CN104013612B - A kind of method preparing glabridin Benexate Hydrochloride - Google Patents
A kind of method preparing glabridin Benexate Hydrochloride Download PDFInfo
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- CN104013612B CN104013612B CN201410280939.8A CN201410280939A CN104013612B CN 104013612 B CN104013612 B CN 104013612B CN 201410280939 A CN201410280939 A CN 201410280939A CN 104013612 B CN104013612 B CN 104013612B
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- glabridin
- benexate hydrochloride
- beta
- schardinger dextrin
- medicinal residues
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Abstract
The invention discloses a kind of method preparing glabridin Benexate Hydrochloride, comprise the steps: in mass ratio, Glycyrrhiza glabra L. is extracted the dry medicinal residues after glycyrrhizic acid, beta-schardinger dextrin-puts into water, heating and refluxing extraction, filter while hot, filtrate lets cool to room temperature, crystallization, filter, crystal drying obtains glabridin Benexate Hydrochloride.Method of the present invention adopts beta-schardinger dextrin-aqueous solution to extract being extracted the Glycyrrhiza glabra L. medicinal residues after glycyrrhizic acid, make extraction glabridin and prepare glabridin Benexate Hydrochloride one step to complete, the gained glabridin Benexate Hydrochloride rate of transform is high, DPPH suppression ratio and inhibitory activity against tyrosinase all strengthen, and preparation process remains without organic reagent, production cost is low, environmental protection.
Description
Technical field
The invention belongs to field of traditional Chinese medicine extraction, relate to a kind of method preparing glabridin Benexate Hydrochloride particularly.
Background technology
Glabridin (Glabridin) is fat-soluble isoflavonoid specific in Glycyrrhiza glabra L. (Glycyrrhizaglabral), has antiinflammatory, atherosclerosis, neuroprotective, osteoporosis, treatment nephritis, biological activity widely such as adjustment energy expenditure and metabolism etc.In addition, due to its significant antiinflammatory and whitening effect, in the world glabridin is published as check and approve license, one of the safest, most whitening effect composition, at world's cosmetics circle, be described as " whitening gold ".But the content of glabridin in Glycyrrhiza glabra L. is extremely low is about 0.08 ~ 0.35%, extraction purification many employings ethanol extraction, purification by macroporous resin technique prepares its extract.Because its lower content and complicated production technology limit its extensive use at cosmetic industry.
At present, the method for producing glabridin Benexate Hydrochloride is by ethanol extraction, and glabridin crude extract beta-cyclodextrin inclusion compound prepared by purification by macroporous resin technique obtains, and this method extraction purification difficulty, length consuming time, cost are high, organic solvent easily remains.
Summary of the invention
The object of the invention is to overcome the deficiencies in the prior art, a kind of method preparing glabridin Benexate Hydrochloride is provided.
Technical scheme of the present invention is summarized as follows:
A kind of method preparing glabridin Benexate Hydrochloride, comprise the steps: in mass ratio, dry medicinal residues after 1 part of Glycyrrhiza glabra L. is extracted glycyrrhizic acid, 1.5-5 part beta-schardinger dextrin-put into 10-70 part water, heating and refluxing extraction 4-12 hour, filter while hot, filtrate lets cool to room temperature, crystallization, filter, crystal drying obtains glabridin Benexate Hydrochloride.
The mass ratio of dry medicinal residues, beta-schardinger dextrin-and water after Glycyrrhiza glabra L. extracts glycyrrhizic acid is preferably 1:3.5:60.
The preferably 10 hours time of heating and refluxing extraction.
Advantage of the present invention:
Method of the present invention adopts beta-schardinger dextrin-aqueous solution to extract being extracted the Glycyrrhiza glabra L. medicinal residues after glycyrrhizic acid, make extraction glabridin and prepare glabridin Benexate Hydrochloride one step to complete, the gained glabridin Benexate Hydrochloride rate of transform is high, DPPH suppression ratio and inhibitory activity against tyrosinase all strengthen, and preparation process remains without organic reagent, production cost is low, environmental protection.
Accompanying drawing explanation
Fig. 1 is the transmission electron microscopy of water extract.
Fig. 2 is the transmission electron microscopy of beta-schardinger dextrin-.
The transmission electron microscopy of Fig. 3 water extract and beta-schardinger dextrin-physical mixture.
The transmission electron microscopy of Fig. 4 glabridin Benexate Hydrochloride.
Detailed description of the invention
Below in conjunction with specific embodiment, the present invention is further illustrated.
