CN102617696B - Preparation method of asiaticoside - Google Patents
Preparation method of asiaticoside Download PDFInfo
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- CN102617696B CN102617696B CN201210071147.0A CN201210071147A CN102617696B CN 102617696 B CN102617696 B CN 102617696B CN 201210071147 A CN201210071147 A CN 201210071147A CN 102617696 B CN102617696 B CN 102617696B
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- herba centellae
- total glycosides
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- aqueous ethanolic
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- 238000002360 preparation method Methods 0.000 title claims abstract description 17
- WYQVAPGDARQUBT-FGWHUCSPSA-N Madecassol Chemical compound O([C@@H]1[C@@H](CO)O[C@H]([C@@H]([C@H]1O)O)OC[C@H]1O[C@H]([C@@H]([C@@H](O)[C@@H]1O)O)OC(=O)[C@]12CC[C@H]([C@@H]([C@H]1C=1[C@@]([C@@]3(CC[C@H]4[C@](C)(CO)[C@@H](O)[C@H](O)C[C@]4(C)[C@H]3CC=1)C)(C)CC2)C)C)[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O WYQVAPGDARQUBT-FGWHUCSPSA-N 0.000 title abstract description 12
- WYQVAPGDARQUBT-XCWYDTOWSA-N asiaticoside Natural products O=C(O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@H]2[C@H](O)[C@H](O)[C@H](O[C@H]3[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O3)[C@@H](CO)O2)O1)[C@@]12[C@@H]([C@@H](C)[C@H](C)CC1)C=1[C@](C)([C@@]3(C)[C@@H]([C@@]4(C)[C@H]([C@@](CO)(C)[C@@H](O)[C@H](O)C4)CC3)CC=1)CC2 WYQVAPGDARQUBT-XCWYDTOWSA-N 0.000 title abstract description 12
- 229940022757 asiaticoside Drugs 0.000 title abstract description 12
- QCYLIQBVLZBPNK-UHFFFAOYSA-N asiaticoside A Natural products O1C(C(=O)C(C)C)=CC(C)C(C2(C(OC(C)=O)CC34C5)C)C1CC2(C)C3CCC(C1(C)C)C45CCC1OC1OCC(O)C(O)C1O QCYLIQBVLZBPNK-UHFFFAOYSA-N 0.000 title abstract description 12
- 239000011347 resin Substances 0.000 claims abstract description 13
- 229920005989 resin Polymers 0.000 claims abstract description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 229930182470 glycoside Natural products 0.000 claims description 46
- 150000002338 glycosides Chemical class 0.000 claims description 46
- 238000000605 extraction Methods 0.000 claims description 16
- 239000007788 liquid Substances 0.000 claims description 16
- 238000010828 elution Methods 0.000 claims description 9
- 238000009835 boiling Methods 0.000 claims description 6
- 230000006837 decompression Effects 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 6
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 claims description 6
- 239000000706 filtrate Substances 0.000 claims description 6
- 239000006166 lysate Substances 0.000 claims description 4
- 206010013786 Dry skin Diseases 0.000 claims description 2
- 238000004853 microextraction Methods 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 10
- 238000000034 method Methods 0.000 abstract description 7
- 241000196324 Embryophyta Species 0.000 abstract description 4
- 239000002994 raw material Substances 0.000 abstract description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract description 3
- 241000167550 Centella Species 0.000 abstract description 2
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 239000012043 crude product Substances 0.000 description 12
- 239000000047 product Substances 0.000 description 10
- 244000146462 Centella asiatica Species 0.000 description 5
- 235000004032 Centella asiatica Nutrition 0.000 description 5
- 239000000284 extract Substances 0.000 description 5
- 229930182478 glucoside Natural products 0.000 description 4
- 150000008131 glucosides Chemical class 0.000 description 4
- 239000007791 liquid phase Substances 0.000 description 4
- 239000008399 tap water Substances 0.000 description 4
- 235000020679 tap water Nutrition 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 3
- 206010052428 Wound Diseases 0.000 description 2
- 208000027418 Wounds and injury Diseases 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229920000858 Cyclodextrin Polymers 0.000 description 1
- 239000001116 FEMA 4028 Substances 0.000 description 1
- 208000002260 Keloid Diseases 0.000 description 1
- 206010023330 Keloid scar Diseases 0.000 description 1
- 208000004880 Polyuria Diseases 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 description 1
- 235000011175 beta-cyclodextrine Nutrition 0.000 description 1
- 229960004853 betadex Drugs 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 230000035619 diuresis Effects 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 210000001117 keloid Anatomy 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 238000012797 qualification Methods 0.000 description 1
- 201000003068 rheumatic fever Diseases 0.000 description 1
- 229910052594 sapphire Inorganic materials 0.000 description 1
- 239000010980 sapphire Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000002594 sorbent Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- -1 triterpene compound Chemical class 0.000 description 1
- 238000003809 water extraction Methods 0.000 description 1
- 230000029663 wound healing Effects 0.000 description 1
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- Medicines Containing Plant Substances (AREA)
- Steroid Compounds (AREA)
Abstract
The invention discloses a preparation method of asiaticoside. The method comprises the following steps of: extracting a natural plant, i.e., asiatic centella serving as a raw material with water; adsorbing with macroporous resin; gradually eluting an ethanol aqueous solution; and decolorizing with active carbon to obtain high-yield and high-quality asiaticoside. The method is convenient to operate, and has extremely high yield, low cost and low pollution.
