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A glycogen derivative targeted for absorption and biodegradation in the small intestine, its preparation method and its nanoparticle loaded with tea polysaccharide

A technology of derivatives and tea polysaccharides, which is applied in the field of nanoparticles loaded with tea polysaccharides, to achieve the effects of enhanced small intestine targeted absorption performance, convenient operation, and enhanced hypoglycemic performance

Active Publication Date: 2021-07-16
SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, although the drug-loaded nanoparticles prepared by these polymers can improve the efficiency of drug absorption by the small intestine, whether they can release the drug efficiently after entering the body is still a question for improving the bioavailability of the drug. Key technical problems to be solved urgently
So that it is difficult for us to apply these existing oral nanoparticles to tea polysaccharides to improve their bioavailability, so we need to find a new delivery carrier

Method used

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  • A glycogen derivative targeted for absorption and biodegradation in the small intestine, its preparation method and its nanoparticle loaded with tea polysaccharide
  • A glycogen derivative targeted for absorption and biodegradation in the small intestine, its preparation method and its nanoparticle loaded with tea polysaccharide
  • A glycogen derivative targeted for absorption and biodegradation in the small intestine, its preparation method and its nanoparticle loaded with tea polysaccharide

Examples

Experimental program
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Effect test

Embodiment 1

[0059] 1. Preparation of Glycogen Derivatives for Small Intestine Targeted Absorption

[0060] Glycogen derivatives targeted for absorption in the small intestine, diethylenetriamine and vitamin B12 are coupled to glycogen; wherein, the weight average molecular weight of glycogen is 4.5×10 6 Da, the substitution degree of diethylenetriamine is 1.00, and the substitution degree of vitamin B12 is 0.8%;

[0061] The structure of the GD-VB12 derivative is shown in formula (I).

[0062] The preparation method of the above-mentioned glycogen derivative targeted for absorption in the small intestine comprises the following steps:

[0063] S1. Weigh 1 gram of glycogen, add 100 ml of anhydrous dimethyl sulfoxide to each gram of glycogen, put the glycogen in anhydrous dimethyl sulfoxide, stir at 25°C (400 rpm minutes) to dissolve in 24 hours; then add 10 grams of N,N'-carbonyldiimidazole, under the protection of nitrogen, stir (500 rpm) at 25°C for 30 minutes to obtain an active inte...

Embodiment 2

[0078] 1. Preparation of Glycogen Derivatives for Small Intestine Targeted Absorption

[0079] Glycogen derivatives targeted for absorption in the small intestine, diethylenetriamine and vitamin B12 are coupled to glycogen; wherein, the weight average molecular weight of glycogen is 1.5×10 6 Da, the degree of substitution of diethylenetriamine is 0.06, the degree of substitution of vitamin B12 is 0.3%, and the structure formula of the glycogen derivative targeted for absorption in the small intestine is the same as that in Example 1.

[0080] The preparation method of the above-mentioned glycogen derivative targeted for absorption in the small intestine comprises the following steps:

[0081] S1. Weigh 5 grams of glycogen, add 80 ml of anhydrous dimethyl sulfoxide to each gram of glycogen, put the glycogen in anhydrous dimethyl sulfoxide, and stir at 25°C (400 rpm 18 hours; then add 9 grams of N, N'-carbonyldiimidazole, under the protection of argon, stir (800 rpm) at 25 ° C...

Embodiment 3

[0089] 1. Preparation of Glycogen Derivatives for Small Intestine Targeted Absorption

[0090] Glycogen derivatives targeted for absorption in the small intestine, diethylenetriamine and vitamin B12 are coupled to glycogen; wherein, the weight average molecular weight of glycogen is 1.8×10 7 Da, the degree of substitution of diethylenetriamine is 0.38, the degree of substitution of vitamin B12 is 4.7%, and the structural formula of the glycogen derivative targeted for absorption in the small intestine is the same as that in Example 1.

[0091] The preparation method of the above-mentioned glycogen derivative targeted for absorption in the small intestine comprises the following steps:

[0092] S1. Weigh 1 gram of glycogen, add 120 ml of anhydrous dimethyl sulfoxide to each gram of glycogen, put the glycogen in anhydrous dimethyl sulfoxide, stir at 18°C ​​(500 rpm minutes) dissolved in 30 hours; then add 4 grams of N,N'-carbonyldiimidazole, under the protection of nitrogen, s...

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Abstract

The invention discloses a small intestine targeted absorption and biodegradable glycogen derivative, its preparation method and its nanoparticle loaded with tea polysaccharide. The chemical structural formula of the glycogen derivative GD-VB12 is shown in the formula (I), specifically, the glycogen derivative coupled with diethylenetriamine and the small intestine targeting factor vitamin B12 are mixed under a protective gas atmosphere at 18 ~ 38 ℃ for chemical bonding. The glycogen derivative GD‑VB12 can be self-assembled with tea polysaccharides in water to form nanoparticles for small intestine targeted absorption. The nanoparticles are positively charged and contain vitamin B12 small intestine targeting factor, which will help improve tea The efficiency of polysaccharides absorbed by the small intestine improves the bioavailability of tea polysaccharides, thereby enhancing the hypoglycemic properties of tea polysaccharides.

Description

technical field [0001] The invention belongs to the technical field of biomedicine, and more specifically relates to a preparation method of glycogen derivatives targeted for absorption in the small intestine and tea polysaccharide-loaded nanoparticles for improving the bioavailability of tea polysaccharides after oral administration. Background technique [0002] With the increasing incidence of diabetes in recent years, as an important active ingredient in tea, the hypoglycemic properties of tea polysaccharides have attracted special attention (Fan M.H. et al., International Journal of Biological Macromolecules, 2018, 113, 418-426 ; Shi Yutao et al., Journal of Huazhong Agricultural University, 2015, 34, 113-119). However, since most tea polysaccharides are negatively charged biological macromolecules, there is electrostatic repulsion between them and mucus, so it is difficult to be efficiently absorbed by the small intestinal mucosa through oral administration, resulting ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K47/36A61K47/54A61K47/61A61K47/69A61K31/715A61K36/82A61P3/10C08B31/00C08B35/00
CPCA61K31/715A61K36/82A61K47/36A61K47/54A61K47/61A61K47/6929A61P3/10C08B31/00C08B35/00
Inventor 杨立群毛旭宏邓宇斌龙玲俐林坤华张黎明
Owner SUN YAT SEN UNIV
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