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Coumarin compound and preparation method and application thereof

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

Active Publication Date: 2013-09-18
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 coumarin compound with anti-tobacco mosaic virus activity from tobacco rhizomes, which has not been reported so far

Method used

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  • Coumarin compound and preparation method and application thereof
  • Coumarin compound and preparation method and application thereof
  • Coumarin compound and preparation method and application thereof

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preparation example Construction

[0023] Preparation method C of coumarin compounds of the present invention 17 h 14 o 5 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 rhizome, crush it to 20-40 mesh, use 90-99% ethanol to ultrasonically extract 3-5 times, each time for 30-60min, combine the extracts, filter, and concentrate under reduced pressure to form extract;

[0025] B. Silica gel column chromatography: the extract is packed with 160~200 mesh silica gel dry method with a weight ratio of 2~3 times for silica gel column chromatography; chloroform-acetone solution with a volume ratio of 1:0~1:2 Perform gradient elution, pool the same fractions, collect and concentrate the eluate from each fraction;

[0026] C. High-pressure liquid chromatography separation: the 7:3 part of the eluent in step B is further separated and purified by high-pressu...

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 minutes each time, the extracts were combined, filtered, and concentrated under reduced pressure to obtain an extract, 105.4 g of extract was obtained. The extract was dissolved in pure methanol with a weight ratio of 2.5 times, and then mixed with 150 g of 100-mesh crude silica gel, and 1.5 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 7 The chloroform-acetone elution part of :3 was separated by Agilent 1100 semi-preparative high-performance liquid chromatography, with 45% methanol as mobile phase, Zorbax SB-C18 (21.2 × 250 mm, 5 μm) prepa...

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 time for 45 minutes, the extracts were combined, filtered, concentrated under reduced pressure to obtain an extract, and 215 g of extract was obtained. The extract was dissolved in pure methanol with a weight ratio of 2.0 times, and then mixed with 300 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 7 The chloroform-acetone elution part of :3 was separated by Agilent 1100 semi-preparative high-performance liquid chromatography, with 45% methanol as mobile phase, Zorbax SB-C18 (21.2 × 250 mm, 5 μm) preparative...

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Abstract

The invention discloses a coumarin compound and a preparation method and application thereof. The coumarin compound is obtained by being separated from tobacco rhizome, the molecular formula of the coumarin compound is C17H14O5, and the structure of the coumarin compound is as shown in the specification. The preparation method of the coumarin compound comprises the following steps: smashing a tobacco rhizome sample, then ultrasonically extracting for 3-5 times by using 90%-99% ethanol; merging extracting solutions; filtering, carrying out reduced-pressure concentration to obtain an extractum; and initially separating the extractum by adopting silica-gel column chromatography, and then further separating by adopting high performance liquid semi-preparation chromatography to obtain the coumarin compound. The coumarin compound disclosed by the invention has the advantages of simple structure, easiness for artificial synthesis realization and better cell activity on tobacco mosaic viruses and can be used as a lead compound resisting the tobacco mosaic viruses.

Description

Technical field [0001] The invention is a tobacco chemical field, which involves a fragrant compound and its preparation methods and applications extracted from tobacco rhizomes. Background technique [0002] Tobacco is the most abundant of various plants that humans know. After decades of research, people currently have more than 3,000 monomer chemicals identified from tobacco, and there are many ingredients that have not yet been not yet.Appraisal.In addition to the use of cigarettes, tobacco can also extract a variety of chemical components with valuable value, and it is found that there are advanced compounds with development and utilization values.Especially for the root and stems of tobacco, it is generally used as waste in the production of tobacco leaves.Therefore, in addition to consumption as cigarettes, it is of great significance to strengthen the comprehensive utilization of tobacco and their waste. [0003] Cottonin -type compounds are common compounds in natural pl...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/16A01N43/16A01P1/00
Inventor 陈永宽韩熠段沅杏张涛杨光宇刘志华缪明明
Owner YUNNAN RES INST OF TOBACCO SCI
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