Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Near-infrared photothermal dye as well as preparation method and application thereof

A near-infrared light and dye technology, applied in organic dyes, chemical instruments and methods, methine/polymethine dyes, etc., can solve the problems of drug resistance of Gram-positive bacteria and achieve excellent light-to-heat conversion characteristics, Simple preparation method, strong near-infrared absorption effect

Active Publication Date: 2021-06-11
NORTHWESTERN POLYTECHNICAL UNIV
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The invention provides a near-infrared photothermal dye for selectively killing gram-positive bacteria, its preparation method and application, so as to solve the problem of drug resistance of gram-positive bacteria caused by traditional antibiotic therapy

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Near-infrared photothermal dye as well as preparation method and application thereof
  • Near-infrared photothermal dye as well as preparation method and application thereof
  • Near-infrared photothermal dye as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Example 1: Synthesis of near-infrared photothermal dye C

[0033] The synthesis process is as follows:

[0034]

[0035] 1) Weigh compound A (IR780 iodide derivative, 60.1mg, 0.082mmol), compound B (18.7mg, 0.068mmol), EDC (32.7mg, 0.171mmol) and HOAT (23.2mg, 0.170mmol), dissolve in In DMF (3.5mL), react at 60°C for 24h under argon protection;

[0036] 2) After the reaction is over, add ethyl acetate and saturated sodium chloride solution to the reaction solution for extraction, collect the ethyl acetate layer, and successively wash with saturated sodium chloride solution and pure water, dry over anhydrous sodium sulfate, and concentrate under reduced pressure , and purified by column chromatography to obtain dark green near-infrared photothermal dye C (35.1 mg, yield 43.2%).

Embodiment 2

[0037] Embodiment 2: proton nuclear magnetic resonance spectrum test

[0038] Weighed 5.0 mg of C in Example 1 and dissolved it in 0.5 mL of deuterated chloroform, and carried out the H NMR spectrum test. The test result is 1 H NMR (400MHz, CDCl 3 ):δ8.80(s,2H),7.62(d,2H),7.40(t,4H),7.35(d,2H),7.30(d,2H),7.21(t,4H),7.08(m, 2H),6.13(s,2H),5.11(d,1H),4.03(m,4H),3.62(d,1H),3.27(t,2H),3.02(t,2H),2.62(m,4H ), 2.50(t,4H), 2.00(m,2H), 1.90(m,4H), 1.70(s,12H), 1.07(t,6H), demonstrating the successful synthesis of C.

Embodiment 3

[0039] Embodiment 3: mass spectrometry test

[0040] A small amount of C in Example 1 was weighed and dissolved in methanol for mass spectrometry. [M-I] + The experimental value of the mass-to-nucleus ratio (m / z) was 867.47, which was consistent with the theoretical value of 867.47, indicating the successful preparation of C.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention provides a near-infrared photothermal dye as well as a preparation method and application thereof, and aims to solve the problem of gram-positive bacterium drug resistance caused by traditional antibiotic therapy. The near-infrared photothermal dye is a diphenylcyclooctyne functionalized IR780 iodide near-infrared dye, and can be subjected to a biological orthogonal reaction with bacteria marked by a metabolic precursor on the basis of different cell wall structures of gram-positive bacteria and gram-negative bacteria, and the selective loading on the surface of the gram-positive bacteria and the selective photo-thermal killing of the gram-positive bacteria under the excitation of near-infrared light are realized.

Description

technical field [0001] The invention belongs to the technical field of organic photoelectric materials, and in particular relates to a near-infrared photothermal dye and its preparation method and application. Background technique [0002] Diseases caused by bacterial infections pose a serious threat to human life and health, and are also a heavy burden on the medical system. Among them, Gram-positive bacterial infection can cause a variety of diseases, including sepsis, bacteremia, pneumonia, and osteomyelitis. Sepsis was the most expensive disease to treat in U.S. hospitals in 2013, totaling $23.6 billion for approximately 1.3 million hospitalizations. In addition, the fatality rate of sepsis and severe sepsis is 30% and 50%, respectively, while the fatality rate of septic shock is as high as 80%. Meanwhile, surgical site infections, which account for 25% of nosocomial infections, are also mainly caused by Gram-positive bacteria. [0003] Clinically, traditional antibio...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C09B23/10C07D403/14A61K41/00A61P31/04
CPCC09B23/107C07D403/14A61K41/0052A61P31/04
Inventor 冯涛李鹏叶晓婷陆辉黄维
Owner NORTHWESTERN POLYTECHNICAL UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com