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Sulphatization derivative of polysaccharide, its preparation method and use

A technology of polysaccharide sulfate and sulfate esterification, applied in the field of polysaccharides, can solve problems such as adverse reactions, large molecular weight of dextran sulfate, and difficulty in reaching blood drug concentration.

Inactive Publication Date: 2006-12-06
CHINA PHARM UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

(2) Some polysaccharides are not conducive to their biological activity due to structural or physical and chemical properties
For example, untreated schizophyllan cannot be used clinically due to its high viscosity; some dextran sulfates cannot cross multiple cell membrane barriers due to their large molecular weight, and it is difficult to reach the blood concentration to exert biological activity
(3) Although some polysaccharides have good medicinal effects, they will also produce some adverse reactions and even toxic side effects
For example, some low-molecular-weight dextran sulfates with antiviral activity can produce anticoagulant phenomena that are not conducive to their antiviral activity; some sulfated derivatives of polysaccharides show certain cytotoxicity due to too many sulfate groups
(4) Some polysaccharides isolated from natural organisms have weak activity and need to be further improved
Recently, Takano et al. reported another polysaccharide sulfation method-monomethylsulfation method, which can avoid the use of toxic organic reagents, and the reaction conditions are milder, but it is the same as other polysaccharide sulfation modification methods. , there are still problems such as low substitution degree of sulfuric acid and serious degradation of polysaccharide main chain

Method used

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  • Sulphatization derivative of polysaccharide, its preparation method and use
  • Sulphatization derivative of polysaccharide, its preparation method and use
  • Sulphatization derivative of polysaccharide, its preparation method and use

Examples

Experimental program
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Effect test

Embodiment 1

[0025] Embodiment 1. Preparation of polysaccharide YCP sulfated derivatives

[0026] Chlorosulfonic acid-pyridine method was used. Place the round-bottomed flask with a condenser tube in an ice-salt bath, add 10 mL of anhydrous pyridine, and stir it magnetically to make it fully cooled. Slowly add 1.5 mL of chlorosulfonic acid with a dropper, and the dropwise addition is completed in about 15 minutes. Weigh 200 mg of refined polysaccharide YCP and suspend it in 10 mL of freshly steamed formamide, sonicate for 15 min, add to a round bottom flask, quickly transfer the flask to a 60°C oil bath, stir at constant temperature, the reaction is complete after 0.5 h, and cool to room temperature. The reaction mixture was poured into 100 mL of ice water, and the pH was adjusted to 7.5 with 2.5 mol / L NaOH solution. Add 5 times the volume of absolute ethanol and let stand at room temperature overnight. Centrifuge in a high-speed centrifuge at 3000 rpm for 10 minutes, pour off the super...

Embodiment 2

[0027] Embodiment 2. Preparation of polysaccharide YCP sulfated derivatives

[0028] Chlorosulfonic acid-pyridine method was used. Place the round-bottomed flask with a condenser tube in an ice-salt bath, add 12.5 mL of anhydrous pyridine, and magnetically stir to make it fully cooled. Slowly add 2.0 mL of chlorosulfonic acid with a dropper, and the dropwise addition is completed in about 20 minutes. Weigh 200 mg of refined polysaccharide YCP and suspend it in 20 mL of freshly steamed formamide, sonicate for 15 minutes, add to a round bottom flask, quickly transfer the flask to an 80°C oil bath, stir at constant temperature, and after 1 hour, the reaction is complete and cooled to room temperature. The reaction mixture was poured into 100 mL of ice water, and the pH was adjusted to 7.5 with 2.5 mol / L NaOH solution. Add 5 times the volume of absolute ethanol and let stand at room temperature overnight. Centrifuge in a high-speed centrifuge at 3000 rpm for 10 minutes, pour of...

Embodiment 3

[0029] Example 3. Preparation of polysaccharide YCP sulfated derivatives

[0030]Chlorosulfonic acid-pyridine method was used. Place the round-bottomed flask with a condenser tube in an ice-salt bath, add 15 mL of anhydrous pyridine, and stir magnetically to make it fully cooled. Slowly add 3.0 mL of chlorosulfonic acid with a dropper, and the dropwise addition is completed in about 30 minutes. Weigh 200 mg of fine YCP and suspend it in 30 mL of freshly steamed formamide, sonicate for 15 min, add to a round bottom flask, quickly transfer the flask to a 100°C oil bath, stir at constant temperature, after 2 h the reaction is complete, and cool to room temperature. The reaction mixture was poured into 100 mL of ice water, and the pH was adjusted to 7.5 with 2.5 mol / L NaOH solution. Add 5 times the volume of absolute ethanol and let stand at room temperature overnight. Centrifuge in a high-speed centrifuge at 3000 rpm for 10 minutes, pour off the supernatant, dissolve the preci...

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Abstract

A polyose (YCP) sulfate derivative used for preparing anticoagulant, antithrombolic, antioxidizing medicine, antineoplastic medicine and anti-AIDS disease, and its preparing process are disclosed.

Description

1. Technical field [0001] The invention relates to a polysaccharide, in particular to a sulfated derivative of the polysaccharide YCP of the marine fungus Anthropophyllum polysaccharide and its preparation method and application. 2. Background technology [0002] Polysaccharides are a large class of polymer compounds that exist in nature. They are widely involved in various life activities of cells and produce a variety of biological functions, such as enhancing immune characteristics, anti-tumor, anti-virus, anti-coagulation, anti-aging and other functions. With the in-depth research on the composition, properties, structure and function of polysaccharides, people have noticed the following problems: (1) Not all polysaccharides in nature are active. For example, curdlan, a polysaccharide extracted from soil microorganisms, has no antitumor activity as the polysaccharide drug, lentinan, although it has a similar backbone structure; learning activity. (2) Some polysaccharid...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08B37/00A61K31/715A61P7/02A61P35/00A61P37/00
Inventor 高向东杨晓兵韩方姚文兵刘晓妮
Owner CHINA PHARM UNIV
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