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Polyester amide based on inositol and arginine as well as preparation method and application of polyester amide

A technology of polyester amide and arginine, which is applied in the field of polyester amide and its preparation based on inositol and arginine, which can solve the problems of fixed molecular structure and insufficient mechanical properties, and achieve reduced cytotoxicity and excellent biological safety and biodegradability effects

Active Publication Date: 2021-04-16
SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004]However, the current α-amino acid-based polyester amides are all linear structures. Although the material properties can be optimized by adjusting the monomer formula, the mechanical properties still exist. Certain deficiencies
The molecular structure is relatively fixed, which also brings great challenges to the introduction of functional groups in the later stage

Method used

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  • Polyester amide based on inositol and arginine as well as preparation method and application of polyester amide
  • Polyester amide based on inositol and arginine as well as preparation method and application of polyester amide
  • Polyester amide based on inositol and arginine as well as preparation method and application of polyester amide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0069] Embodiment 1: Synthesis of amino acid-based branched polyester amide (BPEA-3) based on inositol:

[0070] The present invention provides a kind of synthetic method based on the polyester amide polymer of inositol and arginine, and the steps are as follows:

[0071] (1) Synthesis of Arg-6 monomer

[0072]The synthesis route of Arg-6 monomer is as follows: arginine (0.04mol), 1,6-hexanediol (0.02mol) and p-toluenesulfonic acid monohydrate (0.082mol) were dispersed in 300mL toluene. With constant stirring, the esterification reaction was carried out at 130° C. for 24 hours to generate the monomer Arg-6. At the same time, the generated water is removed through the water separator. After the esterification reaction was completely completed, the reaction system naturally dropped to room temperature. The solvent toluene in the system was removed. Then add isopropanol to the product, heat up and stir until it dissolves, then cool down and settle in the refrigerator. The m...

Embodiment 2

[0081] Embodiment 2: Synthesis of amino acid-based branched polyester amide (BPEA-4) based on inositol:

[0082] The present invention provides a kind of synthetic method based on the polyester amide polymer of inositol and arginine, and the steps are as follows:

[0083] (1) Synthesis of Arg-8 monomer

[0084] The synthesis route of Arg-8 monomer is as follows: arginine (0.04mol), 1,6-octanediol (0.02mol) and p-toluenesulfonic acid monohydrate (0.082mol) were dispersed in 300mL toluene. With constant stirring, the esterification reaction was carried out at 130°C for 24 hours to generate the monomer Arg-8. At the same time, the generated water is removed through the water separator. After the esterification reaction was completely completed, the reaction system naturally dropped to room temperature. The solvent toluene in the system was removed. Then add isopropanol to the product, heat up and stir until it dissolves, then cool down and settle in the refrigerator. The mo...

Embodiment 4

[0101] Embodiment 4: the preparation method of the polyester amide nanoparticles loaded with vitamin E and its antioxidant capacity test:

[0102] We used the amino acid-based branched polyester amide BPEA synthesized in Example 1 to construct nanocarriers of vitamin E (VE, a widely used commercial antioxidant) to obtain BPEA@VE NPs. The process of preparing BPEA@VENPs by nanoprecipitation method is as follows: First, BPEA (5 mg) and DSPE-PEG2000 (1 mg) and a certain amount of vitamin E (1 mg, 2 mg, 4 mg) were dissolved in 0.5 mL DMSO middle. Then, the above mixed solution was added dropwise to 9.5 mL of stirred deionized water. In this process, hydrophobic vitamin E was loaded into BPEA nanocarriers by nanoprecipitation method to obtain BPEA@VE NPs. The medium in the BPEA@VE NPs solution was removed from the organic solvent dimethyl sulfoxide with PBS (pH 7.4) using an ultrafiltration tube. The above samples containing different vitamin E ratios were labeled as BPEA@VE1 NP...

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Abstract

The invention discloses polyester amide based on inositol and arginine as well as a preparation method and application thereof, and belongs to the technical field of biomedical materials. Polyester amide is synthesized by using arginine, phenyl alanine and inositol as synthesis raw materials and adopting a solution polymerization method. By introducing inositol, not only can the cytotoxicity of the carrier be reduced, but also six hydroxyl groups can be used for constructing polyester amide with more molecular structures. Through the synergistic effect of arginine, phenyl alanine and inositol, the hydrophilic property, hydrophobic property and solubility of the branched polyester amide can be well controlled. The polyester amide is used as a drug delivery carrier and can be self-assembled into a stable nano system with uniform particle size through a nano precipitation method. The nano system is safe, non-toxic and good in bio-compatibility, a degradation product is amino acid, and the nano system has excellent bio-compatibility, can be used for loading anti-tumor drugs, hydrophobic antioxidants and water-soluble protein drugs, and has great application potential in the field of biological medicine.

Description

technical field [0001] The invention relates to the technical field of biomedical materials, in particular to a polyester amide based on inositol and arginine and its preparation method and application. Background technique [0002] Since the 1960s, biodegradable synthetic polymers have become a very important class of materials in the field of biomedicine. These materials include poly alpha hydroxy acids, poly alpha amino acids. Polyhydroxyacids are a class of polymer materials with good biodegradability and biocompatibility, and have been used in many aspects of the biomedical field. Aliphatic polyesters are by far the most important commercially available poly alpha hydroxy acid materials. Among them, polyglycolic acid (PGA), polylactic acid (PLA) and their copolymers (PLGA) are the most widely used in biomedicine. Absorbable surgical sutures are an outstanding representative, which can be degraded by endogenous esterases after implantation in the body. However, commo...

Claims

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Application Information

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IPC IPC(8): C08G69/44A61K47/34A61K45/00A61K9/51
CPCY02P20/55
Inventor 吴钧袁奇娟
Owner SUN YAT SEN UNIV
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