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A kind of isoquinoline alkaloid compound with antibacterial activity, its preparation method and application

A technology for isoquinoline alkaloids and compounds, which is applied in the field of isoquinoline alkaloid compounds, can solve problems such as unidentified components, and achieve the effects of easy industrial production, novel structure and simple preparation operation process.

Active Publication Date: 2018-06-15
CHINA TOBACCO YUNNAN IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, more than 3,000 monomeric chemical substances have been identified from tobacco, and many components have not yet been identified

Method used

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  • A kind of isoquinoline alkaloid compound with antibacterial activity, its preparation method and application
  • A kind of isoquinoline alkaloid compound with antibacterial activity, its preparation method and application
  • A kind of isoquinoline alkaloid compound with antibacterial activity, its preparation method and application

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Experimental program
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Effect test

Embodiment 1

[0028] Preparation of isoquinoline alkaloid compound C 12 H 11 NO 4 , Including extract extraction, silica gel column chromatography, high pressure liquid chromatography separation, the specific steps are as follows:

[0029] 1. Extraction extract: Take tobacco leaves and crush them, use high concentration methanol (wt%: 95%) or high concentration ethanol (wt%: 95%) or high concentration acetone (wt%: 70%) as the extraction solvent, the extraction solvent: Tobacco (weight ratio)=3:5, soak for 54h, extract 4 times, combine the extracts, filter and concentrate into extract.

[0030] 2. Silica gel column chromatography: the extract is dissolved with 2.5 times the weight ratio of pure methanol or pure ethanol or pure acetone, then mixed with 1.2 times the weight ratio of 80-100 mesh silica gel, and 3 times the weight ratio of 250 mesh silica gel Dry column packing for silica gel column chromatography; chloroform with volume ratio (1:0, 20:1, 9:1, 8:2, 7:3, 6:4, 1:1 and 1:2) -Gradient ...

Embodiment 2

[0035] The tobacco samples were from Yuxi, Yunnan, and the variety was Yuxi K326. A sample of 2.0 kg of tobacco was crushed and extracted 5 times with 95% methanol for 24 hours each time. The extracts were combined, filtered, and concentrated under reduced pressure into an extract to obtain 105 g of extract. The extract is dissolved in pure methanol with a weight ratio of 2.0 times, and then mixed with 120g of 100 mesh crude silica gel, 0.6kg of 160 mesh silica gel is packed in a column for silica gel column chromatography, and the volume ratio is 1: 0, 20: 1, 9:1, 8:2, 7:3, 6:4, 1:1, 1:2 chloroform-acetone gradient elution, TLC monitoring and combining the same parts to obtain 8 parts, of which the volume ratio is 6: The chloroform-acetone elution part of 4 was separated by Agilent 1100 semi-preparative high performance liquid chromatography, using 41wt% methanol as the mobile phase, Zorbax SB-C18 (21.2×250mm, 5μm) preparative column as the stationary phase, and the flow rate ...

Embodiment 3

[0037] The tobacco sample is from Dali, Yunnan, and the variety is Yunyan 200. 3.5 kg of tobacco was sampled and chopped, extracted with 95wt% ethanol for 4 times, each extraction was 48h, the extracts were combined, filtered, and concentrated under reduced pressure to obtain an extract 250g. The extract is dissolved in pure methanol with a weight ratio of 2.0 times and then mixed with 250g of 80 mesh crude silica gel, 1.2kg of 200 mesh silica gel is packed in a column for silica gel column chromatography, and the volume ratio is 1:0, 20:1, 9:1, 8:2, 7:3, 6:4, 1:1, 1:2 chloroform-acetone gradient elution, TLC monitoring and combining the same parts to obtain 8 parts, of which the volume ratio is 6: The chloroform-acetone elution part of 4 was separated by Agilent 1100 semi-preparative high performance liquid chromatography, using 41wt% methanol as the mobile phase, Zorbax SB-C18 (21.2×250mm, 5μm) preparative column as the stationary phase, and the flow rate was 20ml / min, the ...

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Abstract

The invention discloses an isoquinoline alkaloid compound. The isoquinoline alkaloid compound is characterized by having a structure shown in the specification, and the compound is named as 2-hydroxyl-1-(7-hydroxy-6-methoxyisoquinolin-1-yl) ethanone and has the molecular formula being C12H11NO4. The invention further discloses a preparation method of the isoquinoline alkaloid compound and an application of the isoquinoline alkaloid compound to antibacterial tipping paper of cigarettes.

Description

Technical field [0001] The invention belongs to the technical field of tobacco chemistry, and specifically relates to an isoquinoline alkaloid compound extracted from tobacco for the first time. At the same time, the present invention also relates to the preparation method of the compound and its application in antibacterial tipping paper. Background technique [0002] Tobacco is the plant with the most complex chemical composition in the world, and its secondary metabolites are very rich. According to reports by Dube and Green in 1982, more than 2549 chemical components have been identified in tobacco. By 2008, Rodgman and Perfetti reported , The total number of compounds found in tobacco, tobacco substitutes and cigarette smoke is approximately 8,700. At present, people have identified more than 3,000 single chemical substances from tobacco, and there are still many components that have not yet been identified. In addition to being mainly used for cigarette smoking, tobacco c...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D217/16D21H21/36
CPCC07D217/16D21H21/36
Inventor 叶灵李超秦云华熊文范多青芮晓东张承明申钦鹏刘春波杨光宇刘志华缪明明
Owner CHINA TOBACCO YUNNAN IND
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