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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
Comparison scheme
Effect test

Embodiment 1

[0028] The tobacco samples come from Yuxi, Yunnan, and the variety is Yuxi Honghua Dajinyuan. Sampling 2.0 kg of tobacco was pulverized and extracted three times with 90% methanol for 48 hours each time. The extracts were combined, filtered, and concentrated under reduced pressure to form an extract to obtain 110 g of extract. The extractant is dissolved in pure methanol with a weight ratio of 2.0 times, and then mixed with 120 g of 80 mesh thick silica gel, and 0.5 kg of 160 mesh silica gel is packed for silica gel column chromatography, and the volume ratio is 10:0, 9:1, 8:2, 7:3, 6:4, 5:5, 0:1 chloroform-acetone gradient elution, the chloroform-acetone elution part with a volume ratio of 9:1 was prepared with Agilent 1100 High performance liquid chromatography separation, with 36% acetonitrile aqueous solution as mobile phase, Zorbax SB-C 18(21.2×250mm, 5μm) The preparative column is the stationary phase, the flow rate of the mobile phase is 12ml / min, the detection wavelen...

Embodiment 2

[0030] The tobacco sample comes from Dali, Yunnan, and the variety is Yunyan 200. The tobacco sample is 3.0kg and chopped, extracted 4 times with 100% ethanol, 24 hours each time, the extracts are combined, filtered, and concentrated under reduced pressure to obtain an extract. 120g. The extract is dissolved in pure methanol with a weight ratio of 2.0 times, and then mixed with 120 g of 80 mesh thick silica gel, and 0.7 kg of 200 mesh silica gel is packed for silica gel column chromatography, and the volume ratio is 10:0, 9:1, 8:2, 7:3, 6:4, 5:5, 0:1 chloroform-acetone gradient elution, and the part eluted with chloroform-acetone with a volume ratio of 9:1 was eluted with Agilent 1100 half Preparative HPLC separation, with 36% acetonitrile aqueous solution as mobile phase, Zorbax SB-C 18 (21.2×250mm, 5μm) The preparative column is the stationary phase, the flow rate of the mobile phase is 12ml / min, the detection wavelength of the ultraviolet detector is 316nm, each injection ...

Embodiment 3

[0032] The tobacco sample is from Kunming, Yunnan, and the variety is K326. Take 5 kg of tobacco sample and grind it, and extract it with 80% acetone for 3 times with ultrasonic extraction, 72 hours each time. The extracts are combined, filtered, and concentrated under reduced pressure to obtain 300 g of extract. . The extractant is dissolved in pure methanol with a weight ratio of 1.6 times, and then mixed with 280 g of 120 mesh thick silica gel, and 1.5 kg of 180 mesh silica gel is packed for silica gel column chromatography, and the volume ratio is 10:0, 9:1, 8:2, 7:3, 6:4, 5:5, 0:1 chloroform-acetone gradient elution, the chloroform-acetone elution part with a volume ratio of 9:1 was prepared with Agilent 1100 High performance liquid chromatography separation, with 36% acetonitrile aqueous solution as mobile phase, Zorbax SB-C 18 (21.2×250mm, 5μm) The preparative column is the stationary phase, the flow rate of the mobile phase is 12ml / min, the detection wavelength of the...

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Abstract

The invention discloses an isocoumarin compound. The isocoumarin compound has the chemical name of 3,5-bis(hydroxymethyl)-6-methoxy-1H-isobenzopyran-1-one, the molecular formula of C12H12O5 and the structure represented by a formula shown in the specification. 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 the plant with the most complex chemical composition in the world, and its secondary metabolites are very rich. According to reports by Dube and Green in 1982, more than 2,549 chemical components have been identified in tobacco. By 2008, Rodgman and perfetti reported that , the total number of compounds found in tobacco, tobacco substitutes, and cigarette smoke is approximately 8,700. 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 uti...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/76A01P1/00
CPCC07D311/76
Inventor 尚善斋缪明明雷萍赵伟汤建国杨光宇袁大林郑绪东陈永宽
Owner CHINA TOBACCO YUNNAN IND
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