Chromanone compound, and preparation method and application thereof

A compound and chromanone technology, applied in the field of alkanone compounds and their preparation, can solve the problem of no chromone compounds in oriental tobacco and the like

Inactive Publication Date: 2014-04-09
YUNNAN MINZU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, there are no reports of chromones in oriental tobacco through literature search.

Method used

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  • Chromanone compound, and preparation method and application thereof
  • Chromanone compound, and preparation method and application thereof
  • Chromanone compound, and preparation method and application thereof

Examples

Experimental program
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preparation example Construction

[0024] The preparation method of the chromanone compound of the present invention is characterized in that the method is prepared by the following steps:

[0025] (1) After the oriental tobacco sample is pulverized, it is ultrasonically extracted with ethanol with a concentration of 90-99%, and the extract is concentrated under reduced pressure to form an extract;

[0026] (2) The extract was first separated by silica gel column chromatography, and then further separated by high performance liquid chromatography to obtain the target compound, which was identified as Tobchromanone A (Tobchromanone A).

[0027] The preparation method of the chromanone compound is characterized in that the method is prepared by the following steps:

[0028] (1) Crush oriental tobacco to 20-40 meshes, use ethanol with a concentration of 90-99% as a solvent, ultrasonically extract 3-5 times, combine the extracts, and concentrate under reduced pressure to form an extract;

[0029] (2) The extract i...

Embodiment 1

[0038] The oriental tobacco samples were collected in Baoshan, Yunnan, and the variety was Basma. Sampling 2.5 kg of the whole oriental tobacco plant and pulverizing it to 40 meshes, and ultrasonically extracting 5 times with 90% ethanol with a weight ratio of 1 times, each time for 60 minutes, combining the extracts, filtering, and concentrating under reduced pressure to obtain an extract. Cream 215g. The extract was dissolved in pure methanol with a weight ratio of 1.5 times, then mixed with 195 g of 100 mesh crude silica gel, and 2.5 kg of 80 mesh silica gel was packed for silica gel column chromatography. Use the chloroform-acetone gradient elution with the volume ratio of 20:1, 15:1, 9:1, 8:2, 7:3, 5:5, and TLC monitoring to combine the same parts to obtain 6 parts, of which the volume The fraction eluted with chloroform-acetone at a ratio of 8:2 was separated by Agilent 1100 semi-preparative high-pressure liquid chromatography, using 40% methanol as the mobile phase, us...

Embodiment 2

[0040] The oriental tobacco samples were collected in Baoshan, Yunnan, and the variety was Basma. Sampling 3.5 kg of the whole oriental tobacco plant and pulverizing it into 20 meshes, and ultrasonically extracting 3 times with 99% ethanol with a weight ratio of 3 times, each time for 30 minutes, combining the extracts, filtering, and concentrating under reduced pressure to obtain an extract. Cream 367 g. The extract was dissolved in pure methanol with a weight ratio of 3 times, and then mixed with 370 g of 80-mesh crude silica gel, and 3 kg of 200-mesh silica gel was packed into a column for silica gel column chromatography. Use the chloroform-acetone gradient elution with the volume ratio of 20:1, 15:1, 9:1, 8:2, 7:3, 5:5, and TLC monitoring to combine the same parts to obtain 6 parts, of which the volume The fraction eluted with chloroform-acetone at a ratio of 8:2 was separated by Agilent 1100 semi-preparative high-pressure liquid chromatography, using 40% methanol as the...

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Abstract

The invention discloses a chromanone compound, and a preparation method and application thereof. The chromanone compound is Tobchromanone A and is separated from aromatic tobacco; the molecular formula is C14H16O4; and the structure is shown in the specification. The preparation method of the chromanone compound comprises the following steps: crushing an aromatic tobacco sample, performing ultrasonic extraction with 95% ethanol for 3-5 times, merging the extracting solutions, and concentrating under reduced pressure to obtain an extract; and performing primary separation on the extract through silica gel column chromatography, and then performing further separation through high pressure liquid chromatography to obtain the required compound, namely the Tobchromanone A. The compound has a better cytotoxic effect on human neuroblastoma cells (SHSY5Y) with the IC50 value up to 2.8 mu M, and indicates a medium cytotoxic effect on other measured cell strains.

Description

technical field [0001] The invention belongs to the field of tobacco chemistry, and in particular relates to a novel chromanone compound contained in oriental cigarettes and a preparation method and application thereof. Background technique [0002] Tobacco is one of the most chemical substances among the various plants known to mankind. After decades of research, more than 3,000 individual chemical substances have been identified from tobacco, and many components have not yet been identified. come out. In addition to being mainly used for smoking cigarettes, tobacco can also extract a variety of valuable chemical components from it, and discover leading compounds that are valuable for development and utilization. Therefore, in addition to being consumed as cigarettes, it is also of great significance to strengthen research on other uses of tobacco. [0003] Oriented tobacco, also known as Turkish tobacco and oriental tobacco, originates in the countries along the Mediterr...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D311/22A61P35/00A61P35/02
Inventor 高雪梅胡秋芬杨丽英崔明珠沈艳琼苏丽丹
Owner YUNNAN MINZU UNIV
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