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Compound and application thereof

A technology of compounds and uses, applied in the field of fluorescence imaging, can solve problems such as limited clinical translation and unclear long-term toxicity

Active Publication Date: 2020-06-26
NANJING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Possibility of clinical translation is limited as their long-term toxicity remains unknown

Method used

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  • Compound and application thereof
  • Compound and application thereof
  • Compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0087] The conjugated polymer is firstly prepared, and the corresponding composition is prepared later by a nano-co-precipitation method.

[0088] Add monomer 1 (134.5mg, 0.1mmol), monomer 2 (69.8mg, 0.1mmol), catalyst Pd in ​​a 50mL Schlenk tube 2 (dba) 3 (3mg, 3.3μmol) and P(o-tolyl) 3 (3 mg, 9.8 μmol) and solvent toluene (10 mL). The reaction mixture was reacted at 100° C. for 2 h under the protection of argon atmosphere. The reaction was then stopped, cooled, and the product was precipitated in methanol. The crude product was then dissolved in dichloromethane (200 mL), and extracted with water (100 mL×3), Na 2 SO 4 Dry and filter. Finally, the organic phase was concentrated to ~10 mL, and added dropwise to methanol (100 mL), and P1 was obtained by precipitation and filtration as a brown solid (104 mg, yield: 67%).

[0089] 1 HNMR (CDCl 3 , 400MHz, ppm) δ: 9.52-7.50(m), 7.78-7.76(m), 7.63(br), 7.57-7.55(d), 7.33-7.28(m), 7.22-7.17(m), 7.11-7.03 (m), 6.65(br), 3.95...

example 2

[0093] The conjugated polymer is prepared first, and then the corresponding compound is prepared through chemical modification.

[0094] The synthesis method of polymer 4 is similar to that of P1 in Example 1, but the side chain of polymer 4 contains an azide (N3) functional group, which can perform a click chemical reaction with a substrate containing an alkyne bond.

[0095]Synthesis example of polymer P2: add reactants in a 50mL reaction tube, polymer 4 (50mg), polyethylene glycol 2000 with acetylene bond (146mg), catalyst copper sulfate (5mg), sodium ascorbate (5mg), solvent tetrahydrofuran (50mL). React at room temperature for 48 hours under an argon atmosphere, and then dialyze in water with a dialysis membrane with a molecular weight cut-off of 12,000-14,000 to remove unreacted polyethylene glycol 2000 with acetylenic bonds and catalyst, and then freeze-dry to obtain flocculent solid Polymer P2.

[0096] 1 HNMR (CDCl 3 ,400MHz,ppm):9.52(br),7.78(br),7.65-7.57(br),7....

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Abstract

The invention provides an application of a compound or an isomer, a pharmaceutically acceptable hydrate or salt thereof in preparation of an imaging preparation or a photothermal therapy preparation.The compound prepared in the invention has a high extinction coefficient, a high fluorescence quantum yield and high effective NIR-II brightness, for example, the prepared L1057NPs can effectively convert absorbed light energy into heat energy, the photothermal conversion efficiency reaches 38%, and tumor cells can be effectively killed; the L1057NPs can realize ultrafast high-resolution NIR-II fluorescence imaging, and can be used for diagnosis of tumors, blood vessels and other related diseases.

Description

technical field [0001] The invention belongs to the technical field of fluorescence imaging, and in particular relates to a compound and its application. [0002] technical background [0003] Since 2009, the team of Professor Hongjie Dai from Stanford University in the United States used single-walled carbon nanotubes (SWNTs) to realize near-infrared second region (NIR-II, 1000nm-1700nm) fluorescence in vivo imaging for the first time, and NIR-II fluorescence in vivo imaging technology has attracted academia. and the attention of clinicians. Especially in recent years, the popularization of indium gallium arsenide (InGaAs) fluorescence imaging system has made the field of NIR-II fluorescence imaging show a trend of vigorous development. At present, the materials used for NIR-II fluorescence imaging can be divided into two categories: inorganic materials and organic materials. Inorganic NIR-II materials mainly include single-walled carbon nanotubes, quantum dots, and rare e...

Claims

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Application Information

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IPC IPC(8): C08G61/12A61K41/00A61P9/10A61P7/02A61K49/00
CPCC08G61/126C07D519/00C09K11/06A61K41/0052A61P9/10A61P7/02A61K49/0021A61K49/0019C09K2211/1081C09K2211/1092C09K2211/1483G03F7/038C08G2261/124C08G2261/1412C08G2261/1424C08G2261/148C08G2261/18C08G2261/3243C08G2261/3246C08G2261/3241C08G2261/414C08G2261/72
Inventor 刘杰杨燕青
Owner NANJING UNIV OF TECH
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