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Polyphenol compound contained in tobacco, preparation method and application thereof

A compound, tobacco technology, applied in the field of tobacco chemistry, to achieve the effect of good medicinal value

Inactive Publication Date: 2013-12-04
YUNNAN RES INST OF TOBACCO SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Polyphenolic compounds have potential health-promoting effects, such as: anti-oxidation, scavenging active oxygen free radicals, blocking lipid peroxidation process, improving enzyme activity in the human body, thereby playing anti-mutation and anti-cancer effects; preventing and treating hyperlipidemia Diseases caused by hyperemia; hypoglycemic; antithrombotic; the effect of improving the body's comprehensive immunity; although polyphenols are widely found in plant foods, their content and structure in different plants are very different
The present invention isolates a new polyphenolic compound with anti-oxidation and anti-HIV-1 activity from tobacco, which has not been reported so far

Method used

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  • Polyphenol compound contained in tobacco, preparation method and application thereof
  • Polyphenol compound contained in tobacco, preparation method and application thereof
  • Polyphenol compound contained in tobacco, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] - Compound preparation

[0028] Tobacco samples were collected in Yuxi, Yunnan, and the variety was Honghua Dajinyuan. Sampling 1.2 kg of the tobacco sample was crushed to 30 mesh, extracted 3 times with 95% ethanol by ultrasonic, the extracts were combined, filtered, concentrated under reduced pressure to obtain an extract, and 65.8 g of extract was obtained. The extract was dissolved in an appropriate amount of methanol, and then mixed with 100 g of crude silica gel (80-100 mesh), and then packed into a column of 1.5 kg of silica gel (160-200 mesh) for silica gel column chromatography, chloroform: acetone (1:0 → 0:1) Gradient elution, TLC monitoring and merging 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), in which 6.5 g of chloroform-acetone (1:1) eluted part was separated by Agilent 1100 semi-pr...

Embodiment 2

[0030] - identification of compounds

[0031] The patented compound is a white powder; UV spectrum (solvent is methanol), λ max (log ε ) λ max (log ε ) 320 (3.12), 288(4.02), 210 (4.67) nm; IR Spectrum (KBr pellet) ν max 3482, 2955, 2870, 1721, 1625, 1526, 1475, 1442, 1268, 956 cm -1 ; HRESIMS (Fig.-1) gives quasi-molecular ion peak m / z 415.1360 [M+Na] + (calculated value 415.1369). combine 1 H and 13 C NMR spectrum gives a molecular formula C 20 h 24 o 8 , with an unsaturation of 9. From 1 H and 13 CNMR spectra (Figure-2 and Figure-3, see Table-1 for data attribution) signals can be seen from 1 H and 13 CNMR spectrum can see that there are 2 benzene rings in the compound (including 6 double-bonded methine carbons, δ C 111.7, 116.1, 120.6, 111.9, 114.8, 123.1); in addition, there is a carbonyl group (δ C 198.1), two oxidized methines (δ C 73.3, 86.1), 1 methylene (δ C 42.1), two oxidized methylene groups (δ C 58.4, 61.8), 2 methoxy groups (δ C 5...

Embodiment 3

[0035] ——Detection of compound antioxidant activity

[0036]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 in the dark for 30 minutes at room temperature, and measure it on a UV2401 spectrophotometer Measure the absorbance value of each hole on the instrument, and the measurement wavelength is 517 nm; the sample is calculated according to the following formula to the DPPH scavenging rate of lipid free radicals:

[0037] DPPH clearance (%) = (A 空白 -A 样品 ) / A 空白 ×100%

[0038] A 空白 : Absorbance value of the blank control group; A 样品 : Add the absorbance value of the sam...

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Abstract

The invention discloses a polyphenol compound (I) contained in tobacco, a preparation method and an application thereof. Tobacco samples are crushed and are extracted through ultrasound for three times by 95 percent ethanol, the extracting solutions are combined, filtered and concentrated into extract through pressure reduction, the extract is primarily separated through silica gel column chromatography, then, the high-efficiency semi-preparative liquid chromatography is adopted for further separation, and the required novel compound is obtained. The antioxidant activity and the anti-human immunodeficiency virus (HIV)-1 activity screening are carried out on the compound, and experiment results show that the compound has higher oxidation resistance and anti-HIV-1 activity.

Description

technical field [0001] The invention belongs to the field of tobacco chemistry. More specifically, the invention relates to a new phenolic compound contained in tobacco and a preparation method thereof, and also relates to its application in anti-oxidation and anti-HIV-1. 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 individual chemical substances have been identified from tobacco, and many components have not yet been identified. come out. In addition to being mainly used for smoking cigarettes, tobacco can also extract a variety of valuable chemical components from it, and discover leading compounds that are valuable for development and utilization. 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 compoun...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C49/84C07C45/78A61K31/12A61P39/06A61P31/18
Inventor 杨光宇陈永宽缪明明陈章玉李学森吴玲芬
Owner YUNNAN RES INST OF TOBACCO SCI