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Method for extracting and separating aryl compounds in purslane and application of aryl compounds

A separation method and compound technology, which are applied in the application, ether separation/purification, food ingredients containing natural extracts, etc., can solve the problems of low structural novelty, and achieve the effects of environmental protection of the process method, simple and fast operation method

Active Publication Date: 2021-09-21
LIAONING UNIV OF TRADITIONAL CHINESE MEDICINE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, most of the chemical components isolated from purslane are known, and the structural novelty is low. Therefore, the development and isolation of new compounds in purslane are urgently needed

Method used

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  • Method for extracting and separating aryl compounds in purslane and application of aryl compounds
  • Method for extracting and separating aryl compounds in purslane and application of aryl compounds
  • Method for extracting and separating aryl compounds in purslane and application of aryl compounds

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Experimental program
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Embodiment 1

[0035] The invention provides a kind of compound, molecular formula is respectively C 44 h 42 O, named ((1 S ,1' S ,1'' S ,1''' S )-(oxybis(benzene-2,1,3-triyl))tetrakis(ethane-1,1-diyl))tetrabenzene, the chemical structural formula is:

[0036] .

[0037] The compound is named according to the structure ((1 S ,1' S ,1'' S ,1''' S )-(oxybis(benzene-2,1,3-triyl))tetrakis(ethane-1,1-diyl))tetrabenzene, Table 1 is the compound 1 H-NMR with 13 C-NMR (DMSO- d 6 )The data.

[0038] Table 1: NMR data of compounds of the present invention

[0039] .

Embodiment 2

[0040] Example 2 Identification and deduction of the structure of a new compound of the present invention.

[0041] Pale yellow oil, easily soluble in methanol, insoluble, slightly soluble in water. UV(MeOH)λ max : 210nm, 245nm, 275nm, IR(KBr)ν max : 3041cm -1 、2861cm -1 、1641cm -1 、1612cm -1 、1565cm -1 and 1230cm -1 . HR-ESI(+)TOF-MS gave m / z: 587.3302[M+H] + The quasi-molecular ion peak has a molecular weight of 586.3236. combine 1 H-NMR, 13 According to C-NMR and DEPT data, it is speculated that the possible molecular formula of the compound is C 44 h 42 O, the degree of unsaturation is 24. exist 1 H-NMR and 13 It can be seen from C-NMR that some signals are in 1 H-NMR and 13 C-NMR is doubled. For structure determination, each doublet is first considered as a signal. In this way the origin of the doubling signal is finally explained.

[0042] according to 1 H-NMR, the four alkene hydrogen signals of the compound are δ H 6.74 (1H,t, J =7.62); δ H 6.7...

Embodiment 3

[0049] Example 3 Anti-inflammatory effect of the new compound of the present invention.

[0050] 1 main material.

[0051] 1.1 Drugs and reagents: The new compounds used in the experiment were prepared by the above method with a purity of more than 98%. They were weighed accurately and diluted with DMSO to the required solutions for the following dosage groups. DMEM high glucose medium, fetal bovine serum (Hyclone, USA); penicillin, streptomycin (Hangzhou Sijiqing Company); LPS (Sigma, USA); IL-6, TNF-α, PGE 2 ELISA kit (Cayman, USA); cell lysate, Griess reagent (Beiyuntian Biotechnology Co., Ltd.).

[0052] 1.2 Cell line: RAW264.7 macrophages (US ATCC cell bank).

[0053] 1.3 Grouping: divided into control group, LPS group and experimental group, each group.

[0054] 2 Experimental methods.

[0055] 2.1 Cell culture, DMEM high-glucose medium, add 10% fetal bovine serum, 1% antibiotics (100U / mL penicillin and 100μg / mL streptomycin), place at 37.5°C, CO 2 cultured in an in...

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Abstract

The invention relates to the field of extraction and separation of traditional Chinese medicines, in particular to a novel compound extracted, separated and identified from purslane and an extraction and separation method thereof. The molecular formula of the new compound is C44H42O, and the new compound is named as ((1S, 1'S, 1''S, 1'''S)-(oxybis (benzene-2, 1, 3-triyl)) tetrakis(ethane-1, 1-diyl)) tetrabenzene according to the structure of the new compound. The invention further provides an extraction and separation method of the novel compound. The novel compound is prepared by sequentially adopting 40-60% ethanol reflux extraction, silica gel column chromatography, ODS medium-pressure column, Sephadex LH-20 purification and HPLC separation. The structure of the compound is determined as a novel compound by adopting ultraviolet, infrared, mass spectrum, hydrogen spectrum, carbon spectrum and two-dimensional nuclear magnetic spectrum analysis methods. The compound has anti-inflammatory and anti-tumor effects, and the novel compound and salts or derivatives thereof can be used as synthesis primers of other compounds and raw materials for new drug development and pharmacological activity research, and can be used for preparing anti-inflammatory and anti-tumor drugs or health-care products.

Description

technical field [0001] The invention relates to the field of extraction and separation of traditional Chinese medicines, in particular to a new compound extracted, separated and identified from purslane medicinal material and an extraction and separation method thereof. Background technique [0002] purslane( Portulaca oleracea L.), also known as long-lived vegetable and horse amaranth, is a plant of the family Portulaca oleracea. Purslane likes fertile soil, is resistant to drought and waterlogging, has strong vitality, is widely distributed, and is rich in resources. Purslane can be used as both medicine and food, and it is one of the wild plants with the same origin of medicine and food designated by the Ministry of Health of my country. The 2020 edition of "The Pharmacopoeia of the People's Republic of China" records that the dried aerial part of purslane is used as medicine. It has the effects of clearing away heat and detoxification, cooling blood and stopping bleed...

Claims

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Application Information

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IPC IPC(8): C07C43/275C07C41/34C07C41/36C07C41/38A61P35/00A61P29/00A23L33/105
CPCC07C43/275A61P35/00A61P29/00A23L33/105A23V2002/00A23V2200/30A23V2200/308A23V2250/21
Inventor 英锡相郭胜男何凡
Owner LIAONING UNIV OF TRADITIONAL CHINESE MEDICINE
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