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Antitumor carboxyalkyl achyranthis polysaccharide

The technology of Achyranthes polysaccharide and carboxyalkyl group is applied in the field of immunomodulatory Achyranthes polysaccharide derivatives and the preparation thereof, and can solve the problems of difficulty in preparing carboxyalkyl compounds, reduced antitumor activity, destruction of polysaccharide structure, etc. Anti-tumor immune function, simple synthesis method, and the effect of enhancing immune function

Inactive Publication Date: 2005-01-05
SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in the structural modification of polysaccharides, the preparation of carboxyalkyl compounds is relatively difficult. Either the degree of substitution is low or the original polysaccharide structure is destroyed. Moreover, not all polysaccharides can be improved after carboxyalkylation, such as lichenin. After O-carboxymethylation, the antitumor activity is greatly reduced

Method used

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  • Antitumor carboxyalkyl achyranthis polysaccharide
  • Antitumor carboxyalkyl achyranthis polysaccharide
  • Antitumor carboxyalkyl achyranthis polysaccharide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Take 250 mg of Achyranthes bidentata polysaccharide, dissolve it in 10 ml of double distilled water, add 247 mg of potassium hydroxide to dissolve, then add 286 mg of bromobutyric acid, and stir for reaction at 95°C for 1 hour. Then use 1mol / L hydrochloric acid to neutralize to pH=7, precipitate with 5 times the volume of acetone, centrifuge, dialyze, freeze-dry, and then purify through DEAE-Cellulose and SephadexG-25 column chromatography to obtain carboxypropyl achyranthes bidentata ( 241mg), the degree of carboxypropyl substitution in the carboxypropyl Achyranthes knuckle polysaccharide obtained by this method is 0.2, and it has anti-tumor and immune-enhancing activities.

Embodiment 2

[0023] Take 250 mg of Achyranthes bidentata polysaccharide and dissolve it in 5 ml of double distilled water, add 494 mg of sodium hydroxide to dissolve, then add 571 mg of chloroacetic acid, and stir and react at 95°C for 3 hours. Then use 1mol / L hydrochloric acid to neutralize to pH=7, precipitate with 5 times the volume of acetone, centrifuge, dialyze, freeze-dry, and then purify through DEAE-Cellulose and SephadexG-25 column chromatography to obtain carboxymethyl Achyranthes bidentata polysaccharide ( 286mg), the carboxymethyl substitution degree in the carboxymethyl Achyranthes knuckle polysaccharide obtained by this method is 0.7,

[0024] 13C-NMR: δ63.03, 62.97, 62.93, 62.88, 62.86, 62.79, 62.75, 62.71, 107.00, 106.87, 106.78, 106.71, 106.67, 106.51, 106.17, 106.13, 105.95, 105.838, 79.9 79.16,79.13,79.04,77.19,77.13,83.83,82.98,82.86,82.79,82.70,65.2,95.20,73.80,75.30,74.90,180.63,180.58,180.43,180.36,180.32,180.23,180.12,180.00,179.89,179.71, 179.62, 72.25, 72.22, 8...

Embodiment 3

[0026] Take 250 mg of Achyranthes bidentata polysaccharide, dissolve it with 2.5 ml of double distilled water, add 617 mg of potassium hydroxide to dissolve, then add 714 mg of chloroacetic acid, and stir for 10 hours at room temperature. Then use 1mol / L hydrochloric acid to neutralize to pH=7, precipitate with 5 times the volume of acetone, centrifuge, dialyze, freeze-dry, and then purify through DEAE-Cellulose and SephadexG-25 column chromatography to obtain carboxymethyl Achyranthes bidentata polysaccharide ( 340mg), the degree of carboxymethyl substitution in the carboxymethyl Achyranthes knuckle polysaccharide obtained by this method is 1.5, and has anti-tumor and immune-enhancing activities.

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Abstract

The serial antitumor carboxyalkyl achyranthis polysaccharides with different substitution degree are prepared through the reaction of alkyl chloric acid, alkyl bromic acid or alkyl iodic acid as carboxyalkylating reagent, with alkali and achyranthis polysaccharide being added in proper conditions. Biological activity test shows that the said serial carboxyalkyl achyranthis polysaccharides with different substitution degree have the antitumor and immunity strengthening functions.

Description

technical field [0001] The invention relates to a polysaccharide immunomodulator and a preparation method thereof, in particular to a polysaccharide derivative of the immunomodulator Achyranthes bidentata and a preparation method thereof. Background technique [0002] Over the past 20 years, immunomodulatory drugs have increasingly shown their superiority in terms of antineoplastic drugs, antiviral drugs, and anti-aging drugs. A large number of pharmacological and clinical studies have shown that polysaccharides are good immunomodulators, which can activate immune cells and improve the immune function of cells without toxic side effects on normal cells. [Tian Gengyuan et al., Chinese Journal of Traditional Chinese Medicine, 20(7), 441(1995)]. For example, Ganoderma lucidum polysaccharides and Ruzhi polysaccharides isolated from natural products are closely related to infection, tumor, inflammation and some autoimmune diseases. They affect the reticuloendothelial system, mac...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K31/715A61P35/00C08B37/00
Inventor 田庚元邓乐华
Owner SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
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