Application and method for preparing isobenzofuran compound with antibacterial activity in tobaccos by supercritical fluid chromatography

A technology of benzoisofuran and supercritical fluid, applied in the field of tobacco chemistry

Active Publication Date: 2016-11-16
CHINA TOBACCO YUNNAN IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The present invention separates a new benzoisofuran compound from Yunnan flue-cured tobacco leaves. No relevant reports have been seen on this compound so far. It is worth mentioning that this compound has significant antibacterial activity

Method used

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  • Application and method for preparing isobenzofuran compound with antibacterial activity in tobaccos by supercritical fluid chromatography
  • Application and method for preparing isobenzofuran compound with antibacterial activity in tobaccos by supercritical fluid chromatography
  • Application and method for preparing isobenzofuran compound with antibacterial activity in tobaccos by supercritical fluid chromatography

Examples

Experimental program
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Effect test

Embodiment 1

[0025] Preparation of Benzisofuran Compound C 13 h 14 o 3 , including extraction of extract, silica gel column chromatography, supercritical fluid chromatography separation, specifically adopt the following steps:

[0026] (1) Extraction of extract: use tobacco leaf as raw material, crush or cut it into small pieces, soak and extract the tobacco 3 to 5 times with the first solvent, each time for 24h to 72h, combine the extracts, filter and concentrate Finally, the tobacco extract extract is obtained; wherein the first solvent is selected from methanol or ethanol with a concentration of 80% to 100% by weight, or acetone with a concentration of 60% to 90% by weight, and the first solvent : Tobacco leaf=2~4:1, weight ratio;

[0027] (2) Silica gel column chromatography: after dissolving the above-mentioned tobacco extract extract with a second solvent selected from pure methanol, pure ethanol or pure acetone, mix with 80-100 meshes that are 0.8-1.2 weight times of tobacco extr...

Embodiment 2

[0031] The tobacco samples were from Yuxi, Yunnan, and the variety was Yuxi K326. Sampling 2.0 kg of tobacco was pulverized and extracted 5 times with 95% methanol for 24 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 2.0 times the amount of pure methanol by weight, mix the sample with 120g of 100-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 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 eluting part of 3 is separated and purified by supercritical fluid chromatography, which adopts 10mm * 150mm, Silica 2-EP chromatographic column of 5 μm, mobile phase carbon dioxide / ethanol (85 / 15, mass ratio), The flow rate of the mobile ph...

Embodiment 3

[0033] The tobacco sample comes from Dali, Yunnan, and the variety is Yunyan 200. The tobacco sample is 3.5kg and chopped, and extracted 4 times with 95% ethanol, each time for 48 hours, the extracts are combined, filtered, and concentrated under reduced pressure to obtain an extract. 250g. The extract is dissolved in pure methanol with a weight ratio of 2.0 times, and then mixed with 250 g of 80 mesh thick silica gel, and 1.2 kg of 200 mesh silica gel is packed for silica gel column chromatography, and the volume ratio is 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 is separated and purified by supercritical fluid chromatography, which adopts 10mm * 150mm, Silica 2-EP chromatographic column of 5 μm, mobile phase carbon dioxide / ethanol (85 / 15, mass ratio), The flow rate of the mobile phase is 20mL / min, the detecti...

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Abstract

The invention discloses an isobenzofuran compound. A structure of the isobenzofuran compound is as shown in the specification, and the isobenzofuran compound is named 2-hydroxyl-1-isopentenyl-isobenzofuran-5(3H)-ketone. The invention further discloses a preparation method of the isobenzofuran compound and application of the isobenzofuran compound to cigarette antibacterial tipping paper.

Description

technical field [0001] The invention belongs to the technical field of tobacco chemistry, and in particular relates to a benzisofuran compound extracted from tobacco for the first time. At the same time, the invention also relates to the preparation method of the compound and the application in antibacterial tipping paper. 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 variet...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/88A01P1/00A01P3/00D21H27/00
CPCC07D307/88D21H27/00Y02P20/54
Inventor 刘志华申钦鹏刘春波叶灵缪明明杨光宇唐石云张凤梅何沛司晓喜朱瑞芝王昆淼苏钟璧陈永宽
Owner CHINA TOBACCO YUNNAN IND
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