Method for preparing aglycone and secondary glucoside through various glycoside hydolysis assisted by macroporous adsorption resin

Abstract

Various glycoside compounds and particularly glycoside compounds which are unstable, easy to oxidize and difficult to dissolve in water and an organic solvent are hydrolyzed under the actions of adsorption, dispersion, curing and settlement of macroporous adsorption resin to generate aglycone or a mixture of the aglycone and secondary glucoside, and the macroporous adsorption resin is secondarily eluted or primarily eluted by using an organic solvent to obtain aglycone, secondary glucoside and a mixture of the aglycone and the secondary glucoside. The invention provides a universal method for preparing the aglycone and the secondary glucoside by using the various glycoside compounds, the method is simple in operation, almost integrated in hydrolysis and separation, high in product purity, good in product yield, free of expensive reagent, capable of realizing repeated utilization of hydrolysate and the macroporous adsorption resin, environment-friendly, easy for realizing industrial production and low in cost and has great advantages as comparison with an enzyme hydrolysis method, a fermentation method and the like. By taking the hydrolysis of the total saponin of panax ginseng as an example, through the hydrolysis of acetic acid and other acids, more prosapogenins Rh2 of panax ginseng and protopanaxadiol aglycones are obtained, but a C17 side chain cyclization product is not obvious.

Description

technical field [0001] The macroporous adsorption resin of the present invention absorbs, disperses, solidifies, and settles various glycoside compounds, and prepares corresponding secondary glycosides and aglycones through hydrolysis, and its field is the field of chemistry and medicine. Background technique [0002] Glycosides are widely present: In nature, green plants and their algae synthesize carbon dioxide and water into sugars and release oxygen through the action of light. The generated sugars are further metabolized through different pathways to generate a series of organic compounds, such as flavonoids, anthraquinones, saponins, alkaloids, organic acids and other compounds, to maintain plant life activities and different characteristics of species. Acidic or basic compounds synthesized by plants usually exist in the form of salts in plants, such as calcium acetate, morphine sulfate, etc., which have a large solubility in water so that they can be transported to va...

AI Technical Summary

Problems solved by technology

[0005] Disadvantages of alkali, enzyme, and acid hydrolysis: Alkaline hydrolysis: phenolic glycosides such as flavonoid glycosides and anthraquinone glycosides are easy to damage the mother nucleus in lye, and the usage is very limited. Only neutral glycosides are used, but the choice of cracking glycoside bonds Poor performance, complex cleavage products, and low yield; enzymatic hydrolysis: This method requires a proprietary enzyme, and the enzymatic hydrolysis speed is slow, takes a long time, and the cost is high. It is suitable for the preparation of expensive monoglycosides and aglycones, such as ginsenoside Rh2 and Rg3: Although acid hydrolysis is relatively simple and low in cost, acid hydrolysis also has many disadvantages. It is required that glycosides are relatively stable to heat and acid, easily soluble in water or organic alcohol solvents, and should not be oxidized

The method is cumbersome, the source of helicase is more expensive, and it does not have industrialization

Therefore, the existing publicly published literature, such as papers, patents, etc., prepares naringenin from naringin, and the process is not ideal.

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