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Method for preparing quaternary ammonium salt modified chitosan medicine-carried nano particles

A chitosan nanometer and drug-carrying nanometer technology is applied in the field of preparation in the field of medical engineering technology, which can solve the problem of losing the positive charge of the bis-amino group, and achieve the improvement of drug stability and utilization rate, increase absorption, and important clinical applications. The effect of value and application prospects

Inactive Publication Date: 2007-12-12
SHANGHAI JIAO TONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Its disadvantage is that due to the quaternary amination modification on the two-position amino group, this kind of quaternary ammonium salt (HTCC) nanoparticles loses the positive charge on the two-position amino group in the solution.

Method used

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  • Method for preparing quaternary ammonium salt modified chitosan medicine-carried nano particles
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  • Method for preparing quaternary ammonium salt modified chitosan medicine-carried nano particles

Examples

Experimental program
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Embodiment 1

[0043] This embodiment 1 is implemented under the following implementation conditions and technical requirements:

[0044] (1) Synthesis of O-Glyoxypropyltrimethylammonium Chloride Chitosan (O-HTCC)

[0045] Synthesis of N-benzylidene chitosan: Dissolve chitosan (3.0g) in 120ml of 10% acetic acid solution, add 60ml of ethanol, and gradually add 15.8g of benzaldehyde within 30min under stirring at room temperature, continue stirring for 1h Afterwards, the jelly was placed in an oven (55°C) for 20 hours, and diluted NaOH solution was added to adjust to neutrality. The precipitate was separated out and filtered. The solid was washed with methanol several times to remove unreacted benzaldehyde, and a fibrous light yellow solid was obtained.

[0046] Synthesis of O-quaternary ammonium salt-N-benzylidene chitosan: 2.75g N-benzylidene chitosan is placed in a round bottom flask, 50ml isopropanol and 2,3-epoxypropyl are added Trimethylammonium chloride (GTMAC) 9.0g, stirred and reacted at ...

Embodiment 2

[0053] This embodiment 2 is implemented under the following implementation conditions and technical requirements:

[0054] (1) Synthesis of O-Diquaternary Ammonium Chitosan (Dia-O-HTCC)

[0055] Synthesis of N-benzylidene-O-carboxymethyl chitosan (N-benzylidene-O-CMC) (a): Dissolve a certain mass of N-benzylidene chitosan in a certain volume In isopropanol and placed in a 500ml flask (at room temperature) with magnetic stirring, 25ml of 10N NaOH was added to the flask five times (interval 25min), and the alkaline solution was stirred for another 30min. Then chloroacetic acid (60g) was added to the solution in five times at intervals of 1 min, and the temperature was raised to 60°C, and then stirring was continued for 3 hours. Filter the methanol to wash the precipitate, and dry it in a constant temperature oven at 60°C.

[0056] Add 5.0g N-benzylidene-O-CMC to a 300ml round bottom flask, then add 100ml dimethyl sulfoxide and 20.0ml dimethyl sulfate, heat at 45℃ for 24h, after the ...

Embodiment 3

[0064] This embodiment 3 is implemented under the following implementation conditions and technical requirements:

[0065] (1) Synthesis of O-bisquaternary ammonium salt chitosan (Dia-O-HTCC): The gel is placed in an oven at a temperature of 57°C, and the other steps and conditions are the same as those in Example 2 (1).

[0066] (2) Next, complete the preparation of Probucol (PRO) loaded quaternary ammonium salt modified chitosan (O-HTCC) nanoparticles:

[0067]Measure 20ml of 2.5mg / ml quaternary ammonium salt modified chitosan aqueous solution, under magnetic stirring (500r / s) at room temperature, add dropwise 5ml (30mg) of 6mg / ml probucol dichloromethane solution, magnetic stirring (500r / s) / s) 1 hour, after the formation of a uniform and stable microemulsion, slowly add 5.0 ml of 2.5 mg / ml sodium tripolyphosphate solution, and continue to stir for 1 hour to obtain a quaternary ammonium salt modified chitosan loaded with Probucol (PRO). Sugar nanoparticle solution. After centri...

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Abstract

A preparation method of quarternary ammonium salt modified chitosan drug-loaded nanoparticle belongs to medical engineering field. The method comprises lead-in quaternary amine group to 6-hydroxy of chitosan under the protection of 2-amino to complete quaternary amine modification of C6-OH on chitosan and obtain quarternary ammonium modified chitosan, and wrapping under the existence of sodium tripolyphosphate at room temperature through controlling quarternary ammonium modified chitosan / TPP of 6 / 1-3 / 1 to complete preparation of drug-loaded nanoparticle. The invention can be used as carrier material of macromolecular medicament to promote the molecule passing through tissue epithelia and increase absorption of macromolecular medicament in tissue; used for transporting micromolecular medicament; and has significant clinical application value and potential application.

Description

Technical field [0001] The invention relates to a preparation method in the technical field of medical engineering, in particular to a preparation method of quaternary ammonium salt modified chitosan drug-loaded nanoparticles. Background technique [0002] Chitosan is a positively charged natural polysaccharide, non-toxic, non-irritating, non-allergenic, non-mutagenic, and has good biocompatibility and biodegradability. Due to the high molecular weight of chitosan, it only stays on the surface of the membrane and does not penetrate into the inside of the membrane, so it has no toxic side effects. The positive characteristics of chitosan enable it to interact with negatively charged polymers, macromolecules and even some polyanions in a liquid medium, and the resulting sol-gel transition process can be conveniently used for drug-loaded nanometers. Preparation of microparticles. As a drug carrier, chitosan can control drug release, prolong drug efficacy, reduce drug toxic and side ...

Claims

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Application Information

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IPC IPC(8): A61K47/36A61K47/48C08B37/08A61K47/54
Inventor 万锕俊孙燕郑一宁陈宇鹏
Owner SHANGHAI JIAO TONG UNIV
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