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A preparation method and application of prenylated flavonoids with anti-liver cancer activity

A technology for prenylation of flavonoids and compounds, 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: 2017-04-26
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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  • A preparation method and application of prenylated flavonoids with anti-liver cancer activity
  • A preparation method and application of prenylated flavonoids with anti-liver cancer activity
  • A preparation method and application of prenylated flavonoids with anti-liver cancer activity

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Experimental program
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Effect test

Embodiment 1

[0012] In the specific implementation of the present invention, the prenylated flavonoids with anti-liver cancer activity 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 b...

Embodiment 2

[0014] In the specific implementation of the present invention, the prenylated flavonoids with anti-liver cancer activity can also be extracted from 6 kg of lotus lobata with 30 L of ethanol with a volume ratio of 75% under reflux for three times at an extraction temperature of 90°C. The extraction time is 2 hours each time, and the ethanol is recovered under reduced pressure to obtain extract-like ethanol extract, which is suspended in 2L of distilled water, and extracted 3 times with petroleum ether, dichloromethane, ethyl acetate, and n-butanol successively. 2L each time, the time is 2 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 9.1L eluent, the flow rate is 10mLmin -1 , each 350mL is a fraction, collect 260 fractions, and each fraction is detected a...

Embodiment 3

[0016]In the specific implementation of the present invention, the prenylated flavonoids with anti-liver cancer activity can also be extracted from 8 kg of Lily lobata as a raw material, heated and refluxed for 3 times with 24 L of ethanol with a volume ratio of 85%, 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 fract...

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Abstract

The invention relates to a preparation method and application of a prenylated flavonoid compound with anti-hepatoma activity, and effectively solves the problem about preparation of anti-hepatoma medicine through preparation of the prenylated flavonoid compound with anti-hepatoma activity. The method comprises the following steps: heating fructus podophylli with ethyl alcohol for reflux extraction; reducing pressure for recycling ethyl alcohol; suspending in distilled water; extracting with petroleum ether, dichloromethane, ethyl acetate and n-butyl alcohol; carrying out chromatographic separation at ethyl acetate extraction parts through a silica gel column; carrying out gradient elution with petroleum ether-acetone; collecting 260 flow parts, carrying out silica gel thin-layer chromatographic detection analysis on the flow parts, and combing to obtain components Fr.1-Fr.16; eluting component Fr.5 with methyl alcohol through gel column choromatography, carrying out the silica gel thin-layer chromatographic detection analysis, combining to obtain sub-component Fr.5-2, purifying, and carrying out gradient elution with petroleum ether-acetone, so as to obtain sinoflavonoid H, sinoflavonoid I and sinoflavonoid E. The sinoflavonoid E, sinoflavonoid H and sinoflavonoid I prepared through the preparation method have anti-hepatoma activity, and are effectively used for preparing anti-hepatoma medicine.

Description

technical field [0001] The invention relates to medicine, in particular to a preparation method and application of prenylated flavonoids with anti-liver cancer activity. Background technique [0002] Malignant tumors have become one of the major diseases that seriously affect human health and threaten human life. Liver cancer refers to malignant tumors that occur in the liver. There are about 600,000 new patients with liver cancer every year in the world. About 110,000 patients die from liver cancer every year in my country, accounting for 45% of the deaths from liver cancer in the world. Synthetic anti-liver cancer drugs widely used in clinical practice generally have side effects such as hair loss, anemia and gastrointestinal discomfort. Therefore, strengthening the research on the treatment of liver cancer, prolonging the survival period of patients, and improving the quality of life of patients are urgent tasks for pharmaceutical workers. Chinese herbal medicine has a...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D493/04C07D311/30C07D311/40A61P35/00
CPCC07D311/30C07D311/40C07D493/04
Inventor 孙彦君司金光张艳丽纪宝玉王俊敏裴莉昕高美玲郝志友陈辉
Owner HENAN UNIV OF CHINESE MEDICINE