A kind of pyranolactone compound and its preparation method and application

A technology of pyranolide and compound, applied in the field of phytochemistry, can solve the problem that the components have not been identified, and achieve the effects of improving the smoking quality of cigarettes, significantly antibacterial activity, and improving the antibacterial function

Active Publication Date: 2022-05-13
CHINA TOBACCO YUNNAN IND +1
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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 pyranolactone compound and its preparation method and application
  • A kind of pyranolactone compound and its preparation method and application
  • A kind of pyranolactone compound and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Preparation of pyranolactone compound C 17 h 20 o 4 , including extracting extract, silica gel column chromatography, and high-pressure liquid chromatography separation, specifically adopting the following steps:

[0048] 1. Extraction of extract: get the tobacco stem bark and pulverize it, use high-concentration methanol (wt%: 95%) or high-concentration ethanol (wt%: 95%) or high-concentration acetone (wt%: 70%) as the extraction solvent, extract Solvent: Tobacco stem bark (weight ratio) = 5:2, soak for 54 hours, extract 4 times, combine extracts, filter and concentrate to obtain extract.

[0049] 2. Silica gel column chromatography: dissolve the extract obtained in step 1 with 2.5 times the weight ratio of pure methanol or pure ethanol or pure acetone, then mix the sample with 1.2 times the weight ratio of 80-100 mesh silica gel, and use 3 times the weight ratio Amount of 250 mesh silica gel dry-packed column for silica gel column chromatography; the volume ratio i...

Embodiment 2

[0054] Tobacco stem bark samples come from Yuxi, Yunnan, and the variety is Yuxi Honghua Dajinyuan. Sampling 2.5 kg of tobacco stem bark and pulverizing it, extracting 5 times with 95 wt % methanol aqueous solution for 24 hours each time, combining the extracts, filtering, and concentrating under reduced pressure to obtain an extract to obtain 115 g of extract. After dissolving the extract with 2.0 times the amount of pure methanol by weight, mix the sample with 120g of 100-mesh silica gel, pack 0.6kg of 160-mesh silica gel into a column for silica gel column chromatography, and use a volume ratio of 1:0, 20:1, 9:1, 8:2, 7:3, 6:4, 1:1, 1:2 chloroform-acetone gradient elution, TLC monitoring and merging parts with the same polarity to obtain 8 parts, wherein the volume ratio is The 8:2 chloroform-acetone eluted part was separated by Agilent 1100 semi-preparative high-performance liquid chromatography, with 62% methanol as the mobile phase, Zorbax SB-C18 (21.2×250mm, 5μm) prepar...

Embodiment 3

[0056] The tobacco stem bark sample was from Dali, Yunnan, and the variety was Yunyan 300. The tobacco stem bark was sampled 3.5kg and chopped, extracted 4 times with 95wt% ethanol aqueous solution for 48 hours each time, the extracts were combined, filtered, and concentrated under reduced pressure to obtain Ointment, get extractum 255g. The extract is dissolved in pure methanol with a weight ratio of 2.0 times, and then mixed with 250 g of 80 mesh thick silica gel, and 1.2 kg of 200 mesh silica gel is packed 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 merging fractions of the same polarity to obtain 8 fractions, of which the volume ratio is 8 The chloroform-acetone elution part of :2 is separated by Agilent 1100 semi-preparative high performance liquid chromatography, with 58% methyl alcohol as mobile phase, Zorbax SB-C18 (21.2 * 250mm, 5 μ m) preparative column i...

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Abstract

The invention belongs to the technical field of phytochemistry, and in particular relates to a pyranolactone compound and its preparation method and application. The molecular formula of the compound is C 17 h 20 o 4 , and has the following structural formula: . The invention also discloses the preparation method and application of the above-mentioned pyranolactone compound. The present invention uses tobacco stem bark as raw material to extract a new pyranolactone compound for the first time. The compound has remarkable antibacterial activity, and the antibacterial rate against Escherichia coli, Staphylococcus aureus and the like all reach more than 94%. The compound is applied to cigarette tipping paper, and can inhibit microorganisms contaminated by the cigarette tipping paper. The cigarette tipping paper is in direct contact with the oral cavity, and the use of the compound in the cigarette tipping paper can prevent the cigarette from being polluted by microorganisms during smoking and passing, and effectively improve the hygiene and safety of the cigarette.

Description

technical field [0001] The invention belongs to the technical field of phytochemistry, and in particular relates to a pyranolactone compound and its preparation method and application. 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 2,549 chemical components have been identified in tobacco. By 2008, Rodgman and perfetti reported that , the total number of compounds found in tobacco, tobacco substitutes, and cigarette smoke is approximately 8,700. At present, more than 3,000 monomeric chemical substances have been identified from tobacco, and many components have not yet been identified. In addition to being mainly used for smoking cigarettes, tobacco can also extract a variety of valuable chemical components from it, and discover leading compounds that are valuable for development and utilization. [0003] Pyrano...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D311/58A01N43/16A01P3/00A01P1/00D21H21/14
CPCC07D311/58A01N43/16D21H21/14A24D1/02
Inventor 刘欣孔维松杨光宇米其利高茜李晶魏玉玲陈建华张承明李雪梅胡秋芬汪伟光
Owner CHINA TOBACCO YUNNAN IND
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