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Preparation method and application of isopentenyl benzolactone compound in tobacco

A technology of isopentenylbenzene and isopentenyl is applied in the field of tobacco chemistry to achieve the effects of increasing fineness, improving smoking quality of cigarettes, and softening cigarette smoke

Active Publication Date: 2015-10-28
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 and obtains a prenylbenzolactone compound with the function of improving the smoking quality of cigarettes from tobacco, which has not been reported so far

Method used

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  • Preparation method and application of isopentenyl benzolactone compound in tobacco
  • Preparation method and application of isopentenyl benzolactone compound in tobacco
  • Preparation method and application of isopentenyl benzolactone compound in tobacco

Examples

Experimental program
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Effect test

Embodiment 1

[0030] Preparation of isopentenyl benzolactone compound C 12 h 12 o 4 , including extracting extract, silica gel column chromatography, and high-pressure liquid chromatography separation, specifically adopting the following steps:

[0031] Step (1), extraction of extract: take tobacco leaves and pulverize them, use high-concentration methanol (w%: 95%) or high-concentration ethanol (w%: 90%) or high-concentration acetone (w%: 80%) as the extraction solvent, Extraction solvent: tobacco (weight ratio) = 4:1, soak for 72 hours, extract 5 times, combine extracts, filter and concentrate to obtain extract.

[0032]Step (2), silica gel column chromatography: after dissolving the extract obtained in step (1) with pure methanol, pure ethanol or pure acetone whose weight is 3 times that of the extract, use 80-100 mesh silica gel with 1 times the weight of the extract Mix the sample, and at the same time, carry out silica gel column chromatography with a 250-mesh silica gel dry-packed...

Embodiment 2

[0037] The tobacco samples were from Yuxi, Yunnan, and the variety was Yuxi K326. Sampling 2.0 kg of tobacco and pulverizing it with 95% methanol soaking and extracting for 5 times, each extraction for 24 hours, the weight ratio of extraction solvent:tobacco leaves=2:1, the extracts were combined, filtered, and concentrated under reduced pressure to obtain extractum 105g . After dissolving the extract with 2.0 times the amount of pure methanol, mix the sample with 120 g of 100 mesh thick silica gel, pack 0.6 kg of 160 mesh silica gel into a column, and perform silica gel column chromatography, using 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 The same parts were combined and concentrated to obtain 8 parts, of which The part obtained by elution and concentration with chloroform-acetone with a volume ratio of 8:2 was separated by Agilent 1100 semi-preparative high-performance liquid chromatography, with 42% metha...

Embodiment 3

[0040] The tobacco sample comes from Dali, Yunnan, and the variety is Yunyan 200. The tobacco sample 3.5kg is cut into small pieces, soaked and extracted with 95% ethanol for 4 times, each extraction is 48h, the extraction solvent:tobacco leaf weight ratio=4:1, the extract Combined, filtered, and concentrated under reduced pressure to form an extract, 250 g of extract was obtained. After dissolving the extract with 2.0 times its weight of pure methanol, mix the sample with 250g of 80-mesh silica gel, pack 0.8kg of 200-mesh silica gel into a column for silica gel column chromatography, and use volume ratios of 1:0, 20 : 1, 9: 1, 8: 2, 7: 3, 6: 4, 1: 1, 1: 2 chloroform-acetone gradient elution, TLC monitoring merged the same parts and concentrated to obtain 8 parts, in which The part obtained by elution and concentration with chloroform-acetone with a volume ratio of 8:2 was separated by Agilent 1100 semi-preparative high-performance liquid chromatography, with 42% methanol as t...

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Abstract

Belonging to the technical field of tobacco chemistry, the invention discloses an isopentenyl benzolactone compound shown as formula (I) in the specification, a preparation method and application thereof. The preparation method includes: taking tobacco leaves as the raw materials, using a high concentration methanol water solution, a high concentration ethanol water solution or high concentration acetone water solution as the extraction solvent to conduct extraction, merging the extracted liquid, carrying out filtering and vacuum concentration to obtain an extract; subjecting the extract to slica column chromatography by means of silica gel dry column-packing; adopting a chloroform-acetone mixed solvent as the eluant to conduct gradient elution, performing TLC monitoring and merging the same part, and carrying out concentration; employing a mixed solvent of chloroform and acetone in a volume ratio of 8:2 to conduct elution, collection and concentration, and further separating and purifying the obtained part by high pressure liquid chromatography, thus obtaining the isopentenyl benzolactone compound. Cigarette adding experiments show that the compound can soften cigarette smoke and increase smoke delicacy, and endows the cigarette smoke fruity effect and obvious moistening sense.

Description

technical field [0001] The invention belongs to the technical field of tobacco chemistry, and in particular relates to a prenyl benzolide compound extracted from tobacco for the first time. At the same time, the invention also relates to the preparation method of the compound and its application in improving the smoking quality of cigarettes. Background technique [0002] Tobacco is the plant with the most complex chemical composition in the world, and its secondary metabolites are very rich. After decades of research, more than 3,000 monomeric chemical substances have been identified from tobacco, and many components have not yet been identified. come out. With the rapid development of my country's economy, cigarette consumers have higher and higher requirements for the inherent quality of products. Although smoking has been widely recognized as harmful to health, tobacco still has a strong appeal to thousands of consumers. In addition to nicotine In addition to the addict...

Claims

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Application Information

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IPC IPC(8): C07D307/88A24B3/12A24B15/40
CPCA24B3/12A24B15/406C07D307/88
Inventor 刘春波张天栋申钦鹏周博赵英良杨光宇张凤梅何沛司晓喜苏钟璧刘志华朱瑞芝王昆淼缪明明
Owner CHINA TOBACCO YUNNAN IND
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