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Aurone compound, and preparation method and application thereof

A technology of a compound, orange ketone, which is applied in the field of extracting active ingredients of plants, can solve the problems that the ingredients have not been identified, and achieve the effects of simple preparation method, less environmental pollution, and simple structure

Active Publication Date: 2013-04-03
YUNNAN RES INST OF TOBACCO SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[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 there are still many components that have not yet been identified. come out

Method used

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

Examples

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Effect test

Embodiment 1

[0041] The oriental tobacco sample was collected from Baoshan, Yunnan, and the variety was Basma; 2.5 kg of the whole plant of the oriental tobacco sample was crushed to 20 meshes. The pulverized sample was ultrasonically extracted in 85% ethanol for 3 times, each time for 30 min, and the amount of ethanol was 4 L each time. The extracts were combined, filtered, and concentrated under reduced pressure to obtain 126 g of extract. Add 300 mL to the extract, mix the sample with 300 g of 80-mesh crude silica gel after dissolving, and then put it on a silica gel column, and put 800 g of 200-mesh silica gel into the silica gel column; the volume ratio is 20:1, 9:1 , 8:2, 7:3, 6:4, 5:5 chloroform-ethanol mixed solvent gradient washing, the eluate of each part was collected and concentrated, and the same part was combined with TLC monitoring. Take the eluent with a volume ratio of 9:1, use 45% ethanol as the mobile phase, and use a 20mm×250mm, 5μm C 18 The preparation column was a st...

Embodiment 2

[0043] The oriental tobacco sample was collected from Baoshan, Yunnan, and the variety was Basma; 3.5 kg of the whole plant of the oriental tobacco sample was crushed to 40 mesh. The pulverized sample was ultrasonically extracted in 95% ethanol for 5 times, each time for 60 min, and the amount of ethanol was 6 L each time. The extracts were combined, filtered, and concentrated under reduced pressure to obtain 222 g of extract. Add 400 mL of ethanol to the extract, mix the sample with 400 g of 100 mesh thick silica gel after dissolving, then put it on a silica gel column, and load 1200 g of 300 mesh silica gel into the silica gel column; the volume ratio is 20:1, 9 :1, 8:2, 7:3, 6:4, 5:5 gradient washing of chloroform-ethanol mixed solvent, the eluate of each part was collected and concentrated, and the same part was combined by TLC monitoring. Take the eluate with a volume ratio of 9:1, use 55% ethanol as the mobile phase, and use a 20 mm × 250 mm, 5 μm C 18 The preparative c...

Embodiment 3

[0045] The oriental tobacco sample was collected from Baoshan, Yunnan, and the variety was Basma; 2.5-3.5 kg of the whole plant of the oriental tobacco sample was crushed to 30 mesh. The pulverized sample was ultrasonically extracted in 90% ethanol for 4 times, each time for 40 min, and the amount of ethanol was 5 L each time. The extracts were combined, filtered, and concentrated under reduced pressure to obtain 147 g of extract. Add 250 mL to the extract, mix the sample with 260 g of 90-mesh crude silica gel after dissolving, then put it on a silica gel column, and put 800 g of 250-mesh silica gel into the silica gel column; the volume ratio is 20:1, 9:1 , 8:2, 7:3, 6:4, 5:5 chloroform-ethanol mixed solvent gradient washing, the eluate of each part was collected and concentrated, and the same part was combined with TLC monitoring. Take the eluent with a volume ratio of 9:1, use 50% ethanol as the mobile phase, and use a 20mm×250mm, 5μm C 18 The preparative column was a stat...

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Abstract

The invention discloses an aurone compound, and a preparation method and application thereof. The aurone compound is extracted from aromatic tobacco, the 4' site is acetyl, the structural formula is shown in the specification, and the aurone compound is named as 4'-acetyl-5-hydroxy-6-methoxy aurone. The preparation method of the aurone compound comprises the following steps: treating raw materials, performing ultrasonic extraction, performing silica gel column chromatography, separating through high pressure liquid chromatography, and performing gel column chromatography. The aurone compound is applicable to the preparation of medicaments for resisting leukemia cells and / or human breast cancer cells. The aurone compound disclosed by the invention is separated out from aromatic tobacco for the first time, and the molecular formula and structure of the aurone compound can be confirmed. According to the invention, ethanol is used as solvent, thereby causing less environmental pollution, and ensuring high safety and environment friendliness; and the compound is simple in structure and easy to artificially synthesize. The compound has obvious inhibiting effect on leukemia cells (NB4) and human breast cancer cells (MCF7), and the IC50 values are respectively 2.6mu M and 1.8mu M, thus indicating that the aurone compound can be used as a lead compound of anticancer medicaments.

Description

technical field [0001] The invention belongs to the technical field of extraction of effective plant components, and in particular relates to an orange ketone compound and its preparation method and application. 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. Oriented tobacco, also known as Turkish tobacco and oriental tobacco, originates in countries along the Mediterranean Sea and is a special tobacco type of Nicotianatobacum. Because of its rich aroma and pure taste, oriental tobacco has special application value in tobacco products, and is one of the important raw materials for the production of mixed, outer-flavored and oriental cigarettes and pipe tobacco. In particular, the blended cigarette has the characteristics of strong stre...

Claims

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Application Information

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IPC IPC(8): C07D307/83A61K31/343A61P35/00A61P35/02
Inventor 陈永宽韩熠孔维松陈进雄杨光宇缪明明
Owner YUNNAN RES INST OF TOBACCO SCI
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