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A kind of preparation method and application of benzolactone with cigarette flavoring effect

A technology of benzolide and lactone, which is applied in the field of benzolide compounds, achieves the effects of novel structure, improved roundness and comfort, and improved smoking quality of cigarettes

Active Publication Date: 2018-08-17
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 benzolactone compound with the function of improving the smoking quality of cigarettes from air-dried tobacco, which has not been reported so far

Method used

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  • A kind of preparation method and application of benzolactone with cigarette flavoring effect
  • A kind of preparation method and application of benzolactone with cigarette flavoring effect
  • A kind of preparation method and application of benzolactone with cigarette flavoring effect

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Experimental program
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Effect test

Embodiment 1

[0032] A kind of benzolide compound C 12 h 12 o 4 The preparation method specifically comprises the following steps:

[0033] (1) Preparation of tobacco extract extract: taking air-dried tobacco leaves as raw material, pulverizing or cutting the tobacco leaves into small pieces, soaking and extracting the tobacco leaves 4 times with the first solvent, each time for 54 hours, after merging the extracts, filtering and concentrating Obtain the tobacco extract extract; wherein the first solvent is a mixture of an organic solvent selected from methanol, ethanol or acetone and water, when the first solvent is a mixture of methanol or ethanol and water, wherein methanol or Ethanol accounts for 95wt% of the first solvent, and when the first solvent is a mixture of acetone and water, wherein acetone accounts for 70wt% of the first solvent; and the first solvent:tobacco=3:5, weight ratio;

[0034] (2) Silica gel column chromatography: after dissolving the second solvent selected from...

Embodiment 2

[0038] The air-cured tobacco samples used come from Yuxi, Yunnan, and the variety is Dali Liuye tobacco. Sampling 2.0 kg of tobacco leaves and pulverizing them, extracting 5 times with 95% methanol for 24 hours each time, combining the extracts, filtering, and concentrating under reduced pressure to obtain 95 g of tobacco extract extract. After dissolving the above-mentioned tobacco extract extract with pure methanol of 2.0 weight multiples, mix the sample with 100 mesh thick silica gel of 120g, then mix with 0.6kg of 160 mesh silica gel and carry out silica gel column chromatography with 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 Merge the same fractions to get 8 fractions , wherein the chloroform-acetone eluted part with a volume ratio of 7:3 was separated by Agilent 1100 semi-preparative high performance liquid chromatography, with 44% methanol as mobile phase, prepared by Zorbax SB-C18 (21.2×250mm, 5μm) Th...

Embodiment 3

[0041] The air-cured tobacco samples used were from Dali, Yunnan, and the variety was Yunlong Tiandeng tobacco. Sampling 3.5 kg of tobacco leaves and chopping them up, extracting 4 times with 95% ethanol for 48 hours each time, combining the extracts, filtering, and concentrating under reduced pressure to obtain 245 g of tobacco extract extract. The above-mentioned tobacco extract extract is dissolved with its 2.0 weight times of pure methanol and mixed with 250g of 80 mesh thick silica gel, then mixed with 1.2kg of 200 mesh silica gel and then packed into a column for silica gel column chromatography, with 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 Merge the same fractions to get 8 fractions , wherein the chloroform-acetone eluted part with a volume ratio of 7:3 was separated by Agilent 1100 semi-preparative high performance liquid chromatography, with 44% methanol as mobile phase, prepared by Zorbax SB-C18 (2...

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Abstract

The invention discloses a benzo-lactone compound with a cigarette aroma enhancement effect. The compound is named 2-(hydroxymethyl)-1-(2-oxo propyl)-isobenzofuran-5(3H)-ketone, and the structure of the compound is shown in the description. The invention further discloses a preparing method of the compound and the application of the compound to improvement of cigarette smoking quality. By matching the compound with a humectant according to a proper proportion, the herbal aroma of smoke can be improved.

Description

technical field [0001] The invention belongs to the technical field of tobacco chemistry, and in particular relates to a benzolactone compound extracted from air-cured tobacco for the first time. At the same time, the present invention also relates to the preparation method of the compound and its combined application with a humectant to improve 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. Although smoking is widely recognized as harmful to health, tobacco still has a strong appeal to thousands of consumers. In addition to the addictive properties of nicotine, the rich flavor substances in tobacco also play an important role. Lactone refers to the ester compound forme...

Claims

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Application Information

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Patent Type & Authority Patents(China)
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张凤梅何沛刘志华杨光宇缪明明陈永宽
Owner CHINA TOBACCO YUNNAN IND
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