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Glyceryl Monostearate - (Polyethylene Glycol) 2 Copolymer, preparation method and drug-loaded micelles

A technology of glycerol monostearate and polyethylene glycol, applied in the field of biomedical materials, can solve the problems of low utilization rate of drugs, easy removal and failure, lack of treatment selectivity and the like

Active Publication Date: 2020-11-03
HIGH & NEW TECH RES CENT OF HENAN ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] At present, most anticancer drugs in clinical use generally have disadvantages such as poor water solubility, high cytotoxicity, lack of therapeutic selectivity, and easy removal and failure after entering the blood, which also leads to low drug utilization. Drug frequency will cause higher toxic side effects

Method used

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  • Glyceryl Monostearate - (Polyethylene Glycol) <sub>2</sub> Copolymer, preparation method and drug-loaded micelles
  • Glyceryl Monostearate - (Polyethylene Glycol) <sub>2</sub> Copolymer, preparation method and drug-loaded micelles
  • Glyceryl Monostearate - (Polyethylene Glycol) <sub>2</sub> Copolymer, preparation method and drug-loaded micelles

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preparation example Construction

[0038] The present invention provides glyceryl monostearate-(polyethylene glycol) described in the technical scheme 2 The preparation method of copolymer, comprises the following steps:

[0039] Under protective atmosphere, glyceryl monostearate, hexamethylene diisocyanate and organic solvent are mixed for prepolymerization to obtain a prepolymer; wherein, glyceryl monostearate and hexamethylene diisocyanate The molar ratio of cyanic acid is 1:(2~3);

[0040] The prepolymer is mixed with polyethylene glycol monomethyl ether and an organic solvent to carry out a polymerization reaction to obtain glyceryl monostearate-(polyethylene glycol) having a structure shown in formula I 2 A copolymer, wherein the molar ratio of the prepolymer to polyethylene glycol monomethyl ether is 1: (2-2.1);

[0041] The polyethylene glycol monomethyl ether has a structure shown in formula II:

[0042]

[0043] In Formula II, n=4-136.

[0044] In the present invention, under a protective atmos...

Embodiment 1

[0070]Under nitrogen protection, 3.58g glyceryl monostearate (GMS, 0.01mol) and 20mL of anhydrous toluene were mixed, stirred and dissolved at 60°C, and 4.24g Hexamethylene diisocyanate (HDI, 0.0252mol), after the dropwise addition, carry out prepolymerization at 60°C under stirring conditions for 3h, the -NCO content reaches the theoretical value (16.32%), and the anhydrous in the obtained material is removed by rotary evaporation Toluene, vacuum-dried to constant weight at 30°C and -0.1Mpa to obtain a prepolymer (NCO-GMS-NCO);

[0071] Under nitrogen protection, the prepolymer was mixed with 20 mL of anhydrous toluene, and 11 g of polyethylene glycol monomethyl ether (mPEG, 0.02 mol, Mn=550) was added dropwise to the resulting mixture at a rate of 12 drops / min. After reacting at 60°C for 3 hours, the -NCO content reached zero, and the anhydrous toluene in the obtained material was removed by rotary evaporation, and vacuum-dried to constant weight at 30°C and -0.1Mpa to obtai...

Embodiment 2

[0073] Prepare glyceryl monostearate-(polyethylene glycol) according to the method of embodiment 1 2 Copolymer (PEG-GMS-PEG750), wherein the molecular weight Mn=750 of polyethylene glycol monomethyl ether.

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Abstract

The invention provides a glycerin monostearate-(polyethylene glycol)2 copolymer with the structure shown in the formula I. The glycerin monostearate-(polyethylene glycol)2 copolymer is composed of a hydrophilic fragment and a hydrophobic fragment, during self-assembly in water, the nano-micella with the hydrophilic fragment serving as a shell and the hydrophobic fragment serving as a kernel is formed, medicine acts on the hydrophobic fragment through hydrophobicity interaction force, therefore, the medicine is wrapped in the nano-micella, the solubleness of the medicine in the water is improved, and toxic and side effects of pure medicine are further reduced.

Description

technical field [0001] The invention relates to the technical field of biomedical materials, in particular to a glyceryl monostearate-(polyethylene glycol) 2 Copolymer and its preparation method and drug-loaded micelles. Background technique [0002] Amphiphilic block copolymers refer to those block copolymers containing hydrophilic segments and hydrophobic segments, which easily undergo microphase separation in aqueous solution and self-assemble into various aggregation forms, such as vesicles, gels, etc. beam etc. Nanomicelles formed by the self-assembly of amphiphilic block copolymers as drug delivery carriers can not only realize the controlled release of hydrophobic drugs, but also load therapeutic genes and proteins, thus greatly improving the bioavailability and stability of drugs. Polyethylene glycol (PEG) is a biocompatible, crystalline polymer material widely used in the fields of biotechnology and pharmaceuticals. At present, most amphiphilic block copolymers a...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G18/73C08G18/66C08G18/48C08G18/36A61K9/107A61K47/34
CPCA61K9/1075A61K47/34C08G18/283C08G18/36C08G18/73
Inventor 王华芬何欢欢任志勇付阳李琳张家祥何素芹肖汉雄
Owner HIGH & NEW TECH RES CENT OF HENAN ACAD OF SCI
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