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Bipyridine amine copper complex with anticancer activity as well as synthesis method and application of bipyridine amine copper complex

A technology of copper dipyridylamine and anticancer activity is applied in the field of anticancer metal complexes, which can solve the problems of the toxic and side effects of platinum anticancer drugs, and achieve the effects of good inhibitory effect, low cost and good anticancer effect.

Active Publication Date: 2022-01-18
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, the use of platinum-based anticancer drugs is limited by toxic side effects and the phenomenon of genetic or acquired drug resistance

Method used

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  • Bipyridine amine copper complex with anticancer activity as well as synthesis method and application of bipyridine amine copper complex
  • Bipyridine amine copper complex with anticancer activity as well as synthesis method and application of bipyridine amine copper complex
  • Bipyridine amine copper complex with anticancer activity as well as synthesis method and application of bipyridine amine copper complex

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Bipyridylamine copper complex [Cu(BPMA-n-C 18 h 37 )Cl 2 ]Synthesis

[0039] (1) Ligand BPMA-n-C 18 h 37 synthesis:

[0040] Add 13.3g 2-chloromethyl-4-methoxyl-3,5-lutidine hydrochloride, 8.09g n-octadecylamine and 0.762g hexadecyltributylphosphine bromide to a 250ml round In the bottom flask, add 105ml tetrahydrofuran to dissolve. Subsequently, 60 ml of 5 mol / L sodium hydroxide aqueous solution was added, and the mixture was stirred and reacted at 60° C. for 5 days. After the reaction was completed, the solution was transferred to a separatory funnel, the organic phase was separated and retained, and 30 ml of saturated sodium chloride solution was added for washing, and the process was repeated four times. Add desiccant anhydrous MgSO to the organic phase 4 Filter after drying. The filtrate was rotary evaporated to remove most of the solvent, and then placed in a vacuum drying oven to dry to constant weight to obtain a yellow oily substance, which was the tar...

Embodiment 2

[0045] The synthesis process is the same as in Example 1, the only difference being that n-octadecylamine in the ligand synthesis process is replaced by n-heptadecylamine.

[0046] After elemental analysis, the theoretical value: C, 61.07%; H, 8.64%; N, 6.10%. The measured value C, 61.23%; H, 8.52%; N, 6.39%; basically consistent with the theoretical value.

Embodiment 3

[0048] The synthesis process is the same as in Example 1, the only difference being that n-octadecylamine in the ligand synthesis process is replaced by n-hexadecylamine.

[0049] After elemental analysis, the theoretical value: C, 60.56%; H, 8.52%; N, 6.23%. The measured value C, 60.24%; H, 8.39%; N, 6.41%; basically consistent with the theoretical value.

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Abstract

The invention discloses a bipyridine amine copper complex with anticancer activity, a synthesis method thereof and application of the bipyridine amine copper complex in preparation of anticancer drugs. The bipyridine amine copper complex has a structure as shown in the following formula (I), wherein R is selected from straight-chain alkyl with the carbon atom number of 8-18. The synthesis method comprises the following steps: mixing copper chloride and a bipyridylamine derivative BPMA-R in tetrahydrofuran for reaction, after the reaction is finished, performing rotary evaporation concentration, adding diethyl ether, performing solid-liquid separation, and washing and vacuum-drying the obtained solid to obtain the bipyridylamine copper complex with anticancer activity. The bipyridine amine derivative BPMA-R has a structure as shown in a formula (II) in the specification.

Description

technical field [0001] The invention relates to the field of anticancer metal complexes, in particular to a bipyridylamine copper complex with anticancer activity and its synthesis method and application. Background technique [0002] Metal complexes have been considered as potential anticancer compounds in recent decades, thanks in large part to the success of platinum-based anticancer drugs. [0003] Platinum-based anticancer drugs are among the most widely used chemotherapeutic agents and have a major impact on the treatment of many types of tumors, especially testicular and ovarian cancers. [0004] However, the use of platinum-based anticancer drugs is limited by toxic side effects and the phenomenon of genetic or acquired drug resistance. [0005] Efforts in synthetic chemistry to deliver novel anticancer drugs have focused on novel less toxic platinum anticancer agents as well as non-platinum anticancer agents with different mechanisms of action. [0006] For non-pl...

Claims

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Application Information

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IPC IPC(8): C07F1/08A61P35/00
CPCC07F1/005A61P35/00
Inventor 朱蔚璞陈朋
Owner ZHEJIANG UNIV
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