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Modified semen cassiae polysaccharide as well as preparation method and application thereof

A technology of cassia seeds and polysaccharides is applied in the directions of pharmaceutical formulations, organic active ingredients, medical preparations containing active ingredients, etc., to achieve the effects of reliable preparation method and stable structure

Pending Publication Date: 2022-05-03
HEBEI UNIVERSITY OF SCIENCE AND TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there is no relevant literature on the preparation of macromolecular natural antioxidants using cassia seed polysaccharides as the backbone. Therefore, finding a non-toxic and degradable macromolecular polysaccharide antioxidant has become a research hotspot.

Method used

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  • Modified semen cassiae polysaccharide as well as preparation method and application thereof
  • Modified semen cassiae polysaccharide as well as preparation method and application thereof
  • Modified semen cassiae polysaccharide as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] The embodiment of the present invention provides a preparation method of modified cassia seed polysaccharide, comprising the following steps:

[0043] Step 1. Under nitrogen atmosphere, add 16.2g cassia polysaccharide, 5.4g N-bromosuccinimide and 0.81g triphenylphosphine to 24.3g N-methyl-2-pyrrolidone, and react at 3°C 15 minutes, then heated up to 60°C, reacted for 3 hours, ethanol precipitation, suction filtration, and repeated washing with ethanol to obtain 14.2 g of brominated cassia polysaccharide;

[0044] Step 2: Under nitrogen atmosphere, add 8g of bromocassia polysaccharide, 4.86g of 4-hydroxycoumarin and 0.64g of sodium carbonate to 14g of dimethyl sulfoxide, react at 45°C for 15h, ethanol precipitation, and wash , and dried to obtain 6.5 g of modified cassia seed polysaccharides, with a yield of 81.3%.

Embodiment 2

[0046] The embodiment of the present invention provides a preparation method of modified cassia seed polysaccharide, comprising the following steps:

[0047] Step 1. Under nitrogen atmosphere, add 16.2g cassia polysaccharide, 8.9g N-bromosuccinimide and 1.3g thiourea to 32.4g N-methyl-2-pyrrolidone, react at 0°C for 30min, then Raise the temperature to 70°C, react for 2.5 hours, ethanol precipitation, suction filtration, and repeated washing with ethanol to obtain 14.6 g of brominated cassia polysaccharide;

[0048] Step 2. Under a nitrogen atmosphere, 8g of bromocassia polysaccharide, 8.8g of 4-hydroxy-6-methylcoumarin and 2.76g of potassium carbonate were added to 16g of dimethyl sulfoxide, and reacted at 60°C for 10h. Precipitate with ethanol, wash and dry to obtain 6.9 g of modified cassia seed polysaccharide with a yield of 86.2%.

Embodiment 3

[0050]The embodiment of the present invention provides a preparation method of modified cassia seed polysaccharide, comprising the following steps:

[0051] Step 1. Under nitrogen atmosphere, add 16.2g cassia polysaccharide, 12.4g N-bromosuccinimide and 1.6g urea to 40.5g N-methyl-2-pyrrolidone, react at 5°C for 20min, then raise the temperature to 80°C, react for 2 hours, ethanol precipitation, suction filtration, and repeated washing with ethanol to obtain 14.9 g of brominated cassia polysaccharide;

[0052] Step 2: Under a nitrogen atmosphere, add 8g of bromocassia polysaccharide, 13.3g of 6-chloro-4-hydroxycoumarin and 2.28g of potassium hydroxide to 15.8g of dimethyl sulfoxide, and react at 75°C for 7h , ethanol precipitation, washing and drying to obtain 7.1 g of modified cassia seed polysaccharide with a yield of 88.7%.

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Abstract

The invention relates to the technical field of polysaccharide modification, and particularly discloses modified semen cassiae polysaccharide as well as a preparation method and application thereof. The modified semen cassiae polysaccharide is oxygen-containing teao-ketone modified semen cassiae polysaccharide and is prepared by adopting a two-step method. The preparation method comprises the following steps: firstly, carrying out substitution reaction on semen cassiae polysaccharide and bromosuccinimide, and substituting hydroxyl of hydroxymethyl of the semen cassiae polysaccharide with bromine to obtain brominated semen cassiae polysaccharide; the preparation method comprises the following steps: firstly, brominated cassia seed polysaccharide is taken as a raw material, then in the presence of an alkaline substance, hydroxyl containing oxateo-ketone is firstly converted into oxygen-containing heterocyclic ring o-ketone oxygen anions, then the oxygen-containing heterocyclic ring o-ketone oxygen anions and bromine on the brominated cassia seed polysaccharide are subjected to nucleophilic substitution, the modified cassia seed polysaccharide capable of effectively capturing various free radicals is obtained, the capture capacity of superoxide free radicals reaches 96%, the capture capacity of DPPH reaches 98%, and the capture capacity of the oxygen-containing heterocyclic ring o-ketone oxygen anions The capturing capacity of hydroxyl free radicals reaches 88%, and when used as a macromolecular antioxidant, the compound is non-toxic and biodegradable, conforms to the strategy of green and sustainable development and has wide application prospects.

Description

technical field [0001] The invention relates to the technical field of polysaccharide modification, in particular to a modified cassia seed polysaccharide and its preparation method and application. Background technique [0002] Antioxidants are also known as anti-aging agents. When they exist in a small amount in the polymer system, they can delay or inhibit the oxidation of the polymer, thereby preventing the aging of the polymer and prolonging its service life. An essential additive in the product field. In addition, antioxidants also have many benefits for protecting human health, and have achieved good results in health care and disease prevention, such as anticancer, anti-inflammatory, antibacterial, antiviral or cardioprotective properties, etc. Or restore the potential of oxidative stress associated with many cancers, therefore, compounds with antioxidant capacity play a vital role in many fields. [0003] In recent years, synthetic antioxidants still dominate the ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/00A61K31/715A61P39/06
CPCC08B37/00A61K31/715A61P39/06
Inventor 牛春梅胡月李田田王若琳杨蒙
Owner HEBEI UNIVERSITY OF SCIENCE AND TECHNOLOGY