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Benzofuran phenylpropanoids compound, preparation method and application thereof

A benzofuran propionine and compound technology, applied in the field of natural compounds, can solve problems such as unidentified components, and achieve the effects of easy realization of industrialized production, easy separation, and elimination of the possibility of bacterial growth and reproduction.

Inactive Publication Date: 2012-03-21
YUNNAN MINZU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Tobacco is one of the most chemical substances among the various plants known to mankind. After decades of research, more than 3,000 individual chemical substances have been identified from tobacco, and there are still many components that have not yet been identified. come out

Method used

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  • Benzofuran phenylpropanoids compound, preparation method and application thereof
  • Benzofuran phenylpropanoids compound, preparation method and application thereof
  • Benzofuran phenylpropanoids compound, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] - Separation of compounds

[0030] Using shredded tobacco discarded in the tobacco industry as a raw material; pulverize it to 40 meshes, and ultrasonically extract the pulverized sample three times with 70% ethanol (the weight ratio of raw material and ethanol is 1:2), each time for 30 to 60 minutes; The extracts were combined and filtered, and the extracts were concentrated under reduced pressure to obtain extracts. The extracts were mixed with crude silica gel (80-100 mesh), and the samples were mixed with 200-300 mesh silica gel dry method for silica gel column chromatography. Crude separation was carried out with chloroform: The volume ratio of acetone was respectively (20:1, 9:1, 8:2, 7:3, 5:5) for gradient elution, and the eluate of each fraction was collected and concentrated. The part washed with chloroform: acetone 8: 2 is separated and purified by high performance liquid chromatography, the flow rate is 15mL / min, and methanol / water is used as mobile phase, an...

Embodiment 2

[0032] - identification of compound structure

[0033] This compound is light yellow jelly; Ultraviolet spectrum (UV) (solvent is methanol) λ max (log ε), 312(4.42), 258(4.26), 210(4.87)nm; infrared spectrum (IR) (potassium bromide tablet) v max 3374, 2915, 2872, 1715, 1647, 1632, 1568, 1529, 1487, 1462, 1429, 1379, 1354, 1273, 1222, 1160, 1149, 1058, 975, 868cm -1 ; High resolution mass spectrometry (HRESIMS) shows its quasi-molecular ion peak m / z 241.0471[M+Na] + (calculated value 241.0477), determine its molecular formula in conjunction with nuclear magnetic resonance (NMR) spectrum to be C 11 H 10 O 4 , with an unsaturation of 7. 1 H and 13 C NMR spectrum (see Figure-1 and Figure-2, see Table-1 for data attribution) shows that there is a benzofuran core in the molecule (one methoxy group is substituted on the core), and there is also a group of acrylic acid base signal. According to HMBC correlation (figure-3), it can be confirmed that the methoxy group is substit...

Embodiment 3

[0038] ——antibacterial activity detection

[0039] The in vitro antibacterial experiment was carried out by agar diffusion method. First, the test bacteria were evenly spread on the plate of ordinary agar medium (beef extract, peptone, sodium chloride, serum, agar), and then the compound to be tested (benzofuran prop Dissolve the element compound in 10mL DMSO, add water to dilute to 50μg / mL solution) put the soaked tablet (diameter 5mm) on the culture medium with bacteria, put it in the incubator, incubate at 25°C for 24-72h, then observe the inhibition zone size. The results show that the compound of the present invention has strong activity against Staphylococcus aureus, Escherichia coli, Escherichia, Bacillus subtilis, Proteus and the like.

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Abstract

The invention discloses a benzofuran phenylpropanoids compound, a preparation method and application thereof. The compound has a structure of a general formula (I). Waste smashed cigarettes of the industrial production are taken as raw materials, are grinded, and are ultrasonically extracted with 70% ethanol separately, the extracting solutions are mixed, filtered and concentrated into extractum, then a silicagel column is adopted for chromatography and preliminary separation, an efficient liquid phase preparative chromatography is adopted for further separation, i.e. the required compound can be obtained. Antibiotic activity screening is carried out for the compound, and the experimental test shows that the compound has good antibiotic activity. The compound is used for cigarette tipping papers, and can eliminate or reduce the possibilities of bacterial growth and reproduction in the cigarette tipping papers.

Description

technical field [0001] The present invention relates to a kind of natural compound, more specifically, the present invention relates to a kind of novel benzofuran propanoid compound extracted from tobacco. At the same time, the invention also relates to the preparation method of the compound, its antibacterial activity and its application in cigarette production. Background technique [0002] Tobacco is one of the most chemical substances among the various plants known to mankind. After decades of research, more than 3,000 individual chemical substances have been identified from tobacco, and many components have not yet been identified. come out. 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. A large amount of discarded shredded tobacco will be produced in the production of cigarette industry, and it is of g...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/79A61K31/343A61P31/04A61P31/10D21H17/14D21H21/36
Inventor 胡秋芬孙力杨光宇穆怀雪李学森
Owner YUNNAN MINZU UNIV
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