Chalcone compound and preparation method and application thereof

A technology of chalcones and compounds, applied in the field of natural product chemistry

Active Publication Date: 2014-07-02
YUNNAN ACAD OF TOBACCO AGRI SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the present invention, a new chalcone compound with anti-tobacco mosaic virus activity is isolated from the leech locust, which has not been reported so far

Method used

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  • Chalcone compound and preparation method and application thereof
  • Chalcone compound and preparation method and application thereof
  • Chalcone compound and preparation method and application thereof

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preparation example Construction

[0025] Chalcone compound C of the present invention 21 h 24 NaO 6 The preparation method comprises extract extraction, silica gel column chromatography, high-pressure liquid chromatography separation steps, specifically comprises:

[0026] A. Extraction of extract: take a sample of the leech locust, crush it to 20-40 mesh, use 90-99% methanol to ultrasonically extract 3-5 times, each time for 30-60 min, combine the extracts, filter, and concentrate under reduced pressure to obtain extract;

[0027] B. Silica gel column chromatography: the extract is packed with 160~200 mesh silica gel dry method with a weight ratio of 2~3 times for silica gel column chromatography; chloroform-acetone solution with a volume ratio of 1:0~1:2 Perform gradient elution, pool the same fractions, collect and concentrate the eluate from each fraction;

[0028] C. High-pressure liquid chromatography separation: the 8:2 part of the eluent in step B is further separated and purified by high-pressure ...

Embodiment 1

[0037] The samples of leech leech came from Xishuangbanna, Yunnan. Sampling 2.2 kg of the leech locust was crushed to 30 mesh, extracted 3 times with 95% methanol by ultrasonic, 30 min each time, the extracts were combined, filtered, concentrated under reduced pressure to obtain an extract, 88.5 g of extract was obtained. The extract was dissolved in pure methanol with a weight ratio of 2.5 times, and then mixed with 120 g of 100-mesh crude silica gel, and 1.5 kg of 160-mesh silica gel was packed into a column for silica gel column chromatography, and the volume ratio was 1:0, 20:1 , 9:1, 8:2, 7:3, 6:4, 1:1, 1:2 chloroform-acetone gradient elution, TLC monitoring and merging the same parts to obtain 8 parts, wherein the volume ratio is 8 The chloroform-acetone elution part of :2 was separated by Agilent 1100 semi-preparative high-performance liquid chromatography, with 58% methanol as mobile phase, Zorbax SB-C18 (21.2 × 250 mm, 5 μm) preparative column as stationary phase, Th...

Embodiment 2

[0039] The leech leech sample comes from Yudehong, Yunnan. Take 3.5kg of the leech leech and crush it to 40 meshes, and use 90% methanol to extract 5 times with ultrasound, each extraction takes 45 minutes. The extracts are combined, filtered, and decompressed. Concentrate into an extract to obtain 158 g of extract. The extract was dissolved in pure methanol with a weight ratio of 2.0 times, and then mixed with 300 g of 80-mesh crude silica gel, and 1.5 kg of 200-mesh silica gel was packed into a column for silica gel column chromatography, and the volume ratio was 1:0, 20:1 , 9:1, 8:2, 7:3, 6:4, 1:1, 1:2 chloroform-acetone gradient elution, TLC monitoring and merging the same parts to obtain 8 parts, wherein the volume ratio is 8 The chloroform-acetone elution part of :2 was separated by Agilent 1100 semi-preparative high-performance liquid chromatography, with 58% methanol as mobile phase, Zorbax SB-C18 (21.2 × 250 mm, 5 μm) preparative column as stationary phase, The flow ...

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Abstract

The invention discloses a chalcone compound in a higher plant desmodium renifolium and a preparation method and an application thereof. The chalcone compound is separated from desmodium renifolium, and the molecular formula is C21H24O6. The chalcone compound has the following structure as shown in the specification. The preparation method comprises the following steps: by taking a complete stool of desmodium renifolium as a raw material, carrying out extract extraction, column chromatography on silica gel and high-performance liquid chromatography separation, namely smashing the complete stool of desmodium renifolium, and fractionally carrying out ultrasonic treatment, filtering and reduced-pressure concentrating to form an extract; carrying out column chromatography on silica gel on the extract by a silica gel dry column-packing method; carrying out gradient eluting on a chloroform-acetone solution in a volume ratio of 1:0-1:2; and further carrying out separation and purification of high-performance liquid chromatography on an 8:2 part of the eluant to obtain the chalcone compound. Tests verify that the compound has good cell viability to the tobacco mosaic virus. The compound disclosed by the invention is simple in structure, easy to realize artificial synthesis and good in activity, and can be used as a guiding compound for resisting the tobacco mosaic virus.

Description

technical field [0001] The invention belongs to the field of natural product chemistry, and in particular relates to a chalcone compound isolated from a higher plant, the chrysalis, and the application of the chalcone compound. Background technique [0002] Kidney leaf leech is a small shrub of the leguminous family, mainly distributed in Yunnan, Shaanxi, Sichuan, Hubei, Hunan, Jiangxi, Fujian, Zhejiang, Jiangsu; it is also distributed in Korea and Japan. The root and the whole plant of the aboveground part of the root and the whole plant are used for medicinal purposes, and have the functions of dispelling wind, activating blood circulation, diuresis, and killing insects. Studies at home and abroad have shown that the main active ingredients of M. chinensis are flavonoids, including flavonoids, isoflavones, and chalcones. Chalcone refers to a compound containing 1,3-diphenylpropenone structure in its molecule. They are widely distributed in the roots, leaves and bark of v...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C49/84C07C45/78A01N35/04A01P1/00
CPCA01N35/04C07C45/78C07C49/84C07C2602/08
Inventor 吴玉萍卢秀萍孔光辉夏振远师君丽李薇
Owner YUNNAN ACAD OF TOBACCO AGRI SCI
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