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Water-soluble alkyl lanthanide supramolecular aggregate, and preparation and application thereof

A technology of supramolecular aggregates and alkyl lanthanum, which is applied in preparations for in vivo tests, dispersion liquid delivery, emulsion delivery, etc., can solve the problems of long residence time, slow degradation and excretion, and achieve high relaxation rate , good water solubility, high concentration effect

Active Publication Date: 2017-08-18
WENZHOU UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In fact, the degradation and excretion of large molecules in the body are slower than small molecules, so they stay longer in the blood vessels

Method used

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  • Water-soluble alkyl lanthanide supramolecular aggregate, and preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Step a, dissolve 3.70g gadolinium chloride in 50mL deionized water, add 7.00g sodium dodecylbenzenesulfonate, stir and react at room temperature for 15 minutes to generate white gadolinium dodecylbenzenesulfonate precipitate, and pump the precipitate After filtering, wash repeatedly, and add dropwise silver nitrate solution to check whether the chloride ions are completely removed. After washing until there is no white precipitate, freeze-dry the product to obtain off-white waxy gadolinium dodecylbenzenesulfonate, which is stored in a drying dish for later use;

[0026] Step b, add 1.28g of fatty alcohol polyoxyethylene ether into 50mL of deionized water, stir at room temperature until completely dissolved, then add 4.84g of gadolinium dodecylbenzenesulfonate, heat to 45°C and continue stirring until the solution is clear, to obtain Micellar solubilization system, freeze-dried and stored in a desiccator.

[0027] In step c, 1.0 mg of the product obtained in step b was ...

Embodiment 2

[0029] Step a, the Gd of 7.46g 2 (SO 4 ) 3 ·8H 2 Dissolve O in 50mL deionized water, add 5.76g sodium dodecyl sulfate, react at room temperature for 15 minutes to form a precipitate of gadolinium dodecyl sulfate, filter the precipitate and wash it repeatedly, and add barium chloride solution dropwise to detect sulfate Whether the ions are completely removed. After no white precipitate, the product was freeze-dried to obtain off-white waxy gadolinium dodecyl sulfate, which was stored in a drying dish for later use;

[0030]Step b, add 1.28g of fatty alcohol polyoxyethylene ether into 50mL of deionized water, stir at room temperature until completely dissolved, then add 4.24g of gadolinium dodecyl sulfate, heat to 50°C and continue stirring until the solution is clear to obtain micelles Solubilized system, freeze-dried and stored in a desiccator.

[0031] In step c, 1.0 mg of the product obtained in step b was dissolved in 30 mL of deionized water, and 20 mL of an aqueous s...

Embodiment 3

[0032] Embodiment 3 (with embodiment 2, replace gadolinium salt with other lanthanide metal salts)

[0033] Step a, dissolve 2.68g of dysprosium chloride in 50mL of deionized water, add 5.44g of sodium dodecylsulfonate, heat to 50°C and react for 15 minutes to form dysprosium dodecylsulfonate lake, filter the precipitate and repeat Wash and add dropwise silver nitrate solution to check whether the chloride ions are completely removed. After no white precipitate, the product was freeze-dried to obtain waxy dysprosium dodecylsulfonate, which was stored in a drying dish for later use;

[0034] Step b, add 8.80 g of nonylphenol polyoxyethylene ether (NP-15) to 50 mL of deionized water, stir at room temperature until completely dissolved, then add 8.16 g of dysprosium dodecylsulfonate, heat to 50°C and continue stirring until The solution was clarified to obtain a micellar solubilization system, which was freeze-dried and stored in a desiccator.

[0035] In step c, 1.0 mg of the ...

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Abstract

The invention discloses a water-soluble alkyl lanthanide supramolecular aggregate, and a preparation and an application thereof. The alkyl lanthanide supramolecular aggregate is constructed through the following manner: selecting a non-ionic surfactant containing a polyoxyethylene ether group, dispersing an alkyl containing lanthanide compound in water so as to form a micellar solubilization system, adding a polyamide-amine dendrimer compound into the micellar solubilization system, and carrying out hydrogen-bonding self-assembly construction so as to form the alkyl lanthanide supramolecular aggregate, wherein the alkyl containing lanthanide compound is one selected from the group consisting of (R1C6H4-SO3)3Ln, (R2SO3)3Ln, (R3OSO3)3Ln, (R4COO)3Ln and (R5OPO3)3Ln2; R1, R2, R3, R4 and R5 are independently selected from the group consisting of alkyl groups with 10 to 18 carbon atoms; and Ln is a lanthanide metal. The alkyl lanthanide supramolecular aggregate provided by the invention is applied in preparation of a magnetic resonance imaging contrast agent; and the aggregate has good water solubility, can realize controllable release of an alkyl containing lanthanide compound by changing of a pH value, and has high relaxation rate.

Description

technical field [0001] The invention relates to a supramolecular aggregate with an alkyl-containing lanthanide compound as the center and a dendrimer as the periphery, a preparation method thereof and an application in the preparation of a magnetic resonance imaging contrast agent. [0002] technical background [0003] Supramolecular aggregates are discontinuous molecular assemblies with ordered high-level structures formed by weak interactions between molecules and their synergistic effects. The synthesis of multifunctional aggregates with optical, electrical, magnetic, acoustic and biological functions has always been a research hotspot in the field of supramolecular chemistry. Corresponding research plays an important role in obtaining aggregates with ordered high-level structures and effective control of their structures and functions, and will also make aggregates show more promising application prospects in the fields of life processes and new material development. ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G83/00A61K49/18A61K49/12
CPCA61K49/124A61K49/1809C08G83/008
Inventor 张伟禄蒋君芝赵恢强刘若望邰玉蕾
Owner WENZHOU UNIVERSITY
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