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Magnetic resonance imaging contrast using arabinogalactan as carrier

A technology of arabinogalactan and magnetic resonance imaging, which is applied in preparations for in vivo tests and pharmaceutical formulations, can solve problems such as increased toxicity, easy cross-linking, and reduced relaxation efficiency of contrast agents, and achieves improved Effects of imaging contrast, good selectivity, and long-term stable imaging window

Inactive Publication Date: 2007-05-23
CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This contrast agent has high relaxation efficiency and good liver targeting, but it is prone to cross-linking during the synthesis process, and the formed ester bonds are prone to hydrolysis, which leads to a decrease in the relaxation efficiency of the contrast agent and the presence of Breaks down free gadolinium and increases risk of toxicity

Method used

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  • Magnetic resonance imaging contrast using arabinogalactan as carrier
  • Magnetic resonance imaging contrast using arabinogalactan as carrier
  • Magnetic resonance imaging contrast using arabinogalactan as carrier

Examples

Experimental program
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Effect test

Embodiment 1

[0053] Preparation of arabinogalactan by ethylenediamine-modified gadolinium diethylenetriaminepentaacetate complex (Gd-DTPA-CMAGA) contrast agent for magnetic resonance imaging

[0054] a) 1g of DTPA was dissolved in a mixed solution of 4.8ml of acetonitrile and 5.4ml of triethylamine, and the temperature was raised to 55°C. After DTPA was completely dissolved, 0.371g of DCC and 0.207g of HONSu were added at the same time, stirred at room temperature for 1.5h, and filtered to obtain DTPA- ONSu solution.

[0055] b) Dissolve 6g of arabinogalactan in 50ml of 6mol / L NaOH solution at 0°C, then add 12.3g of monochloroacetic acid, stir at 60°C for 50min, precipitate with methanol, filter, and dry in vacuo to obtain carboxymethyl sylated arabinogalactan.

[0056] c) Dissolve 6 g of carboxymethylated arabinogalactan in deionized water, adjust the pH to 3 with 1 mol / L HCl, add 9.3 g of EEDQ methanol solution dropwise, and add 12.5 ml of ethylenediamine dropwise while stirring, Stir ...

Embodiment 2

[0060] Preparation of Arabinogalactan as a Contrast Agent for Magnetic Resonance Imaging via Manganese Diethylenetriaminepentaacetate Complex Modified with Ethylenediamine

[0061] a) Step a) in the same example 1.

[0062] b) Same as step b) in Example 1.

[0063] c) Same as step c) in Example 1.

[0064] d) Same as step d) in Example 1.

[0065] e) Dissolve 0.5g of the DTPA macromolecule ligand modified by arabinogalactan in d in 10ml of deionized water, add 3ml of 0.2mol / L MnCl 2 Solution (more than 20% of the ratio), adjust the pH value to 5.7 with 1mol / L NaOH, stir overnight at room temperature, dialyze, exchange the aqueous solution outside the dialysis bag until its longitudinal relaxation time T 1 More than 3000ms, lyophilized to obtain arabinogalactan modified by ethylenediamine diethylenetriaminepentaacetic acid manganese complex magnetic resonance imaging contrast agent.

Embodiment 3

[0067] Preparation of arabinogalactan as a contrast agent for magnetic resonance imaging via ethylenediamine-modified gadolinium ethylenediaminetetraacetate complexes

[0068] a) Dissolve 0.743g EDTA in a mixed solution of 4.8ml acetonitrile and 5.4ml triethylamine, raise the temperature to 55°C, after EDTA is completely dissolved, add 0.371g DCC and 0.207g HONSu at the same time, stir at room temperature for 1.5h, filter to obtain EDTA- ONSu solution.

[0069] b) Same as step b) in Example 1.

[0070] c) Same as step c) in Example 1.

[0071] d) Dissolve 1 g of the aminated arabinogalactan in c in 25 ml of deionized water, add 10 ml of the EDTA-ONSu solution in step a, adjust the pH to 10 with 6 mol / L NaOH, stir at room temperature for 24 hours, and pump under reduced pressure Acetonitrile was removed, dialyzed for 5 days, the solution in the osmotic bag was rotary evaporated at 55°C to a small volume, and freeze-dried to obtain the arabinogalactan-modified EDTA macromolecu...

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Abstract

The invention relates to a magnetic resonance image contrast agent which uses arabinogalactan as carrier, wherein its production comprises that: using ethylenediamine tetra acetic acid, diethylene triamine pentacetic acid N-butanimide active ester, ethylenediamine tetra acetic acid, or the anhydrides of diethylene triamine pentacetic, via one short connecting arm to react with amination arabinogalactan; forming amido bond to connect ethylenediamine tetra acetic acid or diethylene triamine pentacetic acid to the arabinogalactan, to match magnetic metal ion as manganese, iron or lanthanide rare-earth element, to obtain complex. The invention has significant liver selectivity and low cute toxin. And the inventive contrast agent can be used in magnetic resonance diagnosis, X-ray CT or Y-flash imaging diagnosis.

Description

technical field [0001] The invention relates to a magnetic resonance imaging contrast agent, in particular to a liver-targeting magnetic resonance imaging contrast agent with arabinogalactan as a carrier. Background technique [0002] Magnetic resonance imaging (MRI) is another world-recognized medical achievement after X-ray CT, which has had a huge impact on medical practice. In clinical imaging, more than 35% of diagnoses require the use of contrast agents in order to improve the signal contrast between lesion and normal tissue. Magnetic resonance contrast agents are a class of diagnostic drugs that can shorten imaging time, improve imaging contrast and clarity, and display the functional status of tissues and organs. The contrast agents currently used in clinical magnetic resonance imaging diagnosis are mainly small molecule gadolinium or manganese complexes: Gd-DTPA (Magnevist, Magnevist), Gd-DOTA (Dotarem, Dotalin), Mn-DPDP (Teslascan, Thailand). Leying), Gd-DTPA-BMA...

Claims

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Application Information

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IPC IPC(8): A61K49/10
Inventor 李晓晶李伟生裴奉奎李中峰
Owner CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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