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High-molecular MRI contrast agent based on lysine and preparation method thereof

A contrast agent and polymer technology, applied in the field of lysine-based polymer MRI contrast agent and its preparation, can solve the problems of difficult preparation, complex structure of polymer contrast agent, poor biocompatibility, etc., and achieve biocompatibility Good sex, easy clinical transformation, easy to control the effect

Active Publication Date: 2013-11-20
ZHEJIANG UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] Aiming at the problems of complex structure, difficult preparation and poor biocompatibility of existing polymer contrast agents, the present invention provides a lysine-based polymer MRI contrast agent with good biocompatibility and no toxic or side effects

Method used

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  • High-molecular MRI contrast agent based on lysine and preparation method thereof
  • High-molecular MRI contrast agent based on lysine and preparation method thereof
  • High-molecular MRI contrast agent based on lysine and preparation method thereof

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Embodiment 1

[0029] The synthetic route of polymer contrast agent of the present invention is as follows figure 1 As shown, the preparation method includes the following steps (1) to (3):

[0030] (1) Polycondensation of lysine methyl ester and diethylenetriaminepentaacetic dianhydride

[0031] The hydrochloride salt of lysine methyl ester (0.13g, 0.5597mmol) shown in formula II, diethylenetriaminepentaacetic dianhydride (0.2g, 0.5597mmol) shown in formula III and triethylamine (4.63 ml, 3.36mmol) was dissolved in 5ml DMSO, and reacted in an oil bath at 50°C for 24 hours. The reaction solution was dialyzed in a dialysis bag with a molecular weight cut-off of 3500 for 48 hours to remove unreacted monomers or polymers with smaller molecular weights, and then frozen Dry to obtain a solid product with the structure of formula IV, and the yield is 26.6%. (2) Hydrolysis and removal of methyl esters to prepare polymer contrast agent ligands

[0032] Take a small amount of methyl-esterified pol...

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Abstract

The invention discloses a high-molecular MRI contrast agent based on lysine. The contrast agent has a structure shown as a formula I, wherein n represents an integer between 10-100. The high-molecular MRI contrast agent has simple structure, good biocompatibility, no toxic or side effect, easiness for clinic conversion, relaxation rate of 7.32 mM<-1>.s<-1>, which is obviously higher than that of a micro-molecular contrast agent, and better MRI radiography effect. The invention also discloses a preparation method of the high-molecular MRI contrast agent based on lysine. An amino acid of lysine required by human body is used as a unit for constructing the high-molecular agent; and esterification derivatives of lysine and diethylene triamine pentacetic acid dianhydride are subjected to polycondensation, hydrolysis and gadolinium chelating to obtain the high-molecular MRI contrast agent. The preparation method is simple, easy to control and suitable for industrialized large-scale production.

Description

technical field [0001] The invention relates to a magnetic resonance imaging contrast agent, in particular to a lysine-based polymer MRI contrast agent and a preparation method thereof. Background technique [0002] With the development of science and technology, nuclear magnetic resonance imaging, as an important medical imaging technology, has been widely used in the imaging diagnosis of various tissues and organs of the human body. Magnetic resonance imaging has the characteristics of no radiation damage and high spatial resolution, and has become a diagnostic method commonly used by doctors. [0003] In order to ensure the sensitivity and clarity of imaging, enhanced imaging with contrast agents is often used. Contrast agents can shorten the relaxation time of protons and enhance the contrast of magnetic resonance signals between normal tissue and diseased tissue, making it highly sensitive for detecting tissue necrosis, local ischemia, and various malignant lesions and...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K49/06
Inventor 唐建斌李亭亭申有青
Owner ZHEJIANG UNIV
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