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Chromone derivative, preparation method and application thereof

A technology of derivatives, chromones, applied in the field of phytochemistry

Active Publication Date: 2019-03-29
CHINA TOBACCO YUNNAN IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The present invention has isolated a chromone derivative with anti-tobacco mosaic virus activity from Cassia brevifolia, and no relevant reports have been seen on this compound so far

Method used

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  • Chromone derivative, preparation method and application thereof
  • Chromone derivative, preparation method and application thereof
  • Chromone derivative, preparation method and application thereof

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preparation example Construction

[0027] The preparation method of the chromone derivative 6-(2,2-dimethyl-2H-chromene)-2-isopropyl-8-methoxy-4H-4-chromone of the present invention comprises crushing, dipping Cream extraction, silica gel column chromatography, high pressure liquid chromatography and gel column chromatography steps, specifically include:

[0028]A, extract extract: get the Cassia brevifolia plant of whole plant, and Cassia brevifolia can be pulverized or cut into small sections, with high-concentration methanol (w%: 85%~100%) or high-concentration ethanol (w%: 85%) %~100%) or high-concentration acetone (w%: 80%~100%) is the extraction solvent, extraction solvent: three tendons of hairy leaves (weight ratio)=2~4:1, soak for 24h~72h, extract 3~5 times, the extracts were combined, filtered and concentrated into an extract;

[0029] B. Silica gel column chromatography: the extract is dissolved with pure methanol or pure ethanol or pure acetone with a weight ratio of 1.5 to 3 times, and then mixed ...

Embodiment 1

[0035] The sample of Cassia brevifolia comes from Xishuangbanna, Yunnan. Crush 3.0 kg of the sample of Cassia brevifolia and extract it 4 times with 95% methanol for 48 hours each time. The extracts are combined, filtered, and concentrated under reduced pressure to obtain an extract 152 g . The extractant is dissolved in pure methanol with a weight ratio of 2.0 times, and then mixed with 180 g of 80 mesh thick silica gel, and 0.75 kg of 160 mesh silica gel is packed for silica gel column chromatography, and the volume ratio is 20:1, 9:1, 8:2, 7:3, 6:4, 5:5 chloroform-methanol gradient elution, TLC monitoring and merging the same fractions to obtain 6 fractions, among which the chloroform-methanol elution fraction with a volume ratio of 9:1 Use Agilent 1200 preparative high-performance liquid chromatography to separate, with 68% methanol as mobile phase, Zorbax SB-C18 (21.2 * 250mm, 5 μ m) preparative column is stationary phase, flow velocity is 20ml / min, and the detection wave...

Embodiment 2

[0037] The sample of Cassia brevifolia comes from Mangshi, Yunnan. 2.0 kg of Cassia brevifolia sample is chopped and extracted 5 times with 95% ethanol for 24 hours each time. The extracts are combined, filtered, and concentrated under reduced pressure to obtain an extract. Extract 91g. The extractant is dissolved in pure methanol with a weight ratio of 2.0 times, and then the sample is mixed with 100 g of 100 mesh thick silica gel, and 0.5 kg of 200 mesh silica gel is packed for silica gel column chromatography, and the volume ratio is 20:1, 9:1, 8:2, 7:3, 6:4, 5:5 chloroform-methanol gradient elution, TLC monitoring and merging the same fractions to obtain 6 fractions, among which the volume ratio of 9:1 chloroform-acetone elution fraction Use Agilent 1200 preparative high-performance liquid chromatography to separate, with 68% methanol as mobile phase, Zorbax SB-C18 (21.2 * 250mm, 5 μ m) preparative column is stationary phase, flow velocity is 20ml / min, and the detection wa...

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Abstract

The invention discloses a chromone derivative, a preparation method and application thereof. The chromone derivative is separated from a cassia leschenaultiana whole plant, the molecular formula is C18H20O4, and the compound is named as: 6-(2, 2-dimethyl-2H-chromene)-2-isopropyl-8-methoxy-4H-chromen-4-one. The preparation method of the chromone derivative includes: taking a cassia leschenaultianawhole plant as the raw material, and conducting crushing, extraction, silica gel column chromatography and high pressure liquid chromatography separation steps. Biological activity test indicates thatthe compound provided by the invention has a good inhibiting effect on tobacco mosaic virus. The compound provided by the invention is easily separable, has good activity, and can be used as a leading compound against tobacco mosaic virus.

Description

technical field [0001] The invention belongs to the technical field of phytochemistry, and in particular relates to a chromone derivative extracted and separated from Cassia brevifolia and its preparation method and application. Background technique [0002] Cassia leschenaultiana (Cassia leschenaultiana DC.) is a plant of the genus Cassia in the family Leguminosae. Annual or perennial subshrub-like scattered herb, 30-80 cm high, sometimes up to 1 m, erect stems, opposite leaflets, linear sickle-shaped, with small protuberances at the top, branches, branches, petioles, and rachis sparse soft hair. Cassia brevifolia grows in hillside grasslands, shrubs, and roadsides at an altitude of 500-2200 meters. It is widely distributed in southern regions such as Yunnan, Huizhou, Jiangxi, Zhejiang, Guangdong, Guangxi, and countries such as India, Myanmar, Vietnam, and Indonesia. Its leaves and The root has a good curative effect on dysentery and digestive tract diseases, and the seed...

Claims

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Application Information

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IPC IPC(8): C07D493/04A01N43/90A01P1/00
CPCA01N43/90C07D493/04
Inventor 李银科黄茹杨光宇李雪梅李晶刘欣黄海涛杨叶昆徐永张建铎
Owner CHINA TOBACCO YUNNAN IND
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