Three flavonoid glycosides extracted from pine needle of pinus tabulaeformis carr and preparation method thereof

A kind of technology of flavonoid glycosides and pine needles, applied in the field of three kinds of flavonoid glycosides and their preparation

Inactive Publication Date: 2011-04-13
HENAN UNIV OF CHINESE MEDICINE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Pinus tabulaeformis needles is a natural medicine with potential application prospects, but there are few reports on its chemical constituents. In order to clarify t

Method used

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  • Three flavonoid glycosides extracted from pine needle of pinus tabulaeformis carr and preparation method thereof
  • Three flavonoid glycosides extracted from pine needle of pinus tabulaeformis carr and preparation method thereof
  • Three flavonoid glycosides extracted from pine needle of pinus tabulaeformis carr and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] The pine needle 7.8kg of the fresh Pinus tabulaeformis that Henan produces just picked is the ethanol of 80% with the volume concentration of 10 times of the weight of the pine needles of Pinus tabulaeformis earlier, then the volume concentration of 8 times of the weight of the pine needles of Pinus tabulaeformis is 80% ethanol, at 75°C, continuously reflux extraction twice, each time for 2.5 hours, combine the extracts, filter, and recover the solvent under reduced pressure at 42°C to obtain 2022g of thick paste, add appropriate amount of water to disperse and dissolve, first extract with petroleum ether to Colorless, then extracted with ethyl acetate until colorless to obtain ethyl acetate extract (part), concentrated under reduced pressure to obtain 250 g of ethyl acetate thick paste, the ethyl acetate thick paste was subjected to silica gel column chromatography, followed by dichloromethane Gradient elution with a mixture of dichloromethane and methanol at a volume r...

Embodiment 2

[0018] With 9kg of fresh pine needles of pine needles that just picked off from Liaoning or Jilin, first use 8 times the volume concentration of pine needles of Chinese pine weight as 80% ethanol, and then use 10 times the volume of pine needles of Chinese pine Concentration of 80% ethanol, at 80°C, continuous reflux extraction twice, each time for 2.5 hours, combined extracts, filtered, and 45°C to recover the solvent under reduced pressure to obtain 2068g of thick paste, add appropriate amount of water to disperse and dissolve, first use petroleum ether Extract until colorless, and then extract with ethyl acetate until colorless to obtain ethyl acetate extract (part), concentrate under reduced pressure to obtain 264 g of ethyl acetate thick paste, which is subjected to silica gel column chromatography, followed by two Methylene chloride and methanol are used for gradient elution with a mixture of volume ratios of 100:1, 50:1, 40:1 and 30:1, and a mixture of dichloromethane an...

Embodiment 3

[0020]With 12kg of fresh pine needles of Pinus tabulaeformis produced in Gansu or Qinghai, 9 times the weight of the pine needles of Pinus tabulaeformis each time, the volume concentration is 80% ethanol, under 85 ℃, continuous reflux extraction twice, each 2.5 hours, combine the extracts, filter, and recover the solvent under reduced pressure at 48°C to obtain 2223g of a thick paste, add appropriate amount of water to disperse and dissolve, first extract with petroleum ether until colorless, then extract with ethyl acetate until colorless, and obtain ethyl acetate for extraction solution (part), concentrated under reduced pressure to obtain 322 g of ethyl acetate thick paste, and the ethyl acetate thick paste was subjected to silica gel column chromatography, followed by dichloromethane and methanol at volume ratios of 100:1, 50:1, 40:1 and 30 Gradient elution with a mixed solution composed of : 1, the component A obtained by eluting with a mixed solution composed of dichlorom...

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Abstract

The invention relates to three flavonoid glycosides extracted from pine needles of pinus tabulaeformis carr and a preparation method thereof, which solve the problem of extracting the three flavonoid glycosides from the pine needles of the pinus tabulaeformis carr effectively. The three flavonoid glycosides are 7,8,4'-trihydroxy-3,5-dimethoxy-6-methylflavone-8-O-beta-D-glucoside, 5,7,4'-trihydroxy-3-methoxy-6-methylflavone-7-O-beta-D-glucoside and 3,5,7,4'-tetrahydroxy-6-methylflavone-7-O-beta-D-glucoside. The preparation method comprises the following steps of: performing refluxing extraction in ethanol twice continuously, and recovering solvent under a reduced pressure to obtain thick paste; adding water to dissolve the thick paste, extracting by using petroleum ether and ethyl acetate until the thick paste is colorless, concentrating to obtain ethyl acetate thick paste; performing gradient elution by silicagel column chromatography, and eluting on a silicagel column to obtain the 7,8,4'-trihydroxy-3,5-dimethoxy-6-methylflavone-8-O-beta-D-glucoside, the 5,7,4'-trihydroxy-3-methoxy-6-methylflavone-7-O-beta-D-glucoside and the 3,5,7,4'-tetrahydroxy-6-methylflavone-7-O-beta-D-glucoside sequentially. The preparation method is advanced, reliable and stable, and is easy to operate.

Description

1. Technical field [0001] The invention relates to three flavonoid glycosides extracted from pine needles of Pinus tabulaeformis and a preparation method thereof. 2. Background technology [0002] Chinese pine aliases: red bark pine, short leaf pine, northeast black pine, native to China, with a wide range of natural distribution, mainly distributed in Liaoning, Jilin, Inner Mongolia, Hebei, Henan, Shanxi, Shaanxi, Shandong, Gansu, Ningxia, Qinghai, Northern Sichuan and other places. North Korea is also distributed. Its rosin, pine needles, pine branches, pine knots, pine oil, pine roots, and pine pollen have been used for medicinal purposes in successive dynasties. The pine needles are convenient to collect, and can be used to treat rheumatic impotence, bruises, insomnia, edema, eczema, scabies, and can treat meningitis, influenza, hookworms, etc. In recent years, it has been widely used in the treatment of rheumatism, cardiovascular and cerebrovascular diseases, diabete...

Claims

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Application Information

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IPC IPC(8): C07H17/07C07H1/08
Inventor 冯卫生郑晓珂张春磊
Owner HENAN UNIV OF CHINESE MEDICINE
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