Method for catalyzing and hydrolyzing natural nucleoside compound by metal ion

A metal ion, catalytic hydrolysis technology, applied in the direction of steroids, chemical instruments and methods, steroid preparation, etc., can solve the problems of strict cultivation conditions, saponin damage, and many by-products, and achieve simple, safe, and destructive The effect of no pollution and low preparation cost

Active Publication Date: 2010-09-15
SUNFLOWER PHARM GRP (TIANJIN) DRUG RES INST CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the past, the acid-base hydrolysis method was often used, but the acid-base hydrolysis method has violent reactions, poor reaction selectivity, great damage to saponins and many by-products, and will pollute the environment at the same time
The microbial enzyme conversion method that has emerged in recent years has been greatly developed, but the microorganisms have strict requirements on the culture conditions, especially the specificity of the enzyme (one enzyme can only hydrolyze one type of glycosidic bond), and the scope of application is limited.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Example 1: Fe 3+ Catalytic hydrolysis of protopanaxadiol saponins

[0026] Take 270.3 grams of Fecl 3 ·6H 2 O, completely dissolved in 1000 ml of water, formulated as Fe 3+ solution. The mixture of 14 grams of protopanaxadiol saponins Rb, Rc, and Rd obtained by separation and purification of the macroporous adsorption resin was dissolved in 1000 milliliters of water to prepare a saponin solution. After the above two solutions are fully mixed, they are stirred and reacted at a temperature of 20-80° C. for 14 hours. After the reaction is over, the reaction liquid is absorbed by a 300 ml macroporous resin to absorb saponin, washed with 2400 ml of water to remove impurities such as salt ions and sugar, and then 20% to 95% ethanol is used to elute the saponin. The ethanol eluate was collected and dried to obtain 9.5 g of product. Or add 400 milliliters of water-saturated n-butanol to 1000 milliliters of reaction solution, shake it up and let it stand for 2 hours, separ...

Embodiment 2

[0027] Example 2: Al 3+ Catalytic hydrolysis of protopanaxatriol saponins

[0028] Take 666g grams of Al 2 (SO 4 ) 3 18H 2 O, completely dissolved in 1000ml of water, prepared as Al 3+ solution. 14 grams of protopanaxatriol saponin Re monomer obtained by separation and purification on a silica gel column were dissolved in 1000 milliliters of water to prepare a saponin solution. After the above two solutions are fully mixed, they are stirred and reacted at a temperature of 40-60° C. for 14 hours. After the reaction is finished, the reaction solution passes through the macroporous adsorption resin to absorb the saponin, washes with water to remove impurities such as salt ions and sugar, and then uses 20% to 95% ethanol to elute the saponin. The ethanol eluate was collected and dried to obtain 10.5 g of the product. Alternatively, the water-saturated n-butanol extraction method of Example 1 is used to obtain the hydrolyzate. After high-performance liquid chromatography a...

Embodiment 3

[0029] Example 3: Zn 2+ Catalytic hydrolysis of Pulsatilla saponins

[0030] Take 143.5g grams of ZnSO 4 ·H 2 O, completely dissolved in 500ml of water to prepare Zn 2+ solution. 7 grams of Pulsatilla saponin with five sugar groups obtained by separation and purification through a silica gel column was dissolved in 500 ℃ of water to prepare a saponin solution. After the above two solutions were fully mixed, they were stirred and reacted at 40° C. for 14 hours. After the reaction is finished, the macroporous adsorption resin absorbs the saponin, washes with water to remove impurities such as salt ions and sugar, and then uses 20% to 95% ethanol to elute the saponin. The ethanol eluate was collected and dried to yield 4.3 g of product. Alternatively, the water-saturated n-butanol extraction method of Example 1 is used to obtain the hydrolyzate. Detect with thin-layer chromatography (document 2), result 85% above five glycosyl Pulsatilla saponins transform into 3-o-Ara-(28...

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PUM

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Abstract

The invention discovers that metal ions can catalyze and hydrolyze natural nucleoside compound and discloses a method for catalyzing and hydrolyzing polysaccharide-base nucleoside compound (saponins and flavonoid glycosides) by metal ions. The method can completely and partially remove polysaccharide base of the nucleoside compound to convert and generate secondary low-sugar base glycoside or genin. Catalyzed and hydrolyzed metal ions can be reused and have low preparation cost; the whole preparation process is simple and safe to operate. The invention is suitable to produce in a large scale and has small damage to saponin and no pollution. The product can be widely applied to develop clinical medicine, health care products, cosmetics and food additives.

Description

Technical field: [0001] The invention relates to a method for preparing low-glycoside secondary glycosides, in particular to a metal ion-catalyzed hydrolysis method for natural glycosides with simple operation, low cost, suitable for mass production, little damage to saponins and no pollution. Background technique: [0002] Natural glycosides are an important part of the active ingredients in natural medicines and come from a wide range of sources (plants, especially Chinese herbal medicines). In nature, no matter in plants or other natural products, glycosides are the largest source of biomass (Biomass) in terms of content and distribution, and have an important position and significance in medicinal resources. [0003] Studies have shown that many glycosides exist in the form of natural prodrugs or natural active compounds, with multiple sugar groups on the aglycone, showing low activity or even no activity. However, after entering the human body as a drug, it is transfor...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J75/00C07J17/00C07J63/00C07J71/00C07J53/00C07H1/00C07H15/256C07H17/07C07D311/30C07D311/32
Inventor 鱼红闪刘廷强金凤燮
Owner SUNFLOWER PHARM GRP (TIANJIN) DRUG RES INST CO LTD
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