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Polysaccharide macromolecular paramagnetic metal complex and synthesis method and application thereof

A paramagnetic metal and macromolecular technology, applied in the field of polysaccharide macromolecular paramagnetic metal complexes and their synthesis and application, can solve the problem of no tissue or organ selectivity or targeting, and short retention time of Magnevist And other issues

Inactive Publication Date: 2012-07-04
WUHAN INSTITUTE OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Currently commonly used clinical magnetic resonance imaging contrast agents such as Magnevist (Gd-DTPA) have a short retention time in the body and are not tissue- or organ-selective or targeted

Method used

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  • Polysaccharide macromolecular paramagnetic metal complex and synthesis method and application thereof
  • Polysaccharide macromolecular paramagnetic metal complex and synthesis method and application thereof
  • Polysaccharide macromolecular paramagnetic metal complex and synthesis method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] Dissolve 1.62g of dextran (molecular weight: 20,000) and 5mL of triethylamine in 100mL of dimethyl sulfoxide, slowly add 0.98g of bromoethane containing 1, 4, 7, 10 -Azacyclododecanetetraacetic acid DOTA 30ml dimethyl sulfoxide solution, react at room temperature for 4h, rise to 40°C and continue to react for 48h at room temperature, filter, evaporate part of the solvent under reduced pressure, cool to room temperature, and pour the residual solution under stirring into a mixed solvent of 600mL of absolute ethanol-dehydrated ether, the volume ratio of absolute ethanol: absolute ether is 1:2, a pale yellow precipitate is produced, filtered, drained, and the resulting solid is dissolved in distilled water, and dissolved in absolute ethanol , and can also be reprecipitated with anhydrous ether, the light yellow solid was collected and dried in vacuo to obtain 2.21 g of solid with a yield of 85%. 2.21g of the obtained solid was dissolved in 20mL of twice distilled water, an...

Embodiment 2

[0060] 8.08g of agar (molecular weight is 40,000) and 10mL of triethylamine are dissolved in 200mL of dimethyl sulfoxide, at room temperature, under the condition of magnetic stirring, dropwise add the solution containing 3.84g of p-thiocyanate benzyl-DO3A 60ml dimethyl sulfoxide solution, react at room temperature for 4h, rise to 50°C and continue to react for 48h, filter, evaporate part of the solvent under reduced pressure, cool to room temperature, pour the residual solution into 1000mL of anhydrous ethanol-anhydrous ether mixed solvent under stirring In the method, the volume ratio of absolute ethanol: anhydrous ether is 1:2, a light yellow precipitate is produced, filtered, and drained, and the obtained solid is dissolved in distilled water, reprecipitated with absolute ethanol or anhydrous ether, and collected shallow The yellow solid was dried in vacuo to obtain 9.54 g of solid, with a yield of 80%.

[0061] 9.54g of the obtained solid was dissolved in 100mL of twice d...

Embodiment 3

[0063] 1.14g of hyaluronic acid (molecular weight: 80,000) and 5mL of triethylamine were dissolved in 50mL of dimethyl sulfoxide, and at room temperature and under magnetic stirring conditions, 1.47g of diethylenetriaminepentaacetic acid (DTPA) was added in batches under stirring. ) Dimethyl sulfoxide solution of mono-N-hydroxysuccinimide active ester, react at room temperature for 4h, rise to 80°C and continue to react for 48h at room temperature, filter, evaporate part of the solvent under reduced pressure, cool to room temperature, and pour the residual solution under stirring into the mixed solvent of 500mL absolute ethanol-anhydrous ether, the volume ratio of absolute ethanol: absolute ether is 1:2, a light yellow precipitate is produced, filtered, and drained, and the obtained solid is dissolved in distilled water, and then dissolved in absolute ethanol , and can also be reprecipitated with anhydrous ether, the light yellow solid was collected and dried in vacuo to obtain...

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Abstract

The invention relates to a polysaccharide macromolecular paramagnetic metal complex and a synthesis method and an application thereof. Polysaccharide macromolecules are used as carriers, and a ligand compound, the side chains of which contain open-chain or annular polyamino polycarboxylic compounds, acts with paramagnetic metal ions to form the paramagnetic metal complex, wherein the paramagneticmetal ions are positive divalent or trivalent ions of metal elements, the atomic numbers of which are 21-29, 42 and 44 or 57-71. The polysaccharide macromolecular paramagnetic metal complex can be used as a magnetic resonance imaging contrast agent for lymphatic organs, lymphatic vessels, lymphatic systems and cardiovascular systems of people or other mammals.

Description

technical field [0001] The present invention belongs to the fields of medicine and chemical technology, and in particular relates to a class of polysaccharide macromolecular paramagnetic metal complexes and their synthesis method and application. Specifically, the polysaccharide macromolecule is used as a carrier, and the side chain contains Or a polysaccharide macromolecular paramagnetic metal complex formed by the interaction between a ligand of a cyclic polyaminopolycarboxylic acid compound and a paramagnetic metal ion, and a synthesis method and use thereof. Background technique [0002] Magnetic resonance imaging is an advanced medical imaging diagnostic technology. The magnetic resonance imaging contrast agent is an important part of this technology, which can shorten the imaging time and improve the imaging contrast and clarity. (Chem. Rev., 1987, 87, 901). [0003] Now commonly used clinical magnetic resonance imaging contrast agents such as Magnevist (Gd-DTPA) have...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08B37/00A61K49/12
Inventor 鄢国平鄢林香徐伟刘凡喻湘华李亮
Owner WUHAN INSTITUTE OF TECHNOLOGY
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