CN105646616B - Stevioside B glycosides crystal form G, preparation method, food compositions and application - Google Patents
Stevioside B glycosides crystal form G, preparation method, food compositions and application Download PDFInfo
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Their preparation
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- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/26—Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin
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- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
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- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
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- C07H15/20—Carbocyclic rings
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Abstract
The invention belongs to sweetener technical fields, more particularly to a kind of stevioside B glycosides crystal form G, preparation method, food compositions and application, the stevioside B glycosides crystal form G is analyzed using the X-ray powder diffraction that Cu-K alpha ray measurement obtains, 2 θ values being expressed in degrees are at least 3.93,13.45,16.62,18.33, there is apparent characteristic diffraction peak at 19.90,23.95 and 28.02.The present invention has carried out comprehensive characterization to the crystal form G with the Solid-state Chemistry such as XRPD, DSC, TGA, DVS analysis means, it is found that the crystal form G has many advantages, such as crystallinity height, and stability is good, good water solubility, hygroscopicity are small, is suitable for more widely using field.Preparation method of the present invention is simple, easily operated, and more, the favorable reproducibility of selectivity can steadily obtain target crystal form.
Description
Technical field
The invention belongs to sweetener technical field more particularly to a kind of stevioside B glycosides crystal form G, preparation method, food group
Close object and application.
Background technique
STEVIA REBAUDIANA is a kind of small compositae plant, originates in Oman that South America Paraguay and Brazil border on and visits mountain range.Really
Fixed STEVIA REBAUDIANA sweet ingredient has 9 kinds: stevioside, steviolbioside, stevioside A glycosides-stevioside F glycosides and Du Ke glycosides G.They are
Belong to glycosides compound, there is identical aglycon-steviol (steviol)；Difference is only that type, the quantity that sugar is combined on glycosidic bond
And configuration.Because they are all glycosides compounds with sweet, it is referred to as stevioside (Steviol Glycosides).Its
In, stevioside B glycosides is a kind of stevioside glycosides compound that sugariness is about 150 times of sucrose.Stevioside B glycosides (RebGudioside
B, RB), structural formula is as follows:
In qualities of stevia extract, stevioside A glycosides has been widely used for beverage, food and health care product as sweetener
In.But stevioside A glycosides, with natural slight bitter taste or herbaceous taste, the prior art can not also be completely removed or be covered, this
So that drink and food industry also simply dare not substitute white sugar with stevioside completely easily.In magazine " JournGl of
GgriculturGl Gnd Food Chemistry " in an entitled " HumGn Psychometric Gnd TGste
It is in Receptor Responses to Steviol Glycosides " studies have shown that stevioside B glycosides is relative to stevioside A
Glycosides, sugariness is similar, but bitter taste outline is weak.So stevioside B glycosides has the mouthfeel better than stevioside A glycosides, and can make
For sweetener use.104602543 A of patent CN reports stevioside B glycosides and the composition of other sugar is answered in food and beverage
With.Since the content in stevia rebaudian leaf is lower, so the preparation method of stevioside B glycosides mainly passes through sodium hydroxide hydrolysis at present
Stevioside A glycosides obtains.The water solubility of stevioside B glycosides is extremely low at room temperature, to limit its use.
The different crystal forms of same compound solubility, dissolution rate, fusing point, appearance and in terms of have it is aobvious
Difference is write, to influence its stability and bioavilability.The research of polymorph in pharmaceuticals phenomenon has become pharmaceutical technology and new
Essential pith before medicine preparation determines.For stevioside B glycosides, it is also to Guan Chong that polymorphic research is carried out to it
It wants.Stevioside B glycosides crystal form 1, crystal form 2, crystal form 3, crystal form 4 and its preparation side are reported in 20130267693 G1 of patent US
Method.But from the point of view of X-ray powder diffraction collection and polarisation photo, which simultaneously contains part amorphous.It is right
For bibulous glucoside compound, amorphous in product may cause the moisture absorption in storage and transportational process and agglomerate
Conglomeration.Meanwhile four kinds of crystal forms do not improve the water solubility of stevioside B glycosides.
