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Polysaccharide magnetic resonance and fluorescence dual-mode imaging diagnostic agent and preparation method thereof and diagnostic reagent

A dual-mode imaging and magnetic resonance technology, which is applied in the fields of medicine and chemistry, can solve the problems of poor tumor imaging effect, poor tumor imaging, inability to diagnose cancer and timely treatment, etc., to improve imaging contrast and clarity, improve The level of early diagnosis and the effect of realizing the integration of diagnosis and treatment

Pending Publication Date: 2021-03-16
WUHAN INSTITUTE OF TECHNOLOGY
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] There are a variety of broad-spectrum MRI diagnostic agents and FI probes that are applied to the whole body in the world. However, at present, these diagnostic agents need to be introduced into the body at a high concentration dose (0.1mmol / kg) to obtain effective imaging. Signal, no tumor targeting, poor tumor imaging, difficult to early detection of small cancer lesions, early diagnosis and timely treatment of cancer
None of the clinically used magnetic resonance imaging and fluorescence imaging diagnostic agents have lung cancer targeting, and the imaging effect on tumors is poor, and the current integrated magnetic resonance / fluorescence imaging (MRI / FI) technology is insufficiently applied, and there is a lack of targeted MRI / FI dual-mode diagnostic agent, there are problems such as not being able to meet the requirements of combined imaging
Therefore, a targeted-enhanced magnetic resonance / fluorescence dual-mode imaging (MRI / FI) diagnostic agent for lung cancer was developed for the detection and diagnosis of tumor MRI / FI combined targeted imaging to improve the early diagnosis of tumors and the cure rate of cancer, thus solving the current problem Traditional clinical medical imaging diagnosis technology has poor tumor imaging effect and difficulty in early detection of metastatic lesions, which will ultimately benefit the majority of patients. It has important scientific theoretical significance and good practical application value, as well as clear leading or pioneering. is also a key issue to be resolved

Method used

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  • Polysaccharide magnetic resonance and fluorescence dual-mode imaging diagnostic agent and preparation method thereof and diagnostic reagent
  • Polysaccharide magnetic resonance and fluorescence dual-mode imaging diagnostic agent and preparation method thereof and diagnostic reagent
  • Polysaccharide magnetic resonance and fluorescence dual-mode imaging diagnostic agent and preparation method thereof and diagnostic reagent

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] 1.62g of dextran (molecular weight of 20,000) and 5mL of triethylamine were dissolved in 100mL of dimethyl sulfoxide. Under the condition of room temperature and magnetic stirring, 0.98g of bromoethane 1,4,7,10 was slowly added dropwise. - 30 mL dimethyl sulfoxide solution of azacyclododecanetetraacetic acid DOTA, react at room temperature for 4 h. Then slowly add 0.51g succinic acid amide rhodamine B-based pentapeptide compound (tyrosyl-isoleucyl-glycyl-seryl-arginine, YIGSR-RhB) in 30 mL dimethyl sulfoxide solution dropwise , continued the reaction at room temperature for 48h, filtered, evaporated part of the solvent under reduced pressure, cooled to room temperature, and poured the residual liquid into a mixed solvent of 600 mL of anhydrous ethanol-anhydrous ether (volume ratio 1:2) under stirring, resulting in a shallow The yellow precipitate was filtered and dried by suction. The obtained solid was dissolved in distilled water and reprecipitated with absolute ethan...

