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Preparation method of temperature response type polymer for controlled drug release and genetic vectors

A temperature-responsive, gene carrier technology, applied in the fields of polymer materials and biomedical engineering, can solve the problems of low transfection rate, limited application, high molecular weight, and achieve improved transfection efficiency, good application prospects, and simple and feasible synthesis methods. Effect

Active Publication Date: 2015-05-20
TONGJI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chitosan has good biocompatibility, and contains many amino groups in the molecule, which will be protonated and positively charged at physiological pH, and can form complexes with negatively charged phosphate groups on the gene to form complexes. It plays the role of carrying foreign genes, but chitosan has disadvantages such as high molecular weight, poor solubility, and low transfection rate, which limit its application in the field of gene carriers

Method used

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  • Preparation method of temperature response type polymer for controlled drug release and genetic vectors
  • Preparation method of temperature response type polymer for controlled drug release and genetic vectors

Examples

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Effect test

Embodiment 1

[0033] 20.0g chitosan oligosaccharides and 51.9g phthalic anhydride were dissolved in 150ml N,N-dimethylformamide, the system was refrigerated and evacuated three times, reacted at 120°C under argon protection for 8h, and then cooled by methanol precipitation Washed, filtered and dried in vacuum to obtain product I phthalylated chito-oligosaccharides; 15.0g product I, 27.7g 4-pentynoic acid, 54.1g 1-ethyl-(3-dimethylaminopropyl) )Carbonimide hydrochloride and 19.1g hydroxybenzotriazole are dissolved in 150ml N,N-dimethylformamide, the system is frozen and vacuumed three times, reacted at room temperature under argon protection for 24h, and precipitated by methanol Repeatedly dissolve the precipitate, filter and dry under vacuum to obtain product II alkynylated-phthalylated chito-oligosaccharide; dissolve 10.0g product II and 6.0g hydrazine hydrate in 50ml N,N-dimethylformamide, The system was refrigerated and evacuated three times, and reacted at 100°C for 4 hours under argon p...

Embodiment 2

[0037] Dissolve 10.0g chitosan oligosaccharide and 34.6g phthalic anhydride in 80ml N,N-dimethylformamide, freeze the system and evacuate three times, react at 100°C for 12h under the protection of nitrogen, and then precipitate and wash with methanol after cooling , After filtering, vacuum drying to obtain product I phthalylated chitosan oligosaccharide; 7.5g product I, 11.5g 4-pentynoic acid, 22.5g 1-ethyl-(3-dimethylaminopropyl) Carbonimide hydrochloride and 8.0g hydroxybenzotriazole were dissolved in 80ml N,N-dimethylformamide, the system was frozen and vacuumed three times, reacted at room temperature under nitrogen protection for 24h, precipitated by methanol and dissolved repeatedly Precipitate, filter and dry in vacuum to obtain product II alkynylated-phthalylated chito-oligosaccharide; dissolve 5.0 g product II and 4.8 g hydrazine hydrate in 50 ml N,N-dimethylformamide, and freeze the system Vacuum three times, react at 120°C for 6 hours under the protection of nitroge...

Embodiment 3

[0041] Dissolve 15.0g chitosan oligosaccharide and 86.5g phthalic anhydride in 100ml N,N-dimethylformamide, freeze the system and evacuate three times, react at 150℃ for 8h under nitrogen protection, then precipitate and wash with methanol after cooling , After filtering, vacuum drying to obtain product I phthalylated chitosan oligosaccharide; 10.0g product I, 15.3g 4-pentynoic acid, 30.0g 1-ethyl-(3-dimethylaminopropyl) Carbonimide hydrochloride and 10.7g hydroxybenzotriazole were dissolved in 120ml N,N-dimethylformamide, the system was frozen and vacuumed three times, reacted at room temperature under nitrogen protection for 36h, precipitated by methanol and dissolved repeatedly Precipitate, filter and dry in vacuum to obtain product II alkynylated-phthalylated chito-oligosaccharides; dissolve 6.0g product II and 5.7g hydrazine hydrate in 80ml N,N-dimethylformamide, and freeze the system Vacuum three times, react at 100°C for 8 hours under the protection of nitrogen, after co...

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Abstract

The invention relates to a preparation method of a temperature response type polymer for controlled drug release and genetic vectors. The preparation method comprises the following steps: reacting chitosan oligosaccharide with 4-pentynoic acid when amino acid on chitosan oligosaccharide is protected, so as to obtain alkynylation chitosan oligosaccharide; preparing a macroinitiator by virtue of ring opening polymerization through hydrophobic cyclic ester monomers, introducing temperature-sensitive hydrophilic chains MEO2MA and OEGMA into a macromolecular chain by combining with atom transfer radical polymerization to prepare an amphipathic segmented copolymer, and carrying out azidation on the terminal group of the amphipathic segmented copolymer; and introducing a hydrophilic chitosan oligosaccharide molecular chain into the amphipathic segmented copolymer, so as to prepare the temperature response type polymer for the controlled drug release and the genetic vectors. A polymer material prepared by virtue of the preparation method has temperature responsiveness and biocompatibility and rich amino groups and is capable of carrying exogenous genes; and besides, the amphipathic segmented copolymer can be self-assembled into a micelle in water and has good application prospects in the fields of cancer chemotherapy, gene chemotherapy and the like.

Description

Technical field [0001] The invention belongs to the field of polymer materials and biomedical engineering, and specifically relates to a method for preparing a temperature-responsive polymer for controlled release of drugs and gene carriers. Background technique [0002] Cancer is a disease that seriously threatens human health and life. The current treatment methods for cancer can be divided into two categories: surgical treatment and non-surgical treatment. Chemotherapy is a widely used non-surgical treatment method. Chemotherapy is a treatment method that uses chemical drugs to kill cancer cells. However, because the selectivity of chemotherapy drugs is not strong, it will also damage normal human cells while killing cancer cells. Therefore, it is necessary to develop high-performance carrier materials for control The drug is released, reducing the impact on normal cells. [0003] The temperature-responsive polymer can change its structure according to the phase transition of t...

Claims

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Application Information

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IPC IPC(8): C08G81/02A61K47/34C12N15/87
Inventor 任杰王雪芳李建波
Owner TONGJI UNIV
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