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Method for separating flavonoid compounds from ginkgo biloba extract by utilizing simulated moving bed

A technology that simulates moving bed and flavonoids, which can be used in drug combination, organic chemistry, allergic diseases, etc., and can solve problems such as research on limiting biological activity.

Active Publication Date: 2018-07-03
周至县天一固本堂生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the obtained compounds of formula I and formula II are only a few milligrams, which greatly limits the research on its biological activity

Method used

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  • Method for separating flavonoid compounds from ginkgo biloba extract by utilizing simulated moving bed
  • Method for separating flavonoid compounds from ginkgo biloba extract by utilizing simulated moving bed
  • Method for separating flavonoid compounds from ginkgo biloba extract by utilizing simulated moving bed

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] (1) Take dried ginkgo leaves (1.0kg) and crush them to 20-80 meshes, add β-glucosidase aqueous solution (2.5L) with a mass fraction of 6% to soak for 8 hours, and then add 1:1 volume ratio of Hydroethanol and 3% Na 2 CO 3 The mixed solution (10L) of the solution was extracted under reflux for 12h, filtered, and the filtrate was concentrated to obtain 11.2g of crude extract;

[0033] (2) Take 10 g of the crude extract obtained in step (1) and disperse it with 150 mL of water, adjust the pH to 4.0-5.0 with dilute hydrochloric acid, extract twice with ethyl acetate, combine the organic phases, and concentrate to obtain 1.80 g of the extract ;

[0034] (3) The extract (1.80g) obtained in step (2) is adsorbed by AB-8 type macroporous resin, and is eluted with 95% ethanol for 3 column volumes with a volume fraction, and the eluent is concentrated and dried to obtain the ginkgo biloba Lute flavone extract 865mg, hereinafter referred to as product A.

Embodiment 2

[0036] (1) Take dried ginkgo leaves (1.0kg) and crush them to 20-80 meshes, add 8% β-glucosidase aqueous solution (2.0L) to soak for 6 hours, then add 1:1 volume ratio of Hydroethanol and 5% Na 2 CO 3 The mixed solution (8L) of the solution was extracted by reflux for 10h, filtered, and the filtrate was concentrated to obtain 11.8g of crude extract;

[0037] (2) Take 10 g of the crude extract obtained in step (1) and disperse it with 100 mL of water, adjust the pH to 4.0-5.0 with acetic acid, extract 3 times with ethyl acetate, combine the organic phases, and concentrate to obtain 1.82 g of the extract;

[0038] (3) The extract (1.82g) obtained in step (2) is adsorbed by D101 type macroporous resin, and 5 column volumes are eluted with ethanol with a volume fraction of 95%, and the eluate is concentrated and dried to obtain the ginkgo leaf flavonoids Extract 881mg, hereinafter referred to as product B.

Embodiment 3

[0040] Get product A (50mg) first through Sephadex LH-20 gel column chromatography, eluent is CH 2 Cl2 : MeOH=1:1, and then prepared by high performance liquid chromatography HPLC, the chromatographic column is Hypersil 300A C18, 10×250mm, 10μm, the flow rate is 2mL / min, and the mobile phase is MeOH:H 2 O=55:45 gave the compound of formula I (7.3 mg) and compound of formula II (5.2 mg), respectively.

[0041]

[0042] The structure confirmation data of the compound of formula I: ESIMS m / z 371.1[M+H] + , 1 H, 13 C NMR data is shown in the table below; structure confirmation data of the compound of formula II: ESIMS m / z 413.1[M+H] + , 1 H, 13 C NMR data are given in the table below.

[0043] Formula I, II 1 H, 13 C NMR data (Acetone-d 6 , 400 / 100MHz)

[0044]

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Abstract

The invention relates to a method for separating flavonoid compounds from ginkgo biloba extract by utilizing a simulated moving bed. The method comprises the following steps: (1) taking right amount of ginkgo leaf flavonoid extract, preparing a methanol solution with the concentration of 40-60g / L as a feed; and (2) enabling the feed obtained in the step (1) to enter a simulated moving bed system and separating to obtain flavonoid compounds of a structure shown in a formula I, wherein the content of compounds shown in the formula I and a formula II in the ginkgo leaf flavonoid extract in the step (1) is 25% or above, and the structures of the formula I and the formula II as shown in the description.

Description

technical field [0001] The invention belongs to the field of separation and purification of a simulated moving bed, in particular to a method for separating flavonoids from ginkgo biloba extract by using a simulated moving bed. Background technique [0002] Ginkgo biloba leaves are flat in nature, sweet, bitter, and astringent in taste, return to the heart and lung meridian, and have the effects of astringing the lungs, relieving asthma, promoting blood circulation, removing blood stasis, and relieving pain. The chemical components in Ginkgo biloba are complex, and the main bioactive components include flavonoids, ginkgolides, organic acids and other substances. Among them, the content of flavonoids is relatively high. Flavonoids have anti-oxidation, anti-aging, antibacterial and anti-viral effects, and are safe, reliable, and healthy to eat, and can be used for processing medicines and health foods. [0003] The research on flavonoids in Ginkgo biloba has always been a hot...

Claims

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Application Information

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IPC IPC(8): C07D311/30C07D311/40A61P37/02
CPCC07D311/30C07D311/40
Inventor 范丛山谢伟
Owner 周至县天一固本堂生物科技有限公司
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