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A kind of pyrrole alkaloid compound in purslane and its extraction and separation method

A separation method, the technology of purslane, applied in the direction of drug combination, organic chemistry, non-central analgesics, etc., can solve the problem of low structural novelty, and achieve the effect of environmentally friendly process method, simple and fast operation method

Active Publication Date: 2022-05-06
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 compounds in purslane are urgently needed

Method used

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  • A kind of pyrrole alkaloid compound in purslane and its extraction and separation method
  • A kind of pyrrole alkaloid compound in purslane and its extraction and separation method
  • A kind of pyrrole alkaloid compound in purslane and its extraction and separation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] The present invention provides pyrrole alkaloid compound, molecular formula is C 16 h 9 NO 4 Named 10,11-dihydroxybenzo[5',6']pentaleno[1',2':3,4]pyrrolo[2,1-b]oxazol-7(11bH)-one, the chemical structure is:

[0037] .

[0038] The pyrrole alkaloid compound is named 10,11-dihydroxybenzo[5',6']pentaleno[1',2':3,4]pyrrolo[2,1-b]oxazol-7(11bH)- One, Table 1 is the NMR data of the pyrrole alkaloid compound: 1H-NMR with 13 C-NMR in MeOD- d 4 middle.

[0039] Table 1: NMR data of the compound 10,11-dihydroxybenzo[5',6']pentaleno[1',2':3,4]pyrrolo[2,1-b]oxazol-7(11bH)-one of the present invention

[0040] .

[0041] The structure of the present invention pyrrole alkaloid compound 10,11-dihydroxybenzo[5',6']pentaleno[1',2':3,4]pyrrolo[2,1-b]oxazol-7(11bH)-one identification and derivation.

[0042] 10,11-dihydroxybenzo[5',6']pentaleno[1',2':3,4]pyrrolo[2,1-b]oxazol-7(11bH)-one: The compound is yellowish brown powder, easily soluble in Methanol. UHPLC-ESI-Q-TOF-M...

Embodiment 2

[0051] Example 2 Anti-inflammatory effect of pyrrole alkaloid compounds of the present invention.

[0052] 1 main material.

[0053] 1.1. Drugs and reagents: The compounds used in the experiment were prepared by the above method with a purity of ≥98%, weighed accurately, and diluted with DMSO to the required solutions for the following dosage groups. Fetal bovine serum (U.S. Hyclone Company); penicillin, streptomycin (Hangzhou Sijiqing Company); DMSO (U.S. Sigma Company); cck-8 kit (Wuhan Boster Bioengineering Co., Ltd.); DMEM high glucose medium, LPS , ELISA kits for IL-1β, TNF-α (Soleibao Technology Co., Ltd.); cell lysate.

[0054] 1.2 Cell line: RAW264.7 macrophages (US ATCC cell bank).

[0055] 1.3 Grouping: control group, LPS group and experimental group, each group.

[0056] 2 Experimental methods.

[0057] 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°C, 5% CO 2 cu...

Embodiment 3

[0070] Example 3 Anticholinesterase effect of compounds of the present invention.

[0071] 1. Main materials.

[0072] 1.1. Drugs and reagents: The pyrrole alkaloid compounds used in the experiment were prepared by the above method, with a purity of 90-99%. Technology), phosphorus 5,5'-dithiobis (2-nitrobenzoic acid) (Dithiobisnitrobenzoic acid, DTNB, Shanghai Jinsui Biotechnology Co., Ltd.), acetylcholinesterase (AChE) and iodide thioacetylcholine (Acetylthiocholine iodide, ATCI, Dalian Meilun Biotechnology Co., Ltd).

[0073] 1.2. Grouping: divided into blank group, control group and sample group.

[0074] 2 Experimental methods.

[0075] 2.1 Sample preparation.

[0076] Precisely weigh the sample and 0.11 mg of physostigmine, respectively, and use methanol as a solvent to prepare five gradient concentrations of 2.5 μM, 5.0 μM, 10.0 μM, 20.0 μM and 40.0 μM. Accurately weigh 7.8005g of sodium dihydrogen phosphate and 17.9070g of disodium hydrogen phosphate, and adjust th...

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Abstract

The invention relates to the field of extraction and separation of traditional Chinese medicines, in particular to pyrrole alkaloid compounds extracted, separated and identified from purslane and an extraction and separation method thereof. Described pyrrole alkaloid compound, molecular formula is C 16 H 9 NO 4 , and named 10,11‑dihydroxybenzo[5',6']pentaleno[1',2':3,4]pyrrolo[2,1‑b]oxazol‑7(11bH)‑one according to its structure. Also provided is an extraction and separation method for the above-mentioned pyrrole alkaloid compound, which is prepared by successively adopting ethanol reflux extraction, silica gel column chromatography, ODS medium pressure column and hydroxypropyl dextran column chromatography purification, and liquid phase separation. Its structure adopts 1 H-NMR, 13 The method of C-NMR and UHPLC-ESI-TOF-MS was determined to be a pyrrole alkaloid compound. The compound has potential activities such as anti-inflammatory and anticholinesterase, and provides a preparation method, which provides a lead and theoretical basis for the development of new drugs and new components.

Description

technical field [0001] The invention relates to the field of extraction and separation of traditional Chinese medicines, in particular to pyrrole alkaloid compounds extracted, separated and identified from purslane medicinal materials and an extraction and separation method thereof. Background technique [0002] purslane( Portulaca oleracea L.), also known as longevity vegetable and horse amaranth, is a plant of the genus Purslane in 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, and it is more common in Northeast my country. 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 e...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D498/04A61P29/00A61P25/28
CPCC07D498/04A61P29/00A61P25/28
Inventor 英锡相崔馨予英哲铭
Owner LIAONING UNIV OF TRADITIONAL CHINESE MEDICINE
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