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A kind of curcuminoid and its preparation method and application

A curcumin-like, structural formula technology, applied in the field of compound synthesis and preparation, can solve problems such as tissue damage and oxidative stress, and achieve the effects of strong anti-oxidation, reducing harm, inhibiting the formation of free radicals and scavenging free radicals

Active Publication Date: 2016-08-17
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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  • A kind of curcuminoid and its preparation method and application
  • A kind of curcuminoid and its preparation method and application
  • A kind of curcuminoid and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0055] The preparation of embodiment 1 compound

[0056] The synthetic route of the curcuminoid of design free radical inhibition, scavenger is as follows:

[0057]

[0058] Concrete preparation steps:

[0059] S1. In a 100mL Erlenmeyer flask, first add 4-substituted piperidone and hydroxybenzaldehyde at a molar ratio of 1:2.1, and then add 40mL of acetic acid-hydrogen chloride solution (a solution of saturated hydrogen chloride in acetic acid, with a mass fraction of about 30%) , stir at room temperature to dissolve, and let stand for 48 to 72 hours;

[0060] S2. Pour the reaction mixture obtained after standing S1 into 150mL aqueous solution, neutralize to neutral with 50% sodium hydroxide solution, and filter to obtain a solid product;

[0061] S3. After the solid product obtained in S2 is ground, it is ultrasonically oscillated with an appropriate amount of methanol, washed with water to remove residual raw materials and other impurities, filtered, and dried to obtain...

Embodiment 2

[0090] Example 2 Verification experiment of scavenging free radical effect

[0091] 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, Progress in Biochemistry and Biophysics, 1996, 23 (6): 553-555] introduced the method, using the Fenton reaction to complete the determination.

[0092] 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% H2 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.

[0093] Calculation method: free radical scavenging rate EC 50 =(A s -A 0 ) / (A 1 -A 0 )

[0094] Among them, A s In order to add the sample to be tested and H 2 o 2 The absorbance value measured by the solut...

Embodiment 3

[0098] Example 3 Experiments using cigarettes

[0099] 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 compound added accounts for 0.015% 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 curcuminoid and a preparation method and application thereof. The structural formula the curcuminoid is shown as (I); wherein, R1 is -O-R5, -H or -OH; R2 is -OH or -H; R3 is C1-5 alkyl, -COO-R5 or H; R4 is C1-5 alkyl, -COO-R5, -COOH or -(CH3)n-Ph; and R5 is C1-5 alkyl. The preparation method is reasonable and scientific in design of a design synthesis route, the obtained curcuminoid has strong antioxidant ability, free radical formation inhibiting ability and free radical scavenging ability, can suppress and scavenge free radicals by use in cigarette tobacco, and can reduce the harm brought to human body by smoking.

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 curcuminoid and its preparation method and application. 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 and removal of free radicals are in a ba...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D213/68A24B15/36
CPCA24B15/38C07D213/68
Inventor 赵瑞峰胡静李峰叶荣飞
Owner CHINA TOBACCO GUANGDONG IND
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