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Gadolinium-containing macromolecular contrast agent for specific imaging of lymphatic system and preparation method thereof

A lymphatic system and contrast agent technology, applied in the direction of MRI/MRI contrast agent, etc., can solve the problems of lack of basement membrane and high permeability, achieve high grafting rate, prevent interference, and eliminate the interference of capillaries Effect

Inactive Publication Date: 2012-01-04
SHANGHAI NAT ENG RES CENT FORNANOTECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

According to modern medical research on lymphatic vessels, the wall of capillary lymphatic vessels is only composed of a layer of flat epithelial cells, with loose connections, lack of a complete basement membrane, high permeability, and the absorption of large molecular weight substances mainly by it

Method used

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  • Gadolinium-containing macromolecular contrast agent for specific imaging of lymphatic system and preparation method thereof
  • Gadolinium-containing macromolecular contrast agent for specific imaging of lymphatic system and preparation method thereof

Examples

Experimental program
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Embodiment 1

[0029] Example 1: Fully dissolve 400mg of hyaluronic acid (HA) in 50ml of 2-(N-morpholine)ethanesulfonic acid (MES) buffer solution (0.1mol / L, pH5.0), and slowly add 200mg1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (EDC), 120mg N-hydroxysuccinimide (NHS) and stirred at room temperature for 12 hours, thereafter in the reaction solution 1200 mg of ethylenediamine (EDA) was added and stirring was continued for 12 hours at room temperature. Then add the reaction solution into a dialysis bag with a molecular weight cut-off of 30,000, dialyze in deionized water for 7 days, and then freeze-dry, then fully dissolve the obtained product in 50ml of deionized water to obtain solution a; take 1000mg of diethylenetriaminepenta Acetic acid (DTPA) was dissolved in 10ml dimethyl sulfoxide (DMSO), fully stirred under nitrogen flow until dissolved, then added 1760mg triethylamine (TEA), 514mg N, N'-dicyclohexylcarbodiimide ( DCC), 288mg N-hydroxysuccinimide (NHS), stirred at room temperature...

Embodiment 2

[0030] Example 2: Fully dissolve 50mg of hyaluronic acid (HA) in 10ml of phosphate (PBS) buffer solution (0.02mol / L, pH6.0), slowly add 25mg of 1-(3-dimethylamino Propyl)-3-ethylcarbodiimide (EDC), 10mgN-hydroxysuccinimide (NHS) and stirred at room temperature for 12 hours, thereafter in the reaction solution was added 10mg ethylenediamine (EDA), Stirring was continued for 12 hours at room temperature. Then add the reaction solution into a dialysis bag with a molecular weight cut-off of 30,000, dialyze in deionized water for 7 days, and then freeze-dry, then fully dissolve the obtained product in 10ml of deionized water to obtain solution a; take 100mg of diethylenetriaminepenta Dissolve acetic acid (DTPA) in 1ml of acetonitrile (ACN), stir well under nitrogen flow until dissolved, then add 200mg of triethylamine (TEA), 50mg of CMC, 25mg of N-hydroxysuccinimide (NHS), room temperature Stir at low temperature for 12 hours to obtain solution b; slowly drop solution a into solut...

Embodiment 3

[0031] Example 3: Fully dissolve 1000mg of hyaluronic acid (HA) in 1000ml of phosphate (PBS) buffer solution (1mol / L, pH6.0), slowly add 1000mg of 1-cyclohexyl-3-(2-methanol) under stirring Pheninoethyl)-carbodiimide p-toluene methanesulfonic acid (CMC), 1000mg N-hydroxysuccinimide (NHS) and stirred at room temperature for 24 hours, after which 3000mg ethylenediamine was added in the reaction solution (EDA), stirring was continued at room temperature for 24 hours. Then add the reaction solution into a dialysis bag with a molecular weight cut-off of 30,000, dialyze in deionized water for 14 days, and then freeze-dry, then fully dissolve the obtained product in 1000ml of deionized water to obtain solution a; Acetic acid (DTPA) was dissolved in 200ml tetrahydrofurfuran (THF), fully stirred under the atmosphere of nitrogen flow until dissolved, then added 5000mg triethylamine (TEA), 2000mg N,N'-diisopropylcarbodiethylene Amine (DIC), 4000 mg N-hydroxysuccinimide (NHS), stirred at...

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Abstract

The invention relates to a gadolinium-containing macromolecular contrast agent HA-DTPA-Gd for specific imaging of a lymphatic system and a preparation method thereof. The molecular structure of the contrast agent is shown in the specifications. A macromolecular magnetic resonance imaging (MRI) contrast agent prepared by the method has a high molecular weight and is mainly absorbed by capillary lymph ducts but cannot enter blood capillaries after interstitial administration; and simultaneously, hyaluronic acid molecules are taken as the main chain of the contrast agent so that the contrast agent is easily absorbed by a lymphatic endothelial hyaluronic acid receptor LYVE-1 in the capillary lymph ducts to enter the lymphatic system. Therefore, the contrast agent has the advantages of realizing active targeting of lymph, avoiding the disturbance of the capillary lymph ducts in the MRI of the lymphatic system and improving the sensitivity and specificity of lymph qualitative diagnosis.

Description

technical field [0001] The invention relates to a preparation method of a novel gadolinium-containing magnetic resonance contrast agent, in particular to a gadolinium-containing macromolecular contrast agent HA-DTPA-Gd for lymphatic system specific imaging and a preparation method thereof. Background technique: [0002] With the development of micro-lymphatic surgery technology, higher requirements are put forward for the classification and localization diagnosis of lymphatic reflux disorders; at the same time, it is more accurate and sensitive to display the structure of lymphatic vessels and lymph nodes, and judge their functional status Accurate staging of tumor patients is the basis for formulating treatment plans, judging prognosis, and effectively preventing postoperative lymphedema. It is also the key to the diagnosis and treatment of lymphatic system diseases. Lymphography has always been considered the "gold standard" for imaging lymphatic structure and judging the ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K49/06C08B37/08
Inventor 胡劲刘晓晟许建荣何丹农
Owner SHANGHAI NAT ENG RES CENT FORNANOTECH
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