Seven withanolides compounds derived from cape gooseberries as well as preparation method and application of the withanolides compounds

A technology of ester compounds and compounds, applied in the field of medicine, can solve problems such as tissue surrounding cells and cell damage

Pending 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 withanolides compounds derived from cape gooseberries as well as preparation method and application of the withanolides compounds
  • Seven withanolides compounds derived from cape gooseberries as well as preparation method and application of the withanolides compounds
  • Seven withanolides compounds derived from cape gooseberries as well as preparation method and application of the withanolides compounds

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] (1) 10 kg of the whole plant of Lanternia is extracted with methanol for 3 times (amount of 3 × 60 L), and the extract is recovered under reduced pressure to obtain a crude extract;

[0050] (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;

[0051] (3) Step (2) is separated by silica gel column chromatography, followed by petroleum ether: acetone 100:0, 100:2, 100:4, 100:7, 100:10, 100:14, 100:19, 100: 25, eluted at 100:33;

[0052] (3) Petroleum ether obtained in the above step (2): acetone 100: 2~100: 25 fractions are separated by medium pressure liquid chromatography (MPLC), using methanol / water 6: 4~9: 1 as mobile phase gradient Elution;

[0053] (4) The methanol / water (7:3) fraction obtained in the above step (3) was separated by HPLC-RI, and was eluted with methanol / water 60:40~90:10 as mobile phase to obtain compound 1 (yield 0.001%) ), 2 (0.001% yield)...

Embodiment 2

[0070] (1) 10.0 kg of the whole plant of Lanternia japonica was heated and extracted with ethanol for 3 times (amount of 3 × 48 L), and the extract was recovered under reduced pressure to obtain a crude extract;

[0071] (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;

[0072] (3) Step (2) is separated by silica gel column chromatography, followed by petroleum ether: ethyl acetate 100:0, 100:2, 100:4, 100:7, 100:10, 100:15, 100:22, 100:30 elution;

[0073] (3) Petroleum ether obtained in the above step (2): ethyl acetate 100:2~100:22 fractions are separated by medium pressure liquid chromatography (MPLC), using methanol / water 6:4~9:1 as the mobile Phase gradient elution;

[0074] (4) The methanol / water (7:3) fraction obtained in the above step (3) was separated by HPLC-RI, and eluted with methanol / water 60:40~90:10 as the mobile phase to obtain 1 (yield 0.002%) , 2 (...

Embodiment 3

[0077] (1) 10.0 kg of the whole plant of Lanternia is extracted 3 times with acetone (amount of 3 × 60 L), and the extract is recovered under reduced pressure to obtain a crude extract;

[0078] (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;

[0079] (3) Step (2) is separated by silica gel column chromatography, followed by petroleum ether: acetone 100:0, 100:2, 100:3, 100:5, 100:7, 100:10, 100:15, 100: 25 elution;

[0080] (3) The petroleum ether obtained in the above step (2): 100:2~100:25 fractions of acetone are separated by medium pressure liquid chromatography (MPLC), using methanol / water 7:3~9:1 as the mobile phase gradient Elution;

[0081] (4) The methanol / water (8:2) fraction obtained in the above step (3) is separated by HPLC-RI, and the new compound 1 (yield 0.001 %), 2 (0.001% yield), 3 (0.001% yield), 4 (0.002% yield), 5 (0.002% yield), 6 (0.002% y...

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PUM

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Abstract

The invention discloses seven withanolides compounds derived from cape gooseberries as well as a preparation method and application of the withanolides compounds, and relates to structures of five new(1-5) and two known (6-7) withanolides compounds in the cape gooseberries, a preparation method of the withanolides compounds and application of the withanolides compounds in anti-inflammatory and neurodegenerative disease treatment medicines. The compounds (2-4, 6, 7) provided by the invention have good NO inhibition activity, and can be used for development and application of anti-inflammatoryand neurodegenerative disease treatment drugs.

Description

technical field [0001] The invention belongs to the technical field of medicine, and in particular relates to the withanolalide compound in the lantern fruit 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 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 producti...

Claims

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Application Information

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IPC IPC(8): C07J17/00C07J71/00A61K31/58A61K31/585A61P29/00A61P25/28A61P25/16
CPCC07J17/00C07J71/001A61P29/00A61P25/28A61P25/16
Inventor 许婧郭远强董邦健安莉君
Owner NANKAI UNIV
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