Seven terpenoids from euonymus verrucosus as well as preparation method and application thereof

A compound and technology of the genus Euonymus, which is applied to the field of terpenoids in Euonymus vulgaris and their preparation fields, can solve the problems of tissue around cells and cell damage and the like

Inactive Publication Date: 2020-07-07
NANKAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The cytotoxicity of excess NO is non-specific, not only targeting microorganisms, but also causing damage to surrounding tissues and cells

Method used

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  • Seven terpenoids from euonymus verrucosus as well as preparation method and application thereof
  • Seven terpenoids from euonymus verrucosus as well as preparation method and application thereof
  • Seven terpenoids from euonymus verrucosus as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] (1) 10.5 kg of Euonymus twigs with less flower tumors were extracted with methanol for 3 times under reflux (amount of 3 × 60 L), and the extract was recovered under reduced pressure to obtain a crude extract;

[0054] (2) The methanol extract obtained in step (1) is added with water to make a suspension, and extracted with ethyl acetate to obtain the ethyl acetate extract;

[0055] (3) Step (2) is separated by silica gel column chromatography, followed by petroleum ether: acetone 100:0, 100:2, 100:4, 100:6, 100:9, 100:13, 100:30, 100: 40 elution;

[0056](3) Petroleum ether obtained in the above step (2): 100:2~100:13 fractions of acetone are separated by medium pressure liquid chromatography (MPLC), using methanol / water 6:4~9:1 as mobile phase gradient Elution;

[0057] (4) The methanol / water (6:4~9:1) fraction obtained in the above step (3) was separated by HPLC-RI, and the new compound 1 was obtained by eluting with methanol / water 60:40~90:10 as the mobile phase ...

Embodiment 2

[0078] (1) 8.0 kg of euonymus twigs with less flower tumors were extracted with ethanol 3 times (amount of 3 × 48 L), and the extract was recovered under reduced pressure to obtain a crude extract;

[0079] (2) The ethanol extract obtained in step (1) is added with water to make a suspension, and extracted with ethyl acetate to obtain the ethyl acetate extract;

[0080] (3) Step (2) is separated by silica gel column chromatography, followed by petroleum ether: ethyl acetate 100:0, 100:2, 100:4, 100:6, 100:9, 100:15, 100:28, 100:42 elution;

[0081] (3) Petroleum ether obtained in the above step (2): ethyl acetate 100:2~100:15 fractions are separated by medium pressure liquid chromatography (MPLC), using methanol / water 6:4~9:1 as the flow Phase gradient elution;

[0082] (4) The methanol / water (6:4~9:1) fraction obtained in the above step (3) was separated by HPLC-RI, and the new compound 1 was obtained by eluting with methanol / water 60:40~90:10 as the mobile phase (yield 0....

Embodiment 3

[0085] (1) 8.0 kg of Euonymus twigs with less flower tumors were extracted 3 times with acetone (amount of 3 × 48 L), and the extract was recovered under reduced pressure to obtain a crude extract;

[0086] (2) The acetone extract obtained in step (1) is added with water to make a suspension, and extracted with dichloromethane to obtain the dichloromethane extract;

[0087] (3) Step (2) is separated by silica gel column chromatography, followed by petroleum ether: acetone 100:0, 100:2, 100:4, 100:6, 100:9, 100:13, 100:28, 100: 40 elution;

[0088] (3) Petroleum ether obtained in the above step (2): 100:2~100:13 fractions of acetone are separated by medium pressure liquid chromatography (MPLC), using methanol / water 6:4~9:1 as mobile phase gradient Elution;

[0089] (4) The methanol / water (6:4~9:1) fraction obtained in the above step (3) was separated by HPLC-RI, and the new compound 1 was obtained by eluting with acetonitrile / water 60:40~90:10 as mobile phase (yield 0.002%),...

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Abstract

The invention discloses seven terpenoids from euonymus verrucosus as well as a preparation method and application thereof. The present invention relates to the structures of three new labdane-type norditerpenes (1, 3, 6), three new labdane-type diterpenes (2, 4, 5), and a known labdane-type norditerpenes (7), and preparation methods and uses thereof in anti-inflammatory and neurodegenerative disease treatment drugs. The new compounds 1-6 and the known compounds 7 are shown as the following structures. The seven compounds have NO inhibition activity and can be used for development and application of anti-inflammatory and neurodegenerative disease treatment drugs.

Description

technical field [0001] The invention belongs to the technical field of medicine, and in particular relates to terpenoids in euonymus twigs and its preparation method and application. Background technique [0002] Nitric oxide (NO) is an important messenger molecule, which plays a key role in various physiological and pathological processes and has a miraculous physiological regulation function. In the process of inflammatory response, the role played by NO is mainly determined by the concentration of NO. Excessive NO will activate inflammatory factors to produce acute or chronic inflammation. Many diseases, including inflammation, neurodegenerative diseases, cancer, etc., may be caused by abnormal release or regulation of NO. [0003] During an inflammatory response, inflammatory mediators or inflammatory substances can induce or increase the synthesis and release of local NO, and the release of NO can induce the production of pro-inflammatory cytokines, such as IL-1 and TN...

Claims

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Application Information

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IPC IPC(8): C07D301/32C07D307/46C07D303/32C07C45/78C07C45/79C07C45/80C07C47/267C07C29/76C07C29/86C07C35/36C07C51/42C07C51/47C07C51/48C07C57/26C07C59/46A61P29/00A61P25/28A61K31/341A61K31/336A61K31/19A61K31/11A61K31/047
CPCA61P25/28A61P29/00C07B2200/07C07C29/76C07C29/86C07C35/36C07C45/78C07C45/79C07C45/80C07C47/267C07C51/42C07C51/47C07C51/48C07C57/26C07C59/46C07C2602/28C07D301/32C07D303/32C07D307/46
Inventor 许婧郭远强杨玉玲杨雪媛
Owner NANKAI UNIV
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