O-carboxymethyl chitosan-stearic acid polymer as well as synthesis method thereof and application of polymer

A technology of carboxymethyl chitosan and stearic acid is applied in the synthesis field of nanometer polymer micelle materials (O-carboxymethyl chitosan-stearic acid polymer), and can solve the problems such as restricting popularization and application. , to achieve the effect of simple and convenient preparation process, uniform distribution and small particle size

Inactive Publication Date: 2015-01-28
SHANDONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Compared with chitin, chitosan whose partial acetyl group has been removed has greatly improved its solubility, but it can only be dissolved in some dilute acidic solutions, which largely limits its popularization and application.
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Method used

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  • O-carboxymethyl chitosan-stearic acid polymer as well as synthesis method thereof and application of polymer
  • O-carboxymethyl chitosan-stearic acid polymer as well as synthesis method thereof and application of polymer
  • O-carboxymethyl chitosan-stearic acid polymer as well as synthesis method thereof and application of polymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] The synthesis of embodiment 1 O-carboxymethyl chitosan-stearic acid polymer

[0033] (1) Weigh 250mg of O-carboxymethyl chitosan and dissolve it in 30mL of distilled water, stir to fully swell and dissolve, then heat to 65°C in a water bath;

[0034] (2) Dissolve 248mg of stearic acid in 20mL of absolute ethanol, then add 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride equivalent to 1.5 times the molar amount of stearic acid Salt and N-hydroxysuccinimide equivalent to 1.5 times the molar amount of stearic acid, heated to 65°C to dissolve completely;

[0035] (3) Add the transparent solution obtained in the above step (2) dropwise into the aqueous solution of O-carboxymethyl chitosan in step (1) under strong stirring, react at 65°C for 5 hours, dialyze with distilled water for 3 days, and then freeze-drying, and washing the dried product with absolute ethanol to obtain O-carboxymethyl chitosan-stearic acid polymer.

[0036] Gained O-carboxymethyl chitosan-s...

Embodiment 2

[0037] The synthesis of embodiment 2 O-carboxymethyl chitosan-stearic acid polymer

[0038] (1) Weigh 250mg of O-carboxymethyl chitosan and dissolve it in 30mL of distilled water, stir to fully swell and dissolve, then heat to 65°C in a water bath;

[0039](2) Dissolve 330mg of stearic acid in 20mL of absolute ethanol, then add 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride equivalent to 1.5 times the molar amount of stearic acid Salt and N-hydroxysuccinimide equivalent to 1.5 times the molar amount of stearic acid, heated to 65°C to dissolve completely;

[0040] (3) Add the transparent solution obtained in the above step (2) dropwise into the aqueous solution of O-carboxymethyl chitosan in step (1) under strong stirring, react at 65°C for 5 hours, dialyze with distilled water for 3 days, and then freeze-drying, and washing the dried product with absolute ethanol to obtain O-carboxymethyl chitosan-stearic acid polymer.

Embodiment 3

[0041] The synthesis of embodiment 3 O-carboxymethyl chitosan-stearic acid polymer

[0042] (1) Weigh 250mg of O-carboxymethyl chitosan and dissolve it in 30mL of distilled water, stir to fully swell and dissolve, then heat to 65°C in a water bath;

[0043] (2) Dissolve 130mg of stearic acid in 20mL of absolute ethanol, then add 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride equivalent to 1.5 times the molar amount of stearic acid Salt and N-hydroxysuccinimide equivalent to 1.5 times the molar amount of stearic acid, heated to 65°C to dissolve completely;

[0044] (3) Add the transparent solution obtained in the above step (2) dropwise into the aqueous solution of O-carboxymethyl chitosan in step (1) under strong stirring, react at 65°C for 5 hours, dialyze with distilled water for 3 days, and then freeze-drying, and washing the dried product with absolute ethanol to obtain O-carboxymethyl chitosan-stearic acid polymer.

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Abstract

The invention discloses an O-carboxymethyl chitosan-stearic acid polymer. The structural formula of the polymer is as follows: R1=CH2COOH or H, R2=COCH3 or H, wherein X and Y respectively represent the polymerization degree, the molecular weight of the O-carboxymethyl chitosan is 10kD-400kD, the carboxylation degree is larger than or equal to 60%, the deacetylation degree is larger than or equal to 75%, and the free amino on the O-carboxymethyl chitosan is substituted by stearic acid, and the substitution degree is 1%-50%. The O-carboxymethyl chitosan-stearic acid polymer can be taken as a carrier of an insoluble antitumor medicament to prepare a nano polymer micelle preparation. The O-carboxymethyl chitosan-stearic acid polymer disclosed by the invention is good in biocompatibility and biodegradability and free from immunogenicity, various raw materials are low in price and easy to obtain, preparation technology is simple and convenient and conditions are mild, thus the O-carboxymethyl chitosan-stearic acid polymer is a good antitumor medicament carrier, the prepared medicament-supported nano-micelle overcomes the defect that the insoluble antitumor medicament is hardly dissolved in water, and the solubility of the insoluble antitumor medicament can be greatly improved.

Description

technical field [0001] The present invention relates to the synthesis of a nanometer polymer micelle material (O-carboxymethyl chitosan-stearic acid polymer), and also relates to the use of the O-carboxymethyl chitosan-stearic acid polymer as a material The invention relates to an application method for preparing nano-preparation of anti-tumor drugs, which belongs to the field of biomedical materials and nano-technology. Background technique [0002] In recent years, the morbidity and mortality of malignant tumors have been increasing year by year, becoming one of the main reasons that endanger human life and quality of life today, especially liver cancer and lung cancer. killer. According to the third national cause of death survey in April 2008, the cancer death rate among urban and rural residents in China has increased by more than 80% in the past 30 years, and one person in every four to five deaths in China dies from cancer. China dies from cancer every year The tota...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08B37/08A61K47/36A61K9/14A61K31/337A61P35/00A61P35/02
Inventor 张典瑞郭和坚李彩云贾乐姣刘光璞郝蕾蕾郑丹丹田晓娜沈婧祎
Owner SHANDONG UNIV
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