Water-soluble perylene imide compounds, usage as DNA intercalator, and applications thereof in growth inhibition of cancer cells

An amine compound, perylene imide technology, applied in the field of biopharmaceutical chemical synthesis, can solve problems such as research on anti-tumor properties, and achieve the effects of good practical application value, good water solubility, and high fluorescence quantum yield
CN103497154AInactive Publication Date: 2014-01-08BEIJING UNIV OF CHEM TECH

Patent Information

Authority / Receiving Office
CN · China
Current Assignee / Owner
BEIJING UNIV OF CHEM TECH
Publication Date
2014-01-08
Estimated Expiration
Not applicable · inactive patent

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Abstract

The invention discloses water-soluble perylene imide compounds, a usage as a DNA intercalator, and applications thereof in the growth inhibition of cancer cells, and belongs to the technical field of chemical synthesis of biological drugs. Through inducing cation amino functional groups into perylene anhydride derivatives and a perylene mono-anhydride system, the water solubility of the perylene anhydride derivatives and the perylene mono-anhydride system is greatly improved; furthermore, the cation amino functional groups are in a photo-stability combination with perylene derivatives, and thus a series of novel water-soluble perylene imide compounds are obtained. The synthesized water-soluble perylene imide compounds can effectively be embedded between the base pairs of DNA double helix of nucleus and be used as a DNA intercalator. The synthesized water-soluble perylene imide compounds have a planar rigid structure, so that the compounds can be specifically enriched around fixed tissue cell nucleus, the compounds have the advantages of strong fluorescence and easiness in fluorescent imaging, and have a similar effect as the DAPI effect of commercial cell nucleus dye. The synthesized water-soluble perylene imide compounds can effectively inhibit the growth of cancer cells such as U2OS, HTC116, Hela, AGS, etc., and have a very prominent anti-tumor effect.
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Description

technical field

[0001] The invention belongs to the technical field of biopharmaceutical chemical synthesis, and particularly relates to a water-soluble perylene imide compound and its application as a DNA intercalation agent and in inhibiting the growth of cancer cells. Background technique

[0002] Perylene and its derivatives have good light, thermal and chemical stability, almost 100% fluorescence quantum yield, narrow fluorescence emission peak, can be separated from cell background fluorescence (395-479nm) and excellent dyeing performance. It has been widely used in the fields of organic optoelectronic devices, laser dyes and bioluminescent probes.

[0003] Intercalator refers to the reversible interaction between polycyclic aromatic hydrocarbon small molecule substances and DNA. This type of molecule is small in size, in an electron-deficient state, and has a certain planar rigidity. It can be inserted between two stacked base pairs of DNA. The insertion process lead...

Claims

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