Aroma-enhancing moisture-retaining isocoumarin compound, and preparation method and application thereof

An isocoumarin and compound technology, applied in the field of tobacco chemistry, can solve problems such as no relevant reports, and achieve the effects of obvious effect, novel structure and increasing aroma amount

Active Publication Date: 2016-04-13
CHINA TOBACCO YUNNAN IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The present invention obtains an isocoumarin compound with the function of improving the smoking quality of cigarettes through separation, and there is no relevant report on the compound and the humectant to improve the smoking quality of cigarettes

Method used

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  • Aroma-enhancing moisture-retaining isocoumarin compound, and preparation method and application thereof
  • Aroma-enhancing moisture-retaining isocoumarin compound, and preparation method and application thereof
  • Aroma-enhancing moisture-retaining isocoumarin compound, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] A kind of isocoumarin compound C 15 h 18o 4 The preparation method specifically comprises the following steps:

[0032] (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;

[0033] (2) Silica gel column chromatography: after dissolving the second solvent selected fro...

Embodiment 2

[0037] The air-cured tobacco samples used come from Yuxi, Yunnan, and the variety is Yuxi Jiangchuan 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 8:2 was separated by Agilent 1100 semi-preparative high performance liquid chromatography, with 55% methanol as mobile phase, ZorbaxSB-C18 (21.2×250mm, 5μm) preparative...

Embodiment 3

[0040] 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 8:2 was separated by Agilent 1100 semi-preparative high performance liquid chromatography, with 55% methanol as mobile phase, ZorbaxSB-C18 (21.2×250mm, 5μ...

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Abstract

The invention discloses an isocoumarin compound, which is named as 5-((E)-4-hydroxy-3-methyl-butyl-3-ene)-3-(hydroxymethyl)-1H-isochromen-6-ol and has a molecular formula of C15H18O4. The structure of the isocoumarin compound is described in the specification. The invention also discloses a preparation method and application of the isocoumarin compound. Experiments prove that the isocoumarin compound provided by the invention is capable of improving the smoking quality of cigarettes; and through mixing of the isocoumarin compound with a moisture-retaining agent according to a proper ratio, good physical and sensory moisture-retaining effects are exerted on cigarettes, the smoke of cigarettes can be softened, the mellow and full sensation and amenity of the smoke of cigarettes can be improved, and the smoke of cigarettes is endowed with delicate fragrance.

Description

technical field [0001] The invention belongs to the technical field of tobacco chemistry, in particular to an isocoumarin compound extracted from air-cured tobacco for the first time. At the same time, the invention also relates to a preparation method of the isocoumarin compound and its application in combination 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. [0003] Isocoumarin is the basic structure of...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/76A24B15/40
CPCA24B15/403C07D311/76
Inventor 刘春波刘志华张天栋申钦鹏周博赵英良张凤梅何沛司晓喜朱瑞芝王昆淼杨光宇苏钟璧缪明明陈永宽
Owner CHINA TOBACCO YUNNAN IND
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