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Application of 24R-Pyxinol compound as mitochondrial fluorescent probe

A technology of fluorescent probes and compounds, which is applied in the fields of medicinal chemistry and mitochondrial applications, can solve the problems of inability to stain living cell mitochondria, inability to stain mitochondria, and long staining time, and achieve high selectivity, rapid staining, and short staining time.

Active Publication Date: 2021-01-01
YANTAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the staining of these probes is dependent on the mitochondrial membrane potential. Once the mitochondrial membrane potential decreases or disappears, it cannot stain mitochondria.
On the other hand, some probes have a long staining time (such as MitoRed), and cannot stain the mitochondria of living cells in a short time

Method used

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  • Application of 24R-Pyxinol compound as mitochondrial fluorescent probe
  • Application of 24R-Pyxinol compound as mitochondrial fluorescent probe
  • Application of 24R-Pyxinol compound as mitochondrial fluorescent probe

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Example 1: Fluorescence imaging of probe 1 in cardiomyocytes

[0040] The H9C2 cardiomyocytes in the logarithmic growth phase were digested and counted, and the number was 8×10 3 Inoculate in 35mm laser confocal culture dish per 100 μL well, and culture in a cell incubator for 24 h; add fluorescent probe 1 to make the final concentration 1 μM, and continue to culture in the original culture environment for 1 h; discard the culture medium, wash 3 times with PBS, Observations were made under a confocal laser microscope. like figure 1 As shown, probe 1 emits bright green fluorescence in the cell, the aggregation point is extremely obvious, and the linear mitochondria in the cell are clearly visible.

Embodiment 2

[0041] Example 2: Fluorescence imaging of probe 2 in cardiomyocytes

[0042] The operation method is the same as in Example 1, only the corresponding probe 1 in Example 1 needs to be changed to probe 2.

[0043] like figure 2 As shown, probe 2 also emits bright green fluorescence in the cell, the aggregation point is extremely obvious, and the linear mitochondria in the cell are clearly visible.

Embodiment 3

[0044] Example 3: Fluorescence imaging of probe 3 in cardiomyocytes

[0045] The operation method is the same as in Example 1, only the corresponding probe 1 in Example 1 needs to be changed to probe 3.

[0046] like image 3 As shown, probe 3 also emits bright green fluorescence in the cell, the aggregation point is extremely obvious, and the linear mitochondria in the cell are clearly visible.

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Abstract

The invention provides an application of a 24R-Pyxinol compound as a mitochondrial fluorescence probe. The fluorescent probe can quickly target mitochondria of living cells. Compared with other mitochondrial targeting agents, the dye is not influenced by the mitochondrial membrane potential, and can still dye mitochondria when the mitochondrial membrane potential is reduced or disappears; and meanwhile, the compound has high selectivity on myocardial cells. Compared with MitoRed, the dye can dye mitochondria more quickly, and the dyeing time is shorter. In addition, the probe also has the advantages of good solubility, strong color development, good bio-compatibility and the like, and has a wide application prospect in the fields of fluorescent biomarkers and life science detection.

Description

technical field [0001] The invention relates to the fields of medicinal chemistry and mitochondrial applications, and relates to the application of 24R-Pyxinol compounds as mitochondrial fluorescent probes. Specifically, it relates to the application of a 24R-Pyxinol fluorescent probe in mitochondrial localization. Background technique [0002] 24R-Pyxinol is one of the metabolites of protopanaxadiol in the liver, and has pharmacological activities such as anti-inflammatory and anti-myocardial ischemia / reperfusion injury. Previous studies have found that 24R-Pyxinol compounds have anti-myocardial ischemia / reperfusion injury activity (Chin.J.Org.Chem.2017,37(8),2109-2114). [0003] Mitochondria is an important organelle of eukaryotic cells and the main energy supplier in cells, and has always been called "cell power factory". And it also has various functions such as participating in cell metabolism, cell signal transduction, and cell apoptosis, and has always been a resear...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07J41/00G01N21/64
CPCC09K11/06C07J41/0033G01N21/6402G01N21/6428G01N21/6458C09K2211/1011C09K2211/1088
Inventor 杨刚强高洪艳章琛邹宗吉任瑞银谢昊景绍真孙静贤
Owner YANTAI UNIV