Ruthenium (II)-polypyridine complex, and preparation method and application thereof

A technology of polypyridine and complexes, applied in the field of ruthenium polypyridine complexes and their preparation, to achieve the effect of optical switching performance of G-quadruplex DNA molecules

Inactive Publication Date: 2012-05-23
TONGJI UNIV
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  • Abstract
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Problems solved by technology

[2,3] It is well known that [Ru(phen) 2 dppz] 2+ and [Ru(bpy) 2 dppz] 2+ It is widely recognized as an excellent DNA molecular optical switch complex. However, compared with a large number of studies on the bonding of complexes to double-stranded DNA, polypyridine ruthenium complexes as G-quadruplex DNA molecular optical switches are still rarely reported.

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  • Ruthenium (II)-polypyridine complex, and preparation method and application thereof
  • Ruthenium (II)-polypyridine complex, and preparation method and application thereof
  • Ruthenium (II)-polypyridine complex, and preparation method and application thereof

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[0035] The preparation method of ruthenium (II) polypyridine complex of the present invention specifically comprises the following steps:

[0036] 1. Preparation of main ligand dipyridine[3,2-a:2',3'-c]nophenazine-11,12-imidazole (dppzi)

[0037] 1) Synthesis of 5,6-dinitrobenzimidazole

[0038] Under ice bath condition, 2.0g 5-nitrobenzimidazole and 30mL fuming nitric acid were added in 250mL three-necked flask, stirred until completely dissolved, then 15mL of 98% concentrated sulfuric acid and fuming nitric acid were added (the volume ratio was 1:1), stirred at 110° C. for 6 h, added ice cubes to stop the reaction, and neutralized with 37% NaOH solution. A large amount of pale yellow precipitate was produced which was filtered to give the crude product. Dissolve with ethyl acetate and separate with silica gel column (eluents are ethyl acetate and toluene) to obtain 5,6-dinitrobenzimidazole.

[0039] 2) Synthesis of 5,6-diaminobenzimidazole

[0040]Add 2.08g (10mmol) 5,6-...

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Abstract

The invention provides a ruthenium (II)-polypyridine complex. For the ruthenium (II)-polypyridine complex, bipyridyl (bpy) or phenanthroline hydrate (phen) is used as an ancillary ligand, and dipyridine[3,2-a:2',3'-c]phenazine-11,12-imidazole (dppzi) is used as a main ligand. The preparation method comprises the following steps: preparing 5,6-dinitrobenzimidazole from 5,6-nitrobenzimidazole; reducing 5,6-dinitrobenzimidazole into 5,6-diaminobenzimidazole by using hydrazine hydrate and palladium/carbon; preparing dppzi from phenanthroline hydrate-5,6-dione and 5,6-diaminobenzimidazole and preparing cis-[Ru(bpy)2Cl2].2H2O from ruthenium trichloride, bpy and lithium chloride; preparing cis-[Ru(phen)2Cl2].3H2O from ruthenium trichloride, phen and lithium chloride; carrying out a heating reflux reaction on dppzi and cis-[Ru(bpy)2Cl2].2H2O or cis-[Ru(phen)2Cl2].3H2O under the protection of argon, carrying out cooling, adding ammonium hexafluorophosphate, allowing precipitate to deposit and carrying out filtration and column chromatography so as to obtain a target product. The ruthenium (II)-polypyridine complex provided in the invention can be used as an optical switch for G-quadruplex DNA molecules.

Description

technical field [0001] The invention relates to metal complexes, in particular to a ruthenium (II) polypyridine complex and a preparation method and application thereof. Background technique [0002] The outermost layer of ruthenium has 4d 7 5s 1 structure, its common valence states are Ru(I), Ru(II) and Ru(III), and it is easy to form six-coordinate complexes. The transition metal ruthenium (II) polypyridine complexes have unique DNA bonding ability, good electrochemical, photochemical, photophysical properties and rich spectral properties, as well as low toxicity, easy absorption and easy excretion. It has a wide range of applications in DNA structure probes, DNA charge transfer, DNA footprint reagents, DNA fragmentation reagents and anticancer drugs, which has attracted widespread attention and has become a very active frontier and cross-cutting field. [1] In particular, the discovery of DNA-molecular optical switch ruthenium complexes has attracted more attention. Th...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C12N15/12C12Q1/68
CPCC09B17/00C09B57/00C09B57/10C12Q1/6816C12Q2563/137
Inventor 赵娟石硕姚天明
Owner TONGJI UNIV
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