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Isobenzofuran compound capable of improving cigarette smoking effect and preparing method and application of isobenzofuran compound

A technology of benzisofuran and compound, applied in the field of benzisofuran compound and its preparation, to achieve the effect that is easy to realize

Active Publication Date: 2017-06-20
CHINA TOBACCO YUNNAN IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The present invention separates and obtains a kind of benzoisofuran compound from tobacco, and this compound is added in the cigarette filter tip, has better flavor-increasing effect on cigarette; The effect of promoting body fluid is obvious, and the comfort of smoking has been significantly improved. No relevant reports have been found so far

Method used

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  • Isobenzofuran compound capable of improving cigarette smoking effect and preparing method and application of isobenzofuran compound
  • Isobenzofuran compound capable of improving cigarette smoking effect and preparing method and application of isobenzofuran compound
  • Isobenzofuran compound capable of improving cigarette smoking effect and preparing method and application of isobenzofuran compound

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preparation example Construction

[0045] The preparation method of the benzoisofuran compounds of the present invention is prepared by using tobacco as a raw material through extract extraction, organic solvent extraction, MCI decolorization, silica gel column chromatography and high performance liquid chromatography separation steps, specifically:

[0046] A. Extraction of extract: crush the tobacco to 20-40 meshes, ultrasonically extract 2-5 times with a solvent 5-10 times the weight of tobacco, 30-60 minutes each time, combine the extracts and filter, and concentrate the filtrate under reduced pressure to the original 1 / 4 of the volume, let it stand, filter out the precipitate, and then concentrate the resulting filtrate under reduced pressure into extract a;

[0047] B. Organic solvent extraction: add water with a weight 1 to 2 times the weight of the extract a to the extract a, then extract 3 to 5 times with an organic solvent equal to the volume of water, combine the organic solvent extraction phases, and...

Embodiment 1

[0058] The tobacco samples were from Yuxi, Yunnan, and the variety was Yuxi K326.

[0059] Take 4.4 kg of dried tobacco, coarsely crush it to 30 mesh, and ultrasonically extract 4 times with 70% acetone aqueous solution 10 times the weight of the tobacco, 60 minutes each time, and combine the extracts; filter the extracts, and concentrate under reduced pressure to 1% of the original volume. / 4; leave standstill, filter out the sediment, concentrate under reduced pressure into 120g extract a;

[0060] Add 240g of water to extract a, extract 5 times with chloroform equal to the volume of water, combine the organic solvent extraction phase, and concentrate under reduced pressure to obtain 80g of extract b;

[0061] Add 240 g of methanol to the extract b to dissolve, and after the extract b is completely dissolved, put it on the MCI column, elute with 6 liters of 90% methanol aqueous solution, combine the eluents, and concentrate under reduced pressure to obtain 62 g of extract c;...

Embodiment 2

[0064] The tobacco samples were from Dali, Yunnan, and the variety was Yunyan 200.

[0065] Take 10 kg of dried tobacco, coarsely crush it to 40 mesh, and ultrasonically extract it with methanol 5 times the weight of the tobacco for 5 times, each time for 30 minutes, and combine the extracts; filter the extracts, concentrate under reduced pressure to 1 / 4 of the original volume; place, filter the precipitate, and concentrate under reduced pressure to obtain 300g extract a;

[0066] Add 350g of water to the extract a, extract 3 times with dichloromethane equal to the volume of water, combine the organic solvent extraction phase, and concentrate under reduced pressure to 210g of extract b;

[0067] Add 630g of 50% methanol aqueous solution to the extract b to dissolve, after the extract b is completely dissolved, put it on the MCI column, elute with 10 liters of 95% methanol aqueous solution, combine the eluents, and concentrate under reduced pressure Obtain 150g extract c;

[...

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Abstract

The invention relates to an isobenzofuran compound capable of improving a cigarette smoking effect and a preparing method and application of the isobenzofuran compound, and belongs to the technical field of phytochemistry. The compound is obtained by separating cigarette, and is named 6,8-dihydro-5-methoxy-2,2-dimethyl-2H-furo [3.4-g] chromene, the molecular formula is C14H16O3, and the molecular formula is shown in the formula I; the preparing method comprises the steps of adopting the cigarette as a raw material, conducting extract extraction, conducting organic solvent extraction, conducting MCI de-coloring, conducting silica gel column chromatography and conducting efficient liquid-phase chromatographic separation. The isobenzofuran compound capable of improving the cigarette smoking effect is added into a cigarette filter tip, the fragrance of the cigarette can be improved, the sweetness of cigarette smoke is improved, the fluid generation feeling is highlighted, and the smoking quality of the cigarette is improved.

Description

technical field [0001] The invention belongs to the technical field of phytochemistry, and in particular relates to a benzisofuran compound extracted from tobacco for the first time and a preparation method thereof. At the same time, the compound of the invention is added to the cigarette filter, which has a good effect of increasing flavor; and compared with the control, the sweetness of cigarette smoking is improved, the effect of promoting body fluid is obvious, and the comfort of smoking is significantly improved. Background technique [0002] Nicotiana is an annual or limited perennial herbaceous plant belonging to the family Solanaceae. Among them, N.tabacum L. is the most widely cultivated. Its mature leaves are important raw materials for the cigarette industry and a crop with high economic value. In addition to being mainly used for smoking, tobacco has other extensive uses. At the same time, tobacco is the plant with the most complex chemical composition in the wo...

Claims

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Application Information

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IPC IPC(8): A24B15/30A24D3/14C07D493/04
CPCA24B15/30A24D3/14C07D493/04
Inventor 申钦鹏杨光宇刘春波唐石云王晋刘志华蒋薇何沛李振杰朱瑞芝张凤梅司晓喜尤俊衡王昆淼苏钟璧崔婷惠
Owner CHINA TOBACCO YUNNAN IND
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