There is an urgent need in the art to provide a kind of better crystal form of performance, for example, crystallinity height, good water solubility, hygroscopicity it is small,
The high novel crystal forms of stability.Meanwhile there is an urgent need to provide the preparation method of above-mentioned crystal form and purposes.
Summary of the invention
It is an object of the present invention to: the sweet tea that a kind of crystallinity height, good water solubility, stability are high, hygroscopicity is small is provided
Synanthrin B glycosides crystal form G.
In order to solve the above technical problems, the technical scheme is that
Stevioside B glycosides crystal form G, the crystal form G are analyzed using the X-ray powder diffraction that Cu-K alpha ray measures, to spend table
At least there is apparent characteristic diffraction peak at 2 angles θ shown at 3.93,13.45,16.62,18.33,19.90,23.95 and 28.02.
As an improvement the crystal form G is analyzed using the X-ray powder diffraction that Cu-K alpha ray measurement obtains, with degree
2 θ values, the error range indicated is ± 1 °, withThe relative intensity of the interplanar distance d of expression and the diffraction maximum being expressed as a percentage
It has the feature that
As an improvement the differential scanning calorimetric analysis of the crystal form G is in 60-140 DEG C, 150-180 DEG C and 200-240
DEG C there is obvious endothermic peak.
As an improvement the thermogravimetic analysis (TGA) of the crystal form G starts to decompose at 270 ± 10 DEG C.
As an improvement the crystal form G adsorbs (DVS) map just like dynamic water shown in Fig. 4, it is in relative humidity
Within the scope of 0-45%, the mass percent of moisture is absorbed in 0-2.5%, is to absorb within the scope of 45-55% in relative humidity
The mass percent of moisture absorbs the mass percent fluctuation range of moisture in 55% or more relative humidity in 2.5-5.1%
It is smaller.
As an improvement the crystal form G has shape characteristic as shown in Figure 5.
The second object of the present invention is: providing that a kind of simple process, easily operated, stability is high and the sweet tea of good fluidity
The preparation method of synanthrin B glycosides crystal form G.
In order to solve the above technical problems, the technical scheme is that
The preparation method of stevioside B glycosides crystal form G, the preparation method comprises the following steps:
(1) it is suspended: in 0-100 DEG C of temperature range, stevioside B glycosides and solvent mixing 0.1-48h obtaining being suspended molten
Liquid；
(2) it filters: in 0-100 DEG C of temperature range, suspension solution being filtered or is centrifuged, obtains white solid to get sweet tea
Synanthrin B glycosides crystal form G；
(3) cooling: the clear solution after step (2) filtering or centrifugation is cooled to 0-50 DEG C, white solid is precipitated, filters,
Up to stevioside B glycosides crystal form G；
(4) volatilize: the clear solution after step (2) filtering or centrifugation is placed in volatilization in 0-100 DEG C of temperature range, is precipitated
White solid is to get stevioside B glycosides crystal form G.
As an improvement the dry matter purity of the stevioside B glycosides is 50-100% in step (1).
As an improvement the solvent is water, methanol, ethyl alcohol, 1- propyl alcohol, 2- propyl alcohol, 3- methyl-1-butanol, 2- first
Base -1- propyl alcohol, acetonitrile, acetone, methyl ethyl ketone, methylisobutylketone, methyl acetate, Ethyl formate, ethyl acetate, butyl acetate, second
One or more of propyl propionate, isopropyl acetate, isobutyl acetate or three fourth Methyl ethers.
The third object of the present invention is: providing a kind of food compositions containing the stevioside B glycosides crystal form G.
The fourth object of the present invention is: provide described stevioside B glycosides crystal form G and preparation method thereof food, beverage and
Application in drug.
