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Schiff base and preparation method thereof as well as application serving as cigarette free-radical scavenger

A Schiff base and free radical technology, applied in the field of compound synthesis and preparation, can solve problems such as tissue damage and oxygen stress, and achieve strong anti-oxidation, harm reduction, and suppression of harmful substances in cigarettes

Active Publication Date: 2015-04-15
CHINA TOBACCO GUANGDONG IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, when the human body is attacked by more free radicals from outside, the metabolic balance of free radical production and removal is broken, and oxygen stress occurs, which leads to tissue damage in the human body and causes diseases.

Method used

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  • Schiff base and preparation method thereof as well as application serving as cigarette free-radical scavenger
  • Schiff base and preparation method thereof as well as application serving as cigarette free-radical scavenger
  • Schiff base and preparation method thereof as well as application serving as cigarette free-radical scavenger

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Example 1 Synthesis of Schiff's Base

[0040] The synthetic route design is as follows:

[0041]

[0042] The preparation steps are as follows:

[0043] S1. First add anhydrous methanol as a solvent in a 100mL Erlenmeyer flask, then add diamine reactants and hydroxyaldehydes in a molar ratio of 1:2, stir at room temperature for 3 to 4 hours, and use TLC (thin-layer chromatography method) ) to track the progress of the reaction;

[0044] S2.S1 When the reaction is complete, solids are precipitated, left to stand, filtered with suction to obtain solids, washed with anhydrous methanol for 3 times, and dried by infrared to obtain the product.

[0045] The structural formula of the prepared compound is as follows:

[0046]

[0047]

[0048]

[0049]

[0050] The structures of the synthesized compounds are characterized as follows:

[0051] Compound 1: 1 H NMR (300 MHz, DMSO- d 6 ): 8.09 (s, 2H), 7.17 (s, 2H), 6.94 (d, J = 8.1 Hz, Hz, 2H), 6.73 (d, J...

Embodiment 2

[0071] Example 2 Activity experiment of inhibiting and scavenging free radicals

[0072] References [Jin Ming, Cai Yaxin, et al. O-phenanthroline-Fe 2+ Oxidation method to detect H 2 o 2 , Fe 2+ Hydroxyl free radicals produced, Biochemistry and Biophysics Progress, 1996,23 (6): 553-555] introduced the method and made appropriate improvements, using the Fenton reaction to complete the determination.

[0073] Operation steps: In a 10mL volumetric flask, add 1.5mL of 5mmol / L o-phenanthroline, the pH is 7.4, 3mL of 0.5mol / L phosphate buffer, 7.5mmol / L of FeSO 4 1.0mL, mix immediately. Then add 3 mL of the sample to be tested, 0.1% H 2 o 2 1.0mL, dilute to 10mL with distilled water. After mixing, heat in a water bath at 37°C for 1 hour, and then measure its absorbance at a wavelength of 510nm.

[0074] Calculation method: free radical scavenging rate EC 50 =(A s -A 0 ) / (A 1 -A 0 )

[0075] Among them, As is the addition of the sample to be tested and H 2 o 2...

Embodiment 3

[0080] Example 3 Experiments using cigarettes

[0081] Choose a certain brand of cigarette leaves and divide them into two groups, and add the compound of the present invention into shredded tobacco respectively during the shredded tobacco rolling process. The amount of the added compound accounts for 0.012% of the total mass of shredded tobacco. Specifically, the compound is dissolved in ethanol, and the ethanol in which the compound is dissolved is evenly sprayed on the shredded tobacco, and the ethanol volatilizes subsequently. The shredded tobacco is rolled to make test sample cigarettes. Cigarettes of the same brand without adding this compound were used as the blank control group. After the cigarettes were balanced, cigarettes with similar average weight and average draw resistance were selected, and gas phase free radicals were detected by electron spin resonance method. The average gas phase free radicals of the control group cigarettes was about 9.52 (spin number 10...

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Abstract

The invention discloses a Schiff base and a preparation method thereof as well as an application serving as a cigarette free-radical scavenger. The structural formula of the Schiff base is showed as the formula (I) in the specification. The invention provides the preparation method and the application of the Schiff base. According to the Schiff base and the preparation method thereof as well as the application serving as the cigarette free-radical scavenger, a designed synthesized antioxidant has a very strong anti-oxidization capability and strong capabilities of inhibiting the formation of free radicals and scavenging the free radicals; the antioxidant is applied into cut tobaccos of cigarettes and can have the effects of inhibiting and scavenging the free radicals and reducing damages to a human body.

Description

technical field [0001] The invention relates to the technical field of compound synthesis and the technical field of tobacco, in particular to an antioxidant, and more specifically to a Schiff's base, its preparation method and its application as a cigarette free radical scavenger. Background technique [0002] As we all know, smoking is harmful to the human body. Smoking causes some terrible diseases such as bronchial and lung disease and cardiovascular disease, yet many people still smoke. [0003] It used to be believed that the toxicity of smoking comes from nicotine, but it is not the only toxic substance of smoking. The process of smoking is a complex combustion process. There are a large number of free radicals in the gaseous substances and tar produced by smoking, which can directly or indirectly attack human tissues and cause various diseases. [0004] Under normal conditions, the free radicals produced in the human body can be removed by itself, so the generation...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C251/24C07C249/02A24B15/30
Inventor 胡静赵瑞峰李峰汪军霞
Owner CHINA TOBACCO GUANGDONG IND
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