CN101423543A - Method for preparing asiatic acid by asiaticoside basic hydrolysis - Google Patents
Method for preparing asiatic acid by asiaticoside basic hydrolysis Download PDFInfo
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Abstract
The invention discloses a method for preparing asiatic acid by basic hydrolysis of asiaticoside, which comprises the following steps: 1) adding a raw material of astiaticoside into a water solution of inorganic base in batches, and hydrolyzing the raw material at a temperature of between 45 and 90 DEG C for 1-24 hours; 2) adding acid into the hydrolysate solution, adjusting the pH value to between 2 and 4, depositing the solution, and filtrating the solution to obtain precipitate; and 3) adding the precipitate into organic solvent after drying of the precipitate, dissolving the precipitate and filtering the solvent, adding water into filtrate for crystallization, obtaining a crystal after filtration of the filtrate, and drying the crystal through vacuum so as to obtain asiatic acid products. The asiatic acid products have high yield and purity and can be used for preparing raw materials medicine or astiatic acid derivant; in addition, the method has a simple technical process and low investment, and is easy to realize industrialization.
Description
Technical field
The present invention relates to a kind of method of preparing asiatic acid by asiaticoside basic hydrolysis.
Background technology
Herba Centellae [Centella asiatica (L.) Urban] is a umbelliferae Centella plant, and the traditional medicine Application for Field has long history in many countries and regions, and China's traditional Chinese medicine is to the existing bimillennial history of for oral administration and external application of Herba Centellae.Herba Centellae bitter, suffering, cold in nature, nontoxic, return liver,spleen,kidney, stomach warp.The record of Gu pharmacopeia is mainly used in illnesss such as treatment jaundice due to damp-heat, heatstroke diarrhoea, the pouring of sand pouring blood, carbuncle sore tumefacting virus, wound.Modern pharmacology research and application show that Herba Centellae can be used for treating dysthymia disorders, skin wound, stomach ulcer, infectious hepatitis, tetter and meningococcal meningitis etc.
The pharmacological action of Herba Centellae is inseparable with its chemical ingredients.The chemical ingredients of Herba Centellae is very complicated, and its main component has triterpenes, polyyne olefines, flavonoid and volatile oil etc.In addition, also contain compositions such as chlorogenic acid, meso-inositol, flavonol, lipid acid, Lawn Pennywort Herb alkali, sterol, wax, chlorophyll, hydro carbons, lignanoids, sugar, tannin and polyatomic phenol in the Herba Centellae.In the chemical ingredients of Herba Centellae, triterpenes saponin(e and sapogenin thereof be research the earliest, the more deep big class component of biological activity research, wherein asiatic acid and derivative thereof are one of topmost activeconstituentss.
Centella asiatica glucoside (Asiaticoside, CAS No.:16830-15-2), molecular formula is C
48H
78O
19, outward appearance is the white fine powder, the little hardship of mouthfeel, and 230～233 ℃ of fusing points, centella asiatica glucoside is soluble,very slightly in water, is dissolved in ethanol and pyridine.Asiatic acid (Asiatic acid, CAS No.:464-92-6) is a white, needle-shaped crystals, odorless, and bitter, molecular formula is C
30H
48O
5, 300～305 ℃ of fusing points, asiatic acid is water insoluble, is dissolved in ethanol.The pentacyclic triterpene that belongs to the ursane type on centella asiatica glucoside and the asiatic acid structure, its structural formula is as follows respectively:
The structural formula of the structural formula asiatic acid of centella asiatica glucoside
The pharmacological action of asiatic acid is very extensive, is commonly used to treatment burn or chronic ulcer, and the skin deformation that treatment pulmonary tuberculosis or leprosy cause also has certain curative effect to cardiovascular disorder and liver poisoning etc.Recent studies show that, asiatic acid also has antidepressant, anti-fibrosis, effect such as antibiotic, antitumor and anti-oxidant.Data shows, asiatic acid is the activity form of centella asiatica glucoside at the gi tract intracellular metabolite, directly uses asiatic acid to replace centella asiatica glucoside during administration, then need not be through the metabolism of gi tract bacterium, make active function more direct, thereby can overcome the unmanageable problem of centella asiatica glucoside dosage.And; from asiatic acid; can prepare a series of asiatic acid derivatives by semi-synthetic; as described in patent CN1168662, CN1238755, CN1248918 etc.; obtain the derivative on part asiatic acid A ring or 17 carboxyls of E ring, found that these products have new biological activity, can be used to protect aspects such as liver, treatment dementia; thereby improve the bioavailability of asiatic acid effectively, for the exploitation of the relevant new drug of Herba Centellae provides wide prospect.Therefore, the production of asiatic acid preparation is to utilizing the Herba Centellae resource to have great importance better.
