Biflavone compounds and preparation method and application thereof

A technology for bisflavonoids and compounds, applied in the field of medicine, can solve problems such as unreported bisflavonoids, and achieve the effects of significant antiviral activity, novel and unique structure, and significant anti-inflammatory activity

Active Publication Date: 2020-04-17
GUANGDONG HOSPITAL OF TRADITIONAL CHINESE MEDICINE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, among the isolated flavonoids related to Hove

Method used

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  • Biflavone compounds and preparation method and application thereof
  • Biflavone compounds and preparation method and application thereof
  • Biflavone compounds and preparation method and application thereof

Examples

Experimental program
Comparison scheme
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Embodiment 1

[0035] The preparation of embodiment 1 compound 1-3

[0036] (1) Take 1000 g of dried and mature seeds of Hovenia dulcis, pulverize them, and extract them under reflux with 5 L of ethanol-water solution with a volume concentration of 60% for 3 times, and recover the extract under reduced pressure to obtain the ethanol crude extract of Hovenia dulcis;

[0037] (2) The D101 macroporous adsorption resin of 25-100nm is separated with the D101 macroporous adsorption resin of the ethanol crude extract of Hovenia dulcis in step (1) gained, and is 0:1, 1:9, 3:7, 5: 5, 7:3, 9:1 ethanol / water for gradient elution, during the elution process, the eluate was monitored by a mass spectrometer, and according to the physical and chemical properties of compounds 1 to 3 to be separated, collected at a volume concentration of 30% ethanol-water solution (i.e. ethanol / water with a volume ratio of 3:7) is the eluate obtained by eluent elution;

[0038] (3) The eluate collected in step (2) is separ...

Embodiment 2

[0057] (1) Get 1500 g of dried and mature seeds of Hovenia dulcis, pulverize them and extract them twice with 10 L of ethanol-water solution with a volume concentration of 80%, and recover the extract under reduced pressure to obtain the ethanol crude extract of Hovenia dulcis;

[0058] (2) The D101 macroporous adsorption resin of 25-100nm is separated by the ethanol crude extract of Hovenia dulcis in step (1) gained, and is 0:1, 2:8, 4:6, 6 with volume ratio respectively: 4. Carry out gradient elution with 8:2 methanol / water. During the elution process, the eluate is monitored by a mass spectrometer, and according to the physical and chemical properties of the compounds 1-3 to be separated, the compound with a volume ratio of 4:6 is collected. Methanol / water is the eluate obtained by eluent elution;

[0059] (3) the methanol / water obtained in the step (2) is 4:6 in volume ratio as the eluent elution and the collected eluate is separated by silica gel column chromatography, an...

Embodiment 3

[0063] (1) Take 2000 g of dried and mature seeds of Hovenia dulcis, pulverize them and use 14 L volume concentration of 50% ethanol-water solution to heat and ultrasonically extract twice, recover the extract under reduced pressure to obtain the ethanol crude extract of Hovenia dulcis;

[0064] (2) The D101 macroporous adsorption resin of 25-100nm is separated with the D101 macroporous adsorption resin of the ethanol crude extract of Hovenia dulcis in step (1) gained, and is 0:1, 1:9, 3:7, 5: 5. Gradient elution with ethanol / water of 7:3 and 95:5, during the elution process, the eluate was monitored by mass spectrometer, and according to the physical and chemical properties of compounds 1 to 3 to be separated, collected at a volume ratio of The ethanol / water of 3:7 is the eluate obtained by eluent elution;

[0065] (3) the eluent collected in the ethanol / water with a volume ratio of 3:7 as the eluent elution collected in step (2) is separated by silica gel column chromatograph...

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Abstract

The invention discloses biflavone compounds. The biflavone compounds are compounds obtained by connecting any one compound as shown in a formula I, a formula II or a formula III with any one compoundas shown in the formula I, the formula II and the formula III in a 2'-2''' C-C connection mode, or pharmaceutically acceptable salts thereof, wherein the formula I, the formula II and the formula IIIare as described in the specification. According to the biflavone compounds provided by the invention, the compounds as shown in a formula VII, a formula VIII and a formula IX are natural biflavone compounds separated from hovenia dulcis thunb. The results of in-vitro anti-respiratory syncytial virus activity tests and anti-inflammatory activity tests show that the biflavone compounds as shown inthe formula VII, the formula VIII or the formula IX have remarkable antiviral activity and anti-inflammatory activity, and can be used for preparing drugs or food with antiviral and/or anti-inflammatory effects.

Description

technical field [0001] The invention belongs to the technical field of medicine, and in particular relates to a biflavonoid compound and its preparation method and application. Background technique [0002] Hovenia dulcis is the dry and mature seed of Hovenia dulcis in the family Rhamnaceae, also known as jujube, wood honey, chicken distance, etc. Traditional Chinese medicine believes that it is sweet in nature, flat in taste, and non-toxic. It has the effect of relieving alcohol and protecting the liver. It is commonly used in folks to protect the liver, relieve alcohol poisoning, and treat hiccups and dysuria. Pharmacological studies have shown that flavonoids are the effective material basis of Hovenia dulcis, which has the functions of protecting the liver, relieving alcohol, anti-oxidation, and anti-inflammation. [0003] The paper "Effective Components and Processing and Utilization of Jujube" published by Wang Tingting et al. (Chinese Food and Nutrition 2018, 24(10):...

Claims

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Application Information

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IPC IPC(8): C07D311/32C07D311/40A61P31/12A61P31/16A61P29/00A61K31/352
CPCC07D311/32C07D311/40A61P31/12A61P31/16A61P29/00
Inventor 徐方方刘博张晓琦叶文才高美华李药兰
Owner GUANGDONG HOSPITAL OF TRADITIONAL CHINESE MEDICINE
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