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Isocoumarin compound and preparation method and use thereof

A technology of isocoumarins, compounds, applied in the field of phytochemistry

Active Publication Date: 2015-03-04
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 an isocoumarin compound with anti-tobacco mosaic virus activity from tobacco, which has not been reported so far

Method used

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  • Isocoumarin compound and preparation method and use thereof
  • Isocoumarin compound and preparation method and use thereof
  • Isocoumarin compound and preparation method and use thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0028] The tobacco samples were from Chuxiong, Yunnan, and the variety was Yunyan 110. Sampling 2.0 kg of tobacco was pulverized and extracted 3 times with 85% methanol for 48 hours each time. The extracts were combined, filtered and concentrated under reduced pressure to form an extract to obtain 105 g of extract. After dissolving the extract with 1.2 times the amount of pure methanol by weight, mix the sample with 120g of 80-mesh silica gel, pack 0.5kg of 160-mesh silica gel into a column for silica gel column chromatography, and use a volume ratio of 20:1, 10:1, 5 :1, 2:1, 1:1, 0:1 chloroform-acetone gradient elution, the chloroform-acetone elution part with a volume ratio of 10:1 was segmented by medium pressure liquid chromatography, and the volume percentage was used in turn Concentration is 40%, 55%, 70%, 85%, 100% methanol / water elution, wherein the part eluted with 55% methanol aqueous solution is further separated by Agilent 1100 semi-preparative high performance liq...

Embodiment 2

[0030] The tobacco samples were from Yuxi, Yunnan, and the variety was K326. Sampling 3.0 kg of tobacco was pulverized and extracted 4 times with 100% ethanol for 24 hours each time. The extracts were combined, filtered, and concentrated under reduced pressure to form an extract to obtain 120 g of extract. After dissolving the extract with 1.5 times the amount of pure methanol by weight, mix the sample with 120g of 80-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 20:1, 10:1, 5 :1, 2:1, 1:1, 0:1 chloroform-acetone gradient elution, the chloroform-acetone elution part with a volume ratio of 10:1 was segmented by medium pressure liquid chromatography, and the volume percentage was used in turn Concentration is 40%, 55%, 70%, 85%, 100% methanol aqueous solution elution, wherein the part that will be eluted with 55% methanol aqueous solution is further separated by Agilent 1100 semi-preparative high ...

Embodiment 3

[0032] The tobacco sample comes from Kunming, Yunnan, and the variety is Honghua Dajinyuan. The tobacco sample is 5kg and pulverized, and extracted 3 times with 80% acetone by ultrasound, each extraction is 48h, the extracts are combined, filtered, and concentrated under reduced pressure to form an extract. Obtain extractum 300g. The extractant is dissolved in pure methanol with a weight ratio of 1.2 times, and then mixed with 280 g of 120 mesh thick silica gel, and 1.3 kg of 200 mesh silica gel is packed for silica gel column chromatography, and the volume ratio is 20:1, 10:1, 5 :1, 2:1, 1:1, 0:1 gradient elution of chloroform-acetone, wherein the part eluted with chloroform-acetone with a volume ratio of 10:1 was divided into sections by medium pressure liquid chromatography, followed by The volume percent concentration is 40%, 55%, 70%, 85%, 100% methanol aqueous solution elution, wherein the part eluted with 55% methanol aqueous solution is further separated by Agilent 110...

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Abstract

The invention discloses a novel isocoumarin compound. The isocoumarin compound has the chemical name of 2-(hydroxymethyl)-8,8-dimethyl-9,10-dihydropyrano[4,3-f]benzopyran-4 (8H)-one, the molecular formula of C15H16O4 and the structure represented by a formula shown in the specification. The invention further discloses a preparation method for preparing the isocoumarin compound from tobacco. The invention further discloses use of the compound, and shown by activity tests, the compound plays a good role in inhibiting tobacco mosaic virus. The compound disclosed by the invention is simple in structure and relatively good in tobacco mosaic virus resisting activity and can be applied to the research and development of tobacco mosaic virus resisting pesticide preparations as a tobacco mosaic virus resisting lead compound.

Description

technical field [0001] The invention belongs to the technical field of phytochemistry, and in particular relates to an isocoumarin compound derived from tobacco and a preparation method and application thereof. Background technique [0002] Tobacco is one of the plants with the most complex chemical composition in the world, and its secondary metabolites are very rich. According to the report of Dube and Green in 1982, more than 2549 chemical components have been identified in tobacco. By 2008, Rodgman and perfetti's The total number of compounds found in tobacco, tobacco substitutes and cigarette smoke is about 8,700, the report said. At present, more than 3,000 monomeric chemical substances have been identified from tobacco, and many components have not yet been 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...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D493/04A01N43/90A01P1/00
CPCA01N43/90C07D493/04
Inventor 尚善斋缪明明雷萍赵伟杨光宇陈永宽汤建国袁大林郑绪东孙志勇
Owner CHINA TOBACCO YUNNAN IND
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