Tree shape Macro molecule paramagnetic metal complex and synthetic method and use

A paramagnetic metal and macromolecular technology, applied in the field of dendritic macromolecular paramagnetic metal complexes and their synthesis and use, can solve the problems of short retention time of Magnevist, no tissue or organ selectivity or targeting, etc.

Inactive Publication Date: 2007-04-11
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

Method used

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  • Tree shape Macro molecule paramagnetic metal complex and synthetic method and use
  • Tree shape Macro molecule paramagnetic metal complex and synthetic method and use
  • Tree shape Macro molecule paramagnetic metal complex and synthetic method and use

Examples

Experimental program
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Effect test

Embodiment 1

[0063] Dissolve 0.5g dendrimer G1 and 5mL triethylamine in 60mL distilled water, cool with ice salt at -20°C, slowly add 1.68g bromoethane-substituted 1,4,7,10-azacylidene 30ml dimethylformamide DMF solution of alkanetetraacetic acid DOTA, react at low temperature for 4h, rise to room temperature and continue to react for 48h, filter, evaporate part of the solvent under reduced pressure, cool to room temperature, pour the residual solution into 600mL absolute ethanol- In the mixed solvent of anhydrous ether, 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 again, with absolute ethanol or anhydrous Diethyl ether was reprecipitated, and the pale yellow solid was collected and dried in vacuo to obtain 1.84 g of G1-DOTA-PM with a yield of 84.6%.

[0064] 1.84g G1-DOTA was dissolved in 20mL double distilled water, under stirring, add 0.59g gadolinium ch...

Embodiment 2

[0066] Dissolve 1.4g of dendrimer G2 and 5mL of triethylamine in 60mL of distilled water, cool with ice salt at -10°C, slowly add 1.82g of bromoethane DOTA-HP in 30ml of DMF solution dropwise under stirring, react at low temperature for 4h, at room temperature Continue to react for 48 hours, filter, evaporate part of the solvent under reduced pressure, cool to room temperature, pour the residual liquid into a mixed solvent of absolute ethanol-anhydrous ether under stirring, the volume ratio of absolute ethanol: absolute ether is 1:2 , resulting in a light yellow precipitate, which was filtered and drained, and the obtained solid was reprecipitated with distilled water-ethanol / ether, and the light yellow solid was collected and vacuum-dried to obtain 2.74g of G2-DOTA-HP with a yield of 85%.

[0067] 2.74g G2-DOTA-HP was dissolved in 20mL double distilled water, under stirring, add 0.25g ferric chloride FeCl 2 ,, the reaction solution was reacted at room temperature for 1 h, adj...

Embodiment 3

[0069]1.2g dendrimer G5 was dissolved in an appropriate amount of water, cooled with ice water, and added in batches with 8.78g p-thiocyanate benzyl-DOTA 30ml DMF solution under stirring, reacted at low temperature for 4h, continued to react at room temperature for 48h, filtered, and the filtrate was reduced Part of the solvent was removed by pressure evaporation, cooled to room temperature, and the residual liquid was poured into a mixed solvent of absolute ethanol-anhydrous ether under stirring. , pumped to dryness, and the resulting solid was reprecipitated with distilled water-ethanol / ether, and the light yellow solid was collected and vacuum-dried to obtain 7.48g of G5-DOTA, with a yield of 75%.

[0070] 7.48g G8-DOTA was dissolved in 20mL double distilled water, under stirring, add 0.25g manganese chloride MnCl 2 , the reaction solution was reacted at room temperature for 1 h, adjusted to pH 5 with dilute sodium hydroxide solution, continued to stir for 12 h, filtered, t...

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Abstract

The present invention relates to one kind of tree-shaped macromolecular paramagnetic metal complex and its synthesis process and use. The paramagnetic metal complex consists of tree-shaped macromolecular with 1, 4, 7, 10-tetraazacyclo dodeane nucleus as carrier, polycarboxylic acid with opened or ring side chain as the ligand and paramagnetic metal +2 or +3 ion of element with atomic number of 21-29, 42, 44 or 57-71. The paramagnetic metal complex may be used in magnetic resonant imaging analysis, X-ray CT, ultrasonic imaging diagnosis of the lymphatic system and cardiovascular system of human body and other mammal.

Description

technical field [0001] The present invention relates to a class of dendritic macromolecular paramagnetic metal complexes and their synthesis method and application, specifically, a dendritic macromolecule with 1,4,7,10-tetraazacyclododecane as the core is used as a carrier, and the side A dendrimer macromolecular paramagnetic metal complex formed by the interaction of a ligand containing an open-chain or cyclic polyaminopolycarboxylic acid compound and a paramagnetic metal ion, and its synthesis method and application. The invention belongs to the technical fields of medicine and chemistry. 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 im...

Claims

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Application Information

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IPC IPC(8): C07F1/00C07F13/00C07F11/00C07F15/00C07F3/00A61K49/10A61K49/00
Inventor 鄢国平王晓燕
Owner WUHAN INSTITUTE OF TECHNOLOGY
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