Embodiment 2

[0061] 8.08g of agarose (molecular weight of 40,000) and 10mL of triethylamine were dissolved in 200mL of dimethyl sulfoxide. Under the condition of room temperature and magnetic stirring, under slow stirring, a solution containing 3.84g of benzyl p-thiocyanate-DO3A was added dropwise. 60mL dimethyl sulfoxide solution, react at room temperature for 4h. Then slowly add 0.72g succinic acid amide rhodamine B-based nonapeptide compound (tryptophan-isoleucine-phenylalanine-proline-tryptophan-isoleucine-glutamine-leucine Amino acid-lysine, WIFPWIQL), continue to react at room temperature for 48h, filter, evaporate part of the solvent under reduced pressure, cool to room temperature, and pour the residual liquid into 1000mL absolute ethanol-anhydrous ether (volume ratio is 1:2 under stirring) ) in the mixed solvent of ), a light yellow precipitate was produced, filtered, and dried by suction, the obtained solid was dissolved in distilled water again, and reprecipitated with absolute ...

Embodiment 3

[0064] 1.14g of hyaluronic acid (molecular weight of 80,000) and 5mL of triethylamine were dissolved in 50mL of dimethyl sulfoxide. Under the condition of room temperature and magnetic stirring, 1.47g of diethylenetriaminepentaacetic acid (DTPA) was added in batches under stirring. ) solution of single N-hydroxysuccinimide active ester in dimethyl sulfoxide, react at room temperature for 4h. Then slowly add 0.10g bromoacetamide rhodamine B-based pentapeptide compound (tyrosyl-isoleucyl-glycyl-seryl-arginine, YIGSR-RhB) in 30 mL dimethyl sulfoxide solution dropwise, The reaction was continued at room temperature for 48 h, filtered, and part of the solvent was evaporated under reduced pressure, cooled to room temperature, and the residual liquid was poured into 500 mL of a mixed solvent of anhydrous ethanol-anhydrous ether (volume ratio 1:4) under stirring, resulting in a light yellow color Precipitation, filtration, and suction to dryness. The obtained solid was dissolved in di...

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Abstract

The invention belongs to the technical field of medicine and chemistry, and particularly relates to a polysaccharide magnetic resonance and fluorescence dual-mode imaging diagnostic agent and a preparation method thereof and a diagnostic reagent. The diagnostic agent is prepared from pentapeptide (tyrosyl-isoleucyl-glycyl-seryl-arginine, YIGSR) containing a rhodamine B group and nonapeptide tryptophan-isoleucine-phenylalanine-proline-tryptophan-isoleucine-glutamine-leucine-lysine, WIFPWIQL) derivative is used as a tumor targeting property, a fluorescence imaging group and a polysaccharide macromolecular compound containing open-chain or cyclic polyaminopolycarboxylic acid in a side chain are coupled into a ligand through a chemical reaction, the ligand reacts with paramagnetic metal ions to form a paramagnetic metal complex, and the diagnostic agent can be used for magnetic resonance (MRI)-fluorescence dual-mode imaging and other medical imaging diagnosis of tumors in human bodies or other mammals.

Description

technical field [0001] The invention belongs to the technical fields of medicine and chemistry, and in particular relates to a polysaccharide magnetic resonance and fluorescence dual-mode imaging diagnostic agent and a preparation method and diagnostic agent thereof. Background technique [0002] The incidence and mortality of lung cancer in my country are high, and the early detection of metastatic lesions is difficult. CT examination is a commonly used imaging diagnostic method. It is sensitive to bone and calcification, and has the advantages of fast imaging speed and low price. However, the imaging of soft tissue is poor, and it is difficult to achieve early detection and diagnosis of tumors and other diseases. Low rate. [0003] Magnetic resonance imaging (MRI) has high imaging resolution for soft tissues, and in vivo fluorescence imaging (FI) can detect tumors from molecular and cellular biological levels with high sensitivity. MRI and FI can better distinguish vario...

Claims

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Application Information

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IPC IPC(8): A61K49/00A61K49/10A61K49/12A61K49/14A61K49/18
CPCA61K49/0002A61K49/0056A61K49/126A61K49/0054A61K49/0021A61K49/105A61K49/14A61K49/18A61K49/0071
Inventor 鄢国平刘凡鄢珈睿王玉芳朱云路
Owner WUHAN INSTITUTE OF TECHNOLOGY
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