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A kind of phthalocyanine-carboxymethyl chitosan conjugate and its preparation method and application

A technology of carboxymethyl chitosan coupling and carboxymethyl chitosan is applied in the field of phthalocyanine-carboxymethyl chitosan conjugate and its preparation, which can solve few problems and achieve low price and heavy weight. Highly visible, source-rich effects

Active Publication Date: 2021-09-28
FUZHOU UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are few researches on carboxymethyl chitosan as a drug-loading system for photosensitizers with better properties.

Method used

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  • A kind of phthalocyanine-carboxymethyl chitosan conjugate and its preparation method and application
  • A kind of phthalocyanine-carboxymethyl chitosan conjugate and its preparation method and application
  • A kind of phthalocyanine-carboxymethyl chitosan conjugate and its preparation method and application

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Dissolve 13.5 mg of 1-hydroxybenzotriazole (HOBt, 0.1 mmol) in 0.5 mL of dimethylsulfoxide to obtain HOBt solution, 19.2 mg of 1-(3-dimethylaminopropyl)-3-ethyl Carbodiimide hydrochloride (EDCI, 0.1 mmol) was dissolved in 0.5 mL of water to obtain EDCI solution, 7.09 mg of zinc aminophthalocyanine (0.01 mmol) was dissolved in 0.5 mL of dimethyl sulfoxide to obtain phthalocyanine compound solution, spare. Then 175.2 mg carboxymethyl chitosan (MW=50 kDa, 0.7 mmol repeating unit number) was dissolved in 10 mL of 1% hydrochloric acid solution, HOBt solution and EDCI solution were added successively, and stirred at room temperature for 1 h to activate the carboxyl group . The phthalocyanine compound solution was slowly added dropwise to the mixture, and the reaction was stirred overnight at room temperature under the protection of nitrogen. Concentrate to dryness after the reaction, add 150 mL of water to dissolve, use sand core funnel to filter repeatedly 3 times, concent...

Embodiment 2

[0038] The consumption of carboxymethyl chitosan in embodiment 1 is adjusted 250.3mg, makes the mol ratio of its repeating unit number and phthalocyanine be 100:1, all the other steps are with embodiment 1, make phthalocyanine and average molecular weight is 50 kDa The conjugate of carboxymethyl chitosan, the yield is 18.4%, the phthalocyanine content is 0.31%.

[0039] Change the product from -COONa to -COOH, and the corresponding infrared spectrum characteristic peak is: FT-IR (cm -1 ): 3373 (-OH, -NH, -NH 2 ), 2888 (-CH, -CH 2 ), 1727 (-COOH, C=O), 1618 (amide I, C=O), 1320 (C-N, -CH 3 ), 1061 (C-O-C).

Embodiment 3

[0041] The molecular weight of carboxymethyl chitosan in embodiment 1 is adjusted to 170 kDa, and consumption is adjusted to 150.2mg, makes the mol ratio of its repeating unit number and phthalocyanine be 60:1, all the other steps are the same as embodiment 1, make phthalocyanine The yield of the conjugate of cyanine and carboxymethyl chitosan with an average molecular weight of 170kDa is 27.1%, and the content of phthalocyanine is 1.50%.

[0042] Change the product from -COONa to -COOH, and the corresponding infrared spectrum characteristic peak is: FT-IR (cm -1 ): 3362 (-OH, -NH, -NH 2 ), 2890 (-CH, -CH 2 ), 1728 (-COOH, C=O), 1625 (amide I, C=O), 1374 (C-N, -CH 3 ), 1058 (C-O-C).

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PUM

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Abstract

The invention discloses a phthalocyanine-carboxymethyl chitosan conjugate, a preparation method and application thereof, and belongs to the field of medicine preparation. The phthalocyanine-carboxymethyl chitosan conjugate is a conjugate of monosubstituted amino-type zinc phthalocyanine and carboxymethyl chitosan, which has a dual functional group of phthalocyanine and carboxymethyl chitosan, It can be used for photodynamic antibacterial, photodynamic anticancer, photodynamic diagnosis and photodynamic disinfection; at the same time, carboxymethyl chitosan has excellent water solubility and biocompatibility, and can effectively improve the amphiphilicity and biophase of phthalocyanine. Capacitance, and reduce the toxicity of phthalocyanine, improve the clinical application value of phthalocyanine.

Description

technical field [0001] The invention belongs to the field of medicine preparation, and in particular relates to a phthalocyanine-carboxymethyl chitosan conjugate and a preparation method and application thereof. Background technique [0002] Photodynamic therapy (or photodynamic therapy) is essentially the application of photosensitization reactions of photosensitizers (or photosensitizers) in the medical field. Its general action process is that the photosensitizer is injected into the body first, and after a period of time (the drug is relatively enriched in the target body), the target body is irradiated with light of a specific wavelength (the target in the body cavity can be introduced into the light source by means of optical fiber, etc.), so that The photosensitizer enriched in the target body is excited under light irradiation, which produces a series of photophysical and chemical reactions, and produces substances that can destroy the target body (such as bacterial ...

Claims

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Application Information

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IPC IPC(8): C08B37/08A01N43/90A61K31/722A61K41/00A61K47/61A61L2/08A61P9/10A61P17/00A61P27/02A61P31/04A61P31/12A61P35/00A01P1/00
CPCA01N43/90A61K31/722A61K41/0071A61L2/088A61K47/61A61P9/10A61P17/00A61P27/02A61P31/04A61P31/12A61P35/00C08B37/003A61K2300/00
Inventor 黄剑东唐凤翔高芳郑碧远李思聪叶秋梅
Owner FUZHOU UNIVERSITY
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