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A kind of cobalt (ii) metal complex with oxidized isoaporphine derivative as ligand and its synthesis method and application

A technology for oxidizing isoaporphine and metal complexes, which is applied in the field of medicine, can solve problems such as metal complex synthesis and pharmacological activity research blanks, and achieve good anti-tumor effects and good medicinal value

Active Publication Date: 2016-05-25
GUANGXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, up to now, the synthesis and pharmacological activity research reports of metal complexes using this compound as an active ligand are still blank.

Method used

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  • A kind of cobalt (ii) metal complex with oxidized isoaporphine derivative as ligand and its synthesis method and application
  • A kind of cobalt (ii) metal complex with oxidized isoaporphine derivative as ligand and its synthesis method and application
  • A kind of cobalt (ii) metal complex with oxidized isoaporphine derivative as ligand and its synthesis method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] H-PPCA and 0.5mmol hexahydrate cobalt nitrate (II) were accurately weighed, H-PPCA was dissolved in 35mL of 100% (volume) methanol, and hexahydrate cobalt chloride (II) was dissolved in In 10 mL of water, the two solutions were mixed, reacted at 70° C. for 24 h, concentrated and evaporated to remove most of the solvent (85% of the added amount of solvent), cooled to room temperature and stood still, and a deep red solid product was precipitated (yield 95%).

[0037] The resulting dark red solid product is identified:

[0038] (1) Infrared spectrum, its spectrogram is as follows figure 1 shown.

[0039] IR(KBr):3433,2973,2922,1641,1406,1251,1067,1008,894,779,587cm -1 .

[0040] (2), electrospray mass spectrometry, its spectrogram is as figure 2 shown.

[0041] ESI-MSm / z:905.2[M-H+Co+4DMSO+4CH 3 OH+H 2 O] + , where M is the molecular weight of H-PPCA.

[0042] (3), element analysis result, it is shown in following table 1:

[0043] Table 1:

[0044]

[0045...

Embodiment 2

[0050] Accurately weigh the H-PPCA and 0.5mmol of H-PPCA and 0.5mmol of cobalt chloride (II) hexahydrate, dissolve H-PPCA in 40 mL of 100% (volume) ethanol, and dissolve the cobalt chloride (II) hexahydrate In 15mL of water, the two solutions were mixed, reacted at 80°C for 18h, concentrated and evaporated to remove most of the solvent (83% of the added amount of solvent), cooled to room temperature and stood still, and a deep red solid product was precipitated (yield 85%) . The structure of the product was determined by infrared spectroscopy, electrospray mass spectrometry, X-ray single crystal diffraction and ultraviolet spectroscopy, and it was determined to be the target complex PPCA-Co(II).

Embodiment 3

[0052] Accurately weigh 1.5mmol of H-PPCA and 0.5mmol of cobalt(II) chloride hexahydrate, dissolve H-PPCA in 30mL of acetone, and dissolve cobalt(II) chloride hexahydrate in 11mL of water , the two solutions were mixed, reacted at 68°C for 36h, concentrated and evaporated to remove most of the solvent (78% of the added amount of solvent), cooled to room temperature and stood still, and a deep red solid product was precipitated (yield 90%). The structure of the product was determined by infrared spectroscopy, electrospray mass spectrometry, X-ray single crystal diffraction and ultraviolet spectroscopy, and it was determined to be the target complex PPCA-Co(II).

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Abstract

The invention discloses a cobalt (II) metal complex taking an oxidized iso-aporphine ramification as a ligand as well as a synthetic method and application thereof. The cobalt (II) metal complex is obtained by dissolving 4,6-bis-(2-pyridyl)-5,6-dihydro-4H-1,5-diaza-benzo [de] cyclopentane [b]-8-anthracenone and cobalt chloride hexahydrate (II) into a polar solvent and then carrying out complexing reaction through mixing and can be particularly synthesized through a solution method or a solvothermal method. The inventor discovers that the cobalt (II) metal complex disclosed by the invention has in-vitro antitumor activity outstandingly higher than that of the ligand by observing the proliferation inhibition activity of the cobalt (II) metal complex on multiple human tumor cell strains; in addition, an in-vivo tumor inhibition experiment of a nude mouse bearing the tumor shows that PPCA-Co(II) has good tumor inhibition effect on a nude mouse model of a human hepatocarcinoma cell BEL-7402. The structural formula of the cobalt (II) metal complex is as shown in the specification.

Description

technical field [0001] The invention relates to the technical field of medicine, in particular to a oxidized isoaporphine derivative (ie 4,6-bis-(2-pyridyl)-5,6-dihydro-4H-1,5-diazepine -Benzo[de]cyclopentane[b]-8-anthrone) cobalt (II) complexes as ligands and their synthesis methods and applications. Background technique [0002] Malignant tumor (cancer) is one of the most important diseases threatening human life at present. Its lethal rate accounts for about 25% of the diseases in the world today, accounting for the second place in the mortality rate of all diseases, second only to cardiovascular and cerebrovascular diseases. Due to factors such as industrial scale expansion and environmental pollution, the incidence of cancer in my country is currently in a stage of rapid increase. Chemotherapy (i.e. chemotherapy) is one of the important means of treating malignant tumors, and it is widely used clinically. Studying and synthesizing new compounds as potential anticancer...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D471/06A61P35/00
CPCC07D471/06
Inventor 刘延成梁宏陈振锋覃其品徐青民江燕华
Owner GUANGXI NORMAL UNIV
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