Compound 3, 7, 11-cembratriene-2, 6-diol as well as preparation method and application thereof

A technology of cerebrotriene and compound, which is applied to compound 3,7,11-cerebrotriene-2,6-diol and its preparation and application fields, and can solve the problem of unseen patent documents of preparation methods, unseen nerve cells, etc. It can achieve good neuroprotective effect, prevent and treat neurodegenerative diseases, and inhibit neuronal cell damage.

Active Publication Date: 2020-09-01
ZHENGZHOU UNIVERSITY OF LIGHT INDUSTRY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there is no research report on the use of this type of compound for nerve cell protection, and there is no patent document on the preparation method of this type of monomer

Method used

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  • Compound 3, 7, 11-cembratriene-2, 6-diol as well as preparation method and application thereof
  • Compound 3, 7, 11-cembratriene-2, 6-diol as well as preparation method and application thereof
  • Compound 3, 7, 11-cembratriene-2, 6-diol as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] The preparation method of compound 3,7,11-cembratriene-2,6-diol, the steps are as follows:

[0040] 1) 5 kg of fresh tobacco leaves were rinsed three times with dichloromethane and filtered. At 45 °C, dichloromethane was distilled and concentrated under reduced pressure to obtain 500 g of brown extract. The extract was redissolved in 1 L of dichloromethane, and washed with 500 mL of 5% phosphoric acid solution. After washing three times, the dichloromethane phase was collected and distilled under reduced pressure to obtain 386 g of a crude extract containing hucipressanes.

[0041] 2) Take 80 g of the crude extract and separate it by silica gel column chromatography, first use petroleum ether / ethyl acetate with volume ratios of 10:1, 8:1, 6:1, 4:1, 1:1, 3:4 The eluate was eluted with ethyl acetate and methanol in sequence, collected once in 250 mL, and the crude product of the new compound 3,7,11-cembratriene-2,6-diol was obtained after detection and collection.

[00...

Embodiment 2

[0049] The preparation method of compound 3,7,11-cembratriene-2,6-diol, the steps are as follows:

[0050] 1) 5 kg of fresh tobacco leaves were rinsed three times with dichloromethane and filtered. At 43°C, dichloromethane was distilled and concentrated under reduced pressure to obtain 500 g of brown extract. The extract was redissolved in 0.9 L of dichloromethane, and washed with 550 mL of 8% phosphoric acid solution. After washing three times, the dichloromethane phase was collected and distilled under reduced pressure to obtain 377 g of a crude extract containing hucipressanes.

[0051] 2) Take 80 g of the crude extract and separate it by silica gel column chromatography, first use petroleum ether / ethyl acetate with volume ratios of 10:1, 8:1, 6:1, 4:1, 1:1, 3:4 The eluate was eluted with ethyl acetate and methanol in sequence, collected once in 250 mL, and the crude product of the new compound 3,7,11-cembratriene-2,6-diol was obtained after detection and collection.

[0...

Embodiment 3

[0057] The preparation method of compound 3,7,11-cembratriene-2,6-diol, the steps are as follows:

[0058] 1) 5 kg of fresh tobacco leaves were rinsed three times with dichloromethane and filtered. At 45 °C, dichloromethane was distilled and concentrated under reduced pressure to obtain 500 g of brown extract. The extract was redissolved in 0.8 L of dichloromethane, and washed with 60 mL of 7% phosphoric acid solution. After washing three times, the dichloromethane phase was collected and distilled under reduced pressure to obtain 390 g of a crude extract containing hucipressanes.

[0059] 2) Take 80 g of the crude extract and separate it by silica gel column chromatography, first use petroleum ether / ethyl acetate with volume ratios of 10:1, 8:1, 6:1, 4:1, 1:1, 3:4 The eluate was eluted with ethyl acetate and methanol in sequence, collected once in 250 mL, and the crude product of the new compound 3,7,11-cembratriene-2,6-diol was obtained after detection and collection.

[0...

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Abstract

The invention belongs to the field of medicines, in particular relates to a compound 3, 7, 11-cembratriene-2, 6-diol as well as a preparation method and application thereof. The novel tobacco compound3, 7, 11-cembratriene-2, 6-diol has an obvious effect of preventing and treating neurodegenerative diseases, firstly, the novel tobacco compound 3, 7, 11-cembratriene-2, 6-diol has an obvious protective effect on SH-SY5Y cell oxygen sugar deprivation injury; and 2, an obvious protection effect is achieved on glutamic acid induced damage of SH-SY5Y cells. Pharmacological tests prove that the compound can effectively inhibit oxygen-glucose deprivation and glutamic acid induced neuron damage, and have the potential of being further developed into drugs for preventing and/or treating stroke and other neurodegenerative diseases.

Description

technical field [0001] The present invention belongs to the field of medicine, and relates to a compound 3,7,11-cembratriene-2,6-diol and its preparation method and application, in particular to a new compound 3,7,11 isolated from fresh tobacco leaves - Cembratriene-2,6-diol, its preparation method, pharmaceutical composition containing the compound and its application in preventing and / or treating neurodegenerative diseases such as stroke. Background technique [0002] Stroke, commonly known as cerebral apoplexy, is a cerebrovascular disease in which blood circulation in the brain is interrupted due to blockage or rupture of blood vessels in the brain, thereby causing damage to brain tissue. It has the highest morbidity, mortality and disability rate in the world. It has become the number one cause of death among Chinese residents and seriously threatens the health of the people. Along with the raising of people's living standard and the change of lifestyle, the sickness r...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C35/02C07C29/76C07C29/78C07C29/80A61K31/047A61P25/00A61P25/16A61P25/28A61P9/10
CPCC07C35/02C07C29/76C07C29/78C07C29/80A61P25/00A61P25/16A61P25/28A61P9/10C07C2601/18
Inventor 毛多斌杨鹏飞黄申徐改改白冰杨靖贾春晓
Owner ZHENGZHOU UNIVERSITY OF LIGHT INDUSTRY
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