A kind of benzoisofuran lactone compound, its preparation method, antioxidant and additive containing it and use

A technology of benzoisofuran and compound, which is applied in the field of phytochemistry, can solve the problem of unidentified components and the like, and achieves the effects of easy realization of industrialized production, good free radical scavenging and high purity

Active Publication Date: 2022-02-08
CHINA TOBACCO YUNNAN IND +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At the same time, tobacco is the plant with the most complex chemical composition in the world, and its secondary metabolites are very rich. After decades of research, people have identified more than 3,000 monomeric chemical substances from tobacco, and there are many components not yet identified

Method used

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  • A kind of benzoisofuran lactone compound, its preparation method, antioxidant and additive containing it and use
  • A kind of benzoisofuran lactone compound, its preparation method, antioxidant and additive containing it and use
  • A kind of benzoisofuran lactone compound, its preparation method, antioxidant and additive containing it and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] Embodiment 1 provides a preparation method of the benzoisofuran lactone compound of the present invention, the preparation method uses the tobacco stem bark after harvesting and roasting the mature tobacco leaves of flue-cured tobacco as raw material, including: extracting extract, organic solvent extraction, MCI decolorization, silica gel column chromatography, and high performance liquid chromatography separation steps, the specific operations are as follows:

[0054] After the mature tobacco leaves of flue-cured tobacco are roasted, the stem bark is peeled off from the tobacco stem and dried in the sun. Take 4.4kg of dried tobacco stem bark, coarsely crush it to 30 mesh, and ultrasonically extract it with 70% acetone for 4 times, each time for 60 minutes, and combine the extracts; filter the extracts, concentrate under reduced pressure to 1 / 4 of the volume; let stand , filter the precipitate, and concentrate into 120g of extract a;

[0055] Add 250g of water to extr...

Embodiment 2

[0058] Embodiment 2 provides a preparation method of the benzoisofuran lactone compound of the present invention, the preparation method uses the tobacco stem bark after harvesting and roasting the mature tobacco leaves of flue-cured tobacco as raw material, including: extracting extract, organic solvent extraction, MCI decolorization, silica gel column chromatography, and high performance liquid chromatography separation steps, the specific operations are as follows:

[0059] After the mature tobacco leaves of flue-cured tobacco are roasted, the stem bark is peeled off from the tobacco stem and dried in the sun. Take 10kg of dried tobacco stem bark, coarsely crush it to 40 mesh, extract it by cold soaking with 80% methanol for 4 times, each time for 3 days, and combine the extracts; filter the extracts, concentrate under reduced pressure to 1 / 4 of the volume; let stand , filter out the precipitate, and concentrate into 300g extract a;

[0060] Add 350g of water to extract a,...

Embodiment 3

[0064] The benzoisofuran lactone compound prepared in the above-mentioned Example 1 is a light yellow jelly with a pleasant ester fragrance. The structures of the compounds were determined by the following methods:

[0065] HRESI-MS shows that its quasi-molecular ion peak is 283.0952[M+Na] + (calculated value 283.0946), combined with 1 H NMR and DEPT spectra confirmed its molecular formula as C 15 h 16 o 4 , with an unsaturation of 8.

[0066] The carbonyl group (1748cm -1 ) aromatic ring, (1615, 1546 and 1459cm -1 ) resonance absorption peak. The UV spectrum has maximum absorption at 210, 280, and 318nm, which also shows that there may be an aromatic ring structure in the compound.

[0067] compound 1 H and 13 C NMR spectrum (Table 1) shows that it contains 15 carbons and 16 hydrogens, including 1 1,2,3,4,5-pentasubstituted benzene ring (C-4~C-9, H-7), 1 A harmonic dimethylchromene ring (-CH=CH-C(CH 3 ) 2 -O-; C-1'~C-5', H-1', H-2' and H 6 -4',5'), a methoxymeth...

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Abstract

The invention belongs to the technical field of phytochemistry, and in particular relates to a benzoisofuran lactone compound, a preparation method thereof, an antioxidant containing the same, an additive and use thereof. The molecular formula of the compound is C 15 h 16 o 4 , and has the following structural formula: . The invention also discloses the preparation method of the compound, the antioxidant and additive containing it and the use. The invention extracts a novel benzisofuran lactone compound for the first time by using the tobacco stem bark after harvesting and roasting the mature tobacco leaves as raw materials. The applicant is surprised to find that the compound has good antioxidant activity, especially when it is used as a tobacco additive, it has a good effect of scavenging free radicals, and can effectively alleviate the effects of free radicals in mainstream cigarette smoke on smokers. harm. In addition, the compound can also endow cigarettes with an estery aroma and enhance the aroma style of cigarette products, which is of positive significance for improving the quality of cigarettes.

Description

technical field [0001] The invention belongs to the technical field of phytochemistry, and in particular relates to a benzoisofuran lactone compound, a preparation method thereof, an antioxidant containing the same, an additive and use thereof. Background technique [0002] Nicotiana is an annual or limited perennial herbaceous plant belonging to the family Solanaceae. Among them, the cultivated tobacco N. tabacum L. is the most widely cultivated, and 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 world, and its secondary metabolites are very rich. After decades of research, people have identified more than 3,000 monomeric chemical substances from tobacco, and there are many components Not yet identified. [0003] Studies have shown that in addi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A24B15/24
CPCA24B15/24
Inventor 孔维松刘欣杨光宇胡秋芬周敏汪伟光米其利高茜王晋黄海涛许永李晶李雪梅
Owner CHINA TOBACCO YUNNAN IND
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