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Beta-diketone/bis-amino phenanthroline europium complex as well as synthesis method and application thereof

A bisamino-phenanthrene and synthesis method technology, applied in the field of β-diketone/bisamino-phenanthroline europium complex and its synthesis, can solve the problems of limited clinical application, poor photostability, autofluorescence interference, etc., and achieve reduction Cytotoxicity, high specificity, high commercial value effect

Pending Publication Date: 2021-11-26
ANHUI UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, more RNA fluorescent probes are mainly concentrated on small organic molecules. Such probes have disadvantages such as high toxicity, autofluorescence interference, and poor photostability, which limit their clinical application.

Method used

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  • Beta-diketone/bis-amino phenanthroline europium complex as well as synthesis method and application thereof
  • Beta-diketone/bis-amino phenanthroline europium complex as well as synthesis method and application thereof
  • Beta-diketone/bis-amino phenanthroline europium complex as well as synthesis method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0034] Embodiment 1: Compound Eu(TTA) 3 · PN synthesis

[0035] Weigh 0.25g (0.50mmol) of Eu(TTA) 3 2H 2 O, placed in a 100mL flask, appropriate amount of CHCl 3 Dissolve, add appropriate amount of CHCl to the reaction solution 3 The dissolved 0.50mol ligand PN solution was heated to reflux for 12 hours, cooled and left to stand, a pale yellow solid precipitated, filtered, washed and dried. Obtain the complex Eu(TTA) 3 PN 0.26g. Yield: 86%. 1 H-NMR (d 6 -DMSO, 400MHz, ppm) δ: 7.97 (d, J=27.7Hz, 2H), 7.62–7.14 (m, 6H), 6.74–6.06 (m, 11H), 4.50 (s, 3H), 3.72 (s, 3H). 13 C-NMR (d 6 -DMSO, 100MHz, ppm) δ: 181.31, 148.11, 143.21, 140.78, 135.42, 134.05, 131.09, 127.97, 123.05, 120.91, 98.10, 42.05.

Embodiment 2

[0036] Embodiment 2: the biological research of target molecule

[0037] 1. MTT method tested Eu(TTA) 3 For the cytotoxicity of PN, incubate HepG2 cells in the culture medium with the concentration range of 5-25μM of europium complex for 24h, and observe the cell viability. Eu(TTA) 3 ·PN has low toxicity to HepG2 cells, and when the concentration reaches 25μM, the cell survival rate is still as high as 80%, which can fully meet the requirements of biological applications.

[0038] 2. Using HepG2 cells as the developing cell model, use 20μM Eu(TTA) respectively 3 PN was used for staining, and the cells to be tested were placed in a cell culture incubator for 30 minutes and washed 3 times with PBS solution. In order to confirm the complex Eu(TTA) 3 PN targeted the cell site, and selected lysosomes to dye Lyso-tracker deep red for co-localization imaging, and the results showed that the complex Eu(TTA) 3 The coloring parts and phenomena of PN and lysosome are consistent, ind...

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Abstract

The invention discloses a beta-diketone / diamino phenanthroline europium complex and a synthesis method and application thereof. The complex is simply recorded as Eu(TTA)3.PN, and the structural formula of the complex is shown in the specification. The beta-diketone / diamino phenanthroline europium complex has good multi-photon absorption property, and can be used for identifying and detecting RNA and targeted lysosome.

Description

technical field [0001] The invention relates to a β-diketone / bisamino-phenanthroline europium complex, a synthesis method and application. Background technique [0002] Ribonucleic acid (Ribonucleic Acid, RNA) is ubiquitous in organism cells, and its main physiological function is to carry genetic information. RNA plays different functions in cells in the form of rRNA, mRNA and microRNA. These RNA species differ significantly in their sequence, abundance and function. Since the function of RNA is determined by its sequence, specific fluorescent probes are needed to specifically detect RNA, such as gene expression and developmental biology, etc. The use of fluorescent probes to accurately detect cellular RNA in organisms has obvious practical value in disease diagnosis and treatment. At present, the most researched RNA fluorescent probes are mainly concentrated on small organic molecules. These probes have disadvantages such as high toxicity, autofluorescence interference ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F5/00C09K11/06G01N21/64
CPCC07F5/003C09K11/06G01N21/6428C09K2211/182C09K2211/1044C09K2211/1092G01N2021/6439
Inventor 田玉鹏徐忠伟王飞苏文卿张琼李丹丹李胜利吴杰颖
Owner ANHUI UNIVERSITY
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