By adopting the above-described technical solution, the beneficial effects of the present invention are:
The preparation method of stevioside B glycosides crystal form G provided by the invention, simple process, it is easily operated, a variety of sides can be passed through
Legal system obtains stevioside B glycosides crystal form G, and product crystallinity obtained is high, hygroscopicity is low, stability is high, good water solubility.
Detailed description of the invention
Fig. 1 is X-ray powder diffraction (XRPD) figure of stevioside B glycosides crystal form G provided by the invention；
Fig. 2 is differential scanning calorimetric analysis (DSC) figure of stevioside B glycosides crystal form G provided by the invention；
Fig. 3 is thermogravimetic analysis (TGA) (TG) figure of stevioside B glycosides crystal form G provided by the invention；
Fig. 4 is dynamic water absorption (DVS) figure of stevioside B glycosides crystal form G provided by the invention；
Fig. 5 is the polarisation photo of stevioside B glycosides crystal form G provided by the invention；
Fig. 6 be stevioside B glycosides crystal form G provided by the invention before it is dried after X-ray powder diffraction (XRPD) compare
Figure；
Fig. 7 is that stevioside B glycosides crystal form G provided by the invention stores the X- of half a year under conditions of 40 DEG C, humidity 75% and penetrates
Line powder diffraction (XRPD) compares figure；
Fig. 8 is that stevioside B glycosides crystal form G provided by the invention stores the efficient of half a year under conditions of 40 DEG C, humidity 75%
Liquid phase (HPLC) compares figure.
Specific embodiment
In order to make the objectives, technical solutions, and advantages of the present invention clearer, with reference to the accompanying drawings and embodiments, right
The present invention is further elaborated.It should be appreciated that the specific embodiments described herein are merely illustrative of the present invention, and
It is not used in the restriction present invention.
Embodiment one
At room temperature, the stevioside B glycosides that 20g material purity is 100% is added in 100mL methanol, stirs 12h
Afterwards, it filters, obtains filtrate and white solid, filtrate and white solid are dried in vacuo respectively at 25 DEG C, and it is brilliant to obtain stevioside B glycosides
Type G.
Embodiment two
Under the conditions of 50 DEG C, the stevioside B glycosides that 20g material purity is 100% is added in 100mL methanol, 12h is stirred
Afterwards, it filters, obtains filtrate and white solid, filtrate and white solid are dried in vacuo respectively at 25 DEG C, and it is brilliant to obtain stevioside B glycosides
Type G.
Embodiment three
At room temperature, the stevioside B glycosides that 40g material purity is 50% is added in 100mL methanol, after stirring 12h,
Filtrate and white solid is obtained by filtration, filtrate and white solid are dried in vacuo respectively at 25 DEG C, obtain stevioside B glycosides crystal form G.
Example IV
At room temperature, the stevioside B glycosides that 20g material purity is 100% is added to the methanol-water (v/ of 70mL 30%
V) in system, after stirring 12h, filtering obtains filtrate and white solid, and filtrate and white solid are dry respectively at vacuum at 25 DEG C
It is dry, obtain stevioside B glycosides crystal form G.
Embodiment five
At room temperature, the stevioside B glycosides that 20g material purity is 100% is added to the methanol-water (v/ of 50mL 50%
V) in system, after stirring 12h, filtering obtains filtrate and white solid, and filtrate and white solid are dry respectively at vacuum at 25 DEG C
It is dry, obtain stevioside B glycosides crystal form G.
Embodiment six
At room temperature, the stevioside B glycosides that 20g material purity is 100% is added to the alcohol-water (v/ of 50mL 50%
V) in system, after stirring 12h, filtering obtains filtrate and white solid, and filtrate and white solid are dry respectively at vacuum at 25 DEG C
It is dry, obtain stevioside B glycosides crystal form G.
