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Photosensitizer integrating bacterial fluorescence imaging and photodynamic sterilization, and preparation method and application thereof

A fluorescence imaging and photosensitizer technology, applied in the field of photosensitizers, can solve the problems of high initial investment, difficulty, and long antibiotic research and development cycle, and achieve the effect of low optical damage and easy access.

Active Publication Date: 2022-05-17
TIANJIN UNIVERSITY OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

On the other hand, the research and development cycle of antibiotics is long, difficult, high initial investment, and the synthetic drugs have strong side effects. Traditional antibiotics can no longer meet people's needs. People urgently need a new antibacterial treatment method

Method used

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  • Photosensitizer integrating bacterial fluorescence imaging and photodynamic sterilization, and preparation method and application thereof
  • Photosensitizer integrating bacterial fluorescence imaging and photodynamic sterilization, and preparation method and application thereof
  • Photosensitizer integrating bacterial fluorescence imaging and photodynamic sterilization, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0084] The synthesis method of the above photosensitizer, comprising the following steps:

[0085] In the round bottom flask, the compound 2, triethylamine and anhydrous ethanol are evenly mixed, to obtain a mixed solution, the mixed solution is heated and refluxed under the protection of nitrogen for 48 hours, after the reaction is over, the anhydrous ethanol is removed by rotary steaming, the crude product is recrystallized by n-hexane / acetone, and the product AIE-TEA is a photosensitizer, wherein the number of parts of the substance of compound 2, The ratio of the number of parts of the substance of triethylamine to the number of parts by volume of absolute ethanol is 0.029: 0.79: 0.5, the unit of the number of parts of the substance is mmol, the unit of the number of parts by volume is mL, and the compound 2 is:

[0086]

Embodiment 2

[0088] The synthesis method of the above photosensitizer, comprising the following steps:

[0089] In the round bottom flask, the compound 2, triethylamine and absolute ethanol are evenly mixed, to obtain a mixed solution, the mixed solution is heated and refluxed under the protection of nitrogen for 52 hours, after the reaction is over, the anhydrous ethanol is removed by rotary steaming, the crude product is recrystallized by n-hexane / acetone, to obtain the product AIE-TEA as a photosensitizer, wherein the number of parts of the substance of compound 2, The ratio of the number of parts of the substance of triethylamine to the number of parts by volume of absolute ethanol is 0.03: 0.89: 0.75, the unit of the number of parts of the substance is mmol, the unit of the number of parts by volume is mL, and compound 2 is:

[0090]

Embodiment 3

[0092] The synthesis method of the above photosensitizer, comprising the following steps:

[0093] In the round bottom flask, compound 2, triethylamine and absolute ethanol are evenly mixed to obtain a mixed solution, the mixed solution is heated and refluxed under the protection of nitrogen for 60 hours, after the reaction is over, the anhydrous ethanol is removed by rotary steaming, the crude product is recrystallized by n-hexane / acetone, and the product AIE-TEA is a photosensitizer, wherein the number of parts of the substance of compound 2, The ratio of the number of parts of the substance of triethylamine to the number of parts by volume of absolute ethanol is 0.031: 0.99: 1.0, the unit of the number of parts of the substance is mmol, the unit of the number of parts by volume is mL, and compound 2 is:

[0094]

[0095] The line of the synthesis method of the above embodiments 1 to 3 is represented as follows:

[0096]

[0097] Example 1 obtains nuclear magnetic resonanc...

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Abstract

The invention discloses a photosensitizer which integrates bacterial fluorescence imaging and photodynamic sterilization and its preparation method and application. The name of the photosensitizer is: ((((2,5-bis((Z)-2-( 3,5-bis(trifluoromethyl)phenyl)-2-cyanoethenyl)-1,4-phenylene)bis(anilino))bis(4,1-phenylene))bis( Oxygen)) bis(N, N, N-triethylbutyl-1-ammonium) bromide, the molecular formula of the photosensitizer is C 72 h 74 N 6 o 2 f 12 Br 2 , The photosensitizer of the present invention has aggregation-induced luminescent properties and bactericidal properties, not only can perform near-infrared fluorescence imaging of bacteria without washing, but also can generate active oxygen to kill bacteria under low-power white light irradiation. The fluorescence imaging and photodynamic bactericidal effects of the photosensitizer on Staphylococcus aureus are obviously better than those on Escherichia coli, therefore, the photosensitizer has selectivity for imaging and killing Staphylococcus aureus.

Description

Technical field [0001] The present invention belongs to the field of imaging and photodynamic therapy technology of fluorescent photosensitizers, specifically relates to a set of bacterial fluorescence imaging and photodynamic sterilization in one of the photosensitizer and preparation methods and applications thereof. Background [0002] Bacterial infection is a class of high-incidence diseases that plague humans, and the conventional method is to apply antibiotics for treatment, but due to the misuse of antibiotics in humans, resistant strains continue to appear, so that the therapeutic effect of antibiotics declines rapidly. With the widespread emergence of drug-resistant bacteria, the problem of bacterial drug resistance is becoming increasingly serious. On the other hand, the research and development cycle of antibiotics is long, difficult, the initial investment is high, and the synthetic drugs have strong toxicity and side effects, and the traditional antibiotics can no l...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C255/42C07C253/30C09K11/06A61K41/00A61P31/04A01N37/44G01N21/64A01P1/00
CPCC09K11/06C07C255/42A61K41/0057A61P31/04G01N21/6402A01N37/44C09K2211/1007Y02A50/30Y02B20/00
Inventor 吕宏光张云梦赵晓伟
Owner TIANJIN UNIVERSITY OF TECHNOLOGY
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