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9-benzothianthrene hydrazine-ruthenium (II) complex as well as synthetic method and application thereof

A synthesis method and technology of benzothianthracene, applied in the field of medicine, can solve the problems such as the synthesis method and application of ruthenium (II) complexes that have not yet been discovered, and achieve remarkable in vitro antitumor activity, good selectivity, and good medicinal value. Effect

Inactive Publication Date: 2016-03-30
GUANGXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] The applicant searched the prior art and found no relevant reports on ruthenium (II) complexes with 9-benzothianthrazone as a ligand and their synthesis methods and applications

Method used

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  • 9-benzothianthrene hydrazine-ruthenium (II) complex as well as synthetic method and application thereof
  • 9-benzothianthrene hydrazine-ruthenium (II) complex as well as synthetic method and application thereof
  • 9-benzothianthrene hydrazine-ruthenium (II) complex as well as synthetic method and application thereof

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Effect test

Embodiment 1

[0044] The amount of accurately weighed substance is 2.0mmol of ligand L and 1.0mmol of dichlorotetrakis(dimethylsulfoxide) ruthenium (II), and the ligand L is dissolved in 25mL of 90v / v% methanol. Chlorotetrakis(dimethylsulfoxide)ruthenium(II) was dissolved in 5mL of acetone, the two solutions were mixed, reacted at 60°C for 12 hours, concentrated and evaporated to remove most of the solvent (80% of the solvent added) , cooled to room temperature, and a dark green solid product was precipitated (90% yield).

[0045] The obtained dark green solid product is identified:

[0046] (1) Infrared spectrum, its spectrogram is as follows image 3 shown.

[0047] IR(KBr):3435,2927,1624,1450,1389,1310,1282,1253,1228,1161,1022,890,755,731cm -1 .

[0048] (2) Elemental analysis results are shown in Table 1 above.

[0049] (3) Crystal structure such as Figure 4 shown.

[0050] Thus, it can be determined that the dark green solid product obtained is the 9-benzothianthracene-rutheniu...

Embodiment 2

[0053] The amount of accurately weighed substance is 2.0 mmol of ligand L and 0.8 mmol of dichlorotetrakis(dimethylsulfoxide) ruthenium (II), the ligand L is dissolved in 55 mL of 100v / v% ethanol, and the two Chlorotetrakis(dimethylsulfoxide)ruthenium(II) was dissolved in 10mL of acetone, the two solutions were mixed, reacted at 80°C for 36 hours, concentrated and evaporated to remove most of the solvent (80% of the solvent added) , cooled to room temperature and allowed to stand, the dark green complex 1 was precipitated (yield 80%).

Embodiment 3

[0055] The amount of accurately weighed substance is 2.0mmol of ligand L and 1.5mmol of dichlorotetrakis(dimethylsulfoxide) ruthenium(II), and the ligand L is dissolved in 40mL of 80v / v% methanol and 90v / v % ethanol (20:1 by volume) mixed solution, dichloro tetrakis (dimethyl sulfoxide) ruthenium (II) was dissolved in 20 mL of acetone, the two solutions were mixed, and reacted at 50 ° C for 6 hours , concentrated and evaporated to remove most of the solvent (85% of the added amount of solvent), cooled to room temperature and left to stand, and dark green complex 1 was precipitated (yield 83%).

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Abstract

The invention discloses a 9-benzothianthrene hydrazine-ruthenium (II) complex as well as a synthetic method and an application thereof. According to the complex, 9-benzothianthrene hydrazine and dichloro*tetra (dimethyl sulfoxide) ruthenium (II) are taken as raw materials and have a complexing reaction in a polar solvent, and a target product is prepared. Researches show that the complex has better selectivity and remarkable in-vitro antitumor activity on various human tumor cell lines including Hep-G2, MGC80-3, SK-OV-3, BEL-7402 and NCI-H460 tumor cells, has better potential pharmaceutical value and is expected to be applied to preparation of various antitumor drugs. The structural formula of the complex is represented as a formula (I) in the specification.

Description

technical field [0001] The invention relates to the technical field of medicine, in particular to a 9-benzothianthrazone-ruthenium (II) complex and its synthesis method and application. Background technique [0002] At present, malignant tumor is one of the most important diseases threatening human life, with a high fatality rate, accounting for about 25% of the total diseases. Chemotherapy and radiotherapy are one of the traditional means of treating malignant tumors, and platinum anticancer drugs are an important class of metal chemotherapy drugs, more than half of which are used in chemotherapy (Berners-Price, S.J.; et al.Angew . Chem. Int. Ed., 2011, 50:804-805.). However, platinum-based drugs such as cisplatin have serious side effects (including nephrotoxicity, gastrointestinal toxicity, bone marrow toxicity, ototoxicity, emetic and neurotoxicity), are prone to drug resistance, have low water solubility, and are not easily absorbed in the body. Disadvantages such as ...

Claims

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Application Information

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IPC IPC(8): C07F15/00A61K31/555A61P35/00
CPCC07F15/0053
Inventor 刘延成黄克斌陈振锋覃其品王海璐黄秋香唐上峰
Owner GUANGXI NORMAL UNIV
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