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Ph-reducing double-responsive polymer embolic agent for catheter-free embolization of tumors and its synthesis

An embolic agent and polymer technology, which is applied in the field of polymer embolizing agent for catheterless embolization of tumors with pH-reduction dual response and its synthesis, and can solve the problems of intraductal gelation and the like

Active Publication Date: 2022-04-29
NORTHWEST NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Some intelligent polymer embolic agents that can be gelled in situ, represented by temperature-sensitive polymers, have unique advantages, such as complete embolization of blood vessels of different thicknesses, etc. Gelation and other issues

Method used

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  • Ph-reducing double-responsive polymer embolic agent for catheter-free embolization of tumors and its synthesis
  • Ph-reducing double-responsive polymer embolic agent for catheter-free embolization of tumors and its synthesis
  • Ph-reducing double-responsive polymer embolic agent for catheter-free embolization of tumors and its synthesis

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0052] Add 1g of newly prepared L-threonine NCA to a 50mL three-necked flask, dissolve in 3mL redistilled 1,4-dioxane, and 2 Add 2.835 mg of piperazine under protective conditions to carry out the polymerization reaction. After the polymerization reaction is completed, add ethanol to obtain a white precipitate, centrifuge, and wash the white precipitate with ethanol and ether for 2 to 3 times, and dry it in vacuum at 40°C for 24 hours. White poly (L-threonine) (PLGThr) was obtained. Add 0.4 g of PLGThr to a 50 mL three-necked flask, suspend it in 2 mL of 1,4-dioxane, and 2 Added newly prepared L-glutamic acid-5-benzyl ester-NCA (BLG-NCA) and L-cysteine ​​NCA (LCys-NCA) under protective conditions, reacted for 72 hours, and precipitated with absolute ethanol to obtain a white solid as poly (L-glutamic acid-5-benzyl ester-L-cysteine)-poly(L-threonine)-poly(L-glutamic acid-5-benzyl ester-L-cysteine)( P(BLG-LCys)-PLGThr-P(BLG-LCys)), filtered, and then added to a round-bottomed ...

Embodiment 2

[0060] Add 0.8g of fresh L-threonine NCA to a 50mL three-necked flask, dissolve it with 3mL redistilled 1,4-dioxane, and 2 Add 0.42 mL of 1,4-cyclohexanediamine in 1,4-dioxane solution with a mass volume concentration of 5.4 mg / mL under protective conditions, react at room temperature for 48 hours, add ethanol to obtain a white precipitate, centrifuge, wash with ethanol, ether After washing 2-3 times, vacuum drying at 40°C for 24 h, the white poly(L-threonine) (PLGTHr) was obtained; 0.4 g of PLGThr was added to a 50 mL three-necked flask, and suspended in 2 mL of 1, 4-dioxane, in N 2 Add 0.35g of fresh L-glutamic acid-5-benzyl ester-NCA (BLG-NCA) and 0.28g of L-tyrosine NCA (LTyr-NCA) under protective conditions, react at 35°C for 48 h, and use anhydrous Ethanol precipitation, the solid white obtained is poly(L-glutamic acid-5-benzyl ester-L-tyrosine)-poly(L-threonine)-poly(L-glutamic acid-5-benzyl ester- L-Tyrosine) (P(BLG-LTyr)-PLGThr-P(BLG-LTyr)), filtered, and then added...

Embodiment 3

[0065] Add 2mL of triethylamine and 1,4-dioxane mixed solution in 50mL three-necked flask, the volume ratio of triethylamine and 1,4-dioxane in this mixed solution is 25: 1, in N 2 Add 0.35g of newly prepared L-glutamic acid-5-benzyl ester-NCA (BLG-NCA) and 0.20g of L-cysteine ​​NCA (LCys-NCA) under protective conditions, react at 35°C for 48 h, and use Precipitate with water and ethanol, the obtained white solid is poly(L-glutamic acid-5-benzyl ester-L-cysteine) [P(BLG-LCys)], wash with ethanol and ether three times respectively, and CIA at 40°C Vacuum dried for 24h. Add 0.5g of P(BLG-LCys) into a 50 mL three-neck flask filled with 5 mL of DMF, dissolve it, and 2 Add 0.25g polyethylene glycol 1000 and 2mL hydrogen bromide aqueous solution under protective conditions, and reflux at 80°C for 8h; add hydrochloric acid aqueous solution with a pH value of 2 to obtain a large amount of white precipitate, filter, and then add 30 mL of the mixed solution to the round bottom In the ...

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Abstract

The invention discloses a pH-reduction dual-response macromolecule embolic agent for catheter-free embolization of tumors and its synthesis. The embolic agent is a linear tri-block polymer; The monomer unit of the side group and the monomer unit with the side group of the mercapto group are copolymerized, or the monomer unit with the side group of the carboxyl group in the same structure, the monomer unit with the side group of the mercapto group and the monomer unit with the phenolic hydroxyl group The monomer units of side groups are copolymerized. Then use an oxidant to oxidize the polymer and the water-soluble small molecule containing mercapto to form a disulfide bond; B is a hydrophilic polymer segment. The initiator initiates the polymerization of the monomer into a pH-responsive adjustable polymer; the oxidation reaction constructs a "disulfide bond" with a reduction response; the synthesis of a pH-reduction dual-response polymer embolic agent for tumor catheter-free embolization. The embolic agent can undergo gelation transformation in response to the reducing and slightly acidic microenvironment of the tumor, thereby realizing the vascular embolization effect on the tumor.

Description

technical field [0001] The invention belongs to the technical field of biomedical embolic agents, and relates to a pH-reduction dual response polymer embolic agent for catheter-free embolization of tumors and a synthesis method thereof. Background technique [0002] With the continuous development of technology and medical technology, great progress has been made in the development of medical methods and drugs for tumor treatment, but tumor is still one of the diseases with the highest morbidity and mortality in the world. Tumor treatment methods in the prior art, such as chemoradiotherapy or surgical treatment, often have many disadvantages such as damage to normal tissues, difficulty in completely removing tumor tissues, or other side effects and complications. Therefore, highly selective and precise treatment methods aimed at the special microenvironment of tumors have emerged rapidly in recent years. Transcatheter Arterial Embolization (TAE) is a new method of clinical ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G69/42C08G69/10C08G69/44C08F8/34C08F293/00C08F220/04A61L24/04A61L24/00
CPCC08G69/42C08G69/10C08G69/44C08F8/34C08F293/005C08F220/04A61L24/046A61L24/0015A61L2400/06C08L77/04C08L53/00
Inventor 路德待陈正鹏于莉莉陈铭枢李芸菲
Owner NORTHWEST NORMAL UNIVERSITY
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