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Chitosan-chlorin e6 antibacterial agent and preparation method thereof

A technology of chlorin and chitosan, which is applied in botany equipment and methods, antibacterial drugs, biocides, etc., can solve the problems of no research report and poor effect, achieve good application prospects, and the purification method is simple , good inhibitory effect

Pending Publication Date: 2021-08-03
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chitosan has certain antibacterial properties, but its antibacterial properties are poor compared to the antibacterial substances on the market. Therefore, in order to expand the application range of chitosan and develop new compounds with excellent properties, it is necessary to make various modifications to chitosan. property research, the current research application is more chemical modification
[0005] At present, there is no research report on the combination of chitosan and chlorin e6 as an antibacterial agent

Method used

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  • Chitosan-chlorin e6 antibacterial agent and preparation method thereof
  • Chitosan-chlorin e6 antibacterial agent and preparation method thereof
  • Chitosan-chlorin e6 antibacterial agent and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] The preparation method of chitosan-chlorin e6 comprises the following steps:

[0047] Chitosan-chlorin e6 was synthesized by EDC / NHS method.

[0048] First, dissolve chitosan (120mg) in 100mL acetic acid solution (1%, v / v), adjust its pH to about 6.0 with 1mol / L sodium hydroxide solution, add ultrapure water to 120mL to obtain 1mg / mL chitosan solution.

[0049]Then, EDC (55 mg) and NHS (66 mg) were dissolved in 5 mL of MES buffer (MES: 0.05 mol / L; pH was adjusted to 6.0 with 1 mol / L sodium hydroxide solution), and chlorin e6 (56 mg) Dissolve in 5 mL dimethyl sulfoxide respectively, and add the obtained chlorin e6 solution into the MES solution of EDC / NHS, and stir for 4 hours at room temperature in the dark, at a speed of 400 rpm.

[0050] The mixed solution obtained after the stirring is added dropwise to the above chitosan solution, stirred at room temperature for 24 hours in the dark, and the obtained mixed solution is dialyzed against ultrapure water for 3 days, a...

Embodiment 2

[0056] First, chitosan (120 mg) was dissolved in 100 mL of acetic acid solution (1%, v / v), and ultrapure water was added to 120 mL to obtain a 1 mg / mL chitosan solution.

[0057] Then, chlorin e6 (56 mg) was dissolved in 5 mL of dimethyl sulfoxide, respectively, EDC (55 mg) and NHS (66 mg) were added, and stirred at room temperature for 4 h in the dark at 400 rpm.

[0058] The mixed solution obtained after the stirring was finished was added dropwise to the above-mentioned chitosan solution, and stirred at room temperature for 24 hours in the dark. The product was purified by centrifugation at 14000rpm for 20min, but the target product could not be obtained because the product was soluble in the system.

Embodiment 3

[0060] First, chitosan (120 mg) was dissolved in 100 mL of acetic acid solution (1%, v / v), and ultrapure water was added to 120 mL to obtain a 1 mg / mL chitosan solution.

[0061] Then, chlorin e6 (56 mg) was dissolved in 5 mL of dimethyl sulfoxide, respectively, EDC (55 mg) and NHS (66 mg) were added, and stirred at room temperature for 4 h in the dark at 400 rpm.

[0062] The mixed solution obtained after the stirring was finished was added dropwise to the above-mentioned chitosan solution, and stirred at room temperature for 24 hours in the dark. The acetone of the three-fold reaction system was added to precipitate the product, and then the product was purified by centrifugation at 14000 rpm for 20 min. However, after adding acetone, the volume of the system is too large, and multiple centrifuge tubes are needed for centrifugation, and the product loss is relatively large during the mixing process, resulting in a low product yield of only about 20%.

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Abstract

The invention provides a preparation method of a chitosan-chlorin e6 antibacterial agent. In the chitosan-chlorin e6 antibacterial agent, chlorin e6 accounts for 13.48%-22.04% of the total weight of the antibacterial agent; chitosan-chlorin e6 is obtained by combining chitosan and the chlorin e6 through an amido bond; and the amino substitution degree of the chlorin e6 to the chitosan in the chitosan-chlorin e6 is 6.44%-11.68%. According to the invention, the chitosan is used as a carrier of a photosensitizer, namely the chlorin e6, and the chitosan-chlorin e6 antibacterial agent is prepared. Compared with the chlorin e6, the antibacterial agent disclosed by the invention has the advantages that the antibacterial activity of the chlorin e6 on staphylococcus aureus and escherichia coli can be effectively improved, and the antibacterial agent has application value in various fields including agriculture, medicine and the like.

Description

technical field [0001] The invention belongs to the field of antibacterial agent preparation, and in particular relates to a preparation method of chitosan-chlorin e6 antibacterial agent. Background technique [0002] Photodynamic sterilization is a method that uses photosensitizers, light and oxygen to generate active oxygen for sterilization. Photodynamic antibacterial agents are a class of substances that can kill bacteria under the irradiation of light of specific wavelengths. Due to their controllability and high efficiency, they have been extensively studied in recent years. [0003] Chlorin e6 is a highly efficient photosensitizer, which is mainly prepared from chlorophyll Ⅱ extract. Chlorin e6 has excellent ROS generation efficiency, can be excited by near-infrared light and has low dark toxicity. However, the low water solubility and low bacterial affinity of chlorin e6 limit its application, and it is necessary to find a suitable carrier. [0004] Chitosan is a ...

Claims

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Application Information

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IPC IPC(8): C08B37/08A01N43/90A01P1/00A61K31/722A61K41/00A61K47/55A61P31/04
CPCC08B37/003A01N43/90A61P31/04A61K41/0071A61K47/55A61K31/722A61K2300/00Y02A50/30
Inventor 乐琳郑妹红王敏赵玲玉王周平
Owner JIANGNAN UNIV
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