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Preparation and application of sesquiterpenes in tobacco by supercritical fluid chromatography

A supercritical fluid and compound technology, applied in the field of tobacco chemistry, can solve the problems of unsatisfactory smoking comfort of finished cigarettes and no related reports, and achieve the effects of improving cigarette smoking quality, improving comfort, and novel structure

Active Publication Date: 2018-06-12
CHINA TOBACCO YUNNAN IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, glycerin, propylene glycol, sorbitol and other polyhydroxy substances are mainly used as humectants in my country’s cigarette industry. The main purpose of humectants is to maintain the moisture content of shredded tobacco during processing and improve the processing resistance of shredded tobacco. However, it is not ideal for the smoking comfort of finished cigarettes. A sesquiterpene compound with the function of improving the smoking quality of cigarettes has been obtained through separation. This compound has not been reported so far. There is no relevant report on the quality of suction

Method used

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  • Preparation and application of sesquiterpenes in tobacco by supercritical fluid chromatography
  • Preparation and application of sesquiterpenes in tobacco by supercritical fluid chromatography
  • Preparation and application of sesquiterpenes in tobacco by supercritical fluid chromatography

Examples

Experimental program
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Effect test

Embodiment 1

[0032] A sesquiterpenoid C 15 h 22 o 2 The preparation method specifically comprises the following steps:

[0033](1) Preparation of tobacco extract extract: using tobacco leaves as raw material, crush or cut the tobacco leaves into small pieces, soak and extract the tobacco leaves 4 times with the first solvent, 54 hours each time, combine the extracts, filter and concentrate to 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 Accounting for 95wt% of the first solvent, 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=3:1, weight ratio;

[0034] (2) Silica gel column chromatography: after dissolving the second solvent selected from pure methanol, pure ethanol or pure acetone with 2.5...

Embodiment 2

[0038] The tobacco samples used were from Yuxi, Yunnan, and the variety was Yuxi K326. 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 105 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 elution part with a volume ratio of 8:2 is separated and purified by supercritical fluid chromatography, and the supercritical fluid chromatography adopts 10mm * 150mm, a Silica 2-EP chromatographic column of 5 μm, mobile pha...

Embodiment 3

[0041] The tobacco samples used were from Dali, Yunnan, and the variety was Yunyan 200. 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 250 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 elution part with a volume ratio of 8:2 is separated and purified by supercritical fluid chromatography, and the supercritical fluid chromatography adopts 10mm * 150mm, a Silica 2-EP chromatographic column of 5 μm...

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Abstract

The present invention relates to preparation of a sesquiterpene compound with a novel structure by using a supercritical fluid chromatography. The compound is named as 5-(3-hydroxypropyl)-2,2,4-trimethyl-1,3-dihydro-1H-indene-7-ol, and a molecular formula is C15H22O2 and has a structure as show in the specification. The present invention also discloses a preparation method and applications of the compound. Experiments show that the sesquiterpene compound disclosed by the present invention is applicable to improvement of the smoking quality of a cigarette; and by blending the sesquiterpene compound with a humectant in an appropriate ratio, the cigarette has good physical and sensory humectant effects, cigarette smoke can be softened, the comfort level of the cigarette smoke is improved, and the cigarette smoke has herb fragrance. The structure of the molecular formula is as shown in the specification.

Description

technical field [0001] The invention belongs to the technical field of tobacco chemistry, in particular to a sesquiterpene 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 use 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. 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. [0003] Sesquiterpenes are natural terpenoids with 15 carbon atoms in the molecule. Sesquiterpenoids ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C39/23C07C37/70A24B3/12A24B15/34
CPCA24B3/12A24B15/302A24B15/34C07C37/004C07C39/23Y02P20/54
Inventor 申钦鹏刘志华张天栋刘春波赵伟周博赵英良张凤梅朱瑞芝王昆淼王晋何沛司晓喜杨光宇苏钟璧缪明明陈永宽
Owner CHINA TOBACCO YUNNAN IND
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