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Application of fluorescent compound in A beta plaque imaging

A fluorescent compound and compound technology, applied in a method, in the field of fluorescent compounds, can solve the problems of little progress in Aβ fluorescent molecular probes

Inactive Publication Date: 2014-12-17
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the current research on Aβ fluorescent molecular probes has made little progress.

Method used

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  • Application of fluorescent compound in A beta plaque imaging
  • Application of fluorescent compound in A beta plaque imaging
  • Application of fluorescent compound in A beta plaque imaging

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] Embodiment 1: Synthesis of BPAD compounds.

[0050]

[0051] .

[0052] Synthetic intermediate 1

[0053] After 9.93 g (72.9 mmol) of o-hydroxyacetophenone was dissolved in 150 mL of ethyl acetate, 6.01 g (261.0 mmol) of sodium was added and reacted at room temperature for 3 hours. The solution changed from yellow to khaki. After the reaction, filter with suction, dissolve the resulting filter cake in 300 mL of water, adjust the pH to 7 with glacial acetic acid, and stir overnight. Suction filtration, obtain 4.97 g intermediate 1 . The yield was 32.6%.

[0054] .

[0055] Synthetic intermediate 2

[0056] intermediate 1 (4.44 g, 24.9 mmol) was dissolved in 50 mL of acetic acid, then 4 mL of concentrated sulfuric acid was added, and refluxed for half an hour. Pour the hot solution into 300 mL of ice water and adjust the pH to 7 with anhydrous sodium carbonate. After dichloromethane extraction, the organic phase was dried with anhydrous magne...

Embodiment 2

[0074] Embodiment 2: Determination of fluorescence excitation wavelength and fluorescence emission wavelength.

[0075] The compounds of the present invention have good fluorescence properties. In order to investigate the fluorescence properties of the compounds of the present invention, the specific implementation steps are: accurately weigh an appropriate amount of the compounds of the present invention, dissolve them in methanol, and dilute them to 1 μmol L with methanol -1 . Fluorescence detection was performed using a spectrofluorometer. Fix the excitation / emission wavelength and continuously scan the emission / excitation wavelength from 400-750 nm to draw the wave travel image. Table 1 shows the maximum excitation wavelength and maximum emission wavelength of some compounds in the examples of the present invention.

[0076] Table 1 Maximum fluorescence excitation wavelengths and maximum emission wavelengths of some compounds in the examples.

[0077] BPAD-1...

Embodiment 3

[0078] Embodiment three: Aβ 1-42 Fluorescence spectra of compounds after aggregate mixing.

[0079] The compounds of the present invention have the property of enhancing fluorescence after binding to Aβ aggregates. In order to investigate the change of the fluorescence spectrum behavior after the compound of the present invention is mixed with Aβ, the specific implementation steps are: accurately weigh an appropriate amount of the compound of the present invention, dissolve it in ethanol, and dilute it to 1 μmol L with PBS -1 . Fluorescence detection was performed using a spectrofluorometer. Fix the excitation / emission wavelength and continuously scan the emission / excitation wavelength from 400-750 nm to draw the wave travel image. Aβ 1-42 Proteins were incubated with Aβ aggregates in a 37°C water bath to simulate Aβ aggregates in the human brain. Compound (1 μmol L -1 ) and Aβ 1-42 aggregates (2.75 μmol L -1 ) were mixed, and the fluorescence detection was performed b...

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Abstract

The invention relates to a fluorescent compound with A beta plaque affinity as shown in the general formula (I) and a composition containing the derivative. The substituent group in the general formula is a composition as shown in the specification. The invention further relates to a preparation method of the fluorescent compound and application of the fluorescent compound in imaging of A beta plaque.

Description

technical field [0001] The invention relates to the field of specific molecular recognition diagnostic reagents, and more specifically relates to the application of a fluorescent compound with affinity for amyloid plaques in a method for imaging amyloid plaques. Background technique [0002] Alzheimer's disease (AD) is a progressive and fatal neurodegenerative disease. At present, my country has entered an aging society ahead of schedule, and about 6 million people suffer from AD, ranking first in the world, and the number of patients is increasing at a rate of more than 300,000 per year. The prevalence rate of people over 65 years old in my country is 7.2%, and AD patients are becoming younger. AD has become the fourth leading cause of death among the elderly after heart disease, cancer and stroke. AD not only seriously affects the quality of life of middle-aged and elderly people, but also brings a heavy economic burden to patients' families and society. Due to the comp...

Claims

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Application Information

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IPC IPC(8): A61K49/00
Inventor 程妍张志荣
Owner SICHUAN UNIV
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