At present, the asiatic acid preparation method directly extracts from the grass of accumulated snow grassland, obtains through separation purge process such as loaded down with trivial details extraction, chromatography, comparatively wastes time and energy, and consumes a large amount of solvents.Data shows, asiatic acid content in the Herba Centellae is not high, the amount of the asiatic acid that directly obtains from Herba Centellae is less relatively, and the content of centella asiatica glucoside is much higher than asiatic acid, and the separation purification method comparative maturity of centella asiatica glucoside, simple relatively, centella asiatica glucoside is than facile hydrolysis in addition, and therefore being hydrolyzed and obtaining asiatic acid from centella asiatica glucoside is a kind of valid approach.
The present invention's plan hydrolysis centella asiatica glucoside in the aqueous solution of mineral alkali prepares asiatic acid in conjunction with crystallization processes.Asiatic acid product yield of the present invention and purity height, product can be used as the preparation of bulk drug or asiatic acid derivative; Simultaneously simple, the required less investment of this method technological process, be easy to realize industrialization.
Summary of the invention
The method that the purpose of this invention is to provide a kind of preparing asiatic acid by asiaticoside basic hydrolysis.
The step of method is as follows:
1) in the aqueous solution of mineral alkali, adds the centella asiatica glucoside raw material, at 45～90 ℃ of following hydrolysis 1～24h in batches;
2) hydrolyzed solution adds acid, regulates pH value to 2～4, and post precipitation filters, and gets throw out;
3) throw out dries back adding organic solvent dissolution, filtration, and filtrate adds water crystallization, gets crystallisate after filtering, and crystallisate gets the asiatic acid product again after vacuum-drying.
Wherein used mineral alkali is NaOH, KOH or Na in the step 1)
2CO
3, the concentration of mineral alkali is 0.1～2mol/L in the inorganic base aqueous solution; Hydrolysis temperature is 45～90 ℃, and wherein preferred temperature is 55～80 ℃; Hydrolysis time is 1～24h, and wherein preferable hydrolysis time is 2～15h; Step 2) regulating the used acid of pH value in is hydrochloric acid or sulfuric acid; Organic solvent in the step 3) is ethanol or methyl alcohol, and the consumption of organic solvent is 10～50mL/g throw out (weighing after drying); The consumption of water is 6～12 times of organic solvent volume in the step 3).
The centella asiatica glucoside raw material adopts batch mode to join in the aqueous solution of mineral alkali in the step 1), according to 2～5 batches of the unusual branches of centella asiatica glucoside raw material add-on, the reinforced time generally be controlled at the reaction times 30% in.
Asiatic acid product yield of the present invention and purity height (asiatic acid mass content 〉=90%), product can be used as the preparation of bulk drug or asiatic acid derivative; Simultaneously simple, the required less investment of this method technological process, be easy to realize industrialization.
Description of drawings
Accompanying drawing is the process flow diagram of preparing asiatic acid by asiaticoside basic hydrolysis.
Embodiment
Centella asiatica glucoside raw material used in the present invention adopts patent " a kind of technology of preparing high-purity asiaticoside by solvent crystallization " (contriver: Lv Xiuyang, Zheng Xingfang; Application number: 200810162211.X; The applying date: the method preparation of the embodiment 18 on November 27th, 2008), detailed process is as follows: get 100g Herba Centellae total glycosides raw material and add in the beaker, add 500mL dimethyl formamide (5mL solvent I/g Herba Centellae total glycosides), the dissolving after-filtration obtains Herba Centellae total glycosides solution; Add 3500mL ethyl acetate (solvent I add-on 7 times) in the Herba Centellae total glycosides solution and under room temperature, carry out crystallization, obtain solid substance behind the 12h after filtration, solid substance after vacuum-drying the centella asiatica glucoside product.Repeat 10 times said process, obtain 295g centella asiatica glucoside product altogether, detect through HPLC, purity is 90%.
