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Five diterpenoid compounds derived from euphorbia antiquorum, preparation method and application thereof

A compound, the technology of Huoyele, which is applied in the field of diterpenoids and its preparation, can solve the problems of surrounding tissue and cell damage

Inactive Publication Date: 2020-10-16
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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  • Five diterpenoid compounds derived from euphorbia antiquorum, preparation method and application thereof
  • Five diterpenoid compounds derived from euphorbia antiquorum, preparation method and application thereof
  • Five diterpenoid compounds derived from euphorbia antiquorum, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] (1) 11.5 kg of Huoyele stems were extracted with methanol three times (amount of 3 × 60 L), and the extract was recovered under reduced pressure to obtain a crude extract;

[0048] (2) Add water to the methanol extract obtained in step (1) to make a suspension, and extract with ethyl acetate and petroleum ether respectively to obtain ethyl acetate and petroleum ether extracts;

[0049] (3) Step (2) The petroleum ether extract was separated by silica gel column chromatography, followed by petroleum ether: acetone 100:0, 100:2, 100:4, 100:6, 100:8, 100:11, 100:16, 100:23, 100:30 elution;

[0050] (3) The petroleum ether:acetone 100:2~100:23 fraction obtained in the above step (2) is separated by medium pressure liquid chromatography (MPLC), using methanol / water 6:4~9:1 as the mobile phase gradient Elution;

[0051] (4) The methanol / water (6:4) and (8:2) fractions obtained in the above step (3) were separated by HPLC-RI and eluted with methanol / water 60:40-90:10 as the m...

Embodiment 2

[0068] (1) 8.0 kg of Huoyele whole herb was extracted with ethanol three times (amount of 3 × 48 L), and the extract was recovered under reduced pressure to obtain a crude extract;

[0069] (2) Add water to the ethanol extract obtained in step (1) to make a suspension, and extract with ethyl acetate to obtain an ethyl acetate extract;

[0070] (3) Step (2) is separated by silica gel column chromatography, and eluted with petroleum ether: acetone 100:4, 100:6, 100:8, 100:11, 100:16, 100:23, 100:30 in sequence;

[0071] (3) The fraction of petroleum ether:ethyl acetate 100:2~100:23 obtained in the above step (2) is separated by medium pressure liquid chromatography (MPLC), using methanol / water 7:3~9:1 as the flow Phase gradient elution;

[0072] (4) The methanol / water (8:2) fraction obtained in the above step (3) was separated by HPLC-RI, and the new compound 1 was obtained by eluting with methanol / water 70:30~90:10 as the mobile phase (yield 0.002 %), 2 (0.001% yield), 3 (0.002...

Embodiment 3

[0075] (1) 8.0 kg of Huoyele whole herb was extracted 3 times with acetone (amount of 3 × 48 L), and the extract was recovered under reduced pressure to obtain a crude extract;

[0076] (2) Add water to the acetone extract obtained in step (1) to make a suspension, and extract with dichloromethane to obtain a dichloromethane extract;

[0077] (3) Step (2) is separated by silica gel column chromatography, and eluted with petroleum ether: acetone 100:4, 100:6, 100:8, 100:11, 100:16, 100:23, 100:30 in sequence;

[0078] (4) The petroleum ether: acetone 100:2~100:23 fraction obtained in the above step (3) is separated by medium pressure liquid chromatography (MPLC), using methanol / water 7:3~9:1 as the mobile phase gradient Elution;

[0079] (5) The methanol / water (8:2) fraction obtained in the above step (4) was separated by HPLC-RI and eluted with acetonitrile / water 70:30-90:10 as the mobile phase to obtain the new compound 1 (yield 0.002 %), 2 (0.001% yield), 3 (0.003% yield),...

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Abstract

The invention relates to structures of five new diterpenoid compounds (1-5), a preparation method and application of the five new diterpenoid compounds (1-5) in anti-inflammatory drugs, and the new compounds (1-5) have the following structures shown as the specification. The five new compounds have NO inhibition activity and can be used for development and application of anti-inflammatory drugs.

Description

technical field [0001] The invention belongs to the technical field of medicine, and in particular relates to a new diterpenoid compound in Huoyele and its preparation method and application. Background technique [0002] NO (Nitric oxide) is an important messenger molecule, which plays a key role in various physiological and biochemical processes and has a miraculous physiological regulation function. In many tissues, although the real release amount is still difficult to detect, different concentrations of NO have been clearly released, and the change of the concentration is closely related to the physiological function of the body. 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-...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/48C07C69/28C07C69/533A61K31/22A61P29/00A61P25/28
CPCA61P25/28A61P29/00C07B2200/07C07C67/48C07C69/28C07C69/533C07C2603/86
Inventor 许婧郭远强梁月石照宇安莉君
Owner NANKAI UNIV
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