CN104921964A - Carrageenan-tea polyphenol microsphere with oxidation resistance, as well as preparation method and use thereof - Google Patents
Carrageenan-tea polyphenol microsphere with oxidation resistance, as well as preparation method and use thereof Download PDFInfo
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Abstract
The invention provides a carrageenan-tea polyphenol microsphere with oxidation resistance. The carrageenan-tea polyphenol microsphere adopts tea polyphenol as a core material and low-molecular-weight carrageenan as a wall material; the mass ratio of the core material to the wall material is 1:(1-4). The invention further provides a preparation method for the carrageenan-tea polyphenol microsphere. The preparation method comprises the following steps: taking a proper amount of dried low-molecular-weight carrageenan and tea polyphenol, dissolving dried low-molecular-weight carrageenan and tea polyphenol in distilled water to obtain a solution as a water phase for later use, taking rapeseed oil, which is a certain multiple of a water solution, as an oil phase, adding an emulsifier and a co-emulsifier in the oil phase, adding the water phase into the oil phase to obtain a mixed phase, homogenizing the mixed phase in a high speed homogenization machine, conducting oil-water separation on the obtained microemulsion with a separating funnel, and conducting freeze drying on the water solution obtained after separation to obtain the carrageenan-tea polyphenol microsphere. The carrageenan-tea polyphenol microsphere has the characteristics of small average grain diameter and slow release speed of tea polyphenol, the microsphere is applied to a sleeping pack, the release of tea polyphenol is delayed, and the oxidation resistance and the absorption and use efficiency of tea polyphenol are improved greatly, so that the effect of the oxidation resistance of the sleeping pack is prolonged.
Description
Technical field
The invention belongs to chemical field, particularly relate to a kind of antioxidation series products, specifically a kind of there is non-oxidizability carrageenan-Microspheres of Tea Polyphenols and preparation method and purposes.
Background technology
Carrageenan is the hydrophilic colloid extract from the red algae zostera marina such as Eucheuma muricatum (Gmel.) Web.Van Bos., Eucheuma gelatinosum, Pelvetia siliquosa Tseng et C. F. Chang, by 1,3-β-D-galactopyranose and 1,4-α-D-galactopyranose is as basic framework, the potassium of the linear polysaccharide class sulfuric ester be alternately formed by connecting, sodium, magnesium, calcium salt and 3,6-Anhydrogalactose. straight chain polymer formed.According to the position difference of galactose residue and the difference of sulfate group mass contg, carrageenan mainly can be divided into and have κ-(Kappa) type, ι-(Iota) type and λ-(Lamda) type three major types type.Kappa-carrageenan has the characteristics such as excellent high-hydrophilic, biocompatibility, Biofunctional, is widely used in medicine carrying and the material such as immobilized enzyme and embedding EGCG.
Tea polyphenols is the mixture that a class is present in the Polyhydroxy phenol in Folium Camelliae sinensis, has good antioxygenic property, at antibacterial, antiviral, Tumor suppression, prevents the fields such as cardiovascular disease, defying age, cosmetics, food to have important application.
Kappa-carrageenan has good embedding medicinal effect and sustained release performance, may be used for the antioxidant such as embedding tea polyphenols for delaying the release of tea polyphenols.But owing to containing a large amount of hydroxyls in its strand, molecular weight is comparatively large, its dissolubility is very poor is just very easily form gel at low concentration, and make the physiologically active of itself, the application of antioxidant activity is restricted.
Summary of the invention
For above-mentioned technical problem of the prior art, the invention provides a kind of there is non-oxidizability carrageenan-Microspheres of Tea Polyphenols and preparation method and purposes, described this there is non-oxidizability carrageenan-Microspheres of Tea Polyphenols and preparation method and purposes solve kappa-carrageenan of the prior art due to molecular weight large, poorly soluble, easy formation gel, the technical problem that the application in antioxidant activity is restricted.
A kind of carrageenan-Microspheres of Tea Polyphenols with non-oxidizability of the present invention, the core of described microsphere is tea polyphenols, wall material is low-molecular-weight carrageenan, the mass ratio of described core and wall material is 1:1 ~ 4, the weight average of described low molecular weight carrageenan and number-average molecular weight be respectively 12000 ~ 15000 and and 9000 ~ 12000, wherein dispersion index is 1.05 ~ 1.25.