Centella asiatica glucoside and asiatic acid content adopt high performance liquid chromatography (HPLC) to measure, and adopt external standard method quantitative.Adopt Agilent1100 liquid-phase chromatographic analysis system, analysis condition is as follows: Eclipse XDB-C
18Reversed-phase column (Φ 4.6mm * 250mm, 5 μ m, Agilent); Adopt gradient elution, flow velocity 0.6mL/min; Column temperature is 35 ℃; Detect wavelength 210nm.
Table 1HPLC method is measured the eluent gradient of centella asiatica glucoside and asiatic acid
Below with embodiment processing method of the present invention is further described.Protection scope of the present invention is not subjected to the restriction of embodiment, and protection scope of the present invention is determined by claims.
Embodiment 1
Stir adding 0.1mol/LNaOH aqueous solution 1000mL in the there-necked flask at the 2L band, put into 45 ℃ water bath with thermostatic control, open stirring, divide 2 batches to add centella asiatica glucoside raw material 5g (adding second crowd behind the reaction 5h), hydrolysis 24h; Hydrolyzed solution adds hydrochloric acid, regulates pH value to 2～4, and post precipitation filters, must throw out, weigh after throw out dries 2.4g; Throw out after collection is dried adds 24mL dissolve with ethanol, filtration, filtrate adds the 144mL water crystallization, gets crystallisate after filtering, and crystallisate gets 1.2g asiatic acid product again after vacuum-drying, product is through the mass content 90.5% of HPLC analysis asiatic acid, yield 45.2%.
Embodiment 2
Stir adding 0.1mol/L KOH aqueous solution 1000mL in the there-necked flask at the 2L band, put into 90 ℃ water bath with thermostatic control, open stirring, divide 3 batches to add centella asiatica glucoside raw material 10g (always the reinforced time is 30min), hydrolysis 2h; Hydrolyzed solution adds hydrochloric acid, regulates pH value to 2～4, and post precipitation filters, must throw out, weigh after throw out dries 5.0g; Throw out after collection is dried adds 100mL dissolve with methanol, filtration, filtrate adds the 700mL water crystallization, gets crystallisate after filtering, and crystallisate gets 3.0g asiatic acid product again after vacuum-drying, product is through the mass content 91.5% of HPLC analysis asiatic acid, yield 59.6%.
Embodiment 3
Stir adding 0.1mol/L Na in the there-necked flask at the 2L band
2CO
3Aqueous solution 1000mL puts into 80 ℃ water bath with thermostatic control, opens stirring, divides 4 batches to add centella asiatica glucoside raw material 15g (always the reinforced time is 1.5h), hydrolysis 6h; Hydrolyzed solution adds sulfuric acid, regulates pH value to 2～4, and post precipitation filters, must throw out, weigh after throw out dries 7.3g; Throw out after collection is dried adds 292mL dissolve with ethanol, filtration, filtrate adds the 2336mL water crystallization, gets crystallisate after filtering, and crystallisate gets 4.1g asiatic acid product again after vacuum-drying, product is through the mass content 90.8% of HPLC analysis asiatic acid, yield 54.6%.
Embodiment 4
Stir adding 0.5mol/L NaOH aqueous solution 1000mL in the there-necked flask at the 2L band, put into 50 ℃ water bath with thermostatic control, open stirring, divide 5 batches to add centella asiatica glucoside raw material 20g (always the reinforced time is 7h), hydrolysis 24h; Hydrolyzed solution adds sulfuric acid, regulates pH value to 2～4, and post precipitation filters, must throw out, weigh after throw out dries 9.8g; Throw out after collection is dried adds 98mL dissolve with ethanol, filtration, filtrate adds the 882mL water crystallization, gets crystallisate after filtering, and crystallisate gets 6.1g asiatic acid product again after vacuum-drying, product is through the mass content 92.3% of HPLC analysis asiatic acid, yield 61.5%.
Embodiment 5
Stir adding 0.5mol/L KOH aqueous solution 1000mL in the there-necked flask at the 2L band, put into 60 ℃ water bath with thermostatic control, open stirring, divide 2 batches to add centella asiatica glucoside raw material 5g (adding second crowd behind the reaction 3h), hydrolysis 12h; Hydrolyzed solution adds sulfuric acid, regulates pH value to 2～4, and post precipitation filters, must throw out, weigh after throw out dries 2.5g; Throw out after collection is dried adds 38mL dissolve with ethanol, filtration, filtrate adds the 380mL water crystallization, gets crystallisate after filtering, and crystallisate gets 1.1g asiatic acid product again after vacuum-drying, product is through the mass content 90.7% of HPLC analysis asiatic acid, yield 43.2%.
