Binuclear macrocyclic polyamine metal complex and its use

A technology of metal complexes and macrocyclic polyamines, applied in the field of imitation enzyme catalysts, can solve problems such as poor catalytic hydrolysis activity, and achieve the effects of easy raw materials, simple preparation methods, and expanded scope

Inactive Publication Date: 2004-09-15
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The bridging group R of this compound is a flexible structure, and its catalytic hydrolysis activity to DNA or RNA is relatively poor

Method used

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  • Binuclear macrocyclic polyamine metal complex and its use
  • Binuclear macrocyclic polyamine metal complex and its use
  • Binuclear macrocyclic polyamine metal complex and its use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] This embodiment prepares the dinuclear macrocyclic polyamine Zn (II) complex, the bridge R is a group c, and the structural formula is as follows:

[0032]

[0033] R 5 =H

[0034] The process steps are:

[0035] 1. Synthesis of macrocyclic polyamines - synthesis of 4,7,10-tris(tert-butoxycarbonyl)-1,4,7,10-tetraazadodecane

[0036] N 2 Under air protection, 146.5 grams (0.26mol) of compound-N,N',N"-tris(p-toluenesulfonyl)-diethylenetriamine was dissolved in 300ml of anhydrous DMF, and stirred in an ice bath, Add 17.1 grams (0.57mol) of sodium hydride (80%-mineral oil) in batches, and after stirring for 2 hours, add 147.0 grams (0.26mol) of compound-O, O', N-three (p-toluenesulfonyl)-bis(2-hydroxyethyl)amine in anhydrous DMF solution 300ml, stirred for 3 hours, placed at room temperature, the mixture was poured into 1000ml of ice water, and the solid was collected by filtration.Water, ethanol washing, The white solid obtained was 1,4,7,10-te...

Embodiment 2

[0045] This embodiment prepares the dinuclear macrocyclic polyamine Zn (II) complex, the bridge R is a group b, and the structural formula is as follows:

[0046]

[0047] R 2 =CH 3 R 3 =H

[0048] The process steps are:

[0049] 1. Synthesis of macrocyclic polyamines

[0050] Same as Example 1.

[0051] 2. Synthesis of bridged macrocyclic polyamine bromate

[0052] N 2 Under air protection, 1.0 g (2.12 mmol) of compound-4,7,10-tris(tert-butoxycarbonyl)-1,4,7,10-tetraazacyclododecane was dissolved in 50 ml of anhydrous acetonitrile , add 1.06 mmol 2,6-dichloromethyl-4-methylphenol and 0.25 g (2.36 mmol) anhydrous Na 2 CO 3 , reflux for 72h, filter to remove insoluble matter, distill off the solvent, dissolve the residue in water, CHCl 3 Extraction, combined organic phase, with anhydrous Na 2 SO 4 Dry and remove solvent. The residue was dissolved in anhydrous and alcohol-free chloroform, and under ice-cooling, 0.3 g (0.21 mmol) of triethylam...

Embodiment 3

[0057] This embodiment prepares the dinuclear macrocyclic polyamine Zn (II) complex, the bridge R is a group b, and the structural formula is as follows:

[0058]

[0059] R 2 = Cl R 3 =H

[0060] The process steps are:

[0061] 1. Synthesis of macrocyclic polyamines

[0062] Same as Example 1.

[0063] 2. Synthesis of bridged macrocyclic polyamine bromate

[0064] N 2 Under air protection, 1.0 g (2.12 mmol) of compound-4,7,10-tris(tert-butoxycarbonyl)-1,4,7,10-tetraazacyclododecane was dissolved in 50 ml of anhydrous acetonitrile , add 1.06 mmol 2,6-dichloromethyl-4-chlorophenol and 0.25 g (2.36 mmol) anhydrous Na 2 CO 3 , reflux for 72h, filter to remove insoluble matter, distill off the solvent, dissolve the residue in water, CHCl 3 Extraction, combined organic phase, with anhydrous Na 2 SO 4 Dry and remove solvent. The residue was dissolved in anhydrous and alcohol-free chloroform, and under ice-cooling, 0.3 g (0.21 mmol) of triethyla...

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Abstract

The invention provides a dinuclear macrocyclic polyamine metal complex. It is uses as hydrolyst, able to effectively cut DNA and RNA on physiological condition at low concentration (the minimum value 5mu mol / L) in short time (hydrolyzing time about 30 minutes), it has good cutting reaction selectivity, no notch ringlike DNA and RNA occurring, and its cutting mode is also similar to restriction endonuclease's.

Description

technical field [0001] The invention relates to an enzyme-like catalyst for hydrolyzing DNA and RNA. Background technique [0002] Regarding the fragmentation of DNA and RNA, restriction endonuclease is an effective hydrolysis catalyst, which can cut DNA and RNA molecules at specific sites, but its recognition site is only 4-8 nucleotides, and can only Fragments DNA and RNA at a limited number of sites. [0003] Chemically synthesized enzyme-like hydrolysis catalysts are a new class of nucleic acid cutting reagents developed in the 1980s. They have the high specificity of restriction endonucleases and can break DNA and RNA at any pre-designed site. , and has the advantages of simple preparation and cheap price, but the existing enzyme-like hydrolysis catalysts—for example, metal complexes reported in recent years (see (1) Novel Recognition of Thymine Base in Double-Stranded DNA by Zinc (II)-Macrocyclic Tetraamine Complexes Appended with Aromatic ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/22C07D257/02C07F1/08C07F3/04C07F3/06C07F3/08C07F15/04
Inventor 谢如刚余孝其向清祥夏传琴
Owner SICHUAN UNIV
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