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Poly (gamma-oligomerization ethylene glycol monomethyl ether-L-glutamic acid diethyl ester) - polyamino acid diblock copolymer and preparation method thereof

A technology of oligoethylene glycol and block copolymers, which is applied in the field of biodegradable polymer synthesis to achieve good biocompatibility and biodegradability

Active Publication Date: 2015-07-22
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] However, in the prior art, there is no drug-loaded polyamino acid material formed by copolymerization of poly(γ-oligoethylene glycol monomethyl ether-L-glutamate) and polyamino acid

Method used

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  • Poly (gamma-oligomerization ethylene glycol monomethyl ether-L-glutamic acid diethyl ester) - polyamino acid diblock copolymer and preparation method thereof
  • Poly (gamma-oligomerization ethylene glycol monomethyl ether-L-glutamic acid diethyl ester) - polyamino acid diblock copolymer and preparation method thereof
  • Poly (gamma-oligomerization ethylene glycol monomethyl ether-L-glutamic acid diethyl ester) - polyamino acid diblock copolymer and preparation method thereof

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Experimental program
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Effect test

Embodiment 1

[0056] Preparation of poly(γ-ethylene glycol monomethyl ether-L-glutamate)-poly(γ-benzyl-L-glutamate) diblock copolymers with different number average molecular weights:

[0057] Weighing quality is 0.1156 g (0.0005 mol), 0.2312 g (0.001 mol), 1.1560 g (0.005 mol), 1.1560 g (0.005 mol), 1.1560 g (0.005 mol), 1.1560 g (0.005 mol), 1.1560 g ( 0.005 mol), 2.3120 g (0.01 mol), 4.6240 g (0.02 mol) of γ-ethylene glycol monomethyl ether-L-glutamate-N-inner carboxylic acid anhydride are put into 9 anhydrous reaction bottles, Then add 5 mL of anhydrous N,N-dimethylformamide to dissolve the monomer, respectively add 10.119 mg (0.0001 mol) of n-hexylamine under stirring, react under stirring at 25°C for 72 hours, and then add Masses 1.3162 g (0.005 mol), 1.3162 g (0.005 mol), 1.3162 g (0.005 mol), 5.2648 g (0.02 mol), 2.6324 g (0.01 mol), 0.2632 g (0.001 mol), 0.1316 g (0.0005 mol) , 1.3162 g (0.005 mol), 1.3162 g (0.005 mol) of γ-benzyl-L-glutamic acid ester-N-internal carboxylic acid ...

Embodiment 2

[0062] to combine figure 1 Illustrative Example 2

[0063] Preparation of poly(γ-diethylene glycol monomethyl ether-L-glutamate)-poly(γ-benzyl-L-glutamate) diblock copolymers with different number average molecular weights:

[0064] Weigh 0.1376 g (0.0005 mol), 0.2753 g (0.001 mol), 1.3763 ​​g (0.0005 mol), 1.3763 ​​g (0.0005 mol), 1.3763 ​​g (0.0005 mol), 1.3763 ​​g (0.0005 mol), 1.3763 ​​g (0.005 mol ), 2.7525 g (0.01 mol), 5.5050 g (0.02 mol) of γ-diethylene glycol monomethyl ether-L-glutamic acid ester-N- internal carboxylic acid anhydride, put into 9 anhydrous reaction flasks, Add 5 mL of anhydrous dioxane to dissolve the monomer, add 10.119 mg (0.0001 mol) of n-hexylamine under stirring, react the solution at 25°C for 72 hours, and then add 1.3162 g (0.005 mol), 1.3162 g (0.005 mol), 1.3162 g (0.005 mol), 5.2648 g (0.02 mol), 2.6324 g (0.01 mol), 0.2632 g (0.001 mol), 0.1316 g (0.0005 mol), 1.3162 g (0.005 mol), 1.3162 g (0.005 mol) of γ-benzyl-L-glutamate-N-internal ...

Embodiment 3

[0070] Preparation of poly(γ-triethylene glycol monomethyl ether-L-glutamate)-poly(γ-benzyl-L-glutamate) diblock copolymers with different number average molecular weights:

[0071] Weighing quality is 0.1597 g (0.0005 mol), 0.3193 g (0.001 mol), 1.5966 g (0.005 mol), 1.5966 g (0.005 mol), 1.5966 g (0.005 mol), 1.5966 g (0.005 mol), 1.5966 g ( 0.005 mol), 3.1931 g (0.01 mol), 6.3862 g (0.02 mol) of γ-triethylene glycol monomethyl ether-L-glutamic acid ester-N-internal carboxylic acid anhydride, put into 9 anhydrous reaction flasks 5 mL of anhydrous chloroform was added to dissolve the monomer, and 10.119 mg (0.0001 mol) of n-hexylamine were added under stirring, and the solution was stirred at 25°C for 72 hours, and then 1.3162 g (0.005 mol), 1.3162 g (0.005 mol), 1.3162 g (0.005 mol), 5.2648 g (0.02 mol), 2.6324 g (0.01 mol), 0.2632 g (0.001 mol), 0.1316 g (0.0005 mol), 1.3162 g (0.005 mol), 1.3162 g (0.005 mol) of γ-benzyl-L-glutamate-N-internal carboxylic acid anhydride, c...

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Abstract

The invention provides a poly (gamma-oligomerization ethylene glycol monomethyl ether-L-glutamic acid diethyl ester) - polyamino acid diblock copolymer and a preparation method thereof, and further expands the application of polyamino acid materials to the field of biological medicine. A structural general formula of the diblock polyamino acid is shown in , wherein j is an integer from 1 to 10, m is an integer from 5 to 200, n is an integer from 5 to 200, R1 is an initiator end group, and R2 is an alpha-amino acid side chain group. The invention further provides a preparation method of poly (gamma-oligomerization ethylene glycol monomethyl ether-L-glutamic acid diethyl ester) - polyamino acid. The diblock copolymer not only is simple in preparation process and good in biocompatibility, but also has thermosensitive properties, and can be applied to the field of the biological medicine of targeted medicine delivery and the like.

Description

technical field [0001] The invention relates to a poly(γ-oligoethylene glycol monomethyl ether-L-glutamic acid ester)-polyamino acid diblock copolymer and a preparation method thereof, belonging to the field of biodegradable polymer synthesis. Background technique [0002] In the field of anti-tumor, pure drugs cannot be fully utilized in the body due to their non-targeting effect and short half-life, and they also have strong side effects on the body. Promotional use. In order to solve these problems, researchers have synthesized a large number of biomaterials for drug delivery, and tried to use the EPR effect (high permeability and retention effect of solid tumors) to enrich the drug in the tumor site. However, the enrichment effect of EPR itself is not significant, which requires targeted and intelligent materials to achieve a synergistic effect. Such as adding targeting groups, or modifying polymers to make them responsive to certain microenvironment of the tumor site,...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G69/40C08G69/08A61K47/34
Inventor 丁建勋肖冰庄秀丽陈学思
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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