Parallel six-membered ring biphenyl compound, preparation method and application thereof

The technology of a compound, cyclobiphenyl, applied in the field of tobacco chemistry

Active Publication Date: 2015-01-07
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 six-membered ring biphenyl compound wit

Method used

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  • Parallel six-membered ring biphenyl compound, preparation method and application thereof
  • Parallel six-membered ring biphenyl compound, preparation method and application thereof
  • Parallel six-membered ring biphenyl compound, preparation method and application thereof

Examples

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Example Embodiment

[0030] Example 1

[0031] ------The preparation of the compound uses the following steps:

[0032] 1. Extract extraction: Take the whole tobacco sample, the tobacco can be crushed or cut into small pieces, with high concentration methanol (w%: 95%) or high concentration ethanol (w%: 95%) or high concentration acetone (w%: 70%) is the extraction solvent, the extraction solvent: tobacco (weight ratio) = 2~4:1, soak for 36h, extract 4 times, combine the extracts, filter and concentrate into an extract;

[0033] 2. Silica gel column chromatography: dissolve the extract with 2.5 times the weight ratio of pure methanol or pure ethanol or pure acetone, then mix the sample with 1.5 times the weight ratio of 80-100 mesh silica gel, and use 2.5 times the weight ratio of 160-300 Dry-packed silica gel for silica gel column chromatography; chloroform-acetone with a volume ratio of (1:0, 9:1, 8:2, 7:3, 6:4, 1:1, 0:1) The solution is subjected to gradient elution, the same parts are combined, and...

Example Embodiment

[0037] Example 2

[0038] The tobacco samples were from Kunming, Yunnan, and the variety was Honghua Dajinyuan. A sample of 2.0 kg of tobacco was crushed and extracted with 95% methanol for 5 times, each time was extracted for 24 hours, the extracts were combined, filtered, and concentrated under reduced pressure into an extract to obtain 100 g of extract. The extract was dissolved in pure methanol with a weight ratio of 2.0 times and then mixed with 120g of 100 mesh crude silica gel, 0.6kg of 160 mesh silica gel packed in column for silica gel column chromatography, with a volume ratio of 1:0, 9:1, 8:2, 7:3, 6:4, 1:1, 0:1 chloroform-acetone gradient elution, TLC monitoring and merging the same parts to obtain 8 parts, of which the volume ratio is 9:1 chloroform- The acetone elution part was separated by Agilent 1100 semi-preparative high performance liquid chromatography, using 43% methanol as the mobile phase, Zorbax SB-C18 (21.2×250mm, 5μm) preparative column as the stationar...

Example Embodiment

[0039] Example 3

[0040] The tobacco sample was from Dali, Yunnan, and the variety was K326. The tobacco was sampled from 4.0 kg and chopped, extracted 4 times with 95% ethanol for 48 hours each time, the extracts were combined, filtered, and concentrated under reduced pressure into an extract to obtain 192 g of extract . The extract is dissolved in pure methanol with a weight ratio of 2.0 times and then mixed with 200g of 80 mesh crude silica gel, 1.2kg of 200 mesh silica gel is packed in a column for silica gel column chromatography, and the volume ratio is 1:0, 9:1, 8:2, 7:3, 6:4, 1:1, 0:1 chloroform-acetone gradient elution, TLC monitoring and merging the same parts to obtain 8 parts, of which the volume ratio is 9:1 chloroform- The acetone elution part was separated by Agilent 1100 semi-preparative high performance liquid chromatography, using 43% methanol as the mobile phase, Zorbax SB-C18 (21.2×250mm, 5μm) preparative column as the stationary phase, flow rate 20ml / min, U...

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Abstract

The present invention discloses a parallel six-membered ring biphenyl compound (I), a preparation method and an application thereof. The preparation method is as follows: adopting tobacco whole plants as raw materials, extracting the raw materials with high-concentration methanol or high-concentration acetone/water or high-concentration ethanol/water, combining extracting solutions, carrying out filtering, concentrating the filtrate under reduced pressure to prepare an extract; loading the extract onto a column with a silica gel dry method for performing silica gel column chromatography; carrying out gradient elution with a chloroform-acetone solution, and further separating and purifying a 9:1 part of the eluent with high-pressure liquid phase chromatography to obtain the biphenyl compound. An activity test shows that the compound in the present invention has good inhibitory effects on tobacco mosaic viruses. The compound is simple in structure, has high activity, and can be taken as a pilot compound for resisting tobacco mosaic viruses.

Description

technical field [0001] The invention belongs to the technical field of tobacco chemistry, in particular to a parallel six-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 tobacco. Biphenyls ...

Claims

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Application Information

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IPC IPC(8): C07D311/22A01P1/00
CPCC07D311/22
Inventor 尚善斋赵伟缪明明雷萍陈永宽杨光宇刘春波段沅杏张霞王岚刘志华
Owner CHINA TOBACCO YUNNAN IND
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