A norsesquiterpene compound, its preparation method and its application in cigarette moisturizing

A technology of sesquiterpenes and compounds, which is applied in the field of norsesquiterpenes, can solve the problems that the ingredients have not been identified, and achieve the effect of improving the smoking quality of cigarettes, novel structure, and increasing the fragrance

Active Publication Date: 2018-04-17
CHINA TOBACCO YUNNAN IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[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

Method used

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  • A norsesquiterpene compound, its preparation method and its application in cigarette moisturizing
  • A norsesquiterpene compound, its preparation method and its application in cigarette moisturizing
  • A norsesquiterpene compound, its preparation method and its application in cigarette moisturizing

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] A norsesquiterpene compound C 16 h 20 o 3 The preparation method specifically comprises the following steps:

[0030](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;

[0031] (2) Silica gel column chromatography: after dissolving the second solvent selected from p...

Embodiment 2

[0035] The air-cured tobacco samples used come from Yuxi, Yunnan, and the variety is Yuxi Jiangchuan tobacco. Sampling 2.5 kg of tobacco leaves was crushed and extracted 5 times with 95% methanol for 24 hours each time. The extracts were combined, filtered, and concentrated under reduced pressure to obtain 82.6 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 48% methanol as mobile phase, prepared by Zorbax SB-C18 (21.2×250mm, 5μm) ...

Embodiment 3

[0038] The air-cured tobacco samples used were from Dali, Yunnan, and the variety was Yunlong Tiandeng tobacco. Sampling 3.8 kg of tobacco leaves was chopped and extracted four times with 95% ethanol for 48 hours each time. The extracts were combined, filtered and concentrated under reduced pressure to obtain 218.6 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 48% methanol as mobile phase, prepared by Zorbax SB-C18 (21...

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Abstract

The invention discloses a norsesquiterpenoids compound. The formula of the norsesquiterpenoids compound is shown as follows. The norsesquiterpenoids compound is named as 7-isopropyl-3, 9-dimethoxy naphthalene-4-methanol. The invention further discloses a preparation method of the norsesquiterpenoids compound and application of the norsesquiterpenoids compound to the improvement of cigarette smoking quality.

Description

technical field [0001] The invention belongs to the technical field of tobacco chemistry, and in particular relates to a norsesquiterpene 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. Sesquiterpenes are natural terpenoids ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C43/23C07C41/34A24B15/30
CPCA24B15/302C07C41/34C07C43/23
Inventor 刘春波刘志华张天栋申钦鹏陈永宽周博赵英良杨亚玲张凤梅杨光宇苏钟璧王晋尤俊衡缪明明
Owner CHINA TOBACCO YUNNAN IND
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