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Preparation and application of near-infrared fluorescent probe based on MOF material

A fluorescent probe and near-infrared technology, applied in the field of fluorescent probes, can solve problems such as poor stability, poor tissue targeting, and reduced treatment efficiency

Pending Publication Date: 2020-10-30
XIANGTAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The drug can be used alone or in combination with other drugs with similar efficacy, and it is an effective chemotherapy method, but its poor stability, poor tissue targeting and other disadvantages greatly reduce its therapeutic efficiency (Parry M.C. , Laitinen., Albergo J., Jeys L., Carter S., Gaston C.L. Bone. Joint. J. 2016, 98, 555-563; Zang Y. D., Wei Y. C., Shi Y. J., Chen Q., Xing D. Small. 2016 , 12, 756-769.)

Method used

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  • Preparation and application of near-infrared fluorescent probe based on MOF material
  • Preparation and application of near-infrared fluorescent probe based on MOF material
  • Preparation and application of near-infrared fluorescent probe based on MOF material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Preparation of fluorescent probes

[0027] Preparation of rhodamine-like near-infrared dye RhI: In a 100mL single-necked flask, 5 equivalents of cyclohexanone was added dropwise to 10mL of concentrated sulfuric acid to cool, then, under stirring, 2.5 equivalents of 2-(4-diethylamino -2-Hydroxybenzoyl)benzoic acid was added to concentrated sulfuric acid, the reaction was heated to 90°C, and the reaction was stirred for 1.5h. It was observed that the reaction solution changed from yellowish brown to black. After stopping the reaction, the resulting reaction product was quickly poured into a beaker filled with crushed ice, and then 2 mL of perchloric acid was added while stirring. After the crude product was vacuum filtered and washed with cold water, the intermediate product was obtained as an orange solid (yield 91%). In a 100mL round bottom flask, put 2 equivalents of the intermediate product, 1 equivalent of Fisher's aldehyde and 8mL of glacial acetic acid in turn, st...

Embodiment 2

[0030] Fluorescent probe and ATP solution preparation

[0031] Preparation of probe solution: Weigh a certain amount of probe and disperse it in water to prepare a 4 mg / mL probe solution. Preparation of ATP solution: Weigh a certain amount of adenosine-5-triphosphate disodium salt and dissolve it in distilled water, configure it into 20mM ATP solution, and store it in an environment at 4°C.

Embodiment 3

[0033] Measurement of Fluorescence Spectrum of Interaction of Fluorescent Probe with ATP and Measurement of Doxorubicin Release Rate

[0034] figure 2 The fluorescence spectrum of the interaction between the fluorescent probe and ATP, the concentration of the fluorescent probe is 4mg / L, and the concentration of ATP is 0, 0.25, 0.5, 1, 2, 3, 4, 5mM. The excitation wavelength is 680nm and the emission wavelength is 750nm. The slit width is 5.0 nm / 5.0 nm, and the fluorescence measurement instrument used is a Hitachi F4600 fluorescence spectrophotometer. Such as figure 2 As shown, before adding ATP, the probe basically does not emit fluorescence signal; after adding ATP, the probe has an emission peak at 750nm, and the fluorescence intensity increases with the increase of ATP concentration. This is because ATP and Zn in the material 2+ Binding leads to the collapse of the ZIF-90 structure of the probe, thereby releasing the fluorophore RhI and drug DOX wrapped in it. And wi...

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Abstract

The invention relates to preparation and application of a near-infrared fluorescent probe based on an MOF material. The invention provides a preparation method for synthesizing the fluorescent probe by taking adriamycin, 2-(4-diethylamino-2-hydroxybenzoyl) benzoic acid, Fisher aldehyde, zinc acetate dehydrate, imidazole-2-formaldehyde and the like as raw materials. The fluorescent probe is the near-infrared fluorescent probe based on the MOF material. Firstly, the fluorescent probe is simple in synthesis method, and a near-infrared fluorescence monitoring controllable drug release system whichresponds to a tumor microenvironment is synthesized by adopting a ZIF-90 nano material and a near-infrared dye; secondarily, the fluorescent probe can quickly react with ATP, and the response time iswithin 200 seconds; and thirdly, as the ATP concentration in cancer cells is higher than that of surrounding normal tissues, the fluorescent probe has relatively ideal selectivity on the ATP, the probe can be well enriched in the cancer cells, and the premise of improving the cancer treatment effect is achieved; and finally, the probe has excellent drug loading characteristics, so that the cancertreatment effect is greatly improved.

Description

technical field [0001] The invention belongs to the technical field of fluorescent probes, and in particular relates to the preparation and application of near-infrared fluorescent probes based on MOF materials. Background technique [0002] Cancer is a malignant tumor that seriously threatens human life and health, and its mortality and morbidity are increasing year by year. Faced with such a severe test, many scientific researchers have launched research on cancer treatment. The current clinical treatment methods are mainly surgical treatment and chemical drug treatment, combined with radiotherapy, which can improve the survival rate of patients to the greatest extent. (Lian X.Z., Huang Y.Y., Zhu Y.Y., Fang Y., Zhao R., Joseph E., Li J.L., Zhou H.C. Angew. Chem. 2018, 130, 5827–5832; Wu M.X., Yang Y.W. Adv. Mater. 2017, 29, 1606134.) It is undeniable that radiotherapy and chemotherapy have extremely high cancer treatment efficiency in clinical practice, but there are sti...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06A61K31/704A61P35/00G01N21/64A61K49/00A61K9/51A61K47/22
CPCC09K11/06A61K31/704A61P35/00G01N21/6428A61K49/0041A61K49/0093A61K9/5123C09K2211/1088C09K2211/1029
Inventor 李春艳陈茜茜
Owner XIANGTAN UNIV
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