamic acid and m-chlorobenzoic acid are introduced, so that the physicochemical properties of the original bagasse xylan are improved, and the antiviral activity of the bagasse xylan derivative is enhanced.

Description

Technical field [0001] The invention relates to the field of fine chemicals, in particular to a method for synthesizing antiviral activity bagasse xylan cinnamic acid / m-chlorobenzoic acid diester. Background technique [0002] AIDS (HIV), which poses a great threat to human health, is spreading rapidly throughout the world. In recent years, based on the biological activity of xylan esterified derivatives in anti-HIV and other aspects, some exploratory studies have been carried out at home and abroad. Xylan has poor water solubility and low activity. Chemical modification such as esterification grafting and etherification can make up for the defects of xylan and further improve the biological activity of xylan. However, since the monoesterification of xylan only introduces one biologically active group, the antiviral effect generally produced is not ideal, such as synthetic xylan sulfate, xylan phosphate, and xylan carboxylate. [0003] Xylan metachlorobenzoate has antiviral effec...

Claims

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Application Information

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IPC IPC(8): C08B37/14A61P31/18
CPCA61P31/18C08B37/0057
Inventor 李和平杨锦武李明坤葛文旭郑光绿武晋雄张淑芬柴建啟耿恺杨莹莹
Owner GUILIN UNIVERSITY OF TECHNOLOGY
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