Further, described low molecular weight carrageenan is prepared from by following methods: kappa-carrageenan is added the H that concentration is 2 ~ 8%
2o
2in solution, at the temperature of 60 ~ 85 DEG C, oxidative degradation is carried out after dissolving, the aqueous solution of having degraded is transferred to molecular cut off be MW 6000 ~ 8000 bag filter dialysis 3 ~ 8 days, again the liquid after dialysis is carried out vacuum lyophilization, obtain low molecular carrageenan, the weight average of described low molecular weight carrageenan and number-average molecular weight are respectively 12000 ~ 15000 and 9000 ~ 12000, and wherein dispersion index is 1.05 ~ 1.25.
Present invention also offers above-mentioned a kind of preparation method with the carrageenan-Microspheres of Tea Polyphenols of non-oxidizability, comprise the following steps:
A) take kappa-carrageenan and tea polyphenols respectively, described kappa-carrageenan and the mass ratio of tea polyphenols are 1 ~ 4:1, are dissolved in distilled water for subsequent use as aqueous phase using kappa-carrageenan and tea polyphenols;
B) measure Oleum Brassicae campestris, the volume ratio of Oleum Brassicae campestris and distilled water is 3-7:1, adds emulsifying agent and co-emulsifier wherein, fully dissolves and stirs, for subsequent use as oil phase;
C) add in oil phase by aqueous phase, homogenizing 4-6min under 16000-24000rpm, the microemulsion separatory funnel then just obtained carries out oil-water separation, gets the aqueous solution after separation and carries out lyophilization, obtain carrageenan-Microspheres of Tea Polyphenols.
Further, in step a), the addition of low molecular weight carrageenan is the 0.6-1.4% of distilled water quality.
Further, in step b), emulsifying agent is class 80 of department, and addition is the 2-4% of Oleum Brassicae campestris and distilled water quality sum; Emulsifying agent is n-butyl alcohol, and addition is the 2-4% of Oleum Brassicae campestris and distilled water quality sum.
Present invention also offers above-mentioned a kind of carrageenan-Microspheres of Tea Polyphenols with non-oxidizability and prepare the application in facial film.
The present invention is by having done optimal screening to carrageenan addition, tea polyphenols and carrageenan mass ratio, oil-water ratio, emulsifying agent etc., make final obtained carrageenan-Microspheres of Tea Polyphenols particle diameter little and even, thermodynamic stability is good, and tea polyphenols slow releasing, extends anti oxidation time.
The present invention adopts low molecular weight carrageenan effectively to embed tea polyphenols, prepares the carrageenan-Microspheres of Tea Polyphenols with non-oxidizability.The present invention embodies the larger using value of carrageenan, has expanded the application of carrageenan in microcapsule and in cosmetics.
The present invention, in order to improve the dissolubility of carrageenan, is carried out oxidative degradation, obtains low molecular weight carrageenan, and reduce its molecular weight while making the functional group of kappa-carrageenan obtain retaining, make its physiologically active, antioxygenic property is well applied.
Carrageenan-Microspheres of Tea Polyphenols of the present invention has the characteristic of the thin and tea polyphenols slow releasing of mean diameter, can this microsphere be applied in sleep mask, delay the release of tea polyphenols, the non-oxidizability of tea polyphenols and absorption and use efficiency are improved greatly, thus reaches prolongation sleep mask antioxidative effect.
Accompanying drawing explanation
Fig. 1 is that tea polyphenols and carrageenan-Microspheres of Tea Polyphenols are to the dynamic experiment comparison diagram of DPPH radical scavenging activity.
Detailed description of the invention
Below in conjunction with specific embodiment, the present invention is further elaborated, but do not limit the present invention.
Raw material used in various embodiments of the present invention, except commercially available namely commercially available except, other experimental raw information are as follows:
Kappa-carrageenan (food stage, Bei Lian bio tech ltd, Shanghai);
Hydrogen peroxide (Tai Tan Science and Technology Ltd.);
Tea polyphenols (Yuan Senfu bio tech ltd, Shaanxi three);
Ban80(Tai Tan Science and Technology Ltd. of department);
Oleum Brassicae campestris (the pure fragrant vegetable seed oil of Jin Longyu);
N-butyl alcohol (Chemical Reagent Co., Ltd., Sinopharm Group);
Bag filter (the molecular weight MW:7000 U.S.).
embodiment 1
A preparation method for low molecular weight carrageenan, step is as follows:
2g kappa-carrageenan is added the H that concentration is 4%
2o
2in solution, and carry out oxidative degradation 4h at the temperature of 80 DEG C.The aqueous solution of having degraded being transferred to molecular cut off is that the bag filter of MW 7000 is dialysed 6 days, then the liquid after dialysis is carried out vacuum lyophilization namely obtains low-molecular-weight carrageenan.High Performance Gel Permeation chromatograph is adopted to test its molecular weight, the weight average (M of low-molecular-weight carrageenan
w) and number all (M
n) molecular weight is respectively 13009.5 and 11433.8, wherein dispersion index is 1.13781.
