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Ruthenium polypyridine complex and preparation method and application of [Ru(L)2(tppp)]<2+> thereof

A technology of complexes and polypyridines, applied in biochemical equipment and methods, chemical instruments and methods, microbial measurement/inspection, etc., can solve the problems of large side effects, tumor drug resistance, etc., and achieve the effect of strong recognition ability

Inactive Publication Date: 2014-05-14
TONGJI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Chemotherapy is an important means of treating cancer, but the chemotherapeutic drugs used clinically still have problems such as large side effects and drug resistance of tumors, so it is the goal of researchers to seek highly efficient and low-toxic anticancer drugs

Method used

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  • Ruthenium polypyridine complex and preparation method and application of [Ru(L)2(tppp)]&lt;2+&gt; thereof
  • Ruthenium polypyridine complex and preparation method and application of [Ru(L)2(tppp)]&lt;2+&gt; thereof
  • Ruthenium polypyridine complex and preparation method and application of [Ru(L)2(tppp)]&lt;2+&gt; thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Synthesis of Novel Ruthenium(Ⅱ) Complex a1

[0046]1. Synthesize bppp (bppp=12-bromo-pyrido[2′,3′:5,6]pyrazino[2,3-f][1,10]phenanthroline) according to literature [1] to obtain a khaki powder.

[0047] 2. Weigh bppp (0.378g, 1mmoL), 2-thiophene boronic acid (0.141g, 1.1mmoL), dissolve in 40mL toluene and ethanol (the volume ratio of toluene and ethanol is 2:1), under the protection of argon, heat up To 80-85°C, continue heating until all the solids are dissolved, add sodium carbonate solution (2M, 15mL) and tetrakistriphenylphosphine palladium (0.116g, 0.1mmoL), continue stirring at 80-85°C for 12 hours, and cool to At room temperature, add 50 mL of distilled water to wash the sodium carbonate (wash three times for cleaning), extract with dichloromethane (extract three times), combine the organic phases, add anhydrous sodium sulfate to dry overnight, then filter with suction to obtain the filtrate, evaporate under reduced pressure solvent to obtain 0.268 g of dark gree...

Embodiment 2

[0053] Synthesis of Novel Ruthenium(Ⅱ) Complex a2

[0054] 1. Synthesize bppp (bppp=12-bromo-pyrido[2′,3′:5,6]pyrazino[2,3-f][1,10]phenanthroline) according to literature [1] to obtain a khaki powder.

[0055] 2. Weigh bppp (0.378g, 1mmoL), 2-thiophene boronic acid (0.141g, 1.1mmoL), dissolve in 40mL toluene and ethanol (the volume ratio of toluene and ethanol is 2:1), under the protection of argon, heat up To 80-85°C, continue heating until all the solids are dissolved, add sodium carbonate solution (2M, 15mL) and tetrakistriphenylphosphine palladium (0.116g, 0.1mmoL), continue stirring at 80-85°C for 12 hours, and cool to At room temperature, add 50 mL of distilled water to wash the sodium carbonate (wash three times for cleaning), extract with dichloromethane (extract three times), combine the organic phases, add anhydrous sodium sulfate to dry overnight, then filter with suction to obtain the filtrate, evaporate under reduced pressure solvent to obtain 0.268 g of dark gre...

Embodiment 3

[0061] Tris-HCl buffer:

[0062] Buffer A: 10mM Tris, 100mM KCl, pH=7.0;

[0063] Buffer B: 10mM Tris, 100mM NaCl, pH=7.0;

[0064] General preparation method: Accurately weigh 0.303g Tris salt, 1.865g KCl / 1.460g NaCl, dissolve completely with 60mL sterilized triple distilled water, slowly adjust the pH value to 7.0 with dilute hydrochloric acid, transfer to a 250ml volumetric flask, and make up to volume with triple distilled water , mix well and set aside.

[0065] Preparation of complex solution:

[0066] Accurately weigh 2-3 mg of the complex (depending on the molecular weight of the complex, the expected concentration of the ruthenium complex prepared in this example is 200 μM, the volume is 10 mL, and the preparation container is a 15 mL Corning centrifuge tube, so the theoretical value to be weighed is : Molecular weight / 1000×2mg), first dissolve with 50-100μL DMSO, and then dilute to 10mL with pure water to obtain a 200μM complex stock solution.

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Abstract

The invention discloses a ruthenium polypyridine complex and a preparation method and application of [Ru(L)2(tppp)]<2+> thereof. 2, 2'-bipyridine and 1,10'-phenanthroline are used as auxiliary ligands, and tppp is used as a main ligand (tppp=12-(2-thienyl)-pyrido[2', 3':5, 6]pyrazino[2,3-f][1,10]phenanthroline. The ruthenium complex disclosed by the invention has a recognition function, a combination function and a stabilization function on a telomere G-quadruplex. According to TO competition, the combining capacity between the complex and the G-quadruplex is stronger than that of double-stranded DNA, indicating that the complex has a recognition function; according to a TO competition experiment and a DNA melting temperature measurement experiment, the combining capacity and stabilizing capacity of the ruthenium complex a2 on the G-quadruplex are obviously stronger than those of a1.

Description

technical field [0001] The present invention relates to a ruthenium (II) complex, its preparation method and the application between its interaction with telomeric DNA. Background technique [0002] With the rapid development and progress of society, great changes have taken place in the living environment of human beings, and the related diseases are also increasing day by day. Although various infectious diseases and infectious diseases have been gradually controlled with the development of economy and technology, malignant tumors have become one of the most common causes of death. About 10.1 million people around the world suffer from malignant tumors every year. Chemotherapy is an important means of treating cancer, but the chemotherapeutic drugs used clinically still have problems such as large side effects and drug resistance of tumors, so it is the goal of researchers to seek high-efficiency and low-toxicity anti-cancer drugs. [0003] Telomeres are a special nucleo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C12Q1/68
Inventor 范秀敏石硕姚天明
Owner TONGJI UNIV
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