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Gadolinium complex, method for preparing same, and MRI contrast agent comprising same

A technology of coordination compounds and contrast agents, applied in chemical instruments and methods, nuclear magnetic resonance/magnetic resonance imaging contrast agents, compounds containing elements of group 3/13 of the periodic table, etc. And other issues

Active Publication Date: 2012-11-28
UNIV OF CALIFORNIA IND -ACADEMIC COOP GRP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, since specific transmission through the reticuloendothelial system can actually be performed, it is not possible to obtain a large degree of confidence in whether it is possible to obtain accurate images of liver lesions and to what extent it is actually effective.

Method used

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  • Gadolinium complex, method for preparing same, and MRI contrast agent comprising same
  • Gadolinium complex, method for preparing same, and MRI contrast agent comprising same
  • Gadolinium complex, method for preparing same, and MRI contrast agent comprising same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] Example 1: Production of pullulan-DTPA conjugates

[0057] Dissolve 150 mg of pullulan (TCI) and 300 mg of DTPA (diethylenetriaminepentaacetic dianhydride) in 80 ml of dimethyl sulfoxide (DMSO), stir, and react for 24 hours. A pullulan-DTPA conjugate was generated.

Embodiment 2

[0058] Embodiment 2: the manufacture of pullulan-DTPA-Gd coordination compound

[0059] The pullulan-DTPA conjugate mixture produced above was dialyzed for 3 days with a membrane of MWCO 3500 to remove DMSO, and the water was removed with a lyophilizer. After dissolving 100 mg of the obtained pullulan-DTPA conjugate in 24 ml of distilled water, an aqueous gadolinium solution in which 100 mg of gadolinium was dissolved in 1 ml of water was added, and the pH was adjusted to 7.0 with 1N NaOH. Then, the pH was checked every 2 hours. If the pH did not change significantly between 5.0 and 7.0 within 24 hours, unreacted gadolinium was removed by dialysis using a MWCO 3500 membrane. After the dialysis was completed in about one day, the water was removed by freeze-drying again, and the above-mentioned target coordination compound was obtained.

experiment example 1

[0060] Experimental example 1: Confirmation of the formation of pullulan-DTPA-Gd coordination compound (1)

[0061] In order to confirm whether an ester bond is formed between the pullulan-DTPA in the above-mentioned example 1, pullulan, the pullulan-DTPA conjugate produced in Example 1, and the pullulan produced in Example 2 Fourier transform infrared spectrophotometry (FT-IR spectroscopic spectrum 2000, PerkinElmer Corporation) was carried out on the complex compound of blue polysaccharide-DTPA-Gd. Samples of KBr and pullulan, pullulan-DTPA, or pullulan-DTPA-Gd were mixed at about 1:1 and pelletized, and a peak at a wavelength of 4000 to 400 nm was confirmed. The FT-IR diagram obtained in the result is shown in figure 1 .

[0062] Such as figure 1 As shown, it can be confirmed that the pullulan-DTPA conjugate is at 1735nm -1 and 1150nm -1 The new peak is displayed in . In addition, it was confirmed that the above-mentioned peak shifted slightly backward after forming a...

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Abstract

The present invention provides a gadolinium complex in which gadolinium is coordinated with and covalently bonded to diethylenetriamine pentaacetic acid (DTPA) dianhydride of a pullulan-DTPA conjugate prepared by ester-bonding pullulan to DTPA, to a method for preparing same, to an MRI contrast agent composition containing the complex, and to a method for providing information for diagnosing a disease using the complex as an MRI contrast agent. The gadolinium-DTPA complex in which pullulan is ester-bonded to DTPA according to the present invention has a prolonged in vivo half-life, less toxicity, and a signal with a higher strength for providing a clearer MRI when compared with conventional gadolinium-DTPA complexes.; Therefore, the gadolinium-DTPA complex of the present invention can not only be advantageously used as an MRI contrast agent but also produces MRI images in which a liver disease portion and a normal tissue portion can be discriminated, and can thus be used as an MRI contrast agent for the liver.

Description

technical field [0001] The present invention relates to a novel gadolinium complex compound, its production method, and an MRI contrast agent composition containing the gadolinium complex compound, and relates in more detail to low toxicity and long half-life compared with conventional gadolinium complex compound MRI contrast agents , A novel gadolinium complex compound having improved liver MRI contrast ability through specific delivery, a method for producing the same, and an MRI contrast agent composition containing the gadolinium complex compound. Background technique [0002] Contrast agents are widely used to obtain differentiated images, especially between diseased tissues such as tumors and surrounding tissues, to make the contrast between diseased tissues and surrounding tissues with similar tissue components clearer and to observe the position, size or state, etc. . When distinguishing diseased tissue and surrounding tissue in this way, magnetic resonance imaging ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F5/00A61K49/06
CPCA61K49/128C08B37/0018A61P35/00A61K49/06C07F5/00
Inventor 罗建任贤我
Owner UNIV OF CALIFORNIA IND -ACADEMIC COOP GRP
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