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Method for separating galanthamine from plant extract

A technology of plant extracts and galantamine, applied in the direction of organic chemistry, can solve problems that have not been seen, and achieve the effects of less consumption of raw materials, high yield, and simple process operation

Active Publication Date: 2005-05-04
GUANGDONG TECHPOOL BIO-PHARMA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

But above-mentioned patent literature and non-patent literature all do not see relevant and the record of the method for ion-exchange resin adsorption, eluting galantamine identical with the claims of the present invention

Method used

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  • Method for separating galanthamine from plant extract

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Amaryllidaceae plant extract 10kg, add 1% hydrochloric acid solution to dissolve, adjust and maintain the acidity of the solution. Remove the insoluble particles in the solution by filtration, exchange through a well-balanced STREAMLINE SP cation exchange resin (2L), wash the resin with water to neutrality, carry out gradient elution with 1mol / L sodium chloride solution, track and detect with TLC method, collect Has the same R as Galantamine f Value fractions were basified to pH 9.2 with saturated sodium carbonate solution, extracted 5 times with ethyl acetate (500ml×2, 250ml×3), dried over anhydrous sodium sulfate, and distilled to dryness under reduced pressure to obtain galantamine 10.2 g of the free base crude product was recrystallized with acetone to obtain 8.0 g of galantamine free base crystals with a content of about 99%.

Embodiment 2

[0029] Amaryllidaceae plant extract 10kg, add 1% hydrochloric acid solution to dissolve, adjust and maintain the acidity of the solution. Remove the insoluble particles in the solution by filtration, exchange through the transformed Amberlite CG-120 cation exchange resin (10L), wash the resin with water to neutrality, carry out gradient elution with 5% ammonia water / ethanol solution, track and detect with TLC method, collect Has the same R as Galantamine f Fractions of value, distillation recovery ethanol. The solution was adjusted to pH 9.2, extracted 5 times with chloroform (500ml×2, 250ml×3), dried over anhydrous sodium sulfate, and distilled to dryness under reduced pressure to obtain 13.1g of crude galantamine free base, which was recrystallized with acetone to obtain 8.5 g of galantamine free alkali crystals with a content of about 99%.

Embodiment 3

[0031] Amaryllidaceae plant extract 10kg, add 1% hydrochloric acid solution to dissolve, adjust and maintain the acidity of the solution. Remove the insoluble particles in the solution by filtration, exchange through the transformed STREAMLINE SP cation exchange resin (2L), wash the resin with water to neutrality, and use 0.1mol / L, 0.2mol / L, 0.3mol / L, 0.4mol / L respectively , 0.6mol / L, 0.8mol / L sodium chloride / 20% ethanol solution for elution, follow-up detection with TLC method, collection and galantamine have the same R f Value fractions were basified to pH 9.2 with saturated sodium carbonate solution, extracted 5 times with ethyl acetate (500ml×2, 250ml×3), dried over anhydrous sodium sulfate, and distilled to dryness under reduced pressure to obtain galantamine 10.5 g of the free base crude product was recrystallized from acetone to obtain 8.1 g of galantamine free base crystals with a content of about 99%.

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Abstract

The invention relates to a kind of effective constituent separation method in vegetation extract, especially the method of separating galantamine from vegetation extract containing amaryllidaceae alkaloid. The industrial art is as follows: make vegetation extract containing amaryllidaceae alkaloid have pretreatment; adsorb and elute with cation exchange resin; track and detect the elution flowing composition; make the flowing composition in galantamine have concentration and enrichment; after get virgin product of galantamine free alkali, make it have recrystallization with organic solvent; finally, the galantamine free alkali crystallization with about 99% purity can be acquired.

Description

(1) Technical field [0001] The invention relates to a method for extracting effective medicinal components of plants, in particular to a method for separating galantamine from many other alkaloids from plant extracts containing amaryllidaceae alkaloids. (2) Background technology [0002] Galanthamine is a phenanthridine alkaloid discovered by scholars in the former Soviet Union in the 1950s. It is a reversible acetylcholinesterase inhibitor. Retention and as an antidote to curare, it has been used in the treatment of Alzheimer's disease in recent years, and is expected to become the drug of choice for the treatment of Alzheimer's disease. [0003] The chemical name of galantamine is, 11-methyl-3-methoxy-4α,5,9,10,11,12-hexahydro-6H-benzofuran[3α,3,2-ef][2 ] Benzazepine-6-ol, the structural formula is as shown in the figure below. [0004] [0005] Medicinal galantamine is extracted from natural plants. These plants are distributed in the fields of Amaryllis genus, Snow...

Claims

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Application Information

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IPC IPC(8): C07D491/06
Inventor 傅和亮王宁何宣扬王晓岩匡卫文
Owner GUANGDONG TECHPOOL BIO-PHARMA CO LTD
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