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A class of polymers with anticancer properties and their preparation methods and applications

Inactive Publication Date: 2021-06-11
JINAN UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, a class of responsive polymers prepared by Michael addition that can consume a large amount of intracellular GSH have not been reported as potential anticancer drugs in the field of biomedical engineering materials

Method used

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  • A class of polymers with anticancer properties and their preparation methods and applications
  • A class of polymers with anticancer properties and their preparation methods and applications
  • A class of polymers with anticancer properties and their preparation methods and applications

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Example 1: Synthesis of N-aminoethylpiperazine-terminated hyperbranched polyamidoamines (PAAs)

[0041] Dissolve anhydrous calcium chloride in methanol and pure water respectively, add methanol solution and aqueous solution of anhydrous calcium chloride to N,N'-bis(acryloyl)cystamine (CBA) successively, and then add N-ammonia Ethylpiperazine, condensed and refluxed at 40°C for 6 hours, magnetically stirred during the reaction, the rotation speed was 300rpm, and finally N-aminoethylpiperazine was added to block for 6 hours, the pH value was adjusted to 4, and a dialysis bag with a molecular weight cut-off of 500 was used Dialyzed for 3 days and freeze-dried to obtain N-aminoethylpiperazine-terminated hyperbranched polyamidoamines (PAAs).

[0042] The molar ratio of N,N'-bis(acryloyl)cystamine (CBA) to N-aminoethylpiperazine and anhydrous calcium chloride is 1:0.8:1.8; the N -The molar ratio of aminoethylpiperazine to N,N'-bis(acryloyl)cystamine (CBA) is 0.9:1; the amoun...

Embodiment 2

[0043] Example 2: Synthesis of N-aminoethylpiperazine-terminated hyperbranched polyamidoamines (PAAs)

[0044] Dissolve anhydrous calcium chloride in methanol and pure water respectively, add methanol solution and aqueous solution of anhydrous calcium chloride to N,N'-bis(acryloyl)cystamine (CBA) successively, and then add lysine , condensed and refluxed at 50°C for 12 hours, magnetically stirred during the reaction, and the rotation speed was 600rpm, and finally N-aminoethylpiperazine was added to block for 8 hours, the pH value was adjusted to 5, and a dialysis bag with a molecular weight cut-off of 500 was used for dialysis for 3 days. Freeze-dry to obtain N-aminoethylpiperazine-terminated hyperbranched polyamidoamines (PAAs).

[0045] The molar ratio of N,N'-bis(acryloyl)cystamine (CBA) to lysine and anhydrous calcium chloride is 1:1:2.2; the N-aminoethyl group added during capping The molar ratio of piperazine to N,N'-bis(acryloyl)cystamine (CBA) is 1.1:1; the amount of ...

Embodiment 3

[0046] Example 3: Synthesis of N-aminoethylpiperazine-terminated hyperbranched polyamidoamines (PAAs)

[0047] Dissolve anhydrous calcium chloride in methanol and pure water respectively, add methanol solution and aqueous solution of anhydrous calcium chloride to N,N'-bis(acryloyl)cystamine (CBA) in turn, and then add PEI-600 , condensed and refluxed at 50°C for 24 hours, magnetically stirred at 600 rpm during the reaction, and finally N-aminoethylpiperazine was added to block for 8 hours, and the pH value was adjusted to 6. Dialysis was performed for 3 days using a dialysis bag with a molecular weight cut-off of 1000, and then frozen After drying, N-aminoethylpiperazine-terminated hyperbranched polyamidoamines (PAAs) are obtained.

[0048] The molar ratio of N,N'-bis(acryloyl)cystamine (CBA) to PEI-600 and anhydrous calcium chloride is 1:1:2.2; the N-aminoethyl group added during capping The molar ratio of piperazine to N,N'-bis(acryloyl)cystamine (CBA) is 1.1:1; the amount of...

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Abstract

The invention discloses a class of polymers with anticancer properties, a preparation method and application thereof, and belongs to the field of biomedical engineering materials. The invention obtains the hyperbranched polyamidoamine containing disulfide bond through Michael addition reaction; then utilizes its inherent pharmacological activity to inhibit the growth of tumor tissue cells, and has no side effect on normal tissue cells. The preparation method of the invention is mild, easy to operate, less by-products and easy to separate and purify the product, which is beneficial to the biocompatibility of the material. The composition of the material of the invention is simple, the raw materials are easy to obtain, and the biocompatibility is good. When used alone as a potential antitumor drug, it has obvious curative effect and does not need to be additionally loaded with drugs; It provides support for the application of materials and is expected to be widely used in the field of biomedical engineering materials.

Description

technical field [0001] The invention belongs to the field of biomedical engineering materials, and in particular relates to a class of polymers with anticancer properties and their preparation methods and applications. Background technique [0002] For a long time, although new cancer therapies have been emerging, chemotherapy is still the main method of cancer treatment. However, the fatal flaw of chemotherapy is its indiscriminate killing effect, that is, when it kills tumor cells, the cells of normal tissues will also be damaged to varying degrees. In recent years, some artificially synthesized polymers have been found to have intrinsic pharmacological activity and have almost no side effects on normal tissues, so this type of polymer is considered as a new type of drug for the treatment of cancer. [0003] Shao et al. synthesized a class of polythiourea dendrimers that were nontoxic to both normal and tumor cells in vitro. However, it can effectively inhibit tumor angi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G83/00C08G73/02
CPCC08G73/028C08G83/005
Inventor 马栋唐侨薛巍
Owner JINAN UNIVERSITY