Dry medicinal residues after Glycyrrhiza glabra L. extracts glycyrrhizic acid can adopt water or volumetric concentration to be after the ammonia extraction glycyrrhizic acid of 0.3%, the medicinal residues that drying obtains.The raw material that each embodiment of the present invention is used: Glycyrrhiza glabra L. extracts the dry medicinal residues after glycyrrhizic acid is after being the ammonia extraction glycyrrhizic acid of 0.3% by volumetric concentration, the medicinal residues that drying obtains.
Embodiment 1
A kind of method preparing glabridin Benexate Hydrochloride, comprise the steps: that the Glycyrrhiza glabra L. of 1 part is extracted the dry medicinal residues after glycyrrhizic acid, 3.5 parts of beta-schardinger dextrin-s put into 60 parts of water, heating and refluxing extraction 10 hours, filter while hot, filtrate lets cool to room temperature, crystallization, filters, crystal drying obtains glabridin Benexate Hydrochloride, sees Fig. 4.The extraction ratio 90.7% of glabridin.
Embodiment 2
A kind of method preparing glabridin Benexate Hydrochloride, comprise the steps: Glycyrrhiza glabra L. to be extracted by 1 part the dry medicinal residues after glycyrrhizic acid, 1.5 parts of beta-schardinger dextrin-s put into 10 parts of water, heating and refluxing extraction 4 hours, filter while hot, filtrate lets cool to room temperature, crystallization, filter, crystal drying obtains glabridin Benexate Hydrochloride.The extraction ratio 86.5% of glabridin.
Embodiment 3
A kind of method preparing glabridin Benexate Hydrochloride, comprise the steps: the dry medicinal residues after 1 part of Glycyrrhiza glabra L. is extracted glycyrrhizic acid, 5 parts of beta-schardinger dextrin-s put into 70 parts of water, heating and refluxing extraction 12 hours, filter while hot, filtrate lets cool to room temperature, crystallization, filter, crystal drying obtains glabridin Benexate Hydrochloride.The extraction ratio 89.2% of glabridin.
Embodiment 4
The preparation of water extract: by the dry medicinal residues after the Glycyrrhiza glabra L. of 1 part extraction glycyrrhizic acid, put into 60 parts of water, heating and refluxing extraction 10 hours, filters while hot, filtrate concentrate drying and water extract.See Fig. 1.
Water extract and beta-schardinger dextrin-physical mixture, mix the water extract of above-mentioned preparation and 3.5 parts of beta-schardinger dextrin-s and get final product, see Fig. 3.
Water extract shown in Fig. 1 is the aggregation being similar to laminated structure formation.
Beta-schardinger dextrin-shown in Fig. 2 is crystal structure.
Water extract shown in Fig. 3 and beta-schardinger dextrin-physical mixture are that beta-schardinger dextrin-is embedded in the structure of water extract, the mutual mixing just between pure material.
Its shape of the Benexate Hydrochloride of glabridin shown in Fig. 4 and form compare with Fig. 1-Fig. 3, all there occurs obvious change, and announcement medicine and cyclodextrin there occurs interaction.
Embodiment 5
DPPH free radical scavenging is tested
The preparation of 1DPPH solution and the drafting of standard curve
Precision takes DPPH1mg, and by methanol constant volume to 10ml, as mother solution, precision pipettes in above-mentioned mother solution 4ml to 20ml volumetric flask, uses methanol solution standardize solution, and the storing solution obtaining 40 μ g/ml is for subsequent use.Precision pipettes storing solution 5ml, 4ml, 2ml, 1ml, 0.5ml, 0.2ml, 0.1ml in 7 10ml volumetric flasks respectively, with methanol dilution to range, shake up, using methanol solvate as blank reference, the absorbance of each concentration DPPH solution is measured at 517nm wavelength place, the mass concentration of DPPH is abscissa, and absorbance is vertical coordinate production standard curve.
The preparation of 2 sample solutions
All samples all uses methanol constant volume and dissolving.
3DPPH. free radical scavenging experimentation
DPPH is comparatively stable in organic solvent, its methanol solution (in darkviolet) has maximum absorption band at 517nm place, when adding the material of scavenging free radicals in DPPH solution, because make absorption constantly disappear with single electron in conjunction with pairing, thus can analyze by colorimetry, assess sample antioxidative ability.Get liquid to be measured, add the DPPH solution 2.9ml of 20 μ g/ml, shake up, quietly in dark closed environment put 30min, thereafter measure respective absorbance at 517nm place and obtain D (λ 1), add 2.9ml20ug/mlDPPH solution with 0.1ml methanol again, after the airtight placement of 30min, measure absorbance D (λ 2) at 517nm place.Parallel assay three times, calculates the clearance rate of different sample to DPPH by formula 1.
Formula 1:DPPH clearance rate %=1-D (λ 1)/D (λ 2) × 100%.
