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Preparation method and application of a prenylated flavonoid compound with neuroprotective effect

A technology for prenylation of flavonoids and neuroprotection, applied in the field of medicine, can solve problems such as no patents or literature reports, and achieve significant economic and social benefits.

Inactive Publication Date: 2017-05-10
HENAN UNIV OF CHINESE MEDICINE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The prenylated flavonoids involved in the present invention and their biological activity have not been patented or reported in the literature so far

Method used

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  • Preparation method and application of a prenylated flavonoid compound with neuroprotective effect
  • Preparation method and application of a prenylated flavonoid compound with neuroprotective effect
  • Preparation method and application of a prenylated flavonoid compound with neuroprotective effect

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0012] In the specific implementation of the present invention, the prenylated flavonoids with neuroprotective effect can be extracted 3 times from 9 kg of lotus lobularis with 18 L of ethanol with a volume ratio of 95% under reflux, and the extraction temperature is 95 ° C. The extraction time is 1.5 hours, and ethanol is recovered under reduced pressure to obtain extract-like ethanol extract, which is suspended in 3.2L of distilled water, and extracted 3 times with petroleum ether, dichloromethane, ethyl acetate, and n-butanol successively. 3.2L each time, the time is 1.5 hours; the ethyl acetate extraction part is separated by silica gel column chromatography, and the volume ratio is 100:0, 100:5, 100:7, 100:10, 100:30, 100:50, 100:70, 100:100, 100:200, 0:100 petroleum ether-acetone mixed solvent for gradient elution, each gradient uses 13L eluent, the flow rate is 15mLmin -1 , each 500mL is a fraction, collect 260 fractions, and each fraction is detected and analyzed by si...

Embodiment 2

[0014] In the specific implementation of the present invention, the prenylated flavonoids with neuroprotective effect can also be extracted from 6 kg of lotus lobata with 18 L of ethanol with a volume ratio of 95% under reflux for three times, and the extraction temperature is 95°C. The extraction time is 1.5 hours each time, and ethanol is recovered under reduced pressure to obtain extract-like ethanol extract, which is suspended in 3.2L of distilled water, and extracted three times with petroleum ether, dichloromethane, ethyl acetate, and n-butanol successively, 3.2L each time, the time is 1.5 hours; the ethyl acetate extraction part is separated by silica gel column chromatography, and the volume ratio is 100:0, 100:5, 100:7, 100:10, 100:30, 100:50 , 100:70, 100:100, 100:200, 0:100 petroleum ether-acetone mixed solvents for gradient elution, each gradient uses 9.1L eluent, and the flow rate is 10mLmin -1, each 350mL is a fraction, collect 260 fractions, and each fraction is...

Embodiment 3

[0016] In the specific implementation of the present invention, the prenylated flavonoids with neuroprotective effect can also be extracted from 8 kg of lotus lobata with 24 L of ethanol with a volume ratio of 85% under reflux for three times, and the extraction temperature is 92°C. The extraction time is 1.5 hours each time, and ethanol is recovered under reduced pressure to obtain extract-like ethanol extract, which is suspended in 2.8L of distilled water, and extracted three times with petroleum ether, dichloromethane, ethyl acetate, and n-butanol successively. Each time 2.8L, the time is 1.5 hours; the ethyl acetate extraction part is separated by silica gel column chromatography, and the volume ratio is 100:0, 100:5, 100:7, 100:10, 100:30, 100:50 , 100:70, 100:100, 100:200, 0:100 petroleum ether-acetone mixed solvents for gradient elution, each gradient uses 11.7L eluent, and the flow rate is 13mLmin -1 , each 450mL is a fraction, collect 260 fractions, and each fraction ...

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Abstract

The invention relates to a preparation method and application of an isopentene alkenylation flavonoid compound with a nerve protection effect. The purposes of preparing the isopentene alkenylation flavonoid compound with the nerve protection effect and preparing medicine for preventing and controlling neurodegenerative diseases are effectively achieved. Fructus podophylli is extracted by ethyl alcohol through heating and refluxing, ethyl alcohol is recycled in a pressure reduction mode and suspended in distilled water, extraction is conducted through petroleum ether, dichloromethane, ethyl acetate and normal butanol, the ethyl acetate extraction part is separated through silica gel column chromatography and eluted through petroleum ether-acetone in a gradient mode, 260 flow parts are collected and combined into 16 components, gel column chromatography and methyl alcohol elution are conducted on the component Fr.2, 35 flow parts are collected, the sub-component Fr.2-1 obtained through combination is eluted through open ODS column chromatography and methyl alcohol-water elution, and elution liquid is collected to obtain sinopodophyllum hexandrum ketone F, sinopodophyllum hexandrum ketone C, sinopodophyllum hexandrum ketone D and sinopodophyllum hexandrum ketone G. The prepared sinopodophyllum hexandrum ketone C, the prepared sinopodophyllum hexandrum ketone D, the prepared sinopodophyllum hexandrum ketone F and the prepared sinopodophyllum hexandrum ketone G have a nerve protection effect.

Description

technical field [0001] The invention relates to medicine, in particular to a preparation method and application of prenylated flavonoids with neuroprotective effect. Background technique [0002] Neurodegenerative disease is a serious disease of the nervous system, a disease state in which cells and neurons of the brain or spinal cord are lost. Mainly include Alzheimer's disease, Huntington's disease, Parkinson's disease, amyotrophic lateral sclerosis, multiple sclerosis, diabetic retinopathy, multiple infarct dementia, macular degeneration, etc. With the advent of the age of human aging, the incidence of neurodegenerative diseases, especially Alzheimer's disease, is increasing year by year. The prevalence rate is 11.5% for those over 75 years old, and higher than 30% for those over 85 years old. Society and family will take a heavy burden. The drugs currently used clinically only reduce or improve the symptoms of neurodegenerative diseases, and no effective method has bee...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D311/64C07D493/04A61P25/28
CPCC07D311/64C07D493/04
Inventor 孙彦君裴莉昕张艳丽徐学琴王俊敏高美玲郝志友纪宝玉陈辉
Owner HENAN UNIV OF CHINESE MEDICINE
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