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A sesquiterpene compound with anti-tobacco mosaic virus activity in tobacco, its preparation method and use

A technology of sesquiterpenoids and compounds, applied in the field of sesquiterpenoids, to achieve the effect of novel structure

Active Publication Date: 2017-03-22
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 new sesquiterpene compound from Yunnan flue-cured tobacco leaves, which has not been reported so far. It is worth mentioning that the compound has significant anti-tobacco mosaic virus activity

Method used

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  • A sesquiterpene compound with anti-tobacco mosaic virus activity in tobacco, its preparation method and use
  • A sesquiterpene compound with anti-tobacco mosaic virus activity in tobacco, its preparation method and use
  • A sesquiterpene compound with anti-tobacco mosaic virus activity in tobacco, its preparation method and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] A sesquiterpenoid C 15 h 20 o 2 The preparation method specifically comprises the following steps:

[0031] (1) Preparation of tobacco extract extract: use tobacco leaves as raw material, pulverize or cut the leaves into small pieces, soak and extract the leaves with the first solvent for 4 times, 54 hours each time, after merging the extracts, filtering and concentrating Obtain the tobacco extract extract; wherein the first solvent is a mixture of an organic solvent selected from methanol, ethanol or acetone and water, when the first solvent is a mixture of methanol or ethanol and water, wherein methanol or Ethanol accounts for 95wt% of the first solvent, and when the first solvent is a mixture of acetone and water, wherein acetone accounts for 70wt% of the first solvent; and the first solvent:tobacco=3:5, weight ratio;

[0032] (2) Silica gel column chromatography: after dissolving the second solvent selected from pure methanol, pure ethanol or pure acetone with 2....

Embodiment 2

[0036] The tobacco samples used were from Yuxi, Yunnan, and the variety was Yuxi K326. Sampling 2.0 kg of tobacco leaves and pulverizing them, extracting 5 times with 95% methanol for 24 hours each time, combining the extracts, filtering, and concentrating under reduced pressure to obtain 105 g of tobacco extract extract. The above-mentioned tobacco extract extract is dissolved with 2.0 weight times of pure methanol and then mixed with 120 g of 100 mesh thick silica gel, then mixed with 0.6 kg of 160 mesh silica gel and then packed into a column for silica gel column chromatography, with 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 Merge the same fractions to get 8 fractions , wherein the chloroform-acetone eluted part with a volume ratio of 8:2 was separated by Agilent 1100 semi-preparative high performance liquid chromatography, with 55% methanol as mobile phase, ZorbaxSB-C18 (21.2×250mm, 5μm) preparative colum...

Embodiment 3

[0038] The tobacco samples used were from Dali, Yunnan, and the variety was Yunyan 200. Sampling 3.5 kg of tobacco leaves and chopping them up, extracting 4 times with 95% ethanol for 48 hours each time, combining the extracts, filtering, and concentrating under reduced pressure to obtain 250 g of tobacco extract extract. The above-mentioned tobacco extract extract is dissolved with its 2.0 weight times of pure methanol and mixed with 250g of 80 mesh thick silica gel, then mixed with 1.2kg of 200 mesh silica gel and then packed into a column for silica gel column chromatography, with 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 Merge the same fractions to get 8 fractions , wherein the chloroform-acetone eluted part with a volume ratio of 8:2 was separated by Agilent 1100 semi-preparative high performance liquid chromatography, with 55% methanol as mobile phase, ZorbaxSB-C18 (21.2×250mm, 5μm) preparative column I...

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Abstract

The invention discloses a sesquiterpenoid compound with a novel structure. The compound is names as (2R,3S)-2,3-dihydro-3-hydroxyl-6-isopropyl-2,4,7-trimethylindene-1-one, the molecular formula is C15H20O2, and the structure is represented in the description. The invention also discloses a preparation method and applications of the compound. The results of activity tests show that the compound has a good inhibiting effect on tobacco mosaic virus, and can be used as a lead compound for the research on drugs for preventing tobacco mosaic virus.

Description

technical field [0001] The invention belongs to the technical field of tobacco chemistry, in particular to a sesquiterpene compound extracted from tobacco for the first time. At the same time, the invention also relates to a preparation method of the compound and its application in resisting tobacco mosaic virus. Background technique [0002] Plant viruses are a class of pathogens second only to fungi, and are one of the smallest microorganisms discovered so far. Plant virus is an entity that contains infectious nucleic acid and is covered with a protein shell. It is characterized by the ability to infect host cells and cause disease through infection. There are more than 1,000 common plant virus diseases, most of which are caused by 716 plant viruses, and the damage of plant viruses is second only to fungi. Plant virus disease has always been a major hazard in agricultural production. It is known as the "cancer" of plants. Because viruses are absolutely parasitic in plant...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C49/747C07C45/78C07C45/79A01N35/06A01P1/00
CPCA01N35/06C07C45/78C07C45/79C07C49/747
Inventor 刘春波申钦鹏陈章玉赵伟张凤梅何沛尚善斋司晓喜杨光宇刘志华苏钟璧缪明明陈永宽
Owner CHINA TOBACCO YUNNAN IND
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