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1,8-naphthyridine binuclear copper (i) complex, preparation method and application

A complex, -naphthyridine technology, applied in the field of naphthyridine complexes, can solve problems such as incompatibility

Inactive Publication Date: 2017-01-25
TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] However, most of these mechanisms require reducing agents or oxygen, which are not suitable for use in vivo as antitumor drugs. cleaving DNA complex

Method used

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  • 1,8-naphthyridine binuclear copper (i) complex, preparation method and application
  • 1,8-naphthyridine binuclear copper (i) complex, preparation method and application
  • 1,8-naphthyridine binuclear copper (i) complex, preparation method and application

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Experimental program
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Embodiment

[0058] 1. Synthesis of 1,8-naphthyridine binuclear copper (I) complexes

[0059] 1) Synthesis of 2-formyl-1,8-naphthyridine

[0060] 2-Methyl-1,8-naphthyridine (288mg, 2mmol) and selenium dioxide (221.92mg-443.84mg, 2mmol-4mmol) in an equimolar to double molar amount were dissolved in 50ml of 1,4-dioxane , nitrogen or without nitrogen protection, react at 80°C-130°C for 8-16 hours. During the reaction, the silica gel plate was detected at any time until the 2-methyl-1,8-naphthyridine basically reacted completely and a new point was generated, and the reaction was completed. Afterwards, the reaction mixture was suspended to dryness, purified through a silica gel column, and passed through the column with dichloromethane to obtain 2-formyl-1,8-naphthyridine. 2-Formyl-1,8-naphthyridine was characterized by NMR (see figure 1 ). 1 H NMR (400MHz, CDCl 3 )δ10.33(s,1H),9.28(dd,J=4.1,1.9Hz,1H),8.41(d,J=8.3Hz,1H),8.32(dd,J=8.2,1.9Hz,1H), 8.15 (d, J=8.3Hz, 1H), 7.65 (dd, J=8.2, 4.2...

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Abstract

The invention discloses a 1,8-naphthyridine binuclear copper (I) complex with a molecular formula shown in the specification. The complex is the first naphthyridine binuclear copper complex with a DNA cutting function discovered so far, and can be used for pyrolysis of DNA by virtue of a hydrolysis mechanism under the condition that oxygen and a reducing agent are not used to ensure that the complex can be possibly used as a new antitumor medicament in the field of medicament research and development. The invention also discloses a preparation method of the 1,8-naphthyridine binuclear copper (I) complex. The invention also discloses an application of the 1,8-naphthyridine binuclear copper (I) complex which can be used for cutting DNA.

Description

technical field [0001] The present invention relates to naphthyridine complexes. More specifically, it relates to a 1,8-naphthyridine binuclear copper (I) complex, a preparation method and an application. Background technique [0002] DNA is a very stable polymer under natural conditions. The half-life of the phosphate bonds of DNA is reported to be as long as 130,000 years, which is accomplished by spontaneous hydrolysis. DNA is very sensitive to oxidative cleavage, and there have been many reports on oxidative cleavage of DNA by metallonucleases. Most of the oxidative cleavage of DNA by these metallonucleases needs to be powered by UV lamps, or in the presence of reducing agents such as H2O2. Although the efficiency of oxidative cleavage of DNA is high, its need for foreign substances limits its application in molecular biology. [0003] Compounds with a hydrolytic cleavage mechanism do not have the above disadvantages. The mechanism of action of the synthetic metallo...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F1/08C12Q1/68A61P35/00
Inventor 傅文甫赵春超
Owner TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI