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Dihydrochalcone-like compound contained in tobacco and preparation method and application thereof

A compound, tobacco technology, applied in the field of tobacco chemistry

Inactive Publication Date: 2010-02-17
YUNNAN RES INST OF TOBACCO SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The present invention isolates a new dihydrochalcone compound with anti-trophic and anti-HIV-1 activities from tobacco, which has not been reported so far

Method used

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  • Dihydrochalcone-like compound contained in tobacco and preparation method and application thereof
  • Dihydrochalcone-like compound contained in tobacco and preparation method and application thereof
  • Dihydrochalcone-like compound contained in tobacco and preparation method and application thereof

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Experimental program
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Effect test

Embodiment 1

[0020] - Compound preparation

[0021] Tobacco samples were collected in Yuxi, Yunnan, and the variety was K326. Sampling 2.5 kg of tobacco samples and pulverizing them to 30 meshes, ultrasonically extracting 3 times with 70% acetone, combining the extracts, filtering, concentrating the extracts under reduced pressure to a small volume, filtering out the precipitate after standing, and using ethyl acetate for the filtrate The extraction was divided into 3 times, and the ethyl acetate extracts were combined and concentrated into an extract to obtain 58.4 g of extract. After dissolving the extract with an appropriate amount of chloroform, mix the sample with 80 g of crude silica gel (80-100 mesh), pack 1.5 kg of silica gel (160-200 mesh) into a column and perform silica gel column chromatography, chloroform: acetone (1:0 → 0:1) gradient Elution, TLC monitoring combined the same fractions to obtain 8 fractions (pure chloroform, chloroform-acetone 20:1, chloroform-acetone 9:1, ch...

Embodiment 2

[0023] - identification of compounds

[0024] This patent compound is light yellow powder; Ultraviolet spectrum (solvent is methanol), λ max (logε)λ max (log ε)285(4.08), 234(4.41), 210(4.62)nm; Infrared Spectrum (Potassium Bromide Tablet)v max 3547, 3502, 2897, 2871, 1748, 1672, 1648, 1615, 1430, 1386, 1128, 1052, 918cm -1 ; HRES IMS (Fig.-1) gives quasi-molecular ion peak m / z 387.1052[M+Na] + (calculated value 387.1056). combine 1 H and 13 C NMR spectrum gives a molecular formula C 18 h 20 o 8 , with an unsaturation of 9. from 1 H and 13 CNMR spectrum (Figure-2 and Figure-3, see Table-1 for data attribution) signal can be seen from 1 H and 13 CNMR spectrum can see that there are 2 benzene rings in the compound (including 4 double-bonded methine carbons, δ C 106.4, 117.2, 106.0, 106.0); in addition, there is a carbonyl group (δ C 198.0), 1 methine (δ c 56.9), 1 oxidized methylene (δ C 66.1), 3 methoxy groups (δ C 55.2, 55.8, 55.8), so it can be speculated t...

Embodiment 3

[0028] ——Detection of compound antioxidant activity

[0029] 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:

[0030] DPPH clearance rate (%) = (A 空白 -A 样品 ) / A 空白 ×100%

[0031] A 空白 : to the absorbance value of the white control group; A 样品 : Add the absorbance value ...

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Abstract

The invention discloses a dihydrochalcone-like compound (I) contained in tobacco and a preparation method and application thereof. The preparation method comprises the following steps: crushing a tobacco sample and then carrying out ultrasonic extraction by 70 percent of acetone for 3 times, merging extracting solutions, filtering and decompressing and concentrating the extracting solutions to a small volume, standing and then filtering deposits; extracting a filtrate by ethyl acetate for 3 times, and then obtaining partial extraction liquid of ethyl acetate; concentrating the extraction liquid into an extract, carrying out primary screen on the extract by silica gel column chromatography, and then adopting a high-efficiency liquid semipreparative chromatography for further separation, and then obtaining the required novel compound. Antioxidant activity and anti-HIV-1 activity screening is carried out on the compound, and an experimental result shows that the compound shows higher antioxidant activity 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 dihydrochalcone compound contained in tobacco and a preparation method thereof, and at the same time, it also relates to its role in anti-oxidation and anti-HIV-1 application. Background technique [0002] Tobacco is one of the most chemical substances in various plants known to mankind. After decades of research, people have identified more than 3,000 monomeric chemical substances from tobacco, and there are many components that have not yet been identified come out. 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] Flavonoids widely exist in plants in nature and belong to plant secondary metabolites. Accordi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C49/84C07C45/78A61K31/122A61P39/06A61P31/18
Inventor 杨光宇曹靖丽薛景娇何顺琴陈永宽李忠
Owner YUNNAN RES INST OF TOBACCO SCI
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