Main group metallic complex with cancer cell killing capability and preparation and application of main group metallic complex

A technology of metal complexes and complexes, applied in the direction of 3/13 organic compounds without C-metal bonds, 4/14 organic compounds without C-metal bonds, germanium organic compounds, etc. Limitation, long onset time, low toxicity and other issues, to achieve the effect of obvious killing effect

Inactive Publication Date: 2018-10-19
PEKING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Compared with the transition metal complexes represented by cisplatin, the application of anticancer drugs has the disadvantages of limited treatment methods or long onset time and low toxicity, but these works also show that the main group metal complexes can be used as Possibility of Anticancer Drug Application

Method used

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  • Main group metallic complex with cancer cell killing capability and preparation and application of main group metallic complex
  • Main group metallic complex with cancer cell killing capability and preparation and application of main group metallic complex
  • Main group metallic complex with cancer cell killing capability and preparation and application of main group metallic complex

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] The synthesis process, property identification, activity experiment and detection results of the complex of the present invention will be described below by taking complex 1 as an example.

[0037] Synthesis:

[0038]

[0039]The substituted salicylaldehyde and diamine precursor corresponding to complex 1 and gallium trichloride were placed in acetonitrile, and reacted under reflux at 90°C for 24h. After stopping the reflux, a large amount of diethyl ether was added to the system to precipitate a light yellow solid, which was collected by filtration and washed with diethyl ether to obtain pure complex 1.

[0040] Characterization:

[0041] The structure of complex 1 was characterized by H-NMR, C-NMR, high-resolution mass spectrometry and infrared spectroscopy, and its photophysical properties were characterized by ultraviolet-visible absorption spectrometer and fluorescence spectrometer.

[0042] 1 H NMR (400MHz, Methanol-d 4 )δ8.12(s, 2H), 7.70(m, J=4H), 7.11(d,...

Embodiment 2

[0046] The synthesis of embodiment 2 complex 2:

[0047]

[0048] The substituted salicylaldehyde and diamine precursor corresponding to complex 2 and gallium trichloride were placed in acetonitrile, and reacted under reflux at 90°C for 24h. After stopping the reflux, a large amount of diethyl ether was added to the system to precipitate a yellow solid, which was collected by filtration and washed with diethyl ether to obtain pure complex 2.

[0049] Characterization:

[0050] The structure of complex 2 was characterized by H-NMR, C-NMR, high-resolution mass spectrometry and infrared spectroscopy, and its photophysical properties were characterized by ultraviolet-visible absorption spectrometer and fluorescence spectrometer.

[0051] 1 H NMR (400MHz, Methanol-d 4 )δ8.82(s,2H),7.88–7.70(m,2H),7.42–7.14(m,4H),6.38(dd,J=9.0,2.5Hz,2H),6.26(d,J=2.5Hz ,2H),3.50(q,J=7.0Hz,8H),1.24(t,J=7.0Hz,12H).

[0052] 13 C NMR (101MHz, Methanol-d 4 )δ163.7, 158.7, 153.3, 132.8, 128.5, 1...

Embodiment 3

[0056] Synthesis of complex 3:

[0057]

[0058] The substituted salicylaldehyde and diamine precursor corresponding to complex 3 and gallium trichloride were placed in acetonitrile, and reacted under reflux at 90°C for 24h. After the reflux was stopped, a large amount of ether was added to the system to precipitate a red solid, which was collected by filtration and washed with ether to obtain pure complex 3.

[0059] Characterization:

[0060] The structure of complex 3 was characterized by H-NMR, C-NMR, high-resolution mass spectrometry and infrared spectroscopy, and its photophysical properties were characterized by ultraviolet-visible absorption spectrometer and fluorescence spectrometer.

[0061] 1 H NMR (400MHz, Methanol-d 4 )δ8.24(s,1H),7.30(d,J=9.4Hz,4H),6.53(dd,J=9.3,2.4Hz,4H),6.22(d,J=2.3Hz,4H),3.84( s,6H);

[0062] 13 C NMR (101MHz, Methanol-d 4 )δ164.3, 163.7, 158.8, 133.4, 125.8, 110.8, 107.0, 102.1, 55.8.

[0063] HRMS(ESI+,DMSO,FT-ICR):m / z calcd.for C...

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PUM

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Abstract

The invention discloses a main group metallic complex with a cancer cell killing capability and preparation and application of the main group metallic complex. The main group metallic complex consistsof Schiff base type planar tetradentate ligand, p-region main group metallic ions and axial monodentate ligand, has a remarkable killing effect on cancer cells, and has the potential of being used asa micro molecule anti-cancer medicine in clinical treatment.

Description

technical field [0001] The present invention relates to a series of main group metal complexes with killing effect on cancer cells, in particular to a new type of complexes with more significant effect than the existing main group metal anticancer drugs, which have shown high anticancer effect on various cancer cell lines. Cytotoxicity and selective killing effect. Background technique [0002] Metal complex small molecule anticancer drugs are an important class of cancer chemotherapy drugs. In this field, most of the existing researches focus on the transition metal complexes mainly composed of platinum, ruthenium, gold, etc., while the anti-cancer research on the main group metal complexes is relatively less. Nevertheless, the medicinal and anticancer activities of the main group metal complexes of Groups 13, 14 and 15 have been reported. (Seng, H-L. and E.R.T. Tiekink; Main-Group Medicinal Chemistry Including Li and Bi. Comprehensive Inorganic Chemistry II, Vol 3. Oxfor...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/30C07F5/00A61P35/00
CPCA61P35/00C07F5/003C07F7/003C07F7/30C07F5/069A61K9/0019
Inventor 张俊龙尹昊琰王炳武
Owner PEKING UNIV
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