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A kind of molecular brush polymer with poly-1-glutamic acid ester as main chain and its preparation method and application

A technology of glutamic acid ester and polymer is applied in the field of molecular brush polymer and its preparation, which can solve the problems of reducing drug availability, toxic and side effects, and early drug release.

Active Publication Date: 2022-07-08
GUANGZHOU FIRST PEOPLES HOSPITAL (GUANGZHOU DIGESTIVE DISEASE CENT GUANGZHOU FIRST PEOPLES HOSPITAL GUANGZHOU MEDICAL UNIV THE SECOND AFFILIATED HOSPITAL OF SOUTH CHINA UNIV OF TECH)
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The stability of the polymer drug carrier is limited by the polymer concentration, that is, the polymer drug carrier can only form aggregates through physical action when the polymer concentration is higher than its critical nanoparticle concentration, and when the polymer concentration is lower than its critical nanoparticle concentration When the concentration of nanoparticles is high, especially after drug-loaded nanoparticles enter the human body through intravenous injection, due to blood dilution and shearing effect of blood flow, the drug may be released in advance, which not only reduces the drug availability, but also causes serious side effects

Method used

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  • A kind of molecular brush polymer with poly-1-glutamic acid ester as main chain and its preparation method and application
  • A kind of molecular brush polymer with poly-1-glutamic acid ester as main chain and its preparation method and application
  • A kind of molecular brush polymer with poly-1-glutamic acid ester as main chain and its preparation method and application

Examples

Experimental program
Comparison scheme
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Embodiment 1

[0044] The preparation method of the molecular brush-like polymer with poly-L-glutamic acid ester as the main chain of the present embodiment comprises the following steps:

[0045] (1) Preparation of polyethylene glycol polycaprolactone block polymer: add 1 g of allyl polyethylene glycol with a molecular weight of 1000 g / mol, 2 g of caprolactone monomer, and 2 μL of stannous octoate into a round-bottomed flask, After vacuuming, under the protection of argon, the reaction system was placed in an oil bath at 110 °C for 24 hours. After the reaction was completed, it was cooled to room temperature, and the reaction product was dissolved in 20 ml of tetrahydrofuran, and then precipitated in 100 ml of cold methanol. Vacuum-drying to obtain 2.8g of white product, which is polyethylene glycol polycaprolactone block polymer;

[0046] (2) Preparation of terminal p-toluenesulfonate polyethylene glycol polycaprolactone block polymer: add the polyethylene glycol polycaprolactone block pol...

Embodiment 2

[0059] In this example, the molecular brush polymer with poly-L-glutamate as the main chain prepared in Example (1) is used as the raw material to synthesize the osteosarcoma therapeutic drug. The osteosarcoma therapeutic drug in this embodiment includes the following parts by weight: Component: 10 parts of molecular brush-like polymer with poly-L-glutamate as the main chain, 1 part of doxorubicin, and 1 part of chlorphene.

[0060] The polyester preparation method of the osteosarcoma therapeutic drug of this embodiment includes the following steps: 10 mg of the molecular brush polymer with poly-L-glutamate as the main chain prepared in Example (1), 1 mg of doxorubicin and 1 mg of chlorphene was dissolved in 1 ml of dimethyl sulfoxide to form a mixed system. Under magnetic stirring, 5 ml of deionized water was added dropwise to the mixed system to obtain a mixed solution. The organic solvent is removed by dialysis in ionized water to obtain a molecular brush polymer loaded wit...

Embodiment 3

[0068] The preparation method of the molecular brush-like polymer with poly-L-glutamic acid ester as the main chain of the present embodiment comprises the following steps:

[0069] (1) Preparation of polyethylene glycol polycaprolactone block polymer: add 8 g of allyl polyethylene glycol with a molecular weight of 2000 g / mol, 10 g of caprolactone monomer, and 6 μL of stannous octoate into a round-bottomed flask, After vacuuming, under the protection of argon, the reaction system was placed in an oil bath at 110 °C for 24 h. After the reaction was completed, it was cooled to room temperature, and the reaction product was dissolved in 30 ml of tetrahydrofuran, and then precipitated in 500 ml of cold methanol. Vacuum-drying to obtain 17.1 g of a white product, which is a polyethylene glycol polycaprolactone block polymer;

[0070] (2) Preparation of terminal p-toluenesulfonate polyethylene glycol polycaprolactone block polymer: add the polyethylene glycol polycaprolactone block ...

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Abstract

The invention provides a molecular brush-like polymer with poly-L-glutamate as the main chain, a preparation method and application thereof, and relates to the field of biomedical materials. The main chain of the molecular brush polymer with poly-L-glutamic acid ester as the main chain provided by the present invention is poly-L-glutamic acid ester, and the side chain is polyethylene glycol polycaprolactone block polymer . The molecular brush-like polymer provided by the present invention has poly-L-glutamate as the main chain and polyethylene glycol polycaprolactone block polymer as the side chain, and the polymer has a brush-like structure and can form a stable Nanoparticles can construct a new nanosystem for the clinical treatment of osteosarcoma.

Description

technical field [0001] The invention relates to the field of biomedical materials, in particular to a molecular brush-like polymer with poly-L-glutamate as the main chain and a preparation method and application thereof. Background technique [0002] Osteosarcoma is the most common primary bone tumor in children and adolescents. The traditional clinical treatment options are mainly preoperative chemotherapy, surgical limb salvage and postoperative adjuvant chemotherapy. The 5-year survival rate of patients with the above treatment options is 60%-70%. , the fatality rate caused by lung metastases is 30%-40%. Chemotherapy is one of the main methods of clinical treatment of osteosarcoma. However, osteosarcoma is a highly malignant tumor, and it is easy to develop resistance to various chemotherapy drugs such as cisplatin, doxorubicin, cyclophosphamide, etc. The prognosis of osteosarcoma patients Osteosarcoma survival has not changed over the past 30 years since chemotherapy. ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G81/00A61K31/704A61K41/00A61K47/34A61P35/00
CPCC08G81/00A61K47/34A61K41/0071A61K31/704A61P35/00A61K2300/00
Inventor 王燕杨惠康罗仕永黄智通钟惟德
Owner GUANGZHOU FIRST PEOPLES HOSPITAL (GUANGZHOU DIGESTIVE DISEASE CENT GUANGZHOU FIRST PEOPLES HOSPITAL GUANGZHOU MEDICAL UNIV THE SECOND AFFILIATED HOSPITAL OF SOUTH CHINA UNIV OF TECH)
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