Description
Technical field
The invention belongs to Chinese medicinal plant bulk drug preparation technology, relate generally to a kind of method that extracts medicinal ingredients wherein taking Chinese medicinal plant as basic raw material, specially refer to the preparation method who extracts Herba Centellae total glycosides taking Herba Centellae as basic raw material.
Background technology
The conventional Chinese medicine that Herba Centellae [Centella asiatica (L.) Urban] is recorded for " Chinese Pharmacopoeia ", for the dry herb of umbelliferae Centella plant Herba Centellae, begin to be loaded in Shennong's Herbal, classify middle product as, there is effect of clearing heat and promoting diuresis, detoxify and promote the subsdence of swelling.
Herba Centellae total glycosides is to extract and separate the efficient part obtaining from the herb of Herba Centellae, contains multiple triterpene compound, mainly contains centella asiatica glucoside, asiaticoside and their homologue, and wherein the structural formula of centella asiatica glucoside, asiaticoside is as follows:
In the time that R1 is H, be centella asiatica glucoside, in the time that R1 is OH, be asiaticoside.Centella asiatica glucoside can effectively promote wound healing, asiaticoside to have anti-inflammatory and treatment rheumatic arthritis isoreactivity, is used for the treatment of clinically operation wound, burn, wound and keloid etc.
Summary of the invention
The object of the present invention is to provide a kind of processing condition to require simple, easy to operate, yield is high, with low cost, pollutes little Herba Centellae total glycosides preparation technology.Concrete operation method is:
A. Herba Centellae is thrown in extractor, with 20～25 times from the beginning moisture carry out micro-extraction of boiling for three times, each 2 hours, filter, united extraction liquid, concentrating under reduced pressure obtains concentrated solution.
B. concentrated solution is put into length-to-diameter ratio and be in the macroporous resin column of 2: 1～5: 1, then carry out gradient elution: first wash with water to effluent liquid water white transparency, use again 20% aqueous ethanolic solution wash-out to effluent liquid water white transparency, then use the aqueous ethanolic solution wash-out of 4 column volumes 75%, collect 75% ethanol water elution liquid, be evaporated to thick paste shape, add 5～8 times of 95% aqueous ethanolic solution at 70～80 DEG C, to make it dissolve, obtain lysate;
C. lysate is added to 10% gac, insulated and stirred decolouring 30min, filtered while hot, after filtrate decompression is concentrated, 80 ± 10 DEG C of heat-wind circulate dryings make Herba Centellae total glycosides.
The Herba Centellae total glycosides of preparation characterizes qualification by high performance liquid phase, consistent with the characterization data of 2010 editions European Pharmacopoeias, sees accompanying drawing 1, accompanying drawing 2.And by content and the extraction yield of high-efficient liquid phase chromatogram technique analysis Herba Centellae total glycosides.Wherein, the content of Herba Centellae total glycosides is 60-80%, more than the extraction rate reached to 90% of the total glycosides of asiaticoside.Efficient liquid phase chromatographic analysis condition used is: column length and model: Sapphire C 184.6 × 250mm, 5 μ m, column temperature: 30 DEG C, moving phase: acetonitrile-2mmol/L beta-cyclodextrin solution (24: 76), flow velocity: 1ml/min, detects wavelength: 205nm.
For fully extract the effective constituent of Herba Centellae in step a, the concentrated solution volume obtaining is 1L with the ratio of Herba Centellae weight: 1kg is advisable;
For fully adsorb the effective constituent of Herba Centellae in step b, in macroporous resin column, use the resin of nonpolar or low-pole as AB-8, HPD100, D101, its good separating effect, and can recycle, be convenient to industrialization and produce.
The present invention is taking natural phant Herba Centellae as starting raw material, and with water extraction, macroporous resin adsorption, aqueous ethanolic solution gradient elution, activated carbon decolorizing, can obtain high yield, high-quality Herba Centellae total glycosides.Tool of the present invention has the following advantages:
1, taking water as extracting solvent, cost is low, non-environmental-pollution;
2, taking macroporous resin as sorbent material, aqueous ethanolic solution is eluent, and cost is low, recoverable;
3, Herba Centellae total glycosides product yield is high, and quality is good, and production operation is simple.
