A chalcone compound and its preparation method from buttercup thorn

A compound, chalcone technology, applied in the field of chalcone compound and its preparation from buttercup thorn, can solve the problem of chalcone products without separation, achieve high inhibitory activity and high extraction rate

Active Publication Date: 2022-05-17
SHANDONG ANALYSIS & TEST CENT
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] Studies have shown that many natural products such as tannins, saponins, flavonoids, polyphenols, alkaloids, anthocyanins, cardiac glycosides, phytosterols, coumarins, and diterpenes can be isolated from buttercups. No chalcones were isolated

Method used

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  • A chalcone compound and its preparation method from buttercup thorn
  • A chalcone compound and its preparation method from buttercup thorn
  • A chalcone compound and its preparation method from buttercup thorn

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preparation example Construction

[0031] In a second aspect, the present invention provides a method for preparing the chalcone compound from Buttercup thorn, comprising:

[0032] Pulverize Buttercup thorn, extract with ethanol, and concentrate the extract to obtain the total extract;

[0033] The total extract was separated by silica gel column chromatography, and eluted by gradient hexane-ethyl acetate system to obtain 8 components in sequence;

[0034] The obtained third component was subjected to repeated silica gel chromatography in the n-hexane-ethyl acetate system to obtain the chalcone compound and the compound 4-methoxylonchocarpin, and the volume ratio of n-hexane to ethyl acetate was 1.8:8.2.

[0035] In some embodiments, the crushed Buttercup thorn has a particle size of 20-40 mesh.

[0036] In some embodiments, 3-4L of absolute ethanol is used for extraction per kilogram of Buttercup thorn.

[0037] Further, the extraction temperature with absolute ethanol is 20-35°C.

[0038] Furthermore, the ...

Embodiment

[0042] Laboratory equipment

[0043] Nicolet-510P infrared spectrometer (USA), v max in cm -1 The unit is Bruker AMX-400 nuclear magnetic resonance instrument, TMS is the internal standard, the chemical shift is expressed in δ, and the coupling constant is expressed in J.

[0044] extraction and separation

[0045] 3.4kg of ranunculus thorns were crushed, leached with 10L ethanol at room temperature, the filtrate was filtered, and concentrated under reduced pressure to obtain 6.5g of total extract. The total extract was separated by silica gel column chromatography, and the gradient elution of n-hexane / ethyl acetate system was used. The gradient elution program was sequentially using n-hexane / ethyl acetate volume ratios of 10:90, 7.5:92.5, and 5:95 A mixed solvent was eluted to obtain 8 components (F1-8), wherein, component F3 (120 mg) was subjected to repeated silica gel chromatography (1.8:8.2, v / v) in the n-hexane / ethyl acetate system to obtain 4-benzyloxylonchocarpin (...

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Abstract

The invention discloses a chalcone compound and a preparation method thereof from buttercup buttercup. The structural formula is: R=Bn, and the new chalcone component isolated from buttercup buttercup has a higher activity to acetylcholinesterase Inhibitory activity, in which the Ki value is 5.39 μM, and the Ki' value is 3.54 μM. It has application prospects as an acetylcholinesterase inhibitor.

Description

technical field [0001] The invention belongs to the technical field of preparation of chalcone compounds from buttercup thorns, and in particular relates to a chalcone compound and a preparation method thereof from buttercup thorns. Background technique [0002] The information disclosed in this background section is only intended to increase the understanding of the general background of the present invention, and is not necessarily taken as an acknowledgment or any form of suggestion that the information constitutes the prior art already known to those skilled in the art. [0003] Natural products are considered to be an important source of inspiration for the discovery of new drugs, and more than half of the approved drugs (1981 to 2014) are derived from natural products, including natural compounds and their synthetic derivatives. In addition, the U.S. Food and Drug Administration (FDA) pointed out that more than one-third of all new drugs approved by the FDA come from n...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D311/58A61P25/28
CPCC07D311/58A61P25/28Y02A50/30
Inventor 崔莉希达悦·侯赛因张宇伊夫蒂哈尔·阿里张浩吕翠娜嘉·恩格尔
Owner SHANDONG ANALYSIS & TEST CENT
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