Embodiment seven
At room temperature, the stevioside B glycosides that 20g material purity is 100% is added to the alcohol-water (v/ of 50mL 50%
V) in system, after stirring 48h, filtering obtains filtrate and white solid, and filtrate and white solid are dry respectively at vacuum at 25 DEG C
It is dry, obtain stevioside B glycosides crystal form G.
Embodiment eight
At room temperature, the stevioside B glycosides that 20g material purity is 100% is added to the alcohol-water (v/ of 50mL 50%
V) in system, after stirring 48h, filtering obtains filtrate and white solid, and filtrate and white solid are dry respectively at vacuum at 50 DEG C
It is dry, obtain stevioside B glycosides crystal form G.
Embodiment nine
At room temperature, the stevioside B glycosides that 20g material purity is 100% is added to the alcohol-water of 200mL 50%
(v/v) in system, after stirring 48h, the filtrate being obtained by filtration is quickly cooled to 5 DEG C, and a large amount of crystal are precipitated, and filters, and crystal is dry,
Obtain stevioside B glycosides crystal form G.
Embodiment ten
Under the conditions of 90 DEG C, the stevioside B glycosides that 20g material purity is 100% is added to the alcohol-water of 100mL 50%
(v/v) in system, after stirring 48h, the filtrate being obtained by filtration is rapidly cooled to room temperature, and a large amount of crystal are precipitated, and is filtered, and crystal is dry
It is dry, obtain stevioside B glycosides crystal form G.
Embodiment 11
Under the conditions of 90 DEG C, the stevioside B glycosides that 20g material purity is 100% is added to the alcohol-water of 100mL 50%
(v/v) in system, after stirring 48h, the filtrate being obtained by filtration is cooled to room temperature with the rate of temperature fall of 1 DEG C/h, and a large amount of crystal are precipitated,
Filtering, crystal is dry, obtains stevioside B glycosides crystal form G.
Embodiment 12
Under the conditions of 90 DEG C, the stevioside B glycosides that 20g material purity is 100% is added to the alcohol-water of 100mL 50%
(v/v) in system, after stirring 48h, the filtrate being obtained by filtration is cooled to room temperature with the rate of temperature fall of 10 DEG C/h, and in room temperature condition
A large amount of crystal are precipitated in lower standing 2h, and filtering, crystal is dry, obtain stevioside B glycosides crystal form G.
Embodiment 13
Under the conditions of 90 DEG C, the stevioside B glycosides that 20g material purity is 100% is added to the alcohol-water of 100mL 50%
(v/v) in system, after stirring 48h, the filtrate being obtained by filtration is open at room temperature to be volatilized naturally, wait which a large amount of crystal are precipitated,
Filtering, crystal is dry, obtains stevioside B glycosides crystal form G.
Embodiment 14
Under the conditions of 90 DEG C, the stevioside B glycosides that 20g material purity is 100% is added to the alcohol-water of 100mL 50%
(v/v) in system, after stirring 48h, the filtrate being obtained by filtration is volatilized under the conditions of room temperature, nitrogen flow are 25mL/min, wait analyse
A large amount of crystal out, filtering, crystal is dry, obtains stevioside B glycosides crystal form G.
Embodiment 15
Under the conditions of 90 DEG C, the stevioside B glycosides that 20g material purity is 100% is added to the alcohol-water of 100mL 50%
(v/v) in system, after stirring 48h, the filtrate being obtained by filtration is volatilized under the conditions of room temperature, vacuum degree are 0.05MPa, big wait be precipitated
Crystal is measured, filtering, crystal is dry, obtains stevioside B glycosides crystal form G.
Embodiment 16
Under the conditions of 90 DEG C, the stevioside B glycosides that 20g material purity is 100% is added to the alcohol-water of 100mL 50%
(v/v) in system, after stirring 48h, the filtrate being obtained by filtration is volatilized under the conditions of room temperature, vacuum degree are 0.05MPa, big wait be precipitated
Crystal is measured, filtering, crystal is dry, obtains stevioside B glycosides crystal form G.
