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Method of preparing madecassic acid by hydrolyzing madecassoside

A technology of madecassoside and madecassoside, which is applied in the field of hydrolyzing madecassoside to prepare madecassoside, which can solve the problems of reducing the yield and purity of target components, and achieve complete hydrolysis and mild hydrolysis process Effect

Active Publication Date: 2017-02-01
广州深叶生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The above method uses high temperature hydrolysis, which will cause dehydration, cyclization, double bond displacement, substituent displacement, configuration transformation and other changes of madecassic acid, which will greatly reduce the yield and purity of the target component

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] 1) 1g madecassoside, 3.44×10 -2 Mix mol sodium dodecyl sulfate and 0.01mol NaOH, add water to 1L, stir and dissolve to obtain a mixed solution, and hydrolyze at normal temperature and pressure for 10-15min to obtain a hydrolyzed solution;

[0019] 2) adopt HCl to adjust the pH value of the hydrolyzate to 2, let stand, filter, and collect the precipitate;

[0020] 3) Dissolve the precipitation in 50% ethanol with a volume concentration of 1g:5ml according to the material-to-liquid ratio, filter, add the filtrate into water with 8 times the volume of ethanol to crystallize, filter to obtain crystallization, and dry to obtain snow hydrate Oxalic acid, weighing 0.451 g, was 98.0% pure by HPLC analysis. The yield was 95.05%.

Embodiment 2

[0022] 1) 1g madecassoside, 4.3×10 -2 Mix mol sodium dodecyl sulfate and 0.02mol NaOH, add water to 1L, stir and dissolve to obtain a mixed solution, and hydrolyze at normal temperature and pressure for 15min to obtain a hydrolyzed solution;

[0023] 2) adopt HCl to adjust the pH value of the hydrolyzate to 5, let stand, filter, and collect the precipitate;

[0024] 3) Dissolve the precipitation in 70% ethanol with a volume concentration of 1g:30ml according to the material-to-liquid ratio, filter, add the filtrate into water with 16 times the volume of ethanol to crystallize, filter to obtain crystallization, and dry to obtain snow hydrate Oxalic acid, weighing 0.449 g, was 98.6% pure by HPLC analysis. The yield was 95.21%.

Embodiment 3

[0026] 1) 1g madecassoside, 3.87×10 -2 Mix mol sodium dodecyl sulfate and 0.015mol NaOH, add water to 1L, stir and dissolve to obtain a mixed solution, and hydrolyze at normal temperature and pressure for 12min to obtain a hydrolyzed solution;

[0027] 2) adopt HCl to adjust the pH value of the hydrolyzate to 3, let stand, filter, and collect the precipitate;

[0028] 3) Dissolve the precipitation in 60% ethanol with a volume concentration of 1g:15ml according to the material-to-liquid ratio, filter, add the filtrate into water with 12 times the volume of ethanol to crystallize, filter to obtain crystallization, and dry to obtain hydroxy snow Oxalic acid, weighing 0.452 g, was 98.1% pure by HPLC analysis. The yield was 95.36%.

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Abstract

The invention discloses a method of preparing madecassic acid by hydrolyzing madecassoside. The method includes the steps of: 1) mixing madecassoside, lauryl sodium sulfate and NaOH, and adding water to dissolve the components to perform hydrolysis at normal temperature for 10-15 min; 2) regulating the pH of the hydrolysate to 2-5, allowing the hydrolysate to stand and filtering the hydrolysate, and collecting a precipitate; and 3) dissolving the precipitate in ethanol and filtering the solution, adding water to a filtrate to perform crystallization, filtering the liquid to obtain a crystal, and drying the crystal to obtain the madecassic acid. By means of the method, a glycosidic bond can be broken quickly just at normal temperature and under normal pressure. The hydrolysis process is mild and is complete. Configuration change of the madecassic acid is avoided in the invention.

Description

technical field [0001] The invention belongs to the technical field of biological extraction, in particular to a method for preparing madecassoic acid by hydrolyzing madecassoside. Background technique [0002] Centella asiatica (L.) Urban is a plant of the Umbelliferae Centella asiatica. Because its leaves resemble a horseshoe or half a copper coin, it is also known as horseshoe grass, even money grass, etc. Peppermint, Eucalyptus, etc. Centella asiatica has a long history of application in the field of traditional medicine in many countries and regions. The internal and external use of Centella asiatica has a history of 2,000 years in traditional Chinese medicine. According to the "Compendium of Materia Medica", Centella asiatica is bitter, acrid, cold in nature, non-toxic, and returns to the liver, spleen, kidney, and stomach meridians. The chemical constituents of Centella asiatica mainly include triterpenes, flavonoids, polyacetylenes and volatile oils. Triterpenoids...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J63/00
CPCC07J63/008
Inventor 黄健军谢冬养陆美珍叶出良
Owner 广州深叶生物科技有限公司
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