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A kind of parallel seven-membered ring biphenyl compound and its preparation method and application

A technology for parallel seven-membered ring biphenyls and compounds, which is applied in the field of parallel seven-membered ring biphenyls, and achieves good application prospects, good anti-tobacco mosaic virus activity, and simple structure effects

Active Publication Date: 2016-05-25
CHINA TOBACCO YUNNAN IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The present invention has isolated a parallel seven-membered ring biphenyl compound with anti-tobacco mosaic virus activity from tobacco, which has not been reported so far

Method used

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  • A kind of parallel seven-membered ring biphenyl compound and its preparation method and application
  • A kind of parallel seven-membered ring biphenyl compound and its preparation method and application
  • A kind of parallel seven-membered ring biphenyl compound and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Preparation of biphenyl compound C 18 h 16 o 5 , including extracting extract, silica gel column chromatography, and high-pressure liquid chromatography separation, specifically adopting the following steps:

[0029] 1. Extraction of extract: take the whole plant of tobacco sample, tobacco can be pulverized or cut into small pieces, and use high-concentration methanol (w%: 95%) or high-concentration ethanol (w%: 95%) or high-concentration acetone (w%: 95%) 70%) is the extraction solvent, extraction solvent:tobacco (weight ratio)=3:5, soak for 54h, extract 4 times, combine extracts, filter and concentrate to become extractum.

[0030] 2. Silica gel column chromatography: dissolve the extract with 2.5 times the weight ratio of pure methanol or pure ethanol or pure acetone, mix the sample with 1.2 times the weight ratio of 80-100 mesh silica gel, and use 3 times the weight ratio of 250 mesh silica gel Dry packing for silica gel column chromatography; chloroform in volum...

Embodiment 2

[0035]The tobacco samples were from Yuxi, Yunnan, and the variety was Yuxi K326. Sampling 2.0 kg of tobacco was pulverized and extracted 5 times with 95% methanol for 24 hours each time. The extracts were combined, filtered, and concentrated under reduced pressure to form an extract to obtain 100 g of extract. After dissolving the extract with 2.0 times the amount of pure methanol by weight, mix the sample with 120g of 100-mesh silica gel, pack 0.6kg of 160-mesh silica gel into a column for silica gel column chromatography, and use a volume ratio of 1:0, 20:1, 9:1, 8:2, 7:3, 6:4, 1:1, 1:2 chloroform-acetone gradient elution, TLC monitoring and merging the same parts to obtain 8 parts, wherein the volume ratio is 9: The chloroform-acetone elution part of 1 was separated by Agilent 1100 semi-preparative high-performance liquid chromatography, with 48% methanol as mobile phase, ZorbaxSB-C18 (21.2×250mm, 5 μm) preparative column as stationary phase, flow rate was 20ml / min, the d...

Embodiment 3

[0037] The tobacco sample comes from Dali, Yunnan, and the variety is Yunyan 200. The tobacco sample is 3.5kg and chopped, and extracted 4 times with 95% ethanol, each extraction is 48h, the extracts are combined, filtered, and concentrated under reduced pressure to obtain an extract. 145g. After dissolving the extract with 2.0 times the amount of pure methanol by weight, mix the sample with 150g of 80-mesh silica gel, pack 1.0kg of 200-mesh silica gel into a column for silica gel column chromatography, and use a volume ratio of 1:0, 20:1, 9:1, 8:2, 7:3, 6:4, 1:1, 1:2 chloroform-acetone gradient elution, TLC monitoring and merging the same parts to obtain 8 parts, wherein the volume ratio is 9: The chloroform-acetone elution part of 1 was separated by Agilent 1100 semi-preparative high-performance liquid chromatography, with 48% methanol as mobile phase, ZorbaxSB-C18 (21.2×250mm, 5 μm) preparative column as stationary phase, flow rate was 20ml / min, the detection wavelength o...

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Abstract

The invention discloses a combined heptatomic ring biphenyl compound (I) and a preparation method and application thereof. Tobacco whole plant as a raw material is extracted by high concentration methanol or high concentration acetone / water or high concentration ethanol / water, the extracted liquid is merged, filtered, and concentrated under vacuum into extract; the extract is loaded into a column by silica gel dry method for silica gel column chromatography; a chloroform-acetone solution is used for gradient elution; eluent 9:1 part is further separated and purified by high pressure liquid chromatography to obtain the required biphenyl compound. The activity test proves that the biphenyl compound has good inhibition effect on tobacco mosaic virus, and the biphenyl compound has simple structure and good compound activity, and can be used as a lead compound against the tobacco mosaic virus.

Description

technical field [0001] The invention belongs to the technical field of tobacco chemistry, and in particular relates to a parallel seven-membered ring biphenyl compound extracted from tobacco for the first time. At the same time, the invention also relates to the preparation method and application of the compound. Background technique [0002] Tobacco is the plant with the most complex chemical composition in the world, and its secondary metabolites are very rich. After decades of research, more than 3,000 monomeric 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. [0003] Biphenyls are compounds that are ubiquitous in a class of natural plants, and there are also reports of such compounds in tobac...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D313/08A01P1/00
CPCA01N43/22C07D313/08
Inventor 尚善斋赵伟缪明明雷萍陈永宽陈章玉杨光宇刘春波王岚张涛刘志华
Owner CHINA TOBACCO YUNNAN IND
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