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Ruthenium mixed-polypyridyl complex, preparation thereof and use as antitumor drug

A technology of ruthenium polypyridine and complexes, applied in the field of medicinal chemistry, can solve problems such as enhancing the water solubility of complexes, and achieve the effects of strong inhibitory activity and strong water solubility

Inactive Publication Date: 2009-01-21
GUANGDONG PHARMA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This patented compound described in the patents prevents cell division during cancer growth but it also stops dividing rapidly when administered orally for treating brain glioma patients who have developed resistance against other drugs that target specific proteins involved in regulating gene expression called sirtuysyns.

Problems solved by technology

This patented technical problem addressed in this patent relates to finding novel compounds for treating various types of solid organic nerve disorders like neurological disease caused by brain cell damage due to lack of effective therapies targeting specific areas within the body called targets including glioma, lung cancer, breast cancer, liver cancer, etc., while avoiding harmful environmental factors associated with current methods involving chemicals.

Method used

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  • Ruthenium mixed-polypyridyl complex, preparation thereof and use as antitumor drug
  • Ruthenium mixed-polypyridyl complex, preparation thereof and use as antitumor drug
  • Ruthenium mixed-polypyridyl complex, preparation thereof and use as antitumor drug

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Effect test

Embodiment 1

[0033] Embodiment 1 [Ru(bpy) 2 (3′-DOA)]Cl 2 (I) Preparation

[0034] [Ru(bpy) of the present embodiment 2 (3′-DOA)]Cl 2 With 3'-deoxyadenosine as the main ligand and bipyridine (bpy) as the auxiliary ligand, its structural formula is shown in formula (I), and its preparation method is as follows:

[0035]

[0036] 1.1 cis-[Ru(bpy) 2 Cl 2 ]·2H 2 Synthesis of O

[0037] Ruthenium trichloride (RuCl 3 ·nH 2 O) (1.56g, 6mmol), bipyridine (1.87g, 12mmol) and lithium chloride LiCl (1.68g, 28mmol), dissolved in 15ml of DMF, heated to reflux for 8 hours under the protection of argon, cooled to room temperature, added 50ml Acetone, shake well, freeze overnight in the refrigerator, filter to obtain purple-black microcrystals, wash with ice water and acetone until nearly colorless, and dry to obtain [Ru(bpy) 2 Cl 2 ]·2H 2 O, yield 71% (calculated as bipyridyl).

[0038] 1.2 [Ru(bpy) 2 (3′-DOA)]Cl 2 preparation of

[0039] cis-[Ru(bpy) 2 Cl 2 ]·2H 2 O (312.0mg, 0.6mm...

Embodiment 2

[0041] Embodiment 2 [Ru(phen) 2 (3′-DOA)]Cl2 Preparation of (II)

[0042] [Ru(phen) of the present embodiment 2 (3′-DOA)]Cl 2 With 3'-deoxyadenosine as the main ligand and phenanthroline as the auxiliary ligand, its structural formula is shown in formula (II), and its preparation method is as follows:

[0043]

[0044] 2.1 cis-[Ru(phen) 2 Cl 2 ]·2H 2 Synthesis of O

[0045] Ruthenium trichloride (RuCl 3 ·nH 2 (2) (1.56g, 6mmol), phenanthroline (2.16g, 12mmol), lithium chloride LiCl (1.68g, 28mmol), be dissolved in 10mlDMF, after refluxing 8 hours under protection of argon, treat that reactant is cooled to At room temperature, add 50ml of acetone to the reactant, refrigerate overnight, filter to obtain purple-black crystals, wash with ice water and acetone until nearly colorless, and dry in vacuo to obtain [Ru(phen) 2 Cl 2 ]·2H 2 O, yield 72% (yield calculated with phenanthroline).

[0046] 2.2 [Ru(phen) 2 (3′-DOA)]Cl 2 preparation of

[0047] will cis-[Ru(phe...

Embodiment 3

[0049] Embodiment 3 [Ru(dmbpy) 2 (3′-DOA)]Cl 2 Preparation of (III)

[0050]

[0051] [Ru(dmbpy) of the present embodiment 2 (3′-DOA)]Cl 2 With 3'-deoxyadenosine as the main ligand and dimethylbipyridine (dmbpy) as the auxiliary ligand, its structural formula is shown in formula (III), and its preparation method is as follows:

[0052] 3.1 cis-[Ru(dmbpy) 2 Cl 2 ]·2H 2 Synthesis of O

[0053] Ruthenium trichloride (RuCl 3 ·nH 2 O) (1.56g, 6mmol), 4,4'-dimethyl-2,2'-bipyridine (2.21g, 12mmol) and lithium chloride LiCl (1.68g, 28mmol), dissolved in 15ml DMF, argon After heating and refluxing under protection for 8 hours, cool to room temperature, add 50ml of acetone, shake well, put in the refrigerator to freeze overnight, filter to obtain purple-black microcrystals, wash with ice water and acetone until nearly colorless, and dry to obtain [Ru(dmbpy ) 2 Cl 2 ]·2H 2 O, yield 70.0% (calculated in dimethylbipyridine).

[0054] 3.2 [Ru(dmbpy) 2 (3′-DOA)]Cl 2 prepar...

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Abstract

The invention discloses a ruthenium polypyridyl complex and a method for preparing the same and an application thereof in antineoplastic medicines. The ruthenium polypyridyl complex is a ruthenium(II) complex which respectively takes 3'-deoxyadenosine or 2'-deoxyadenosine as a main ligand and bipyridyl(bpy), dimethyl bipyridyl(dmbpy) and phenanthrolines(phen) as auxiliary ligands. In the invention, firstly ruthenium trichloride, poly-pyridine and lithium chloride are dissolved in DMF and subjected to heating reflux under the argon shield for 8h to prepare crystals, and the crystals and deoxyadenosine are dissolved in absolute ethyl alcohol and subjected to reflux under the argon shield and at a temperature of 90 DEG C for 5h, and the solid coarse product is obtained through a column chromatography purification reaction, and the ruthenium polypyridyl complex is obtained. The ruthenium polypyridyl complex of the invention can be used as a chemotherapeutic drug to treat tumors.

Description

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Claims

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Application Information

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Owner GUANGDONG PHARMA UNIV
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