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An ester compound with anti-tumor and anti-cholinesterase activity in purslane and its extraction and separation method and application

A separation method and compound technology, applied in the separation/purification of carboxylic acid esters, antineoplastic drugs, applications, etc., can solve the problems of low structural novelty, and achieve environmentally friendly processes, significant anticholinesterase activity, The effect of anti-tumor anticholinesterase activity

Active Publication Date: 2022-05-17
LIAONING UNIV OF TRADITIONAL CHINESE MEDICINE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there has never been a report on the isolation and in vitro analysis of a new ester compound in purslane
[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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  • An ester compound with anti-tumor and anti-cholinesterase activity in purslane and its extraction and separation method and application
  • An ester compound with anti-tumor and anti-cholinesterase activity in purslane and its extraction and separation method and application
  • An ester compound with anti-tumor and anti-cholinesterase activity in purslane and its extraction and separation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Example 1 Ester compounds with anti-tumor and anti-cholinesterase activities and their extraction and separation methods.

[0035] An unsaturated lactone compound extracted and separated from purslane, the molecular formula is C 22 h 34 o 5 , the chemical name is 1-ethyl 7-(4-octyl-5-oxocyclopent-1,3-dien-1-yl)pimelate, and its chemical structure is:

[0036] .

[0037] Table 1 is the nuclear magnetic data of this new compound: 1 H-NMR with 13 C-NMR in DMSO.

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

[0039] .

[0040] Pale yellow oil, easily soluble in methanol. HRESI(+)TOFMS gives m / z: 379.2476[M+H] + The quasi-molecular ion peak has a molecular weight of 341.2479. to 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 22 h 34 o 5 , with an unsaturation of 6. 13 C-NMR spectrum and DEPT spectrum show 22 carbon signals, respectively 2 CH3 (δ: 13...

Embodiment 2

[0050] Example 2 Anti-tumor effect of the new ester compound of the present invention.

[0051] 1. Main material.

[0052] 1.1 Drugs and reagents: The new ester compounds used in the experiment were prepared by the above-mentioned method, with a purity of 90-99%, weighed accurately, and diluted with DMSO to the required solutions for the following dosage groups. DMEM high-glucose medium, fetal bovine serum (Hyclone Company of the United States); penicillin and streptomycin (Hangzhou Sijiqing Company).

[0053] 1.2 Cell lines: human colon cancer cell Caco-2, human breast cancer cell MCF-7, human gastric cancer cell BGC-823, human lung adenocarcinoma cell SPC-A1, human liver cancer cell BEL-7402, human cervical cancer cell Hela-229 , ovarian cancer cells Ho-8910, human oral epidermoid cancer cells KB (Shanghai Cell Bank, Chinese Academy of Sciences).

[0054] 1.3 Grouping: divided into control group, experimental group and zeroing group (culture solution containing DMSO solven...

Embodiment 3

[0064] Example 3 The anticholinesterase effect of the new compound of the present invention.

[0065] 1. Main material.

[0066] 1.1 Drugs and reagents.

[0067] The new compound used in the experiment was prepared by the above method with a purity of 90-99%. Sodium dihydrogen phosphate, disodium hydrogen phosphate (Sinopharm Chemical Reagent Co., Ltd.), physostigmine (Hanxiang Biotechnology), phosphorus 5,5'- Dithiobisnitrobenzoic acid (Dithiobisnitrobenzoic acid, DTNB, Shanghai Jinsui Biotechnology Co., Ltd.), acetylcholinesterase (AChE) and acetylthiocholine iodide (ATCI, Dalian Meilun Biotechnology Co., Ltd. Ltd.).

[0068] 1.2 Grouping.

[0069] Divided into negative control group, positive control group and experimental group, each group.

[0070] 2. Experimental method.

[0071] 2.1 Sample preparation.

[0072] Precisely weigh the sample and 0.11 mg of physostigmine, respectively, and use methanol as the solvent to prepare five gradient concentrations of 2.5, 5.0,...

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Abstract

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 its extraction and separation method and application. The invention provides a kind of 1-ethyl-7-(4-octyl-5-oxocyclopent-1,3-diene-1-yl)pimelate extracted from purslane and its Extraction and separation method and application, the ester compound is sequentially prepared by alcohol decoction extraction, silica gel column chromatography, polyamide column chromatography, ODS medium pressure column and Sephadex LH‑20 purification, and liquid phase separation. The extraction and separation method is simple, It is fast, environmentally friendly, and the purity of the compound separated by this method is high. Pharmacological experiments have proved that the compound obtained has anti-tumor and anti-cholinesterase effects. Therefore, the described new ester compound extracted from purslane Its salts and derivatives can be used as natural products to develop new traditional Chinese medicines, and have broad medical application prospects.

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 its extraction and separation method, specifically a purslane with anti-tumor and anticholinesterase activity Esters and their extraction and separation methods and applications. Background technique [0002] Purslane (Portulaca oleracea L.), also known as longevity dish, horse amaranth, is a plant of the family Amaranthaceae. Purslane is drought and waterlogging resistant, light and shade resistant, widely distributed, and rich in resources. It has attracted much attention as a wild plant for both medicine and food. The 2015 edition of "Pharmacopia of the People's Republic of China" recorded the dry aerial parts of purslane as medicine. , has the functions of clearing away heat and detoxification, cooling blood to stop bleeding, and stopping dysentery...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C69/46C07C67/48A61P35/00A61P43/00A23L33/105
CPCC07C69/46A61P35/00A61P43/00A23L33/105A23V2002/00A23V2200/30A23V2200/308A23V2250/21A23V2300/14A23V2300/38A23V2300/50Y02A50/30
Inventor 英锡相顾莹莹兰秀娟
Owner LIAONING UNIV OF TRADITIONAL CHINESE MEDICINE
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