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Paramagnetic metal complex and synthetic method and application thereof

A technology of paramagnetic metals and complexes, applied in the direction of nuclear magnetic resonance/magnetic resonance imaging contrast agents, etc., can solve the problems of low relaxation efficiency of contrast agents, easy hydrolysis of ester bonds, and easy cross-linking, etc., and achieve the retention time in vivo Short, good imaging effect, long imaging time

Active Publication Date: 2013-03-20
CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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Problems solved by technology

In the past work of this research group (Chemical Journal of Chinese Universities, 2002, 23, 1837. Chinese patent CN1,966,088, A), Gd-DTPA was linked with arabinogalactan through an ester bond, and the formed contrast agent had a relatively high High relaxation efficiency and better liver targeting, but cross-linking is prone to occur during the synthesis process, and the formed ester bond is prone to hydrolysis, resulting in low relaxation efficiency of the contrast agent, and the decomposition of free gadolinium occurs. increased toxicity

Method used

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  • Paramagnetic metal complex and synthetic method and application thereof
  • Paramagnetic metal complex and synthetic method and application thereof
  • Paramagnetic metal complex and synthetic method and application thereof

Examples

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Effect test

Embodiment 1

[0046] Preparation of Arabinogalactan by Ethylenediamine Modified 1,4,7,10-Tetraazacyclododecane-1,4,7,10-Gadolinium Tetraacetate Complex

[0047] (1) Dissolve 6g of arabinogalactan in 50mL of 6mol / L NaOH solution at 0°C, add 13.2g of monochloroacetic acid after stirring for 30 minutes, raise the temperature to 60°C and stir for 1 hour, methanol precipitates , filtered, dialyzed, and freeze-dried to obtain carboxymethylated arabinogalactan;

[0048] (2) Dissolve 6 g of carboxymethylated arabinogalactan in 60 mL of deionized water, adjust the pH to 3 with 1 mol / L HCl, and add 0.3 mol / L (145 mL) of 2-ethoxy-1 -The methanol solution of ethoxycarbonyl-1,2-dihydroquinoline was added dropwise with 16.8g of ethylenediamine under the condition of stirring, stirred at room temperature for 5h, methanol precipitated, filtered, dialyzed, freeze-dried to obtain aminated Arabian hemimilk glycans;

[0049] (3) Dissolve 2g of DOTA in 20mL of deionized water, and add 1g of N-hydroxysulfosucc...

Embodiment 2

[0052] Example 2 Preparation of arabinogalactan by ethylenediamine-modified 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetate gadolinium complex

[0053] (4) Use 1mol·L -1 Adjust pH=7.5 with NaOH;

[0054] (5)MnCl 2 Solution instead of GdCl 3 Solution; All the other are with embodiment 1.

Embodiment 3

[0055] Example 3 Preparation of Arabinogalactan by ethylenediamine-modified 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetate gadolinium complex

[0056] (4) Use 1mol·L -1 Adjust pH=8.0 with NaOH;

[0057] (5) FeCl 3 Solution instead of GdCl 3 Solution; All the other are with embodiment 1.

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Abstract

The invention provides a paramagnetic metal complex and a synthetic method and application thereof. The paramagnetic metal complex is an arabinogalactan-modified 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacethyl paramagnetic metal complex. A magnetic resonance imaging contrast agent prepared from the paramagnetic metal complex has high stability, water solubility and relaxation rate and is targeted to liver and kidney, so that targeted imaging is realized, and the imaging contrast and definition are improved. The paramagnetic metal complex has a good effect on raising the early diagnosis levels of diseases of liver and kidney organs, is about 2 times the relaxation rate of dotarem, has very long targeted radiography imaging time, can be easily prepared into a solution with required concentration for intravenous injection, is suitable for sterilizing and disinfecting with a hot pressing method, can be selectively identified by an asialoglycoprotein receptor on a liver parenchyma surface, and has high selectivity on livers of human beings or other mammals.

Description

technical field [0001] The invention belongs to a paramagnetic metal complex and its synthesis method and application, in particular to a 1,4,7,10-tetraazacyclododecane-1,4,7 modified by arabinogalactan , 10-tetraacetic acid paramagnetic metal complex and its synthesis method and application. Background technique [0002] Magnetic Resonance Imaging (MRI) technology can provide a wealth of information in medical diagnosis and human body function research due to its characteristics and advantages such as high imaging contrast, multi-parameter imaging, non-invasive safety inspection, and arbitrary orientation tomography. , making it gradually become a tool for routine examination, has become one of the important means of clinical diagnosis, and also plays an important role in the emerging discipline of molecular imaging. (Chem. Rev., 1987, 87, 901, Coord. Chem. Rev., 2007, 251, 2428). [0003] Magnetic resonance imaging contrast agents are a class of diagnostic drugs that can...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08B37/00A61K49/06
Inventor 李晓晶肖研廖沛球裴奉奎章文军
Owner CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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