Photosensitizer integrating bacterial fluorescence imaging and photodynamic sterilization, preparation method and applications 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: 2020-04-03
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, preparation method and applications thereof
  • Photosensitizer integrating bacterial fluorescence imaging and photodynamic sterilization, preparation method and applications thereof
  • Photosensitizer integrating bacterial fluorescence imaging and photodynamic sterilization, preparation method and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0084] The synthetic method of above-mentioned photosensitizer, comprises the following steps:

[0085] In a round-bottomed flask, compound 2, triethylamine and absolute ethanol were uniformly mixed to obtain a mixed solution, and the mixed solution was heated to reflux under the protection of nitrogen for 48 hours. After the reaction was completed, the absolute ethanol was removed by rotary evaporation to obtain The crude product is recrystallized by n-hexane / acetone to obtain the product AIE-TEA as a photosensitizer, wherein the parts by weight of compound 2, the parts by weight of triethylamine and the parts by volume of absolute ethanol The ratio of the numbers is 0.029:0.79:0.5, the unit of the quantity and part of the substance is mmol, the unit of the volume part is mL, and the compound 2 is:

[0086]

Embodiment 2

[0088] The synthetic method of above-mentioned photosensitizer, comprises the following steps:

[0089] In a round-bottomed flask, compound 2, triethylamine and absolute ethanol were uniformly mixed to obtain a mixed solution, and the mixed solution was heated to reflux under the protection of nitrogen for 52 hours. After the reaction was completed, the absolute ethanol was removed by rotary evaporation to obtain The crude product is recrystallized by n-hexane / acetone to obtain the product AIE-TEA as a photosensitizer, wherein the parts by weight of compound 2, the parts by weight of triethylamine and the parts by volume of absolute ethanol The ratio of the numbers is 0.03:0.89:0.75, the unit of the quantity and part of the substance is mmol, the unit of the volume part is mL, and the compound 2 is:

[0090]

Embodiment 3

[0092] The synthetic method of above-mentioned photosensitizer, comprises the following steps:

[0093] In a round-bottomed flask, compound 2, triethylamine and absolute ethanol were uniformly mixed to obtain a mixed solution, and the mixed solution was heated and refluxed under the protection of nitrogen for 60 hours. After the reaction was completed, the absolute ethanol was removed by rotary evaporation to obtain The crude product is recrystallized by n-hexane / acetone to obtain the product AIE-TEA as a photosensitizer, wherein the parts by weight of compound 2, the parts by weight of triethylamine and the parts by volume of absolute ethanol The ratio of the numbers is 0.031:0.99:1.0, the unit of the quantity and part of the substance is mmol, the unit of the volume part is mL, and the compound 2 is:

[0094]

[0095] The circuit of above-mentioned embodiment 1~3 synthesis method is shown as follows:

[0096]

[0097] The nuclear magnetic resonance and mass spectrum d...

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Abstract

The invention discloses a photosensitizer integrating bacterial fluorescence imaging and photodynamic sterilization, a preparation method and applications thereof, wherein the photosensitizer is named(((((2,5-bis((Z)-2-(3,5-bis(trifluoromethyl)phenyl)-2-cyanovinyl)-1,4-phenylene)bis(anilino))bis(4,1-phenylene))bis(oxy)bis(N,N,N-triethylbutyl-1-ammonium)bromide, and has a molecular formula of C72H74N6O2F12Br2. According to the invention, the photosensitizer has aggregation-induced emission characteristic and sterilization characteristic, can perform bacteria wash-free near-infrared fluorescence imaging, and can generate active oxygen under the irradiation of low-power white light to kill bacteria; and the fluorescent imaging and photodynamic sterilization effects of the photosensitizer tostaphylococcus aureus is significantly superior to the fluorescent imaging and photodynamic sterilization effects of the photosensitizer to escherichia coli, so that the photosensitizer has selectivity in imaging and killing of staphylococcus aureus.

Description

technical field [0001] The invention belongs to the technical field of imaging and photodynamic therapy of fluorescent photosensitizers, and in particular relates to a photosensitizer integrating bacterial fluorescence imaging and photodynamic sterilization and its preparation method and application. Background technique [0002] Bacterial infection is a kind of high-incidence disease that plagues human beings. The conventional method is to use antibiotics for treatment. However, due to the abuse of antibiotics by humans, drug-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 more and more serious. 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 need...

Claims

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Application Information

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Patent Type & Authority Applications(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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