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Preparation method of silkworm chrysalis chitosan derivatives with anticoagulation activities

A technology of silkworm chrysalis chitosan and its derivatives, which can be used in blood diseases, drug combinations, and extracellular fluid diseases, etc. It can solve the problems of limited source of raw materials, complicated preparation process, and high price, so as to avoid secondary damage and simple preparation , cheap effect

Inactive Publication Date: 2011-06-08
SOUTHWEST UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Heparin is generally used in antithrombotic and in vitro anticoagulant therapy, which is widely present in the lung, liver, spleen and other organs. The source of raw materials is limited, the price is expensive, the preparation process is complicated, and it has hemorrhagic side effects

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Weigh glycine and epichlorohydrin at a molar ratio of 1:1, neutralize glycine with an appropriate amount of sodium hydroxide solution to pH = 9.0, and add the sodium glycinate solution into the conical flask, and slowly add ring Oxychloropropane, while fully stirring, the solution is in the form of an emulsion mixed with water and oil. Control the reaction at 50°C and continue stirring until the solution becomes light yellow and clear, and then neutralize it with hydrochloric acid. After recrystallization from ethanol and acetone, the intermediate was obtained after rotary evaporation.

[0018] Weigh 2.0 g silkworm chrysalis chitosan, put it in a 200 mL beaker, add 40 mL of sodium hydroxide solution with a concentration of 50% in mass ratio, alkalinize in a -18 °C refrigerator for 24 h, filter out the sodium hydroxide, and alkalize Chitosan was dispersed in 60 mL of water, 4.2 g of the above-mentioned intermediate in saturated aqueous solution was added, stirred at 60 °...

Embodiment

[0020] Weigh α-alanine and 1,2-dihaloethane at a molar ratio of 1:2, neutralize α-alanine with an appropriate amount of potassium hydroxide solution to pH = 9.5, and obtain α-alanine Add the sodium solution into the Erlenmeyer flask, slowly add 1, 2-dihaloethane dropwise into the Erlenmeyer flask, and stir well at the same time. At this time, the solution is in the form of an emulsion mixed with water and oil. Control the reaction at 60°C and continue to stir Until the solution becomes light yellow and clear, neutralize with hydrochloric acid to neutrality. After recrystallization from ethanol and acetone, the intermediate was obtained after rotary evaporation.

[0021] Weigh 2.0 g silkworm chrysalis chitosan, put it in a 200 mL beaker, add 40 mL of sodium hydroxide solution with a concentration of 50% in mass ratio, alkalinize in a -18 °C refrigerator for 24 h, filter out the sodium hydroxide, and alkalize Chitosan was dispersed in a mixed solvent of 40 mL of water and 20 mL...

Embodiment 3

[0023] Weigh serine and epichlorohydrin at a molar ratio of 1:1, neutralize glycine with an appropriate amount of sodium carbonate solution to pH = 10.0, prepare a sodium serine solution, add it to the conical flask, and slowly add epoxy Chloropropane, while fully stirring, the solution is in the form of an emulsion mixed with water and oil. Control the reaction at 40°C, continue stirring until the solution becomes light yellow and clear, and neutralize it with hydrochloric acid. After recrystallization from ethanol and acetone, the intermediate was obtained after rotary evaporation.

[0024] Weigh 2.0 g silkworm chrysalis chitosan, put it in a 200 mL beaker, add 40 mL of sodium hydroxide solution with a concentration of 50% in mass ratio, alkalinize in a -18 °C refrigerator for 24 h, filter out the sodium hydroxide, and alkalize Chitosan was dispersed in 60 mL of water, 5.6 g of the above-mentioned intermediate in saturated aqueous solution was added, stirred at 50 °C for 6 h...

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PUM

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Abstract

The invention relates to a preparation method of silkworm chrysalis chitosan derivatives CS-B-R with anticoagulation activities, wherein the CS is a chitosan molecule which is extracted from the silkworm chrysalis and contains active groups such as -NH2, -OH and the like; B is a linking group such as a propyl group, an ethyl group and the like; R is a molecule chain section which contains -NH, -COOH and the like and can be subjected to complexing with calcium ions. The preparation method is as follows: preparing an intermediate with a halogenation activity by using corresponding amino acid and epoxy chloropropane or ethylene hydrocarbon; and reacting the intermediate with the chitosan extracted from the silkworm chrysalis so as to obtain the product. The derivatives are simple in preparation process, can be directly dissolved in water and have the advantages of good anticoagulation effect, good biocompatibility and wide medicine application prospect.

Description

technical field [0001] The invention relates to the technical field of biopharmaceuticals, in particular to a preparation method of anticoagulant silkworm chrysalis chitosan derivatives. Background technique [0002] Heparin is generally used in antithrombotic and extracorporeal anticoagulant therapy, which widely exists in the lung, liver, spleen and other organs. The source of raw materials is limited, the price is expensive, the preparation process is complicated, and it has side effects of causing bleeding. [0003] Chitosan has good biocompatibility, can be degraded naturally, and is non-toxic and non-irritating. Since the molecular structure of chitosan contains active amino groups and hydroxyl groups, it is very easy to modify it, and has been widely used in the field of biomedicine. Chitosan sulfate is a chitosan derivative anticoagulant that has been studied more at present, but it is slightly toxic. Therefore, it is of great significance to prepare new chitosan-ba...

Claims

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Application Information

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IPC IPC(8): C08B37/08A61K31/722A61P7/02
Inventor 吴大洋薛旭婷石凉蓝广芊汪涛
Owner SOUTHWEST UNIVERSITY
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