Embodiment 17
Under the conditions of 0 DEG C, the stevioside B glycosides that 20g material purity is 100% is added in 100mL methanol, after stirring 48h,
Filtering, obtains filtrate and white solid, and filtrate and white solid are dried in vacuo respectively at 25 DEG C, obtains stevioside B glycosides crystal form
G。
Embodiment 18
Under the conditions of 100 DEG C, the stevioside B glycosides that 20g material purity is 100% is added to the alcohol-water of 50mL 50%
(v/v) in system, after stirring 0.1h, filtering obtains filtrate and white solid, filtrate and white solid are respectively at vacuum at 25 DEG C
It is dry, obtain stevioside B glycosides crystal form G.
X-ray powder diffraction analysis (XRPD), differential are carried out to stevioside B glycosides sodium salt crystal form G made from above-described embodiment
Scan thermometric analysis (DSC), thermogravimetic analysis (TGA) (TG), dynamic water adsorption analysis (DVS) etc..
XRPD analysis: it uses the diffractometer of German Brooker Instrument Ltd. Bruker D8GdvGnce type in room temperature
It is detected, using Cu-K alpha rayFrom 3 degree to 40 degree, scanning speed is 0.2 degrees second for 2 θ angle sweeps.
It analyzes the result is shown in Figure 1, and XRPD spectrogram shows that stevioside B glycosides crystal form G made from above-described embodiment has good crystallinity.
It is often characteristic by the diffraction spectrogram that specific crystal formation obtains in sample powder X-ray powder diffraction collection
's.Because of the difference of the relative amount of crystallization condition, partial size, mixture and other test conditions, diffraction spectrogram may be generated
Preferred orientation effect, the relative intensity so as to cause bands of a spectrum (especially in low angle) certain in spectrogram change.Therefore, spread out
Penetrate the relative intensity at peak be not to targeted crystal it is characteristic, when judging whether identical as known crystal form, more should
It is to be noted that the position at peak rather than their relative intensity.In addition, judge crystal form whether when should be noted that holding Overall View
It reads, because being not that a diffracted ray represents an object phase, but a set of specific " d-I/I1 " data just represent a certain object phase.
It should be noted also that in the identification of mixture, since the factors such as content decline will cause the missing of part diffracted ray, at this point,
It may also be characteristic to given crystal without relying on the whole bands of a spectrum observed in high-purity sample or even a bands of a spectrum.
Dsc analysis: it uses the 8500 type differential scanning calorimeter of DSC of platinum Elmer Co., Ltd, the U.S. to be detected, gas
Atmosphere is nitrogen, and heating speed is 10 degrees celsius/minutes.It is analyzed result and sees Fig. 2.
TG analysis: it uses the Netzsch TG 209F3 type thermogravimetric analyzer of German Nai Chi company to detect, temperature range:
30-400 DEG C, sweep speed: 10K/min, purge gass: 25mL/min.It is analyzed result and sees Fig. 3.
DVS analysis: it uses SMS instrument company, Britain DVS Intrinsic type dynamic water adsorption instrument to be measured, and surveys
Determine temperature: 25 DEG C；Relative humidity: 0-95%.It is analyzed result and sees Fig. 4.
Polarisation photo: it uses the XPV-400E petrographic microscope of the rectangular optical instrument Co., Ltd in Shanghai to be tested,
Test amplification factor: 5 times.It is analyzed result and sees Fig. 5.Polarisation photo shows, stevioside B glycosides crystal form G made from above-described embodiment
For diamond pattern crystal, there is good shape characteristic.
To stevioside B glycosides crystal form G made from above-described embodiment, XRPD analysis is carried out after the drying, and analysis result is shown in figure
6.As can be seen from Figure 6 its crystal form is constant, and stability of crystal form is good.
To stevioside B glycosides crystal form G made from above-described embodiment, half a year, analysis knot are stored under the conditions of 40 DEG C, RH75%
Fruit sees Fig. 7.As can be seen from Figure 7 its crystal form is constant, and illustrating the crystal form, physical stability is good under conditions of high humidity.
