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Quinoline alkaloid compound as well as preparation method and application thereof

A technology of alkaloids and compounds, applied in the field of phytochemistry, to achieve the effects of novel structure, simple preparation method, and easy-to-obtain raw materials

Active Publication Date: 2021-08-03
YUNNAN MINZU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The present invention has isolated a new quinoline alkaloid compound from Yunnan Chuanyun Tang Songcao, which has not been reported so far. It is worth mentioning that the compound has significant anti-tobacco mosaic virus activity. It can be used as a lead compound of biopesticides for the control of tobacco mosaic disease

Method used

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  • Quinoline alkaloid compound as well as preparation method and application thereof
  • Quinoline alkaloid compound as well as preparation method and application thereof
  • Quinoline alkaloid compound as well as preparation method and application thereof

Examples

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preparation example Construction

[0025] The present invention also provides a preparation method of the compound, comprising the following steps:

[0026] (1) Using the whole plant of Pinus tangensis from Sichuan and Yunnan as raw material, extract it with the first solvent, and concentrate it into an extract;

[0027] (2) Dissolve the extract in the second solvent, perform silica gel column chromatography, perform gradient elution with chloroform-acetone solution, and collect the eluent with a volume ratio of chloroform-acetone solution of 9:1;

[0028] (3) The eluate is separated and purified by high pressure liquid chromatography to obtain the compound represented by formula (I).

[0029] In the step 1, the raw material is soaked in the first solvent for 24 hours to 72 hours before extraction, the weight ratio of the first solvent to the raw material is 2 to 4:1, and the number of extractions is 3 to 5 times.

[0030] In the step 1, the first solvent is 80-100% methanol or 80-100% ethanol or 60-90% aceton...

Embodiment 1

[0039] In this example, Echinacea chuanyunensis is sourced from Liangshan, Sichuan. 2.0 kg of Echinacea sichuandianensis is crushed to 50 mesh, extracted 5 times with 95% aqueous methanol solution, 24 hours each time, the extracts are combined, filtered, and concentrated under reduced pressure to obtain extract, and extract 112 g. The extract was dissolved in methanol with a weight ratio of 2.0 times, and then mixed with 150 g of 100-mesh silica gel, and 0.65 kg of 160-mesh silica gel was packed into a column for silica gel column chromatography. 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 9: The chloroform-acetone elution part of 1 was separated by Agilent 1100 semi-preparative high-performance liquid chromatography, with 68% aqueous methanol as mobile phase, Zorbax SB-C18 (21.2mm × 250 mm, 5 µm ) The preparative column is a stationar...

Embodiment 2

[0046] In this example, Echinacea chuanyunensis was collected in Lijiang, Yunnan. 4 kg of pinegrass chuandianensis was crushed until the sample was crushed to 30 mesh, extracted 4 times with 95% ethanol aqueous solution, each extraction was 48 h, the extracts were combined, filtered, and reduced pressure Concentrate into an extract to obtain 235 g of extract. The extract was dissolved in methanol with a weight ratio of 2.0 times, and then mixed with 250 g of 80-mesh crude silica gel, and 1.2 kg of 200-mesh silica gel was packed into a column for silica gel column chromatography. The volume ratio was 1:0, 20:1, 9:1, 8:2, 7:3, 6:4, 1:1, 1:2 chloroform-aqueous solution gradient elution, TLC monitoring and merging the same parts to obtain 8 parts, wherein the volume ratio is 9: The chloroform-acetone elution part of 1 was separated by Agilent 1100 semi-preparative high-performance liquid chromatography, with 68% methanol as mobile phase, Zorbax SB-C18 (21.2 mm × 250 mm, 5 µm ) Th...

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Abstract

The invention discloses a quinoline alkaloid compound as well as a preparation method and application thereof. The structural formula of the compound is shown as a formula (I). The preparation method comprises the following steps of: extracting thalictrum finetii serving as a raw material by using high-concentration methanol, high-concentration acetone / water or high-concentration ethanol / water, combining extracting solutions, filtering, and concentrating under reduced pressure to obtain extract; packing the extract by using a silica gel dry method and carrying out silica gel column chromatography; carrying out gradient elution by using a chloroform-acetone solution; and further separating and purifying the 9: 1 part of the eluent by using high-pressure liquid chromatography, and separating by using gel column chromatography to obtain the required quinoline alkaloid compound. The invention further discloses application of the compound. Activity tests show that the compound has a good inhibition effect on tobacco mosaic viruses. The compound disclosed by the invention is novel in structure, has relatively good tobacco mosaic virus resisting activity, and can be used as a lead compound for resisting the tobacco mosaic virus for research and development of a tobacco mosaic virus resisting medicinal preparation.

Description

technical field [0001] The invention belongs to the technical field of phytochemistry, and in particular relates to a new quinoline alkaloid compound extracted from the whole plant of Pinus tangerata in Sichuan and Yunnan, as well as its preparation method and application. Background technique [0002] Dianchuan Tangsongcao (scientific name: Thalictrum finetii ), a species of Dicotyledonae, Ranunculaceae, Ranunculaceae, and Tangsong. Distributed in the southeastern part of Tibet and western Sichuan in China, it grows on mountain grass slopes, forest edges or in forests. Dianchuan Tangsongcao is a traditional Chinese medicinal material commonly used in Yunnan folks. It has the functions of promoting heat and dampness, eliminating dampness and detoxification, and treating fever and heartache. boils and other diseases. [0003] At present, searching for highly effective and low-toxic antiviral active molecules from natural plants is also a research hotspot in natural product...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D215/227A01N43/42A01P1/00
CPCC07D215/227A01N43/42Y02A50/30
Inventor 胡秋芬李银科杨光宇周敏汪伟光董淼黄海涛刘欣孔维松李晶王晋许永
Owner YUNNAN MINZU UNIV
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