Embodiment 6
Stir adding 0.5mol/L Na in the there-necked flask at the 2L band
2CO
3Aqueous solution 1000mL puts into 90 ℃ water bath with thermostatic control, opens stirring, divides 3 batches to add centella asiatica glucoside raw material 10g (always the reinforced time is 2h), hydrolysis 8h; Hydrolyzed solution adds hydrochloric acid, regulates pH value to 2～4, and post precipitation filters, must throw out, weigh after throw out dries 5.1g; Throw out after collection is dried adds 128mL dissolve with methanol, filtration, filtrate adds the 768mL water crystallization, gets crystallisate after filtering, and crystallisate gets 3.2g asiatic acid product again after vacuum-drying, product is through the mass content 91.3% of HPLC analysis asiatic acid, yield 62.9%.
Embodiment 7
Stir adding 1.0mol/L NaOH aqueous solution 1000mL in the there-necked flask at the 2L band, put into 90 ℃ water bath with thermostatic control, open stirring, divide 4 batches to add centella asiatica glucoside raw material 15g (always the reinforced time is 20min), hydrolysis 1h; Hydrolyzed solution adds sulfuric acid, regulates pH value to 2～4, and post precipitation filters, must throw out, weigh after throw out dries 7.8g; Throw out after collection is dried adds 390mL dissolve with ethanol, filtration, filtrate adds the 4680mL water crystallization, gets crystallisate after filtering, and crystallisate gets 3.3g asiatic acid product again after vacuum-drying, product is through the mass content 91.6% of HPLC analysis asiatic acid, yield 44.3%.
Embodiment 8
Stir adding 1.0mol/L KOH aqueous solution 1000mL in the there-necked flask at the 2L band, put into 70 ℃ water bath with thermostatic control, open stirring, divide 4 batches to add centella asiatica glucoside raw material 16g (always the reinforced time is 2.5h), hydrolysis 9h; Hydrolyzed solution adds sulfuric acid, regulates pH value to 2～4, and post precipitation filters, must throw out, weigh after throw out dries 8.6g; Throw out after collection is dried adds 314mL dissolve with methanol, filtration, filtrate adds the 2064mL water crystallization, gets crystallisate after filtering, and crystallisate gets 4.3g asiatic acid product again after vacuum-drying, product is through the mass content 90.8% of HPLC analysis asiatic acid, yield 53.4%.
Embodiment 9
Stir adding 1.0mol/L Na in the there-necked flask at the 2L band
2CO
3Aqueous solution 1000mL puts into 45 ℃ water bath with thermostatic control, opens stirring, divides 2 batches to add centella asiatica glucoside raw material 5g (adding second crowd behind the reaction 4h), hydrolysis 16h; Hydrolyzed solution adds hydrochloric acid, regulates pH value to 2～4, and post precipitation filters, must throw out, weigh after throw out dries 2.0g; Throw out after collection is dried adds 20mL dissolve with ethanol, filtration, filtrate adds the 240mL water crystallization, gets crystallisate after filtering, and crystallisate gets 0.9g asiatic acid product again after vacuum-drying, product is through the mass content 91.4% of HPLC analysis asiatic acid, yield 31.5%.
Embodiment 10
Stir adding 1.5mol/L NaOH aqueous solution 1000mL in the there-necked flask at the 2L band, put into 80 ℃ water bath with thermostatic control, open stirring, divide 5 batches to add centella asiatica glucoside raw material 20g (always the reinforced time is 1.5h), hydrolysis 5h; Hydrolyzed solution adds hydrochloric acid, regulates pH value to 2～4, and post precipitation filters, must throw out, weigh after throw out dries 10.5g; Throw out after collection is dried adds 525mL dissolve with methanol, filtration, filtrate adds the 4200mL water crystallization, gets crystallisate after filtering, and crystallisate gets 6.0g asiatic acid product again after vacuum-drying, product is through the mass content 91.8% of HPLC analysis asiatic acid, yield 60.5%.