HPLC analysis: it uses the 1260infinity hplc determination of Anjelen Sci. & Tech. Inc, the U.S..Sample
Product solution preparation method: 25-50 milligrams of stevioside B glycosides crystal form G samples of accurate weighing are put into 25 milliliters of volumetric flask, then
Water-acetonitrile (7:3, v/v) solution is added, is dissolved and is settled to scale.Sodium phosphate buffer (specification: 10mmol/L, pH
Value: 2.6) configuration method: 2.76 grams of sodium dihydrogen phosphates are dissolved into 2 liters of water, and phosphoric acid is added, pH value is adjusted to 2.6.Chromatography
Column: LunG 5 μ C18 (2) 100A type chromatographic column of Phenomenex company.Sample volume: 5 μ l.Flow velocity: 1.0mL/min.Column temperature:
40℃.Detector: 210nm ultraviolet detection.Mobile phase: acetonitrile and sodium phosphate buffer (specification: 10mmol/L, pH value: 2.6)
Ratio is 32:68.Analysis result is shown in Fig. 8, stevioside B glycosides crystal form G made from above-described embodiment, the chemical stability having had,
After HPLC is analysis shows that store half a year under the conditions of 40 DEG C, RH75%, purity is still up to 98.3%, illustrates the crystal form in high humidity
Under the conditions of chemical stability it is good.
Stevioside B glycosides crystal form G made from above-described embodiment has good reproducibility.And high water solubility and stabilization,
About 0.5mg/mL, hence it is evident that higher than the crystal form 1-4 reported in US 20130267693A1.It analyzes result such as the following table 1:
Table 1
| Sample ID | Equilbrium solubility (mg/mL) in water |
| 1 stevioside B glycosides crystal form G of embodiment | 0.452 |
| Crystal form 1 in 20130267693 A1 of US | 0.291 |
| Crystal form 2 in 20130267693 A1 of US | 0.205 |
| Crystal form 3 in 20130267693 A1 of US | 0.160 |
| Crystal form 4 in 20130267693 A1 of US | 0.097 |
To stevioside B glycosides crystal form G made from above-described embodiment, slightly has moisture absorption at customary storage conditions (45-80%RH)
Property.The hygroscopicity of stevioside B glycosides crystal form G is significantly lower than the crystal form 1-4 reported in 20130267693 A1 of US, knot not easy to moisture absorption
Block.Analyze result such as the following table 2:
Table 2
Stevioside B glycosides raw material used in above-described embodiment is provided by Hao Tian pharmaceutcal corporation, Ltd, Zhucheng.
Stevioside B glycosides crystal form G provided by the invention can be used as sweetener applied in food, beverage and drug.
The preparation method of stevioside B glycosides crystal form G provided by the invention can be applied to the preparation process of food, beverage and drug
In.
The foregoing is merely illustrative of the preferred embodiments of the present invention, is not intended to limit the invention, all in essence of the invention
Made any modifications, equivalent replacements, and improvements etc., should all be included in the protection scope of the present invention within mind and principle.
Claims (8)
1. stevioside B glycosides crystal form G, which is characterized in that the X-ray powder diffraction point that the crystal form G is measured using Cu-K alpha ray
Analysis, at least there is feature diffraction at 2 angles θ being expressed in degrees at 3.93,13.45,16.62,18.33,19.90,23.95 and 28.02
Peak.
2. stevioside B glycosides crystal form G as described in claim 1, which is characterized in that the crystal form G is measured using Cu-K alpha ray
The X-ray powder diffraction analysis arrived, 2 θ values being expressed in degrees, error range are ± 1 °, withThe interplanar distance d of expression and with
The relative intensity for the diffraction maximum that percentage indicates has the feature that
。
3. stevioside B glycosides crystal form G as described in claim 1, which is characterized in that the crystal form G has as shown in Figure 2,3, 4
Differential scanning calorimetric thermogram spectrum, thermogravimetic analysis (TGA) map and dynamic water adsorb map.
