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Phenylpropanoid compound, and preparation method and application thereof

A compound, phenylpropanoid technology, applied in the field of phytochemistry, can solve the problem that the ingredients have not yet been identified

Active Publication Date: 2013-03-20
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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  • Phenylpropanoid compound, and preparation method and application thereof
  • Phenylpropanoid compound, and preparation method and application thereof
  • Phenylpropanoid compound, and preparation method and application thereof

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preparation example Construction

[0031] The phenylpropanoid compound C of the present invention 18 h 18 o 9 、C 19 h 20 o 9 The preparation method comprises extraction, silica gel column chromatography, high pressure liquid chromatography separation steps, specifically includes:

[0032] The extraction is to crush the plant sample to 20-40 mesh, ultrasonically extract 3-5 times with 70-99% methanol, combine the extracts, filter, and concentrate under reduced pressure to form an extract;

[0033] Silica gel column chromatography is for the extract, use 200~300 mesh silica gel column with a weight ratio of 5~10 times for silica gel column chromatography, and carry out gradient elution with chloroform-methanol solution with a volume ratio of 20:1~1:1 , pool the same fractions, collect the eluate from each fraction and concentrate;

[0034] The high-pressure liquid chromatography separation is the 8:2 part of the silica gel column chromatography step, and the phenylpropanoid compound is obtained by further s...

Embodiment 1

[0045] The oriental tobacco samples were collected in Baoshan, Yunnan, and the variety was Basma. Sampling 1.5 kg of the whole oriental tobacco plant was crushed to 20 mesh, ultrasonically extracted 5 times with 70% methanol for 30 minutes each time, the extracts were combined, filtered, concentrated under reduced pressure to obtain an extract, and 160 g of extract was obtained. The extract was dissolved in 90% methanol with a weight ratio of 1.5 times, mixed with 80 g of 100 mesh crude silica gel, and 1.5 kg of 300 mesh silica gel was packed for silica gel column chromatography. Chloroform-methanol was carried out gradient elution according to the volume ratio of 20:1, 9:1, 8:2, 7:3, 6:4, 5:5, and the eluate of each part was collected and concentrated; the eluate The 8:2 fraction was further separated and purified by high-pressure liquid chromatography, using 40:60 methanol-water as the mobile phase, using 20 mm × 250 mm, 5 μm C 18 The preparative column is a stationary phas...

Embodiment 2

[0047] The oriental tobacco samples were collected in Baoshan, Yunnan, and the variety was Basma. Sampling 2.5 kg of the whole oriental tobacco plant was crushed to 40 mesh, ultrasonically extracted 5 times with 85% methanol for 40 minutes each time, the extracts were combined, filtered, concentrated under reduced pressure to obtain an extract, and 220 g of extract was obtained. The extract was dissolved in 99% methanol with a weight ratio of 3 times, then mixed with 100 g of 80-mesh crude silica gel, and 2.0 kg of 200-mesh silica gel was packed for silica gel column chromatography. Chloroform-methanol was carried out gradient elution according to the volume ratio of 20:1, 9:1, 8:2, 7:3, 6:4, 5:5, and the eluate of each part was collected and concentrated; the eluate The 8:2 fraction was further separated and purified by high pressure liquid chromatography, using 50:50 methanol-water as mobile phase, using 20 mm × 250 mm, 5 μm C 18 The preparative column was a stationary phas...

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Abstract

The invention discloses a phenylpropanoid compound, and a preparation method and application thereof. The phenylpropanoid compound is separated from tobacco and has a structure shown in the specification, wherein R represents hydrogen or methyl. The preparation method of the phenylpropanoid compound comprises the steps of extraction, silica gel column chromatography and separation through high-pressure liquid chromatography, and comprises the following specific steps: pulverizing a plant sample, extracting, filtering, concentrating to obtain an extract, performing chromatography, eluting, concentrating, and performing further separation and purification on the (8:2) part to obtain the phenylpropanoid compound. The phenylpropanoid compound can be applied in the preparation of antitumor drugs for inhibiting human bone marrow neuroblastoma cell strains SHSY5Y. According to the invention, the compound is simple in structure and favorable in antitumor activity and can be artificially synthesized easily; and the compounds 1 and 2 show remarkable inhibition activity on SHSY5Y tumor cell strains, and the corresponding IC50 (half maximal inhibitory concentration) values are respectively 1.5 and 2.2 mu M.

Description

technical field [0001] The invention belongs to the technical field of phytochemistry, and in particular relates to a phenylpropanoid compound derived from plants, especially tobacco, 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 to produce cigarettes for smoking, 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 cou...

Claims

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Application Information

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IPC IPC(8): C07D307/79A61P35/00
Inventor 陈进雄韩熠段沅杏张涛杨光宇陈永宽缪明明
Owner YUNNAN RES INST OF TOBACCO SCI
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