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A kind of 2-methoxyfuran flavor enhancer compound, its preparation method and its application in cigarette moisturizing

A technology of methyl furan and compound, which is applied in the field of 2-carbocarboxylate furan compounds, can solve the problems that the components have not been identified, and achieve the effect of improving the smoking quality of cigarettes, novel structure and simple structure

Active Publication Date: 2017-11-14
CHINA TOBACCO YUNNAN IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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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 kind of 2-methoxyfuran flavor enhancer compound, its preparation method and its application in cigarette moisturizing
  • A kind of 2-methoxyfuran flavor enhancer compound, its preparation method and its application in cigarette moisturizing
  • A kind of 2-methoxyfuran flavor enhancer compound, its preparation method and its application in cigarette moisturizing

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Experimental program
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Effect test

Embodiment 1

[0031] A kind of 2-methoxycarboxyfuran compound C 15 h 18 o 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, acetone accounts for 70wt% of the first solvent; and the weight ratio of the first solvent to tobacco is 3:5;

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

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 6:4 was separated by Agilent 1100 semi-preparative high performance liquid chromatography, with 38% methanol as mobile phase, prepared by Zorbax SB-C18 (21.2×250mm, 5μm...

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 6:4 was separated by Agilent 1100 semi-preparative high performance liquid chromatography, with 38% methanol as mobile phase, prepared by Zorbax SB-C18 (2...

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Abstract

The invention discloses a 2-methyl ester based furan flavor enhancer compound with the structural formula as shown in the specification. The compound is named as 5-(4-hydroxyl-2-methoxy-6-methyl phenyl)-3-methyl furan-methyl formate with a molecular formula of C15H16O5. The invention further discloses a preparation method for the 2-methyl ester based furan flavor enhancer compound and an application of the 2-methyl ester based furan flavor enhancer compound in cigarettes.

Description

technical field [0001] The invention belongs to the technical field of tobacco chemistry, and in particular relates to a 2-methoxycarboxyfuran compound, its preparation method and its use in 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] Furan compounds exist in many natural plants and have various biological activities. According to literature reports, this type of compound has pharmacological effects such as antitumor, antioxidation, calcium inf...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D307/68A24B15/24
CPCA24B15/302A24B15/406C07D307/68
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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