4. the preparation method of stevioside B glycosides crystal form G as described in claim 1, which is characterized in that the preparation method include with
Lower step:
(1) it is suspended: in 0-100 DEG C of temperature range, by stevioside B glycosides and solvent mixing 0.1-48h, obtaining suspension solution；
(2) it filters: in 0-100 DEG C of temperature range, suspension solution being filtered or is centrifuged, obtains white solid to get stevioside B
Glycosides crystal form G；
(3) cooling: the clear solution after step (2) filtering or centrifugation is cooled to 0-50 DEG C, is precipitated white solid, filtering to get
Stevioside B glycosides crystal form G；
(4) volatilize: the clear solution after step (2) filtering or centrifugation is placed in volatilization in 0-100 DEG C of temperature range, white is precipitated
Solid is to get stevioside B glycosides crystal form G.
5. the preparation method of stevioside B glycosides crystal form G as claimed in claim 4, which is characterized in that in step (1), the stevia rebaudianum
The material purity of sugared B glycosides is 50-100%.
6. the preparation method of stevioside B glycosides crystal form G as claimed in claim 4, which is characterized in that in step (1), the solvent
For water, methanol, ethyl alcohol, 1- propyl alcohol, 2- propyl alcohol, 3- methyl-1-butanol, 2- methyl-1-propyl alcohol, acetonitrile, acetone, methyl ethyl ketone, first
Base isobutyl ketone, methyl acetate, Ethyl formate, ethyl acetate, butyl acetate, propyl acetate, isopropyl acetate, isobutyl acetate or
One or more of three fourth Methyl ethers.
7. food compositions, which is characterized in that the food compositions contain the described in any item stevioside B of claim 1-3
Glycosides crystal form G.
8. stevioside B glycosides crystal form G as described in any one of claims 1-3 and the described in any item preparation sides claim 4-6
Application of the method in the preparation of food, beverage and drug.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610173788.5A CN105646616B (en) | 2016-03-24 | 2016-03-24 | Stevioside B glycosides crystal form G, preparation method, food compositions and application |
| PCT/CN2017/074115 WO2017161985A1 (en) | 2016-03-24 | 2017-02-20 | Crystal form of rebaudioside b and preparation process therefor and use thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
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| JPS52120170A (en) * | 1976-04-02 | 1977-10-08 | Toyo Sugar Refining | Separating method of sweetening substance from stevia |
| CN105037458A (en) * | 2015-07-23 | 2015-11-11 | 诸城市浩天药业有限公司 | Stevioside D glycoside crystal form A and preparation method and application thereof |
| CN105407739A (en) * | 2013-07-31 | 2016-03-16 | 帝斯曼知识产权资产管理有限公司 | Stable sweetener compositions |
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| WO2012082493A1 (en) * | 2010-12-13 | 2012-06-21 | Cargill, Incorporated | Crystalline forms of rebaudioside b |
| CN102093447B (en) * | 2010-12-30 | 2015-04-08 | 青岛润浩甜菊糖高科有限公司 | Purifying method of stevioside RB |
| CN105646616B (en) * | 2016-03-24 | 2019-08-06 | 诸城市浩天药业有限公司 | Stevioside B glycosides crystal form G, preparation method, food compositions and application |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS52120170A (en) * | 1976-04-02 | 1977-10-08 | Toyo Sugar Refining | Separating method of sweetening substance from stevia |
| CN105407739A (en) * | 2013-07-31 | 2016-03-16 | 帝斯曼知识产权资产管理有限公司 | Stable sweetener compositions |
| CN105037458A (en) * | 2015-07-23 | 2015-11-11 | 诸城市浩天药业有限公司 | Stevioside D glycoside crystal form A and preparation method and application thereof |
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