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A contrast agent and its application in photoacoustic imaging of brown fat

A brown fat, photoacoustic contrast technology, applied in echo/ultrasonic imaging agents, etc., can solve the problems of inability to image, short ICG retention time, and inappropriate photoacoustic imaging.

Active Publication Date: 2020-10-23
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The literature in 2003 (Molecular Imaging.Vol.2, No.1, January 2003,37-49.) reported the use of cyanine compounds ICG and IR-786 to perform fluorescence imaging of brown adipose tissue in mice. The results showed that injection The retention time of post-ICG is too short to be visualized, and IR786 can be used for fluorescence imaging of brown adipose tissue five minutes after injection, but the retention time in brown adipose tissue is still too short to be suitable for photoacoustic imaging

Method used

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  • A contrast agent and its application in photoacoustic imaging of brown fat
  • A contrast agent and its application in photoacoustic imaging of brown fat
  • A contrast agent and its application in photoacoustic imaging of brown fat

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preparation example Construction

[0034] In the present invention, the preparation method of the cyanine compound preferably comprises the following steps:

[0035] Mixing 2,3,3-dimethylindole, α-halide and anhydrous solvent, performing a salt-forming reaction to obtain the first intermediate;

[0036] mixing dimethylformamide, phosphorus oxychloride, cyclohexanone and dichloromethane, and performing a substitution reaction to obtain a second intermediate;

[0037] Mixing the first intermediate, the second intermediate, sodium acetate and ethanol, and performing the first condensation reaction, to obtain the cyanine compound of the structure shown in formula I;

[0038] Mixing the cyanine compound with the structure shown in formula I, sodium acetate and dimethylformamide, and performing enol-ketone interconversion reaction to obtain the cyanine compound with the structure shown in formula II;

[0039] The first intermediate, resorcinol, potassium carbonate and acetonitrile are mixed, and the second condensat...

Embodiment 1

[0058] 2,3,3-Dimethylindole (2.32g, 0.014mol) and tetrahydrofuryl bromide (2.00g, 0.012mol) were dissolved in 5mL of dichlorobenzene, and a salt-forming reaction was carried out at 100°C, and TLC monitors the progress of the reaction; after the reaction, isopropyl ether is added to obtain the first intermediate;

[0059] Dissolve dimethylformamide (7.50g, 0.102mol) and phosphorus oxychloride (12.50g, 0.081mol) in 10mL of dichloromethane, and add cyclohexanone (2.00g, 0.020mol ), carrying out a substitution reaction at 60° C., monitoring the progress of the reaction with a thin-layer plate, pouring the obtained reaction solution into ice slag, standing still, separating out solids, filtering, and recrystallizing to obtain the second intermediate;

[0060] The first intermediate (103mg, 0.308mmol), the second intermediate (22.0mg, 0.127mmol) and sodium acetate (25mg, 0.308mmol) were dissolved in 10mL of ethanol, reacted at room temperature for 8h, and the TLC Monitor the progre...

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Abstract

The invention belongs to the technical field of photoacoustic imaging, and in particular relates to a contrast agent and its application in photoacoustic imaging of brown fat. The cyanine compounds in the contrast agent of the present invention can specifically recognize brown fat, provide strong photoacoustic signals, and realize contrast imaging and detection of brown fat tissue. The cyanine compound provided by the invention can detect, visualize and monitor the size and structure change of brown fat and the transformation process from white fat to brown fat.

Description

technical field [0001] The invention relates to the technical field of photoacoustic imaging, in particular to a contrast agent and its application in photoacoustic imaging of brown fat. Background technique [0002] In addition to the common white fat (white adipose tissue, WAT) used to store energy, there are also brown fat (Brown adipose tissue, BAT) that promotes energy consumption. Brown fat is more common in newborns and infants, and it gradually fades with age. In recent years, studies have confirmed that there is still a small amount of brown adipose tissue in the adult body, scattered in the head and neck, clavicle, thoracic spinal canal, thoracic mediastinum, etc., and it can be converted from white adipose tissue to brown fat when the body is exposed to cold Tissues play an important role in the balance of energy metabolism in the body. Therefore, the increase in the amount of brown fat or the enhancement of its activity can reduce the accumulation of white fat,...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K49/22
CPCA61K49/22
Inventor 程妍
Owner SICHUAN UNIV
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