Embodiment 11
Stir adding 1.5mol/L KOH aqueous solution 1000mL in the there-necked flask at the 2L band, put into 50 ℃ water bath with thermostatic control, open stirring, divide 2 batches to add centella asiatica glucoside raw material 8g (adding second crowd behind the reaction 5h), hydrolysis 20h; Hydrolyzed solution adds sulfuric acid, regulates pH value to 2～4, and post precipitation filters, must throw out, weigh after throw out dries 4.1g; Throw out after collection is dried adds 123mL dissolve with ethanol, filtration, filtrate adds the 1107mL water crystallization, gets crystallisate after filtering, and crystallisate gets 1.9g asiatic acid product again after vacuum-drying, product is through the mass content 93.4% of HPLC analysis asiatic acid, yield 49.3%.
Embodiment 12
Stir adding 1.5mol/L Na in the there-necked flask at the 2L band
2CO
3Aqueous solution 1000mL puts into 85 ℃ water bath with thermostatic control, opens stirring, divides 5 batches to add centella asiatica glucoside raw material 20g (always the reinforced time is 30min), hydrolysis 2h; Hydrolyzed solution adds hydrochloric acid, regulates pH value to 2～4, and post precipitation filters, must throw out, weigh after throw out dries 10.0g; Throw out after collection is dried adds 500mL dissolve with methanol, filtration, filtrate adds the 5000mL water crystallization, gets crystallisate after filtering, and crystallisate gets 5.9g asiatic acid product again after vacuum-drying, product is through the mass content 90.2% of HPLC analysis asiatic acid, yield 58.2%.
Embodiment 13
Stir adding 2.0mol/L NaOH aqueous solution 1000mL in the there-necked flask at the 2L band, put into 60 ℃ water bath with thermostatic control, open stirring, divide 3 batches to add centella asiatica glucoside raw material 10g (always the reinforced time is 3h), hydrolysis 12h; Hydrolyzed solution adds sulfuric acid, regulates pH value to 2～4, and post precipitation filters, must throw out, weigh after throw out dries 5.2g; Throw out after collection is dried adds 182mL dissolve with ethanol, filtration, filtrate adds the 2002mL water crystallization, gets crystallisate after filtering, and crystallisate gets 2.2g asiatic acid product again after vacuum-drying, product is through the mass content 90.9% of HPLC analysis asiatic acid, yield 43.5%.
Embodiment 14
Stir adding 2.0mol/L KOH aqueous solution 1000mL in the there-necked flask at the 2L band, put into 45 ℃ water bath with thermostatic control, open stirring, divide 5 batches to add centella asiatica glucoside raw material 20g (always the reinforced time is 5h), hydrolysis 24h; Hydrolyzed solution adds hydrochloric acid, regulates pH value to 2～4, and post precipitation filters, must throw out, weigh after throw out dries 9.0g; Throw out after collection is dried adds 270mL dissolve with methanol, filtration, filtrate adds the 3240mL water crystallization, gets crystallisate after filtering, and crystallisate gets 5.7g asiatic acid product again after vacuum-drying, product is through the mass content 91.1% of HPLC analysis asiatic acid, yield 56.3%.
Embodiment 15
Stir adding 2.0mol/L Na in the there-necked flask at the 2L band
2CO
3Aqueous solution 1000mL puts into 90 ℃ water bath with thermostatic control, opens stirring, divides 2 batches to add centella asiatica glucoside raw material 5g (adding second crowd behind the reaction 1h), hydrolysis 4h; Hydrolyzed solution adds sulfuric acid, regulates pH value to 2～4, and post precipitation filters, must throw out, weigh after throw out dries 2.4g; Throw out after collection is dried adds 24mL dissolve with methanol, filtration, filtrate adds the 240mL water crystallization, gets crystallisate after filtering, and crystallisate gets 1.5g asiatic acid product again after vacuum-drying, product is through the mass content 92.1% of HPLC analysis asiatic acid, yield 60.3%.
Embodiment 16
Stir adding 1.0mol/L NaOH aqueous solution 1000mL in the there-necked flask at the 2L band, put into 70 ℃ water bath with thermostatic control, open stirring, divide 2 batches to add centella asiatica glucoside raw material 8g (adding second crowd behind the reaction 3h), hydrolysis 10h; Hydrolyzed solution adds hydrochloric acid, regulates pH value to 2～4, and post precipitation filters, must throw out, weigh after throw out dries 4.7g; Throw out after collection is dried adds 94mL dissolve with ethanol, filtration, filtrate adds the 752mL water crystallization, gets crystallisate after filtering, and crystallisate gets 2.7g asiatic acid product again after vacuum-drying, product is through the mass content 93.2% of HPLC analysis asiatic acid, yield 65.8%.
