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Isopentenyl isoquinoline alkaloid compound as well as preparation method and application thereof

A technology of isopentenyl isoquinoline and alkaloids, which is applied in the prevention and treatment of tobacco black shank. In the field of isopentenyl isoquinoline alkaloids, it achieves wide distribution, low production cost and easy industrialization. The effect of the application

Active Publication Date: 2019-11-22
CHINA TOBACCO YUNNAN IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The present invention obtains a new isopentenyl isoquinoline alkaloid compound through the research and activity screening of the chemical constituents of Pinus chinensis. This compound has not been reported so far. It is worth mentioning that The compound has significant anti-tobacco black shank virus activity

Method used

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  • Isopentenyl isoquinoline alkaloid compound as well as preparation method and application thereof
  • Isopentenyl isoquinoline alkaloid compound as well as preparation method and application thereof
  • Isopentenyl isoquinoline alkaloid compound as well as preparation method and application thereof

Examples

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Effect test

Embodiment 1

[0039] Preparation of isopentenyl isoquinoline alkaloid compound C 18 h 21 NO 3 , including extracting extract, silica gel column chromatography, and high-pressure liquid chromatography separation, specifically adopting the following steps:

[0040] (1) Extraction of extract: take the whole plant of Pinus punctatus and dry it in the sun, and crush it to about 35-60 mesh. Weigh 2.6-4.3 kg of the pulverized sample, put it in a 20L glass reaction kettle, add 6-10L of 95% ethanol, reflux for 35-60min, filter the extract; add 95% ethanol 6 to the residue again ~10L, reflux for extraction for 35~60min, and filter the extract. The two extracts were combined and concentrated to a small volume, then diluted with 4-6L of 3% tartaric acid solution, and extracted twice with 4-6L of ethyl acetate. After the extraction, the aqueous phase was saturated with sodium carbonate, extracted twice again with 4-6 L of ethyl acetate, the extracted ethyl acetate phases were combined, and concentra...

Embodiment 2

[0045] The samples of Pinus chinensis came from Heqing County, Dali, Yunnan. Take the whole plant of Pinus punctatus Xingmao and dry it in the sun, and crush it to about 40 mesh. Weigh 2.8kg of the pulverized sample, put it in a 20L glass reactor, add 6L of 95% ethanol, reflux for extraction for 50min, and filter the extract; add 6L of 95% ethanol to the residue again, reflux for 50min, filter Remove the extract. The two extracts were combined and concentrated to a small volume, then diluted with 6L of 3% tartaric acid solution, and extracted twice with 6L of ethyl acetate. After the extraction, the aqueous phase was saturated with sodium carbonate, extracted twice with 6 L of ethyl acetate, and the extracted ethyl acetate phases were combined and concentrated under reduced pressure to obtain 42.3 g of alkaloid part extract. The extract is mixed with 50g (80-100 mesh) thick silica gel, dried, and 150g silica gel (150-200 mesh) column chromatography, chloroform: acetone (20:1...

Embodiment 3

[0047] The samples of Pinus chinensis came from Binchuan County, Dali, Yunnan. Take the whole plant of Pinus punctatus Xingmao and dry it in the sun, and crush it to about 40 mesh. Weigh 3.2kg of the pulverized sample, put it in a 20L glass reaction kettle, add 8L of 95% ethanol, reflux for extraction for 40min, and filter the extract; add 8L of 95% ethanol to the residue again, reflux for 40min, filter Remove the extract. The two extracts were combined and concentrated to a small volume, then diluted with 8 L of 3% tartaric acid solution, and extracted twice with 8 L of ethyl acetate. After the extraction, the aqueous phase was saturated with sodium carbonate, extracted twice again with 8 L of ethyl acetate, the extracted ethyl acetate phases were combined, and concentrated under reduced pressure to obtain 42.8 g of alkaloid part extract. The extract is mixed with 60g (80-100 mesh) thick silica gel, dried, and 160g silica gel (150-200 mesh) column chromatography, chloroform...

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Abstract

The invention discloses an isopentenyl isoquinoline alkaloid compound as well as a preparation method and application thereof. The compound is obtained by subjecting a whole plant of Thalictrum cirrhosum H.Lev. adopted as a raw material to extraction with ethyl acetate, silica gel column chromatography and high-pressure liquid chromatography separation and purification. The molecular formula of the compound is C18H21NO3, and the compound has the following structural formula as shown in the specification. The compound is named as 3-hydroxy-1-(6-methoxy-7-isopentenyl isoquinolin-1-yl)-propan-1-one. The inhibition effect of the compound on Phytophthora nicotianae is remarkably superior to that of agricultural streptomycin, and the prevention and treatment effect on tobacco black shank reaches(65.7 + / - 3.0)%. The raw material is widely distributed, high in biological yield, and high in alkaloid content, the compound preparation process is simple, the production cost is low, and the compound is prone to industrial application.

Description

technical field [0001] The invention belongs to the technical field of biopesticides, and in particular relates to a prenylisoquinoline alkaloid compound obtained by extracting and separating for the first time from Pinus chinensis. At the same time, the invention also relates to the preparation method of the compound and the application of the compound in the prevention and treatment of tobacco black shank. Background technique [0002] Thalictrum L. (Latin scientific name: Thalictrum L.) belongs to the perennial herb of Ranunculaceae. There are about 200 species of this genus in the world, among which there are about 67 species in China, most of which are distributed in the southwest. Among the plants of the genus Echinacea all over the world, there are more than 90 species of this genus with reported chemical components, and the main active components include alkaloids, saponins, flavonoids and other types. More than 43 species of plants in this genus have folk medicina...

Claims

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Application Information

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IPC IPC(8): C07D217/26A01N43/42A01P1/00
CPCC07D217/26A01N43/42
Inventor 高茜杨光宇曾婉俐李雪梅李晶黄海涛王晋许永宋春满孔维松刘欣胡秋芬
Owner CHINA TOBACCO YUNNAN IND
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