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Phenolic compound in tobaccos and preparation method and application thereof

A compound and tobacco technology, applied in the field of tobacco chemistry, can solve problems such as components that have not been identified, and achieve the effect of accelerating aging

Inactive Publication Date: 2011-02-16
YUNNAN RES INST OF TOBACCO SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Tobacco is one of the most chemical substances among the various plants known to mankind. After decades of research, more than 3,000 monomeric chemical substances have been identified from tobacco, and many components have not yet been identified.

Method used

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  • Phenolic compound in tobaccos and preparation method and application thereof
  • Phenolic compound in tobaccos and preparation method and application thereof
  • Phenolic compound in tobaccos and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] - Compound preparation

[0027] Tobacco samples were collected in Yuxi, Yunnan, and the variety was Honghua Dajinyuan. Sampling 2.5kg of the tobacco sample was pulverized into 30 meshes, extracted 3 times with 70% ethanol by ultrasonic, the extracts were combined and concentrated into an extract, and 212g of extract was obtained. After dissolving the extract with an appropriate amount of acetone, mix the sample with 300g of crude silica gel (80-100 mesh), pack 2.5kg of silica gel (160-200 mesh) into a column for silica gel column chromatography, and use a gradient of chloroform:acetone (1:0→0:1) Elution, TLC monitoring combined the same fractions to obtain 8 fractions (pure chloroform, chloroform-acetone 20:1, chloroform-acetone 9:1, chloroform-acetone 8:2, chloroform-acetone 3:2, chloroform-acetone 1 : 1, chloroform-acetone 1: 2, pure acetone), wherein 15.4 g of chloroform-acetone (1: 1) eluted part is separated by Agilent 1100 semi-preparative high performance liquid...

Embodiment 2

[0029] - identification of compounds

[0030] This patent compound is light yellow powder; Ultraviolet spectrum (solvent is methanol), λ max (logε)278(3.12), 238(3.31), 210(3.97)nm; infrared spectrum (potassium bromide tablet) v max 3490, 3024, 2897, 2852, 1708, 1655, 1632, 1590, 1450, 1392, 1154, 1038, 918, 848cm -1 ; HRESIMS (Figure-1) gives quasi-molecular ion peak m / z 433.1499[M+H] + (calculated value 433.1492). combine 1 H and 13 C NMR spectrum gives a molecular formula C 22 h 24 o 9 , with an unsaturation of 11. From 1 H and 13 CNMR spectrum (Figure-2 and Figure-3) signals can be seen that there are 2 benzene rings in the compound (including 5 double-bonded methine carbons, δ C 106.3, 106.3, 111.3, 113.2, 121.8); in addition, there is an aliphatic carbonyl (δ C 168.1), a carboxylic acid carbonyl (δ C 173.4), 1 methine (δ C38.5 ), 1 oxidized methylene (δ C 75.0), a group of double bonds ((δ C 143.9, 116.5), 4 methoxy groups (δ C 55.6, 55.6, 55.8, 60.6). ...

Embodiment 3

[0032] ——Detection of compound antioxidant activity

[0033] The antioxidant activity is expressed by the ability to scavenge DPPH free radicals; the activity of scavenging lipid free radicals DPPH is determined with 50 μg / mL as the initial screening concentration. Take a costar 96-well plate and add freshly prepared DPPH ethanol solution (6.5×10 5 mol / L) 190 μL / well, add 10 μL / well of the sample to be tested, add 10 μL of normal saline to the blank well, mix well, seal the plate with a sealing film, keep it at room temperature for 30 minutes in the dark, and measure it on a UV2401 spectrophotometer Measure the absorbance value of each hole on the instrument, and the measurement wavelength is 517nm; the scavenging rate of the sample to the lipid free radical DPPH is calculated according to the following formula:

[0034] DPPH clearance rate (%) = (A 空白 -A 样品 ) / A 空白 ×100%

[0035] A 空白 : Absorbance value of the blank control group; A 样品 : Add the absorbance value of the ...

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Abstract

The invention discloses a polyphenol compound in tobaccos and a preparation method and application thereof. The compound has a novel structure of the general formula (I). The compound is prepared is prepared by the following steps of: crushing a tobacco sample, and then performing ultrasonic extraction on the powder for three times by using 70 percent ethanol; combining extracted solution and concentrating the mixture into an extractum; primarily separating the extractum by using silica gel column chromatography; and further separating the extractum by adopting a high-efficiency liquid phase semi-preparation chromatogram to obtain the needed new compound. The compound is treated by antioxidant activity and free radical removal activity screening, and experimental results show that the compound shows stronger antioxidant activity and free radical removal activity.

Description

technical field [0001] The invention belongs to the field of tobacco chemistry, and more specifically, the invention relates to a phenolic compound in tobacco. At the same time, it also relates to the preparation method and application of the compound. Background technique [0002] Tobacco is one of the most chemical substances among the various plants known to mankind. After decades of research, more than 3,000 monomeric chemical substances have been identified from tobacco, and many components have not yet been identified. . In addition to being mainly used in cigarette production, tobacco can also extract a variety of valuable chemical components. Therefore, in addition to being consumed as cigarettes, it is of great significance to strengthen the comprehensive utilization of tobacco and its waste. [0003] Polyphenols are a class of polyphenolic compounds that widely exist in plants. Their content in vascular plants is second only to cellulose, hemicellulose and lignin...

Claims

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Application Information

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IPC IPC(8): A61K31/216C07C67/48C07C69/734A61P39/06
Inventor 杨光宇陈永宽缪明明吴玲芬李学森
Owner YUNNAN RES INST OF TOBACCO SCI
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