Embodiment 17
Stir adding 0.5mol/L KOH aqueous solution 1000mL in the there-necked flask at the 2L band, put into 80 ℃ water bath with thermostatic control, open stirring, divide 3 batches to add centella asiatica glucoside raw material 12g (always the reinforced time is 1.5h), hydrolysis 5h; Hydrolyzed solution adds sulfuric acid, regulates pH value to 2～4, and post precipitation filters, must throw out, weigh after throw out dries 6.3g; Throw out after collection is dried adds 189mL dissolve with ethanol, filtration, filtrate adds the 1323mL water crystallization, gets crystallisate after filtering, and crystallisate gets 3.9g asiatic acid product again after vacuum-drying, product is through the mass content 90.1% of HPLC analysis asiatic acid, yield 64.2%.
Embodiment 18
Stir adding 1.5mol/L Na in the there-necked flask at the 2L band
2CO
3Aqueous solution 1000mL puts into 45 ℃ water bath with thermostatic control, opens stirring, divides 4 batches to add centella asiatica glucoside raw material 14g (always the reinforced time is 6h), hydrolysis 20h; Hydrolyzed solution adds hydrochloric acid, regulates pH value to 2～4, and post precipitation filters, must throw out, weigh after throw out dries 5.6g; Throw out after collection is dried adds 280mL dissolve with ethanol, filtration, filtrate adds the 2800mL water crystallization, gets crystallisate after filtering, and crystallisate gets 2.7g asiatic acid product again after vacuum-drying, product is through the mass content 92.5% of HPLC analysis asiatic acid, yield 36.4%.
Embodiment 19
Stir adding 1.5mol/L NaOH aqueous solution 1000mL in the there-necked flask at the 2L band, put into 65 ℃ water bath with thermostatic control, open stirring, divide 3 batches to add centella asiatica glucoside raw material 10g (always the reinforced time is 4h), hydrolysis 14h; Hydrolyzed solution adds sulfuric acid, regulates pH value to 2～4, and post precipitation filters, must throw out, weigh after throw out dries 5.5g; Throw out after collection is dried adds 165mL dissolve with methanol, filtration, filtrate adds the 1485mL water crystallization, gets crystallisate after filtering, and crystallisate gets 2.8g asiatic acid product again after vacuum-drying, product is through the mass content 90.4% of HPLC analysis asiatic acid, yield 55.6%.
Embodiment 20
Stir adding 0.5mol/L KOH aqueous solution 1000mL in the there-necked flask at the 2L band, put into 50 ℃ water bath with thermostatic control, open stirring, divide 2 batches to add centella asiatica glucoside raw material 8g (adding second crowd behind the reaction 5h), hydrolysis 24h; Hydrolyzed solution adds hydrochloric acid, regulates pH value to 2～4, and post precipitation filters, must throw out, weigh after throw out dries 4.3g; Throw out after collection is dried adds 43mL dissolve with ethanol, filtration, filtrate adds the 473mL water crystallization, gets crystallisate after filtering, and crystallisate gets 2.5g asiatic acid product again after vacuum-drying, product is through the mass content 90.2% of HPLC analysis asiatic acid, yield 60.7%.
Embodiment 21
Stir adding 1.0mol/L Na in the there-necked flask at the 2L band
2CO
3Aqueous solution 1000mL puts into 60 ℃ water bath with thermostatic control, opens stirring, divides 2 batches to add centella asiatica glucoside raw material 5g (adding second crowd behind the reaction 4h), hydrolysis 14h; Hydrolyzed solution adds sulfuric acid, regulates pH value to 2～4, and post precipitation filters, must throw out, weigh after throw out dries 7.9g; Throw out after collection is dried adds 316mL dissolve with methanol, filtration, filtrate adds the 1896mL water crystallization, gets crystallisate after filtering, and crystallisate gets 4.6g asiatic acid product again after vacuum-drying, product is through the mass content 91.3% of HPLC analysis asiatic acid, yield 61.2%.
Claims (9)
1. the method for a preparing asiatic acid by asiaticoside basic hydrolysis is characterized in that, the step of method is as follows:
1) in the aqueous solution of mineral alkali, adds the centella asiatica glucoside raw material, at 45～90 ℃ of following hydrolysis 1～24h in batches;
2) hydrolyzed solution adds acid, regulates pH value to 2～4, and post precipitation filters, and gets throw out;
3) throw out dries back adding organic solvent dissolution, filtration, and filtrate adds water crystallization, gets crystallisate after filtering, and crystallisate gets the asiatic acid product again after vacuum-drying.
