Folacin/biotin modified chitosan material and preparation method thereof

A chitosan and biotin technology, applied in the field of folic acid/biotin modified chitosan material and its preparation, can solve problems such as unreported, and achieve strong specific recognition, shortened reaction time, and targeted reliable results

Inactive Publication Date: 2015-04-29
WUHAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Biotin and folic acid, which have been studied more, are typical of the above-mentioned ligand types, and each of them can achieve better experimental results in the targeted modification of chitosan anticancer drug carriers. The modified chitosan nanocarriers all cons

Method used

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  • Folacin/biotin modified chitosan material and preparation method thereof
  • Folacin/biotin modified chitosan material and preparation method thereof
  • Folacin/biotin modified chitosan material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Synthesis of folate / biotin modified chitosan material (FA-CS-Bio):

[0032] Weigh 0.1g chitosan (M w =50000, D.D=85%), fully dissolved in 20mL 1% (v / v) HAc / H 2 In O, add the diluted NaOH solution dropwise, adjust the pH to 4.7, and obtain the chitosan solution;

[0033] Weigh 2.7g, 1.01g, and 2.11g of DCC, NHS, and biotin respectively, add them into a three-necked flask and mix them, and then react at 60°C for 24 hours. Then recrystallize the precipitate with isopropanol, collect the crystals by filtration and dissolve the crystals with DMF, add dropwise to anhydrous ether after filtration, refrigerate overnight, remove the supernatant, and dry under vacuum at room temperature to obtain succinimidyl biotin ester, spare;

[0034] Weigh 26.5mg of folic acid and 115.0mg of EDC.HCl and dissolve in 1mL of anhydrous DMSO at the same time, stir and activate at 40°C for 1 hour in the dark to obtain folic acid active ester solution;

[0035] Weigh 20.5mg of succinimidyl biot...

Embodiment 2

[0040] Synthesis of folate / biotin modified chitosan material (FA-CS-Bio):

[0041] Weigh 0.1g chitosan (M w=20000, D.D=91%), fully dissolved in 10mL 1% (v / v) HAc / H 2 In O, add the diluted NaOH solution dropwise, adjust the pH to 6, and obtain the chitosan solution;

[0042] Weigh 2.16g, 1.01g, and 2.11g of DCC, NHS, and biotin respectively, add them into a three-necked flask and mix them, and then react at 50°C for 16 hours. After filtering, diethyl ether is added dropwise to the filtrate in an ice bath to precipitate precipitation. Then recrystallize the precipitate with isopropanol, collect the crystals by filtration and dissolve the crystals with DMF, add dropwise to anhydrous ether after filtration, refrigerate overnight, remove the supernatant, and dry under vacuum at room temperature to obtain succinimidyl biotin ester, spare;

[0043] Weigh 44.1mg of folic acid and 95.9mg of EDC.HCl and dissolve in 1mL of anhydrous DMSO at the same time, stir and activate in the dark...

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Abstract

The invention relates to a folacin/biotin modified chitosan material and a preparation method thereof. The folacin/biotin modified chitosan material is prepared by carrying out N-acylation reaction, wherein chitosan servers as a carrier, and folacin and biotin serve as ligands. Because an active biotin ester and an active folacin ester are added in sequence to react with chitosan for one time to synthesize a double-ligand modified chitosan material, a high grafting ratio can be achieved, and the time of reaction can be shortened greatly compared with the time of reaction in two steps. The prepared folacin/biotin modified chitosan material can be used as a targeted anticancer medicine carrying material.

Description

technical field [0001] The invention relates to the field of a polymer drug carrier, in particular to a folic acid / biotin modified chitosan material and a preparation method thereof. Background technique [0002] Chitosan is derived from natural animal carapace, and its structure and properties are very close to natural polysaccharides. It has good biocompatibility, natural degradability, non-toxicity to cells, and is easily soluble in aqueous solutions in acidic environments. The hot spot of research, especially as a drug controlled release carrier, has received great attention. The chitosan molecular chain contains a large number of active amino groups, which can react with a variety of electrophilic reagents to form stable chemical grafts. This feature of easy modification further enhances the practicability of chitosan. The method of conjugated grafting to form specific recognition with cell surface receptors is currently a common method in the field of targeted drug lo...

Claims

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Application Information

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IPC IPC(8): C08B37/08A61K47/36
Inventor 王勇何法
Owner WUHAN UNIV OF TECH
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