Preparing method of 1-MT-carboxymethyl chitosan drug

A technology of carboxymethyl chitosan and 1-MT-, which is applied in the field of preparation of 1-MT-carboxymethyl chitosan medicine, can solve the problems of poor immunotherapy effect and achieve improved immunotherapy efficacy, high target tropism, reducing the effect of adverse reactions

Inactive Publication Date: 2019-04-19
WUHAN UNIV OF TECH
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  • Abstract
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  • Claims
  • Application Information

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Problems solved by technology

[0005] In view of this, the present invention aims to propose a preparation method of 1-MT-carboxymethyl chitosan medicine, to solve the poor problem of existing antitumor drug immunotherapy effect

Method used

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  • Preparing method of 1-MT-carboxymethyl chitosan drug
  • Preparing method of 1-MT-carboxymethyl chitosan drug
  • Preparing method of 1-MT-carboxymethyl chitosan drug

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Embodiment 1

[0027] A preparation method of 1-MT-carboxymethyl chitosan medicine, comprising the following steps:

[0028] 1) Dissolve 200 mg of 1-methyl-DL-tryptophan (1-MT) in 20 mL of tetrahydrofuran (THF) and water at a volume ratio of 1:1, then add 250 μL of di-tert-butyl dicarbonate and 288.7 mg of NaHCO 3 , stirred at 0°C for 10 min, then stirred at room temperature for 24 h, and carried out the BOC amino protection reaction. After the BOC amino protection reaction was completed, the THF was evaporated with a rotary evaporator, and the aqueous layer was acidified, extracted with ethyl acetate, and then used Rotary evaporator distilled off ethyl acetate, vacuum dried to obtain intermediate BOC-1-MT linked by amide bond;

[0029] 2) Dissolve the intermediate BOC-1-MT in 10 mL dimethyl sulfoxide (DMSO), and then follow the intermediate BOC-1-MT: 1-(3-dimethylaminopropyl)-3-ethyl carbon Diimine hydrochloride (EDC): N-hydroxysuccinimide (NHS) is 1: 2: 1 molar ratio to add EDC and NHS, c...

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Abstract

The invention provides a preparing method of a 1-MT-carboxymethyl chitosan drug. According to the preparing method, 1-methyl-DL-tryptophan serves as a raw material, firstly, BOC amino protection is conducted on 1-methyl-DL-tryptophan through di-tert-butyl dicarbonate ester, then 1-methyl-DL-tryptophan and carboxymethyl chitosan are subjected to an amide reaction, through water desorption of BOC groups, the BOS groups are removed, and then the 1-MT-carboxymethyl chitosan drug is obtained. The prepared 1-MT-carboxymethyl chitosan drug inhibits the activity of indoleamine 2,3-dioxygenase with thetumor immune escape function, thus immune escape of indoleamine 2,3-dioxygenase is avoided, and then the immunotherapy effect of the antitumor drug is improved.

Description

technical field [0001] The invention relates to the technical field of drug carriers, in particular to a preparation method of 1-MT-carboxymethyl chitosan drug. Background technique [0002] The polymer carrier can not only realize the targeted delivery of anti-tumor drugs, but also realize the controlled release of anti-tumor drugs at the tumor site, and significantly reduce the toxic and side effects of drugs. Chitosan is a widely used drug carrier material, but its application as a drug carrier is limited due to its poor water solubility. Carboxymethyl chitosan is a class of chitin secondary derivatives prepared by carboxymethylation of chitosan. Its water solubility is greatly increased, due to its good biocompatibility and easy biodegradation, and There are more active groups such as carboxyl and amino groups on carboxymethyl chitosan, so that it can be grafted with a variety of drugs, so that it is widely used in the field of drug delivery systems. [0003] Immunothe...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K47/61A61K31/405A61P35/00
CPCA61K31/405A61K47/61A61P35/00
Inventor 邱彤李佳明王耀文张雪琼
Owner WUHAN UNIV OF TECH
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