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Hydrophobic modified choline phosphorylated chitosan self-assembled nano microparticle and preparation method thereof

A technology of chitosan and phosphorylcholine, which is applied in the field of hydrophobically modified phosphorylcholine chitosan self-assembled nanoparticles and its preparation, can solve the limitation of the ability to enter cells across the membrane and affect the drug delivery effect, etc. problems, achieve good cytocompatibility and blood compatibility, avoid adverse biological reactions, and inhibit non-specific protein adsorption

Inactive Publication Date: 2014-01-29
JINAN UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Since chitosan itself is a cationic polysaccharide, although it is easy to enter cells, it is prone to non-specific protein adsorption in the body, and is removed from the circulation system by the mononuclear phagocyte system, which affects its drug delivery effect; and the current hydrophilic Although the modified chitosan derivative nanoparticles have improved long-term circulation, their ability to enter cells across the membrane will be limited

Method used

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  • Hydrophobic modified choline phosphorylated chitosan self-assembled nano microparticle and preparation method thereof
  • Hydrophobic modified choline phosphorylated chitosan self-assembled nano microparticle and preparation method thereof
  • Hydrophobic modified choline phosphorylated chitosan self-assembled nano microparticle and preparation method thereof

Examples

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Effect test

Embodiment 1

[0041] Example 1 Preparation of deoxycholic acid phosphorylcholined chitosan derivative nanoparticles.

[0042] Preparation steps:

[0043] 1. Take 1g of chitosan and 2.72g of phthalic anhydride in 100mL of anhydrous dimethylformamide, under the protection of nitrogen, react at 130°C for 8 hours, after filtering, the clear liquid is precipitated with ice water and dried to obtain phthalic anhydride. Phthalated chitosan. Take 1g of phthalylated chitosan and 9.58g of triphenylchloromethane in 25mL of anhydrous pyridine, under nitrogen protection, react at 90°C for 24 hours, precipitate with ethanol, wash, add 100mL of hydrazine hydrate, nitrogen protection, React at 80°C for 16 hours, spin dry excess hydrazine hydrate, wash with deionized water, ethanol, ether in turn, and dry to obtain 6-O-triphenylmethyl etherified chitosan (CsTr).

[0044] 2. Dissolve 200mg of 6-O-triphenylmethyl etherified chitosan (CsTr) in 10mL of anhydrous dimethylacetamide, and add 0.42mL of triethylam...

Embodiment 2

[0057] Example 2 Preparation of Cholesterol Hemisuccinate-Phosphocholine Chitosan Derivative Nanoparticles

[0058] 1. Take 1g of chitosan and 2.72g of phthalic anhydride in 100mL of anhydrous dimethylformamide, under the protection of nitrogen, react at 130°C for 8 hours, after filtering, the clear liquid is precipitated with ice water and dried to obtain phthalic anhydride. Phthalated chitosan. Take 1g of phthalylated chitosan and 9.58g of triphenylchloromethane in 25mL of anhydrous pyridine, under nitrogen protection, react at 90°C for 24 hours, precipitate with ethanol, wash, add 100mL of hydrazine hydrate, nitrogen protection, React at 80°C for 16 hours, spin dry excess hydrazine hydrate, wash with deionized water, ethanol, ether in turn, and dry to obtain 6-O-triphenylmethyl etherified chitosan (CsTr).

[0059] 2. Dissolve 200mg of 6-O-triphenylmethyl etherified chitosan (CsTr) in 10mL of anhydrous dimethylacetamide, and add 0.42mL of triethylamine and 0.19mL of CCl at ...

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Abstract

The invention discloses a hydrophobic modified choline phosphorylated chitosan self-assembled nano microparticle and a preparation method thereof, belonging to the technical field of nano pharmaceutical preparations. The preparation method of the hydrophobic modified choline phosphorylated chitosan self-assembled nano microparticle comprises the steps of (1) making 6-O-triphenyl methylated chitosan obtained from chitosan modification react with disubstituted choline phosphonate to obtain a choline phosphorylated chitosan derivative; (2) introducing a hydrophobic group to the choline phosphorylated chitosan derivative through an N-acylation reaction to obtain a hydrophobic modified choline phosphorylated chitosan derivative; and (3) dispersing the hydrophobic modified choline phosphorylated chitosan derivative in a water solution, stirring and implementing ultrasonic treatment to obtain the hydrophobic modified choline phosphorylated chitosan self-assembled nano microparticle. The prepared hydrophobic modified choline phosphorylated chitosan self-assembled nano microparticle can inhibit non-specificity protein adsorption, and is easy to enter into cells, thus benefiting for drug delivery.

Description

technical field [0001] The invention belongs to the technical field of nano-pharmaceutical preparations, and in particular relates to a hydrophobically modified phosphorylcholine chitosan self-assembled nanoparticle and a preparation method thereof. Background technique [0002] Nano-drug delivery systems, especially biodegradable polymer-based nano-systems, can improve the bioavailability, stability, safety, and uniformity, dispersibility, and absorption of drugs. By controlling the size and surface physicochemical properties of the nanotransport system, the metabolic behavior of the drug in the body can be adjusted, the tissue distribution of the drug in the body can be changed, the targeting of the drug can be increased, the toxic and side effects of the drug can be reduced, and the targeted delivery of the drug can be realized. Control release. [0003] Chitosan is a partial or complete deacetylation product of chitin, whose basic structural unit is glucosamine residue,...

Claims

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Application Information

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IPC IPC(8): C08J3/05C08L5/08C08B37/08A61K47/36
Inventor 曾戎过凯屠美赵剑豪梁昊
Owner JINAN UNIVERSITY
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