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NNN type pyrimidine hydrazone cobalt (II) complex containing quinoline structure as well as preparation method and application thereof

A technology of pyrimidine hydrazone cobalt and pyrimidine hydrazone, applied in organic chemical methods, drug combinations, anti-toxic agents, etc., can solve problems such as quinoline synthesis and biological activity that have not been reported, and achieve good antioxidant effect and strong scavenging effect , anti-aging effect

Active Publication Date: 2020-09-29
HENAN UNIV OF CHINESE MEDICINE
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The antioxidant activity of quinoline-2-formaldehyde 2-pyrimidine hydrazone compounds has not been reported in the literature, nor has there been any report on the synthesis and biological activity of quinoline-2-formaldehyde 2-pyrimidine hydrazone cobalt (II) complexes

Method used

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  • NNN type pyrimidine hydrazone cobalt (II) complex containing quinoline structure as well as preparation method and application thereof
  • NNN type pyrimidine hydrazone cobalt (II) complex containing quinoline structure as well as preparation method and application thereof
  • NNN type pyrimidine hydrazone cobalt (II) complex containing quinoline structure as well as preparation method and application thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Quinoline-2-formaldehyde 2-pyrimidine hydrazone, is characterized in that, molecular formula is C 14 h 11 N 5 , the molecular structure formula is:

[0040]

[0041] The preparation method of quinoline-2-formaldehyde 2-pyrimidine hydrazone comprises the following steps:

[0042] (1) After dissolving 20mmol 2-chloropyrimidine in 20mL of absolute ethanol, add 8mL (excessive) hydrazine hydrate solution with a mass fraction of 80%, and stir at room temperature for 2h to obtain the crude intermediate;

[0043] (2) The crude product of the intermediate is recrystallized with absolute ethanol to obtain a white needle-like crystal 2-hydrazinopyrimidine intermediate;

[0044] (3) Dissolve 1mmol of 2-hydrazinopyrimidine intermediate and 1mmol of quinoline-2-carbaldehyde in 10mL of absolute ethanol respectively, then mix them, and reflux at 78°C for 6h;

[0045] (4) After the reflux reaction, the light yellow powder was precipitated by rotary evaporation, cooling and suction ...

Embodiment 2

[0048] The NNN-type pyrimidine hydrazone cobalt (II) complex containing the quinoline structure is a quinoline-2-formaldehyde 2-pyrimidine hydrazone Co (II) complex, and the molecular formula is [Co(C 14 h 11 N 5 ) 2 ] . 2ClO 4 . h 2 O; where C 14 h 11 N 5 It is the ligand quinoline-2-formaldehyde-2-pyrimidine hydrazone, and its molecular structure is:

[0049]

[0050] The preparation method of the NNN type pyrimidine hydrazone cobalt (II) complex containing quinoline structure comprises the following steps:

[0051] (1) Accurately weigh 0.1 mmol of the ligand quinoline-2-formaldehyde 2-pyrimidine hydrazone, and dissolve it in 20 mL of methanol to obtain a ligand solution;

[0052] (2) Accurately weigh 0.05 mmol of cobalt perchlorate, add it to the ligand solution, and stir at room temperature for 10 min;

[0053] (3) Filtration, the filtrate naturally volatilized at room temperature, and orange-yellow rod-shaped crystals were precipitated after 2 days, which we...

experiment example

[0076] The assay method of in vitro antioxidant experiment of the present invention is:

[0077] 1. Preparation of reagents

[0078] Preparation of DPPH solution: 4mg of 1,1-diphenyl-2-picrylhydrazine free radical (DPPH) was dissolved in absolute ethanol, and the volume was adjusted to a 100mL brown volumetric flask, ready for immediate use.

[0079] Preparation of vitamin E solution: Take 1 vitamin E capsule (100mg / capsule), cut the capsule shell, dissolve it with absolute ethanol, dissolve it with ultrasonic waves, and dilute to a 100mL volumetric flask.

[0080] Preparation of the sample solution: Weigh 20 mg of the sample (ligand and complex of the present invention), dissolve it in dimethyl sulfoxide (DMSO), and set the volume to a 10 mL volumetric flask to obtain a mother solution with a concentration of 2 mg / mL. Then use absolute ethanol to dilute the sample solution successively to 1mg / mL, 0.8mg / mL, 0.6mg / mL, 0.4mg / mL, 0.2mg / mL, 0.1mg / mL, 0.05mg / mL, 0.025mg / mL . Cal...

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Abstract

The invention discloses an NNN type pyrimidine hydrazone cobalt (II) complex containing a quinoline structure as well as a preparation method and application thereof. The NNN type pyrimidine hydrazonecobalt (II) complex is a cobalt (II) complex based on a quinoline-2-formaldehyde 2-pyrimidine hydrazone ligand, and the molecular formula of the NNN type pyrimidine hydrazone cobalt (II) complex is [Co (C14H11N5) 2]. 2ClO4. H2O. According to the invention, the antioxidant activity of the complex is researched by adopting a DPPH method; results show that the complex has a strong scavenging effecton DPPH free radicals and is far higher than vitamin E with the same concentration, the antioxidant activity is remarkably enhanced along with increase of the concentration, and when the concentrationis 1 mg / mL, the scavenging rate of the compound on the DPPH free radicals reaches up to 77.77%. Therefore, the NNN-type pyrimidine hydrazone cobalt (II) complex containing the quinoline structure hasa good in-vitro antioxidant effect, can be effectively used for preparing anti-aging drugs, and is an innovation of anti-aging drugs.

Description

technical field [0001] The invention relates to an NNN-type pyrimidine hydrazone cobalt (II) complex containing a quinoline structure, a preparation method and application thereof, and belongs to the field of medicine. Background technique [0002] Free radicals are mainly divided into two types: oxygen free radicals and non-oxygen free radicals, which run through human life activities, and free radicals in the human body are in a dynamic balance of continuous generation and removal. The cells, tissues or organs of the human body continuously undergo various redox reactions in various free radicals, and produce products of human metabolism such as reactive oxygen species (ROS) and reactive nitrogen species (RNS). The human body maintains the oxidative balance in the body through its own antioxidant system and various antioxidant enzymes, and generates oxidative stress during this process. Oxidative stress is considered to be one of the causes of various diseases, such as ca...

Claims

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Application Information

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IPC IPC(8): C07D401/12A61P39/06
CPCC07D401/12A61P39/06C07B2200/13Y02A50/30
Inventor 苑娟邢爱萍杨欢欢曾岱朱鑫万焱李恺昊兰海荣
Owner HENAN UNIV OF CHINESE MEDICINE
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