Table 1DPPH clearance rate IC
50
Embodiment 6
Tyrosinase inhibition assays
The preparation of 1 solution
The preparation of PBS (pH=6.8) buffer solution: the potassium dihydrogen phosphate 250ml pipetting 0.2mol/L, and in sodium hydrate aqueous solution 118ml to the 1000ml capacity of 0.2mol/l, be settled to scale with distilled water.
Tyrosinase solution is prepared: the tryrosinase of precision weighing 12.9mg in 50ml capacity, is mixed with the tyrosinase solution of 200U/ml with pure water standardize solution, for subsequent use.
The preparation of TYR solution: precision takes TYR PBS (pH=6.8) the buffer solution standardize solution of 75mg in 50ml volumetric flask, obtains the TYR solution that concentration is 1.5mg/mL.
The preparation of sample liquor to be measured: all samples all uses PBS (Ph=6.8) to dissolve.
2 Tyrosinase inhibition assays steps
Solution to be measured for sample is pressed the mixing of solution shown in table 2.In 25 DEG C of water-baths, after isothermal reaction 10min, use ultraviolet spectrophotometer to survey the absorbance of dopachrome in 475nm place immediately.According to the absorbance measured, calculate the suppression ratio of different sample to tyrosinase activity by formula 2.
Table 2 reactant liquor forms
* A2 is elected as blank reference.
Formula 2: suppression ratio (%)=[1-(B1-B2)/(A1-A2)] × 100%
The IC of table 3 tyrosinase inhibition rate
50
As can be seen from table 1, table 3, Glycyrrhiza glabra L. medicinal residues water extract is to the IC of the suppression ratio of DPPH and tyrosinase activity
50all higher than glabridin Benexate Hydrochloride, namely its biological activity of glabridin Benexate Hydrochloride of preparing of this law is all higher than extract prepared by traditional water extraction.
Claims (3)
1. prepare the method for glabridin Benexate Hydrochloride for one kind, it is characterized in that comprising the steps: in mass ratio, dry medicinal residues after 1 part of Glycyrrhiza glabra L. is extracted glycyrrhizic acid, 1.5-5 part beta-schardinger dextrin-put into 10-70 part water, heating and refluxing extraction 4-12 hour, filter while hot, filtrate lets cool to room temperature, crystallization, filter, crystal drying obtains glabridin Benexate Hydrochloride.
2. a kind of method preparing glabridin Benexate Hydrochloride according to claim 1, is characterized in that the mass ratio of dry medicinal residues, beta-schardinger dextrin-and the water after Glycyrrhiza glabra L. extraction glycyrrhizic acid is 1:3.5:60.
3. a kind of method preparing glabridin Benexate Hydrochloride according to claim 1, is characterized in that the time of heating and refluxing extraction is 10 hours.
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| CN108618992A (en) * | 2018-06-25 | 2018-10-09 | 亿利耐雀生物科技有限公司 | A kind of glabridin composition and preparation method thereof |
| CN108815012A (en) * | 2018-08-03 | 2018-11-16 | 陕西华泰生物精细化工有限公司 | The preparation method of water-soluble glabridin |
| CN110169928A (en) * | 2019-06-12 | 2019-08-27 | 佛山市康伲爱伦生物技术有限公司 | A kind of multiple package solid pharmaceutical preparation of glabridin and preparation method |
| CN113616549A (en) * | 2021-09-15 | 2021-11-09 | 广州市暨生元生物科技有限公司 | Porous plant polysaccharide gel membrane body and preparation method thereof |
| CN113754676B (en) * | 2021-09-17 | 2022-11-25 | 西安绿天生物技术有限公司 | Preparation method of water-soluble glabridin with high bioavailability |
| CN115227594B (en) * | 2022-07-27 | 2024-04-09 | 无限极（中国）有限公司 | Glabridin inclusion compound and preparation method and application thereof |
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| CN101747307A (en) * | 2009-12-22 | 2010-06-23 | 江苏天晟药业有限公司 | Glycyrrhizic acid removal glycyrrhiza flavonoid and medicament composition thereof |
| CN101873856A (en) * | 2007-11-26 | 2010-10-27 | 韩国生命工学研究院 | A pharmaceutical composition comprising glabridin or glabridin derivatives for suppression of dendritic cell maturation |
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| CN101873856A (en) * | 2007-11-26 | 2010-10-27 | 韩国生命工学研究院 | A pharmaceutical composition comprising glabridin or glabridin derivatives for suppression of dendritic cell maturation |
| CN101747307A (en) * | 2009-12-22 | 2010-06-23 | 江苏天晟药业有限公司 | Glycyrrhizic acid removal glycyrrhiza flavonoid and medicament composition thereof |
| CN102140144A (en) * | 2011-01-07 | 2011-08-03 | 上海奥利实业有限公司 | Production method of water-soluble licoflavone |
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