Brief description of the drawings
Fig. 1 is Herba Centellae total glycosides high performance liquid phase spectrogram;
Fig. 2 is the data sheet that Herba Centellae total glycosides characterizes.
Embodiment
Below by embodiment, the present invention is further illustrated.
Embodiment 1
The present embodiment extracts the working method of Herba Centellae total glycosides to carry out according to following two steps:
The preparation of Herba Centellae total glycosides crude product: 0.5kg Herba Centellae is packed in 3L Erlenmeyer flask, add successively 4.5kg, 4kg, 4kg tap water, micro-lower each extraction 2 hours of boiling, united extraction liquid, is evaporated to 0.5L, injects the AB-8 macroporous resin column that 100g length-to-diameter ratio is 3: 1, first wash with water to colourless, use 20% aqueous ethanolic solution wash-out to colourless again, then use 4 column volumes, 75% aqueous ethanolic solution wash-out, flow velocity is 3BV/h.Collect 75% ethanol water elution liquid, be evaporated to thick paste shape, obtain Herba Centellae total glycosides crude product.
The preparation of Herba Centellae total glycosides finished product: after Herba Centellae total glycosides crude product is dissolved at 75 ± 5 DEG C with 5 times of 95% ethanol, add the processing of decolouring of 10% gac, filtered while hot.Gained filtrate decompression is concentrated, and 80 ± 10 DEG C obtain Herba Centellae total glycosides finished product for heat-wind circulate drying 4 ± 2h hour.
After testing, the content of Herba Centellae total glycosides is 77.14%, the extraction rate reached to 91.45% of the total glycosides of asiaticoside.
Embodiment 2
The present embodiment extracts the working method of Herba Centellae total glycosides to carry out according to following two steps:
The preparation of Herba Centellae total glycosides crude product: 0.5kg Herba Centellae is poured in 3L Erlenmeyer flask, add successively 4.5kg, 4kg, 4kg tap water, micro-lower each extraction 2 hours of boiling, united extraction liquid, is evaporated to 0.5L, injects the HPD100 macroporous resin column that 100g length-to-diameter ratio is 3: 1, first wash with water to colourless, use 20% aqueous ethanolic solution wash-out to colourless again, then use 4 column volumes, 75% aqueous ethanolic solution wash-out, flow velocity is 3BV/h.Collect 75% ethanol water elution liquid, be evaporated to thick paste shape, obtain Herba Centellae total glycosides crude product.
The preparation of Herba Centellae total glycosides finished product: after Herba Centellae total glycosides crude product is dissolved at 75 ± 5 DEG C with 5 times of 95% ethanol, add the processing of decolouring of 10% gac, filtered while hot.Gained filtrate decompression is concentrated, and 80 ± 10 DEG C obtain Herba Centellae total glycosides finished product for heat-wind circulate drying 4 ± 2h hour.
After testing, the content of Herba Centellae total glycosides is 76.32%, the extraction rate reached to 92.13% of the total glycosides of asiaticoside.
Embodiment 3
The preparation of Herba Centellae total glycosides crude product: 0.5kg Herba Centellae is poured in extractor, add successively 4.5kg, 4kg, 4kg tap water, micro-lower each extraction 2 hours of boiling, united extraction liquid, is evaporated to 0.5L, injects the D101 macroporous resin column that 100g length-to-diameter ratio is 3: 1, first wash with water to colourless, use 20% aqueous ethanolic solution wash-out to colourless again, then use 4 column volumes, 75% aqueous ethanolic solution wash-out, flow velocity is 3BV/h.Collect 75% ethanol water elution liquid, be evaporated to thick paste shape, obtain Herba Centellae total glycosides crude product.
The preparation of Herba Centellae total glycosides finished product: after Herba Centellae total glycosides crude product is dissolved at 75 ± 5 DEG C with 5 times of 95% ethanol, add the processing of decolouring of 10% gac, filtered while hot.Gained filtrate decompression is concentrated, and 80 ± 10 DEG C obtain Herba Centellae total glycosides finished product for heat-wind circulate drying 4 ± 2h hour.
After testing, the content of Herba Centellae total glycosides is 76.80%, the extraction rate reached to 91.50% of the total glycosides of asiaticoside.