2. the method for a kind of preparing asiatic acid by asiaticoside basic hydrolysis according to claim 1 is characterized in that the mineral alkali in the step 1) is NaOH, KOH or Na
2CO
3
3. the method for a kind of preparing asiatic acid by asiaticoside basic hydrolysis according to claim 1, the concentration that it is characterized in that the mineral alkali in the step 1) is 0.1～2mol/L.
4. the method for a kind of preparing asiatic acid by asiaticoside basic hydrolysis according to claim 1 is characterized in that the hydrolysis temperature in the step 1) is 55～80 ℃.
5. the method for a kind of preparing asiatic acid by asiaticoside basic hydrolysis according to claim 1 is characterized in that the hydrolysis time in the step 1) is 2～15h.
6. the method for a kind of preparing asiatic acid by asiaticoside basic hydrolysis according to claim 1 is characterized in that step 2) in the used acid of adjusting pH value be hydrochloric acid or sulfuric acid.
7. the method for a kind of preparing asiatic acid by asiaticoside basic hydrolysis according to claim 1 is characterized in that the organic solvent in the step 3) is ethanol or methyl alcohol.
8. the method for a kind of preparing asiatic acid by asiaticoside basic hydrolysis according to claim 1, the consumption that it is characterized in that the organic solvent in the step 3) is 10～50mL/g throw out.
9. the method for a kind of preparing asiatic acid by asiaticoside basic hydrolysis according to claim 1, the consumption that it is characterized in that the water in the step 3) is 6～12 times of organic solvent volume.
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| CN102443036A (en) * | 2010-10-09 | 2012-05-09 | 苏州宝泽堂医药科技有限公司 | Method for purifying asiatic acid in asiatic pennywort herb |
| CN101991624B (en) * | 2009-08-27 | 2013-03-27 | 上海新康制药厂 | Method for preparing total asiatic acid, asiatic acid and madecassic acid from asiatic pennywort herb and use of prepared product |
| CN106349319A (en) * | 2016-08-25 | 2017-01-25 | 桂林益天成生物科技有限公司 | Method for preparing asiatic acid by hydrolyzing asiaticoside |
| CN106946971A (en) * | 2017-04-28 | 2017-07-14 | 南宁馨艺荣生物科技有限公司 | A kind of technique that asiatic acid is extracted from centella |
| CN111518859A (en) * | 2019-02-01 | 2020-08-11 | 鲁南制药集团股份有限公司 | Preparation method of asiaticoside |
| CN112402471A (en) * | 2019-08-21 | 2021-02-26 | 盈科瑞（横琴）药物研究院有限公司 | Preparation method of total asiatic acid, total asiatic acid prepared by preparation method and application of total asiatic acid |
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2008
- 2008-12-18 CN CNA2008101631725A patent/CN101423543A/en active Pending
Cited By (7)
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| CN101991624B (en) * | 2009-08-27 | 2013-03-27 | 上海新康制药厂 | Method for preparing total asiatic acid, asiatic acid and madecassic acid from asiatic pennywort herb and use of prepared product |
| CN102443036A (en) * | 2010-10-09 | 2012-05-09 | 苏州宝泽堂医药科技有限公司 | Method for purifying asiatic acid in asiatic pennywort herb |
| CN106349319A (en) * | 2016-08-25 | 2017-01-25 | 桂林益天成生物科技有限公司 | Method for preparing asiatic acid by hydrolyzing asiaticoside |
| CN106946971A (en) * | 2017-04-28 | 2017-07-14 | 南宁馨艺荣生物科技有限公司 | A kind of technique that asiatic acid is extracted from centella |
| CN111518859A (en) * | 2019-02-01 | 2020-08-11 | 鲁南制药集团股份有限公司 | Preparation method of asiaticoside |
| CN111518859B (en) * | 2019-02-01 | 2023-11-24 | 鲁南制药集团股份有限公司 | Preparation method of asiaticoside |
| CN112402471A (en) * | 2019-08-21 | 2021-02-26 | 盈科瑞（横琴）药物研究院有限公司 | Preparation method of total asiatic acid, total asiatic acid prepared by preparation method and application of total asiatic acid |
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