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Chromone compound as well as preparation method and application thereof

A technology of chromone compounds and compounds, applied in the field of tobacco chemistry

Inactive Publication Date: 2014-02-05
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 chromone compound with anti-tobacco mosaic virus activity from tobacco rhizomes, which has not been reported so far

Method used

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  • Chromone compound as well as preparation method and application thereof
  • Chromone compound as well as preparation method and application thereof
  • Chromone compound as well as preparation method and application thereof

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preparation example Construction

[0023] The chromone compound C of the present invention 14 h 13 o 4 The preparation method comprises extract extraction, silica gel column chromatography, high-pressure liquid chromatography separation steps, specifically comprises:

[0024] A. Extraction of extract: Take tobacco rhizomes, grind them to 20-40 mesh, use 90-99% ethanol to ultrasonically extract 3-5 times, each time for 30-60 min, combine the extracts, filter, and concentrate under reduced pressure to form extract;

[0025] B. Silica gel column chromatography: use 4~5 times the amount of 160~200 mesh silica gel dry method to pack the extract for silica gel column chromatography; carry out gradient with chloroform-acetone solution with a volume ratio of 1:0~1:2 elute, pool identical fractions, collect eluate from each fraction and concentrate;

[0026] C. High-pressure liquid chromatography separation: the 8:2 part of the eluent in step B is further separated and purified by high-pressure liquid chromatography ...

Embodiment 1

[0035] The tobacco rhizome samples were from Yuxi, Yunnan, and the variety was Yunyan-85. Sampling 2.2 kg of tobacco rhizomes was crushed to 30 mesh, extracted 3 times with 95% ethanol and ultrasonically for 30 min each time, the extracts were combined, filtered, concentrated under reduced pressure to obtain an extract, and 105.4 g of extract was obtained. The extract was dissolved in pure methanol with a weight ratio of 1.5 times, and then mixed with 160 g of 100-mesh crude silica gel, and 1.0 kg of 160-mesh silica gel was packed into a column for silica gel column chromatography, and the volume ratio was 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 8 The chloroform-acetone elution part of :2 was separated by Agilent 1100 semi-preparative high-performance liquid chromatography, with 50% methanol as mobile phase, Zorbax SB-C18 (21.2 × 250 mm, 5 μm) preparat...

Embodiment 2

[0037] The tobacco rhizome samples were from Yuxi, Yunnan, and the variety was Yunyan-85. Sampling 3.5 kg of tobacco rhizomes was crushed to 40 mesh, extracted 5 times with 90% ethanol by ultrasonic, each extraction was 45 min, the extracts were combined, filtered, concentrated under reduced pressure to obtain an extract, and 215 g of extract was obtained. The extract was dissolved with 3 times the amount of pure methanol by weight, and then mixed with 350 g of 80-mesh crude silica gel, and 1.5 kg of 200-mesh silica gel was packed into a column for silica gel column chromatography, and the volume ratio was 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 8 The chloroform-acetone elution part of :2 was separated by Agilent 1100 semi-preparative high-performance liquid chromatography, with 50% methanol as mobile phase, Zorbax SB-C18 (21.2 × 250 mm, 5 μm) prepara...

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Abstract

The invention discloses a chromone compound as well as a preparation method and application thereof. The chromone compound is obtained by separating from tobacco rootstock, the molecular formula of the chromone compound is C14H13O4 and comprises the structure as shown in the specification. The preparation method of the chromone compound comprises the following steps: on the basis of using the tobacco rootstock as a raw material, extracting extractum, and performing silica column chromatography and high pressure liquid chromatographic separation. The method comprises the following specific steps: crushing the tobacco rootstock sample, extracting ethanol ultrasonic extraction, combining extracting solution, filtering, reducing pressure, and concentrating to obtain the extractum; performing initial chromatography analysis on the extractum by using silica gel dry column-packing; performing gradient elution by using a chloroform-acetone solution in volume ratio of (1:0)-(1:2); further purifying the 8:2 part of eluate by using high pressure liquid chromatographic separation to obtain the chromone compound. The test proves that the chromone compound have good cell activity to tobacco mosaic virus. The compound disclosed by the invention is simple in structure, easy for realization of artificial synthesis and good in activity, and can be used as guiding compound for preventing the tobacco mosaic virus.

Description

technical field [0001] The invention belongs to the field of tobacco chemistry, and in particular relates to a chromone compound extracted from tobacco rhizomes and a preparation method and application thereof. Background technique [0002] Tobacco is one of the most abundant 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 there are still many components that have not yet been identified. identified. 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. In particular, the roots and stems of tobacco are generally treated as waste from the tobacco leaf production process. Therefore, in addition to being consumed as cigarettes, it is of great significance to strengthen the comprehensive utili...

Claims

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Application Information

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IPC IPC(8): C07D313/08A01N43/22A01P1/00
CPCA01N43/22C07D313/08
Inventor 陈永宽刘志华杨光宇赵伟韩熠段沅杏张涛缪明明
Owner YUNNAN RES INST OF TOBACCO SCI
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