Embodiment 4
The preparation of Herba Centellae total glycosides crude product: 10kg Herba Centellae is poured in extractor, add successively 90kg, 80kg, 80kg tap water, micro-lower each extraction 2 hours of boiling, united extraction liquid, is evaporated to 10L, injects the AB-8 macroporous resin column that 2000g length-to-diameter ratio is 3: 1, first wash with water to colourless, use 20% aqueous ethanolic solution wash-out to colourless again, then use 4 column volumes, 75% aqueous ethanolic solution wash-out, flow velocity is 3BV/h.Collect 75% ethanol water elution liquid, be evaporated to thick paste shape, obtain Herba Centellae total glycosides crude product.
The preparation of Herba Centellae total glycosides finished product: after Herba Centellae total glycosides crude product is dissolved at 75 ± 5 DEG C with 5 times of 95% ethanol, add the processing of decolouring of 10% gac, filtered while hot.Gained filtrate decompression is concentrated, and 80 ± 10 DEG C obtain Herba Centellae total glycosides finished product for heat-wind circulate drying 4 ± 2h hour.
After testing, the content of Herba Centellae total glycosides is 76.10%, the extraction rate reached to 92.16% of the total glycosides of asiaticoside.
Claims (2)
1. a preparation method for Herba Centellae total glycosides, is characterized in that, comprises the steps:
A. Herba Centellae is thrown in extractor, carry out micro-extraction of boiling for three times with the moisture from the beginning of 25 times of w/w, each 2 hours, filter, united extraction liquid, concentrating under reduced pressure obtains concentrated solution, and concentrated solution volume is 1L: 1kg with the ratio of Herba Centellae weight;
B. concentrated solution is put into length-to-diameter ratio and be in the macroporous resin column of 2: 1～5: 1, then carry out gradient elution: first wash with water to effluent liquid water white transparency, use again 20% aqueous ethanolic solution wash-out to effluent liquid water white transparency, then use the aqueous ethanolic solution wash-out of 4 column volumes 75%, collect 75% ethanol water elution liquid, be evaporated to thick paste shape, add 5～8 times of 95% aqueous ethanolic solution at 75 ± 5 DEG C, to make it dissolve, obtain lysate;
C. lysate is added to 10% gac, insulated and stirred decolouring 30min, filtered while hot, after filtrate decompression is concentrated, 80 ± 10 DEG C of heat-wind circulate dryings make Herba Centellae total glycosides.
2. the preparation method of a kind of Herba Centellae total glycosides according to claim 1, is characterized in that: wherein in the macroporous resin column described in step b, use AB-8, HPD100 or D101 resin.
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| CN201210071147.0A CN102617696B (en) | 2012-03-16 | 2012-03-16 | Preparation method of asiaticoside |
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| CN201210071147.0A CN102617696B (en) | 2012-03-16 | 2012-03-16 | Preparation method of asiaticoside |
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Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104892719B (en) * | 2014-12-04 | 2016-09-21 | 陕西君碧莎制药有限公司 | A kind of preparation method of asiaticoside |
| CN104592341A (en) * | 2014-12-30 | 2015-05-06 | 广州白云山汉方现代药业有限公司 | Method for extracting asiaticoside and madecassoside from centella |
| CN110179841A (en) * | 2019-07-02 | 2019-08-30 | 江西青春康源制药有限公司 | A kind of industrial extraction method of high level of water soluble asiaticoside |
| CN115624514A (en) * | 2022-10-12 | 2023-01-20 | 杭州时光肌生物科技有限公司 | A preparation method of compound plant extract for improving facial redness |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1387868A (en) * | 2001-05-29 | 2003-01-01 | 中国人民解放军第二军医大学 | Prepn process and new use of general asiaticoside |
| CN101323637A (en) * | 2008-07-29 | 2008-12-17 | 卢照凯 | Asiaticoside and preparation thereof |
| CN101948501A (en) * | 2010-09-01 | 2011-01-19 | 桂林莱茵生物科技股份有限公司 | Preparation method of hydroxyl asiaticoside |
-
2012
- 2012-03-16 CN CN201210071147.0A patent/CN102617696B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1387868A (en) * | 2001-05-29 | 2003-01-01 | 中国人民解放军第二军医大学 | Prepn process and new use of general asiaticoside |
| CN101323637A (en) * | 2008-07-29 | 2008-12-17 | 卢照凯 | Asiaticoside and preparation thereof |
| CN101948501A (en) * | 2010-09-01 | 2011-01-19 | 桂林莱茵生物科技股份有限公司 | Preparation method of hydroxyl asiaticoside |
Non-Patent Citations (2)
| Title |
|---|
| 大孔树脂纯化积雪草总苷的工艺研究;黄怀鹏等;《中药材》;20080725;第31卷(第7期);1072-1075 * |
| 黄怀鹏等.大孔树脂纯化积雪草总苷的工艺研究.《中药材》.2008,第31卷(第7期),1072-1075. |
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