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Low-toxicity rare earth coordination compounds, preparation method and applications thereof

A rare earth complex and complex technology, which can be applied to compounds containing elements of group 3/13 of the periodic table, organic compounds of group 3/13 without C-metal bonds, chemical instruments and methods, etc. Activity and other issues, to achieve significant inhibitory activity, low toxicity effect

Inactive Publication Date: 2020-04-10
GUANGXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Existing experiments have shown that 2-methyl-5,7-dibromo-8-hydroxyquinoline has no antiproliferative activity on various tumor cells (IC 50 >50uM), so far there is no evidence that 2-methyl-5,7-dibromo-8-hydroxyquinoline is used as a ligand to construct the lanthanide metals europium and gadolinium so that the resulting complexes have significant tumor inhibitory activity to report

Method used

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  • Low-toxicity rare earth coordination compounds, preparation method and applications thereof
  • Low-toxicity rare earth coordination compounds, preparation method and applications thereof
  • Low-toxicity rare earth coordination compounds, preparation method and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Embodiment 1: complex 1 (being complex [Eu(C 10 h 6 NOBr 2 ) 3 (H 2 O)]) Preparation

[0027] 64 mg (0.2 mmol) of 2-methyl-5,7-dibromo-8-hydroxyquinoline (also referred to as ligand HL in this application) and 41 mg (0.1 mmol) of Eu(NO 3 ) 3 ·6H 2 O was added to a Pyrex tube about 18 cm long with one end closed, and 1.25 mL of CHCl was added 3 and H 2 A mixed solvent composed of O (CHCl 3 and H 2 The volume ratio of O is 4:1), add 2 drops of Et 3 N (the pH value of the system after stirring evenly is 7.1), vacuumize the Pyrex tube and then seal the other end. Put the sealed Pyrex tube into an oven at 80°C, react for 72 hours, take it out, and slowly cool it to room temperature. Yellow strip crystals can be observed at the bottom of the Pyrex tube. Collect the crystals and dry them. Yield is 66% (based on Eu(NO 3 ) 3 ·6H 2 O).

[0028] The product obtained in this embodiment is characterized:

[0029] 1) Elemental analysis (%) (C 30 h 22.5 Br 6 EuN 3...

Embodiment 2

[0047] Embodiment 2: the preparation of complex 1

[0048] Repeat Example 1, the difference is: CHCl in the mixed solvent 3 and H 2 The volume ratio of O was changed to 2:1 with Et 3 N adjusted the pH of the system to 7.5, changed the reaction to 100°C, and the reaction time was 60 hours.

[0049] As a result, yellow stripy crystals were obtained. Yield 65% (based on Eu(NO 3 ) 3 ·6H 2 O).

[0050] Elemental analysis, infrared analysis and single crystal diffraction analysis were carried out to the product obtained in this embodiment, and it was determined that the obtained yellow strip crystal was the target product complex 1.

Embodiment 3

[0051] Embodiment 3: the preparation of complex 1

[0052] Repeat Example 1, the difference is: CHCl in the mixed solvent 3 and H 2 The volume ratio of O was changed to 3:1 with Et 3 N adjusted the pH of the system to 6.5, and the reaction was carried out at 50°C.

[0053] As a result, yellow stripy crystals were obtained. Yield 51% (based on Eu(NO 3 ) 3 ·6H 2 O).

[0054] Elemental analysis, infrared analysis and single crystal diffraction analysis were carried out to the product obtained in this embodiment, and it was determined that the obtained yellow strip crystal was the target product complex 1.

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Abstract

The invention discloses two low-toxicity rare earth coordination compounds, a preparation method and applications thereof, wherein the two coordination compounds are respectively a coordination compound 1 or a coordination compound 2, the molecular formula of the coordination compound 1 is [Eu(C10H6NOBr2)3(H2O)], and the molecular formula of the coordination compound 2 is [Gd(C10H6NOBr2)3(H2O)]. The preparation method comprises the following steps: taking 2-methyl-5,7-dibromo-8-hydroxyquinoline and europium nitrate hexahydrate or gadolinium nitrate hexahydrate, dissolving with a mixed solvent,adjusting the pH value of the obtained solution to 6.5-8.1, and reacting the obtained mixed solution under a heating condition to obtain a corresponding target product. The test results show that thetwo rare earth coordination compounds have significant inhibitory activity (the inhibitory activity is significantly higher than the inhibitory activity of cis-platinum) on tumor cell strains, have low toxicity on normal hepatocytes, and are expected to be developed into antitumor drugs.

Description

technical field [0001] The present invention relates to rare earth complexes, in particular to two rare earth complexes with low toxicity and their preparation methods and applications. Background technique [0002] Malignant tumors are still one of the major diseases that endanger human health today. With cisplatin cis-[PtCl 2 (NH 3 ) 2 ] can inhibit the proliferation of many kinds of cancer cells such as bladder cancer, breast cancer, ovarian cancer, lymphoma, testicular cancer and leukemia, which has opened up a new field of research on metal-based anti-tumor inorganic drugs. Although cisplatin and its cisplatin-like drugs have good effects in the treatment of cancer, cisplatin-based drugs also have toxicities such as nephrotoxicity and drug resistance that cannot be ignored on human health, affecting the health and safety of patients. normal medical treatment. [0003] Quinoline and hydroxyquinoline are considered to be a special structure because these heterocycles...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F5/00A61P35/00
CPCA61P35/00C07F5/003
Inventor 邹华红李娟梁福沛
Owner GUANGXI NORMAL UNIV