Manganese (III) porphyrin pentamer contrast agent applied to magnetic resonance imaging and application thereof

A technology of magnetic resonance imaging and porphyrin pentamer, which can be used in preparations, pharmaceutical formulations, organic chemistry and other directions for in vivo experiments, can solve problems such as low relaxation efficiency and renal fibrosis diseases, and improve the relaxation efficiency. , extensive electron delocalization, the effect of increasing molecular volume

Active Publication Date: 2021-09-28
ZHEJIANG UNIV CITY COLLEGE
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] Aiming at the problems that existing gadolinium (III) MRI contrast agents easily lead to renal fibrosis and low relaxation efficiency under high magnetic f

Method used

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  • Manganese (III) porphyrin pentamer contrast agent applied to magnetic resonance imaging and application thereof
  • Manganese (III) porphyrin pentamer contrast agent applied to magnetic resonance imaging and application thereof
  • Manganese (III) porphyrin pentamer contrast agent applied to magnetic resonance imaging and application thereof

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Embodiment 1

[0047] Put 500mg of paraformaldehyde and 100mg of sodium chloride into a 100mL round bottom flask, add 25mL of dichloromethane, add 1.4mL of chlorosulfonic acid under ice-salt bath (-10°C) and stir vigorously to dissolve it. After dissolving for 20 minutes, dissolve 5,10,15,20-tetraphenylporphyrin (TPP) (100mg, 0.163mmol) in 2mL of dichloromethane, and slowly add it dropwise into the round bottom flask at a constant speed. 8min. Observing the reaction process by thin layer chromatography (TLC) (developing agent ratio is dichloromethane:petroleum ether=1:1 (volume ratio)), when verifying that there is no TPP, stop the reaction, wash with water several times until the solution pH=7, collect organic Phase, rotary evaporation of solvent, silica gel chromatography to separate the crude product (developing solvent ratio dichloromethane: petroleum ether = 1:1 (volume ratio)), collect the second color band product to obtain 5-(4-chloromethylphenyl) -10,15,20-triphenylporphyrin (Cl-TP...

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Abstract

The invention discloses a manganese (III) porphyrin pentamer contrast agent applied to magnetic resonance imaging and application thereof. A preparation method of the contrast agent comprises the following steps of: mixing 5- (4-formylphenyl-10, 15, 20-tri (4-sulfophenyl) manganese (III) porphyrin (Mn-FTPPS) with 5, 10, 15, 20-tetra (4-aminophenyl) manganese (III) porphyrin (Mn-TATPP) according to a molar ratio of 4: 1, dissolving the mixture in DMSO to form a solution with a concentration of 8mg/mL, reacting at 60 DEG C for 4 hours, removing the solvent after the reaction is finished, dialyzing in a dialysis bag of 1000kDa for 48-72 hours, and performing freeze drying for 24-36 hours, thereby obtaining the final carbon-nitrogen double bond bonded manganese (III) porphyrin pentamer contrast agent (MnP5). The contrast agent is high in molecular relaxation efficiency and excellent in biocompatibility and has excellent magnetic resonance imaging capacity in aqueous solution and mouse bodies.

Description

technical field [0001] The invention relates to a magnetic resonance imaging contrast agent, in particular to a magnetic resonance imaging contrast agent of a manganese (III) porphyrin pentamer, a preparation method thereof, and an application of the contrast agent in evaluating the imaging ability in mice. Background technique [0002] As a truly non-invasive high-resolution technology, Magnetic Resonance Imaging (MRI) has become the first choice for medical imaging. Unlike computed tomography (CT) or nuclear medicine imaging (eg, single-photon emission computed tomography (SPECT) and positron emission tomography (PET)) that rely on high-energy radiation (X-rays or gamma-rays), MRI uses safe electromagnetic waves to create images of the internal structures of the body through its high resolution and subtle tissue contrast. Currently, about 40 percent of MRI scans require the use of magnetic resonance contrast agents to improve sensitivity and specificity for identifying di...

Claims

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Application Information

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IPC IPC(8): A61K49/10C07D519/00
CPCA61K49/106C07D519/00
Inventor 吕媛媛应飞鹏王晋豪易小琴唐烨娇沈王兴
Owner ZHEJIANG UNIV CITY COLLEGE
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