O-amino benzohydroxamic acid copper compound, preparation method and applications thereof

A technology of copper anthranilate hydroxamate and copper anthranilate hydroxamate is applied in the fields of copper anthranilate hydroxamate compound, preparation and application, and achieves high anticancer activity, simple preparation method and low cost Effect

Inactive Publication Date: 2015-08-05
LIAOCHENG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, there is no literature report on the copper complex and biological activity of anthranilic acid hydroxamic acid.

Method used

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  • O-amino benzohydroxamic acid copper compound, preparation method and applications thereof
  • O-amino benzohydroxamic acid copper compound, preparation method and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0014] 0.2mmol anthranilic acid hydroxamic acid (H 2 anha) and 0.2 mmol Cu(OAc) 2 ·H 2 O mixed and dissolved in 20 mL CH 3 OH, stirred at room temperature for 15 minutes, then added 0.4 mmol of triethylamine, and continued to stir at room temperature for 5-6 hours. A dark green solution was obtained by filtration, and the filtrate evaporated naturally. Dark green crystals were obtained after three weeks. The melting point is greater than 300°C. The highest yield of this compound was 68.6%.

[0015] The copper compound of the present invention is analyzed by X-single crystal diffraction, and the obtained crystallographic data are as follows: the compound belongs to the monoclinic crystal system, and the space group is P 2(1) / c , the cell parameters are: a = 9.5607(8) ?, b = 18.9638(17) ?, c = 11.8070(11) ?, α = 90°, β =107.241(2)°, gamma = 90°, V = 2044.5 ? 3 , Z = 8, D c = 1.647 Mg m -3 , mu =2.113mm -1 , F(000) = 1031, 2.81 1 = 0.0429, w R 2 ...

Embodiment 2

[0017] 0.2mmol anthranilic acid hydroxamic acid (H 2 anha) and 0.2mmol Cu(OAc) 2 ·H 2 O mixed and dissolved in 20mL CH 3 OH, stirred at room temperature for 15 minutes, then added 0.4 mmol of triethylamine, and continued to stir at room temperature for 10 hours. A dark green solution was obtained by filtration, and the filtrate evaporated naturally. Dark green crystals were obtained after three weeks. The melting point is greater than 300°C. The highest yield of the compound was 67.2%.

Embodiment 3

[0019] 0.2mmol anthranilic acid hydroxamic acid (H 2 anha) and 0.2mmol Cu(OAc) 2 ·H 2 O mixed and dissolved in 20mL CH 3 OH, stirred at room temperature for 15 minutes, then added 0.4 mmol of triethylamine, and continued to stir at room temperature for 14 hours. A dark green solution was obtained by filtration, and the filtrate evaporated naturally. Dark green crystals were obtained after three weeks. The melting point is greater than 300°C. The highest yield of the compound was 66.4%.

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Abstract

The present invention discloses an o-amino benzohydroxamic acid copper compound. The preparation method comprises: mixing and dissolving o-amino benzohydroxamic acid and Cu(OAc)2.H2O in a methanol solution, stirring at a room temperature, adding triethylamine, continuously stirring, filtering to obtain a deep green solution, natural evaporating the filtrate, and obtaining the dark green crystal after three weeks. According to the present invention, the copper compound has a high anticancer activity and can be adopted as the raw material to prepare drugs for treatment of human promyelocytic leukemia and human colon cancer; and compared with the widely-used platinum anticancer drugs, the copper coordination compound of the present invention has characteristics of high anticancer activity, good liposolubility, low cost, simple preparation method, and the like, and provides the new way for development of anticancer drugs.

Description

technical field [0001] The invention relates to a preparation method of copper o-aminobenzhydroxamic acid compound and the application of the compound in anticancer drugs. Background technique [0002] In 1912, Germany began treating patients with facial cancer with a mixture of copper chloride and lecithin. The success of this treatment suggests that copper compounds have anticancer properties. In July 2009, Xinhua News Agency reported that Ruiz, a scientist from the Department of Chemistry of the National Autonomous University of Mexico (UNAM), developed a new copper coordination compound, "Casiopeina". Laboratory and animal experiments proved that this compound has good anti-oxidation properties. Cancer effect, can play a role in the treatment of rectal cancer, breast cancer, lung cancer, cervical cancer and so on. This research not only increases the variety of anticancer drugs, but also greatly reduces the cost of pharmaceuticals compared with currently used platinum-...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F1/08A61P35/00A61P35/02
CPCC07F1/08
Inventor 王晓娜李大成窦建民
Owner LIAOCHENG UNIV
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