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Mercapto-containing chitosan derivative, compound nano particle and preparation method

A technology of chitosan derivatives and nanoparticles, which can be used in drug combinations, medical preparations containing active ingredients, materials for wave energy or particle radiation treatment, etc. , to achieve better effect and good stability

Active Publication Date: 2014-07-23
INST OF BIOMEDICAL ENG CHINESE ACAD OF MEDICAL SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the composite nanoparticles in current reports are usually obtained by combining compounds with gold nanorods through electrostatic force, and at the same time binding anti-tumor drugs through physical entrapment, which makes the nanoparticles in the process of tumor treatment due to high temperature or laser Irradiation is prone to reunion or dissociation, affecting the therapeutic effect

Method used

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  • Mercapto-containing chitosan derivative, compound nano particle and preparation method
  • Mercapto-containing chitosan derivative, compound nano particle and preparation method
  • Mercapto-containing chitosan derivative, compound nano particle and preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Preparation of thiolated polyethyleneimine:

[0043] Dissolve 1.6g of polyethyleneimine (molecular weight: 800Da) in water, add 1.06g of methyl thioglycolate and mix, and stir for 9 hours at 70°C to make the amino group of polyethyleneimine and the ester group of methyl thioglycolate Reaction, concentrated under reduced pressure to remove water, added a small amount of water to dissolve, washed with ethyl acetate, and concentrated the aqueous phase under reduced pressure to obtain the product. The mercapto substitution degree of the product was measured by Ellman's method to be 2.0. (The molar ratio of polyethyleneimine to methyl thioglycolate is 1:5)

Embodiment 2

[0045] Preparation of partially mercaptolated polyethyleneimine:

[0046] Dissolve 0.6g of polyethyleneimine (molecular weight: 600Da) in methanol, add 1.06g of methyl thioglycolate and mix, and stir at 60°C for 18 hours to make the ester of the amino group of polyethyleneimine and methyl thioglycolate Base reaction, concentrated under reduced pressure to remove methanol, added a small amount of water to dissolve, washed with ethyl acetate, and concentrated the aqueous phase under reduced pressure to obtain the product. The mercapto substitution degree of the product was measured by Ellman's method to be 2.4. (The molar ratio of polyethyleneimine to methyl thioglycolate is 1:10)

Embodiment 3

[0048] Preparation of partially mercaptolated polyethyleneimine:

[0049] Take 0.8g of polyethyleneimine (molecular weight: 800Da) and dissolve it in methanol, add 1.06g of methyl thioglycolate and mix, and stir at 50°C for 24 hours to make the ester of the amino group of polyethyleneimine and methyl thioglycolate Base reaction, concentrated under reduced pressure to remove methanol, added a small amount of water to dissolve, washed with ethyl acetate, and concentrated the aqueous phase under reduced pressure to obtain the product. The mercapto substitution degree of the product was measured by Ellman's method to be 3.2. (The molar ratio of polyethyleneimine to methyl thioglycolate is 1:10)

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Abstract

The invention discloses a mercapto-containing chitosan derivative, a compound nano particle and a preparation method. The preparation method of the mercapto-containing chitosan derivative includes steps of: (1) preparing a polyethylene glycol-based chitosan; (2) adding a partially-sulfhydrylated polyethylene imine to the polyethylene glycol-based chitosan to mix, adding a catalyst, carrying out a reaction, filtering the mixture, dialyzing with pure water, freeze drying to obtain the mercapto-containing chitosan derivative. The mercapto-containing chitosan derivative contains abundant active groups and can be widely used in the biomedical technical fields of medicament carriers, gene carriers, hybrid materials, etc. A mercapto-containing antineoplastic pro-drug is combined with gold nanorods by Au-S bonds to obtain to obtain a compound nano particle of the mercapto-containing chitosan derivative, wherein the nano particle has dual functions of photothermal therapy and chemotherapy]. The nano particle, with good stability under a high temperature condition or a laser-irradiation condition due to a strong chemical bonding effect, has not only a chemotherapy effect as an antineoplastic drug but also an photothermal-ablation effect on tumours.

Description

technical field [0001] The invention relates to a thiol-containing chitosan derivative and composite nanoparticle and a preparation method thereof. Background technique [0002] Malignant tumor has become the second highest mortality disease after cardiovascular disease in the world, which is a serious threat to human health. Research on cancer treatment has aroused widespread concern. In recent years, nanostructures and nanotechnology have become hotspots in scientific research, and more and more have been applied to the field of biomedicine. Tumor therapy based on nanotechnology has become the latest trend in tumor treatment. [0003] The chitosan molecular structure is rich in active groups such as amino groups and hydroxyl groups, which usually show strong affinity and modifiability. [1] . Use groups with certain characteristics to chemically modify the active hydroxyl and amino groups of chitosan molecular structure, improve the physical and chemical properties and b...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08C08G81/00A61K47/48A61K41/00A61K31/704A61K31/136A61K9/14A61P35/00
Inventor 张其清段瑞平关嫚刘英杰
Owner INST OF BIOMEDICAL ENG CHINESE ACAD OF MEDICAL SCI
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