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Paramagnetism metal complex magnetic resonance imaging contrast agent containing asparaginic acid-glucan and preparation method of contrast agent

A technology of aspartic acid and paramagnetic metals, which is applied in the preparation of X-ray contrast agents, echo/ultrasonic imaging agents, preparations for in vivo tests, etc., can solve the problems of low relaxation efficiency of contrast agents, and achieve improved water solubility. properties, high relaxation efficiency, and improved safety

Active Publication Date: 2014-11-12
CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The purpose of the present invention is to solve the problem of low relaxation efficiency of contrast agents in the prior art, and provide a high relaxation efficiency, bifunctional paramagnetic metal complex containing aspartic acid-dextran for magnetic resonance imaging Contrast agent and its preparation method

Method used

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  • Paramagnetism metal complex magnetic resonance imaging contrast agent containing asparaginic acid-glucan and preparation method of contrast agent

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preparation example Construction

[0037] The preparation method of the paramagnetic metal complex magnetic resonance imaging contrast agent containing aspartic acid-dextran of the present invention, the preparation method specifically comprises the following steps:

[0038] (1) Dissolve dextran in sodium hydroxide solution at a temperature of 0~4°C, then add monochloroacetic acid, the mass ratio of monochloroacetic acid to dextran is 1.5:1, and stir for 1~3 hours, Obtain carboxymethylated dextran;

[0039] (2) Dissolve the carboxymethylated dextran synthesized in (1) in water at room temperature, adjust the pH of the solution to 3.0~4.5 with hydrochloric acid, add 2-ethoxy-1-ethoxycarbonyl- 1,2-dihydroquinoline (EEDQ), the mass ratio of EEDQ and carboxymethylated dextran is 1.1:2, add ethylenediamine, the mass of ethylenediamine and carboxymethylated dextran The ratio is 5:1, and after fully reacting, aminated dextran is obtained;

[0040] (3) Dissolve 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid...

Embodiment 1

[0045] Aspartic acid-dextran-containing 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid macromolecular gadolinium paramagnetic metal complex contrast agent for magnetic resonance imaging preparation

[0046] (1) Dissolve dextran in 6mol / L sodium hydroxide solution at 0 °C, stir well, add isopropanol drop by drop, stir for 30 minutes, add monochloroacetic acid, monochloroacetic acid and dextran The mass ratio was 1.5:1, the temperature was raised to 60°C and stirred for 1 hour, precipitated with methanol, filtered, dialyzed, and freeze-dried to obtain carboxymethylated dextran;

[0047] (2) Dissolve the carboxymethylated dextran synthesized in (1) in water at room temperature, adjust the pH of the solution to 3.0 with 1mol / L hydrochloric acid, add EEDQ solution dropwise, EEDQ and carboxymethylated The mass ratio of dextran is 1.1:2, after stirring evenly, add ethylenediamine, the mass ratio of ethylenediamine and carboxymethylated dextran is 5:1, react for 4 hours, an...

Embodiment 2

[0053] Aspartic acid-dextran-containing 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid macromolecular gadolinium paramagnetic metal complex contrast agent for magnetic resonance imaging preparation

[0054] (1) Dissolve dextran in 6mol / L sodium hydroxide solution at 4°C, stir well, add isopropanol drop by drop, stir for 30 minutes, add monochloroacetic acid, monochloroacetic acid and dextran The mass ratio is 1.5:1, raise the temperature to stir for 2 hours, precipitate with methanol, filter, dialyze, and freeze-dry to obtain carboxymethylated dextran;

[0055] (2) Dissolve the carboxymethylated dextran synthesized in (1) in water at room temperature, adjust the pH of the solution to 4.5 with 1mol / L hydrochloric acid, add EEDQ solution dropwise, EEDQ and carboxymethylated The mass ratio of dextran is 1.1:2, after stirring evenly, add ethylenediamine, the mass ratio of ethylenediamine and carboxymethylated dextran is 5:1, react for 4 hours, and the product is precipi...

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Abstract

The invention provides a paramagnetism metal complex magnetic resonance imaging contrast agent containing asparaginic acid-glucan and a preparation method of the contrast agent, to solve the problem that in the prior art the contrast agent is low in relaxation rate. According to the contrast agent, the glucan is used as a carrier; asparaginic acid is connected with 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA), and is further subjected to coordination with the paramagnetism metal ions in a mole ratio of 1:1 so as to obtain the complex. According to the preparation method of the paramagnetism metal complex magnetic resonance imaging contrast agent containing the asparaginic acid-glucan, the contrast agent with relatively higher relaxation efficiency is obtained by controlling the dosage ratio of reaction raw materials, the pH value of solution, the reaction temperature and the reaction time. The contrast agent can be used for magnetic resonance imaging; after the contrast agent imaging is accomplished, the asparaginic acid carried in the contrast agent has protection function on hearts, and therefore the contrast agent is an imaging contrast agent with double functions.

Description

technical field [0001] The invention relates to a magnetic resonance imaging contrast agent, in particular to a paramagnetic metal complex magnetic resonance imaging contrast agent containing aspartic acid-dextran and a preparation method thereof. Background technique [0002] Magnetic resonance imaging (Magnetic Resonance Imaging, MRI) technology can image organisms from various angles, has very high temporal resolution and spatial resolution, and can present complete and clear anatomical images, and has been widely used in clinical diagnosis . At present, magnetic resonance imaging technology has become the most powerful medical diagnosis method. Magnetic resonance imaging contrast agents are a class of compounds used to enhance contrast and improve image contrast, and are a class of diagnostic drugs. Currently, more than 30% of medical diagnoses require the use of MRI contrast agents. MRI contrast agents that have been used clinically include Magnevist (Gd-DTPA), Dotar...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K49/12A61K49/04A61K49/22A61K51/06C08B37/02
Inventor 李晓晶肖研潘洪凯薛蓉裴奉奎廖沛球张盼盼
Owner CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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