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Preparation and application of polysaccharide-modified graphene oxide carrier and its pharmaceutical composition for triggering drug release at the focus of organisms

A technology of graphene and organisms, applied in the field of preparation of the carrier, can solve the problems of slow polysaccharide degradation and shedding, hindering drug release, steric hindrance, etc., and achieve good redispersibility, increased biocompatibility, and good uniformity Effect

Active Publication Date: 2018-04-24
CHINA PHARM UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Some polysaccharide-modified graphene oxides are now in the research stage, but these polysaccharide-modified graphene oxides still have obvious disadvantages as drug carriers: the chemical bonds connecting polysaccharides and graphene oxide are mostly amide bonds or ester bonds. The in vivo stability of this chemical bond is high, so that the degradation and shedding of polysaccharides is very slow, which leads to the long-term covering of the surface of graphene oxide by polysaccharides, resulting in a large steric hindrance, which hinders the release of drugs adsorbed on the surface of graphene oxide. Not conducive to the play of curative effect
Polysaccharide modification of graphene oxide through a biospecific degradation linker containing disulfide bonds has not been reported in any literature or patents

Method used

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  • Preparation and application of polysaccharide-modified graphene oxide carrier and its pharmaceutical composition for triggering drug release at the focus of organisms
  • Preparation and application of polysaccharide-modified graphene oxide carrier and its pharmaceutical composition for triggering drug release at the focus of organisms
  • Preparation and application of polysaccharide-modified graphene oxide carrier and its pharmaceutical composition for triggering drug release at the focus of organisms

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] Embodiment 1: the preparation of hyaluronic acid graphene oxide

[0055] 0.1mmol of hyaluronic acid, 1mmol of cystamine, 0.2mmol of EDC and 0.2mmol of NHS were dissolved in formamide. After 24 hours of reaction, the hyaluronic acid intermediate was precipitated with acetone, suction filtered and dialyzed with distilled water for 3 days (MWCO=3500) , to obtain a hyaluronic acid intermediate with a free one-terminal amino group.

[0056] 0.1 mmol of graphene oxide and 0.1 mmol of intermediates were dissolved in water, 0.4 mmol of EDC was used as an activator, and reacted for 24 hours. After the reaction, use a dialysis bag (MWCO 20000, 25000, 50000) to dialyze in distilled water at room temperature for 48 hours, filter and freeze-dry to obtain hyaluronic acid-modified graphene oxide.

Embodiment 2

[0057] Embodiment 2: the preparation of chitosan graphene oxide

[0058] 0.1mmol chitosan was dissolved in a mixed solvent of water and dimethyl sulfoxide (v / v=1:1), adding 2mmol S-aminoethyl, 3,4-dithiopropionic acid, 0.4mmol EDC and 0.4mmol NHS, reacted for 24 hours, and dialyzed in distilled water for 3 days (MWCO=3500) to obtain a chitosan intermediate with a free terminal amino group.

[0059] 0.1 mmol of graphene oxide and 0.1 mmol of intermediates were dissolved in water, 0.4 mmol of EDC was used as an activator, and reacted for 24 hours. After the reaction, use a dialysis bag (MWCO 20000, 25000, 50000) to dialyze in distilled water at room temperature for 48 hours, filter and freeze-dry to obtain chitosan-modified graphene oxide.

Embodiment 3

[0060] Embodiment 3: Preparation of low molecular weight heparin graphene oxide

[0061] 0.1mmol of low molecular weight heparin, 1mmol of cystamine, 0.2mmol of EDC and 0.2mmol of NHS were dissolved in formamide. After 24 hours of reaction, the hyaluronic acid intermediate was precipitated with acetone, suction filtered and dialyzed with distilled water for 3 days (MWCO=3500) , to obtain a low-molecular-weight heparin intermediate with a free one-terminal amino group.

[0062] 0.1 mmol of graphene oxide and 0.1 mmol of intermediates were dissolved in water, 0.4 mmol of EDC was used as an activator, and reacted for 24 hours. After the reaction, use a dialysis bag (MWCO 20000, 25000, 50000) to dialyze in distilled water at room temperature for 48 hours, filter and freeze-dry to obtain low molecular weight heparin-modified graphene oxide.

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Abstract

The invention relates to a polysaccharide-modified reduction-sensitive graphene oxide carrier that triggers drug release at the lesion site of a living body. This type of carrier is modified by introducing polysaccharide into graphene oxide through a specifically degradable connecting arm containing disulfide bonds, so that the polysaccharide-modified graphene oxide has reduction-sensitive drug release characteristics after being loaded with drugs by non-covalent force. After the polysaccharide-modified reduction-sensitive graphene oxide-loaded drug reaches the lesion site, the disulfide linker arm can be degraded by the high-concentration reducing substance glutathione in the lesion cells, and the shedding of the hydrophilic polysaccharide leads to the rapid release of the drug from the surface of the graphene oxide. Release, can significantly improve the concentration, efficacy and bioavailability of free drugs at the lesion site. The preparation process of the present invention is simple, has excellent biocompatibility, water solubility and drug release triggered by lesion sites, and is an innovation in the drug delivery system.

Description

technical field [0001] The invention belongs to the field of pharmaceutical preparations, and relates to a biospecifically degradable polysaccharide-modified graphene oxide as a drug carrier, and also relates to a preparation method and application of the carrier. Background technique [0002] The C atoms in the nanoscale graphene oxide sheets together form a large π bond, which can adsorb a large number of guest molecules, especially compounds with azoaromatic properties, through non-covalent π-π stacking, hydrophobic interactions, and hydrogen bonds. It is a very efficient carrier for such drug molecules. But at the same time, studies have shown that graphene-like carbon nanomaterials will aggregate due to the charge shielding effect under normal physiological conditions, showing extremely low stability and poor safety. However, surface modification of such materials can solve this thorny problem. Generally, graphene oxide modified with hydrophilic polymer materials will...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K47/61A61K47/36C01B32/198
Inventor 周建平霍美蓉朴玛杜殷婷婕赵媛媛
Owner CHINA PHARM UNIV
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