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A kind of polydiselenium carbonate polymer, preparation method and application thereof

A technology of carbonate polymers and carbonates, which is applied in the direction of drug combinations, pharmaceutical formulations, medical preparations of non-active ingredients, etc., can solve the problems of uncontrollable structure of selenium-containing polymers, difficult biodegradation, and limited applications, etc., to achieve Reduce the body's drug resistance, controllable structure, single ingredient effect

Active Publication Date: 2020-12-18
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In recent years, selenium-containing polymers have made great progress, and a series of new drug carrier systems have been prepared by utilizing the sensitive redox responsiveness of selenium. However, the reported selenium-containing polymers have problems such as uncontrollable structure and difficult biodegradation. , which limits its application in the biomedical field, and there are few literatures focusing on whether the selenium-containing polymer itself has anti-tumor effect

Method used

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  • A kind of polydiselenium carbonate polymer, preparation method and application thereof
  • A kind of polydiselenium carbonate polymer, preparation method and application thereof
  • A kind of polydiselenium carbonate polymer, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Synthesis of polydiselenium carbonate polymer PSeSeTMC839:

[0041]

[0042] Under argon protection, polyethylene glycol monomethyl ether MPEG (M n =2000, 100mg, 0.05mmol), macrocyclic bis-selenocarbonate monomer M SeSe (280mg, 0.5mmol) and trimethylene carbonate monomer TMC (202mg, 2.0mmol) were quickly added to the polymerization bottle that had been pumped and roasted three times in advance, and after vacuuming for 3 hours, 48mg of Novozym435 enzyme and 3.8mL of dry toluene were added. Reaction at 70°C for 72h. After the reaction, add 4 to 8 mL of dichloromethane to dissolve, filter to remove the enzyme, and settle with about 100 mL of ice anhydrous ether to obtain a yellow polymer that is vacuum-dried to constant weight to obtain a polydiselenium carbonate polymer PSeSeTMC839 with a P of 45 , m is 8, n is 39. 1 H NMR (400MHz, CDCl 3 ):δ4.42(-OCOOCH 2 ), 4.24 (-OCOO CH 2 CH 2 Se), 3.16 (CH 2 CH 2 Se), 2.05 (-OCOOCH 2 CH 2 ), 3.65 and 3.38 are MPEG repea...

Embodiment 2

[0047] Synthesis of polydiselenium carbonate polymer PSeSeTMC646:

[0048]

[0049] Under argon protection, polyethylene glycol monomethyl ether MPEG (M n =2000, 100mg, 0.05mmol), macrocyclic bis-selenocarbonate monomer M SeSe (224mg, 0.4mmol) and trimethylene carbonate monomer TMC (255mg, 2.5mmol) were quickly added to the polymerization bottle that had been pumped and baked three times in advance, and after vacuuming for 3 hours, 48mg of Novozym435 enzyme and 3.8mL of dry toluene were added. Reaction at 70°C for 72h. After the reaction, add 4-8 mL of dichloromethane to dissolve, remove the enzyme by filtration, and settle with about 100 mL of ice anhydrous ether to obtain a yellow polymer that is vacuum-dried to constant weight to obtain a polydiselenium carbonate polymer PSeSeTMC646 with a P of 45 , m is 6, n is 46. 1 H NMR (400MHz, CDCl 3 ):δ4.42(-OCOOCH 2 ), 4.24 (-OCOO CH 2 CH 2 Se), 3.16 (CH 2 CH 2 Se), 2.05 (-OCOOCH 2 CH 2 ), 3.65 and 3.38 are MPEG repeat...

Embodiment 3

[0051] Synthesis of polydiselenium carbonate polymer PSeSeTMC459:

[0052]

[0053] Under argon protection, polyethylene glycol monomethyl ether MPEG (M n =2000, 100mg, 0.05mmol), macrocyclic bis-selenocarbonate monomer M SeSe (140mg, 0.25mmol) and trimethylene carbonate monomer TMC (306mg, 3mmol) were quickly added to the polymerization bottle that had been pumped and roasted three times in advance, and after vacuuming for 3h, 45mg of Novozym435 enzyme and 3.6mL of dry toluene were added, at 70 Reaction at ℃ for 72h. After the reaction, add 4-8 mL of dichloromethane to dissolve, filter to remove the enzyme, and settle with about 100 mL of ice anhydrous ether to obtain a yellow polymer that is vacuum-dried to constant weight to obtain a polydiselenium carbonate polymer PSeSeTMC459 with a P of 45 , m is 4, n is 59. 1 H NMR (400MHz, CDCl 3 ):δ4.41(-OCOOCH 2 ), 4.24 (-OCOO CH 2 CH 2 Se), 3.16 (CH 2 CH 2 Se), 2.05 (-OCOOCH 2 CH 2 ), 3.65 and 3.37 are MPEG repeat unit...

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Abstract

The invention discloses a polydiselenium carbonate polymer and an application thereof. Repeat units of the polymer are as shown in the specification, wherein P is an integer from 20 to 450, m is an integer from 1 to 40, and n is an integer from 10 to 200. Polyethylene glycol monomethyl ether of a hydrophilic section initiates ring-opening polymerization between diselenium macrocyclic carbonate andtrimethylene carbonate to obtain polydiselenium carbonate. The polymer can serve as an anti-tumor medicine. The polydiselenium carbonate is controllable in structure, selenium content and anti-tumoractivity are adjustable, polymer nano-particles directly serve as medicines to be used, and the polymer is single in component and simple to prepare and avoids the problems of poor stability, complicated process and the like when the medicines are entrapped by common medicine carriers.

Description

technical field [0001] The invention belongs to the technical field of polymer materials, and in particular relates to a polydiselenium carbonate polymer, a preparation method and an application thereof. Background technique [0002] In the 21st century, cancer has become the second largest killer of humans after cardiovascular disease. According to the China Cancer Registry Annual Report, based on the average life expectancy of 74 years, the probability of a person suffering from cancer in their lifetime is 22%. Chemotherapy is still an important method of cancer treatment at present, and common chemotherapeutic drugs such as adriamycin, paclitaxel, 5-fluorouracil and platinum drugs have been widely used in clinic. However, the lack of selectivity of chemotherapy drugs greatly affects the therapeutic effect and brings great pain to patients. Moreover, most small-molecule drugs are insoluble in blood and are difficult to deliver in the body. Only a very small amount of ant...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G64/30C08J3/12A61K9/19A61K47/34A61P35/00C08L69/00
Inventor 郎美东魏超
Owner EAST CHINA UNIV OF SCI & TECH
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