Test condition is as follows: chromatographic condition, chromatographic column TSK-GEL G-3000 PW xL column(7.8 mmL G-300) with TOSOH company's T SK-GEL G-5000 PW xL column(7.8 mmEL G-50) connect; Mobile phase pH 6.0, concentration is the KH of 0.02 mol/L
2pO
4solution; Flow velocity 0.6 mL/min; Column temperature 35 DEG C; Take glucosan as standard substance, sample concentration is 1.0mg/mL.
embodiment 2
The preparation of carrageenan-Microspheres of Tea Polyphenols
A certain amount of low molecular weight carrageenan and tea polyphenols are dissolved in 20ml distilled water, make carrageenan mass concentration be 0.8%, tea polyphenols and carrageenan mass ratio are 1:3, for subsequent use as aqueous phase; Get 100mL Oleum Brassicae campestris, add class 80 of department as emulsifying agent, addition is 3% of Oleum Brassicae campestris and distilled water quality sum, and n-butyl alcohol is as co-emulsifier, and addition is 3% of Oleum Brassicae campestris and distilled water quality sum, and mix homogeneously is for subsequent use as oil phase; Aqueous phase to be added in oil phase and at homogenizing 4min under high-shear homogenizer 24000rpm.Obtained microemulsion separatory funnel is carried out oil-water separation, the aqueous solution after separation is carried out vacuum lyophilization and namely obtains carrageenan-Microspheres of Tea Polyphenols.
embodiment 3
The preparation of carrageenan-Microspheres of Tea Polyphenols
A certain amount of low molecular weight carrageenan and tea polyphenols are dissolved in 20ml distilled water, make carrageenan mass concentration be 1.0%, tea polyphenols and carrageenan mass ratio are 1:3, for subsequent use as aqueous phase; Get 100mL Oleum Brassicae campestris, add class 80 of department as emulsifying agent, addition is 3% of Oleum Brassicae campestris and distilled water quality sum, and n-butyl alcohol is as co-emulsifier, and addition is 3% of Oleum Brassicae campestris and distilled water quality sum, and mix homogeneously is for subsequent use as oil phase; Aqueous phase to be added in oil phase and at homogenizing 4min under high-shear homogenizer 24000rpm.Obtained microemulsion separatory funnel is carried out oil-water separation, the aqueous solution after separation is carried out vacuum lyophilization and namely obtains carrageenan-Microspheres of Tea Polyphenols.
embodiment 4
The preparation of carrageenan-Microspheres of Tea Polyphenols
A certain amount of low molecular weight carrageenan and tea polyphenols are dissolved in 20ml distilled water, make carrageenan mass concentration be 1.0%, tea polyphenols and carrageenan mass ratio are 1:2, for subsequent use as aqueous phase; Get 100mL Oleum Brassicae campestris, add class 80 of department as emulsifying agent, addition is 3% of Oleum Brassicae campestris and distilled water quality sum, and n-butyl alcohol is as co-emulsifier, and addition is 3% of Oleum Brassicae campestris and distilled water quality sum, and mix homogeneously is for subsequent use as oil phase; Aqueous phase to be added in oil phase and at homogenizing 4min under high-shear homogenizer 24000rpm.Obtained microemulsion separatory funnel is carried out oil-water separation, the aqueous solution after separation is carried out vacuum lyophilization and namely obtains carrageenan-Microspheres of Tea Polyphenols.
embodiment 5
The preparation of carrageenan-Microspheres of Tea Polyphenols
A certain amount of low molecular weight carrageenan and tea polyphenols are dissolved in 20ml distilled water, make carrageenan mass concentration be 1.0%, tea polyphenols and carrageenan mass ratio are 1:3, for subsequent use as aqueous phase; Get 80mL Oleum Brassicae campestris, add class 80 of department as emulsifying agent, addition is 3% of Oleum Brassicae campestris and distilled water quality sum, and n-butyl alcohol is as co-emulsifier, and addition is 3% of Oleum Brassicae campestris and distilled water quality sum, and mix homogeneously is for subsequent use as oil phase; Aqueous phase to be added in oil phase and at homogenizing 4min under high-shear homogenizer 24000rpm.Obtained microemulsion separatory funnel is carried out oil-water separation, the aqueous solution after separation is carried out vacuum lyophilization and namely obtains carrageenan-Microspheres of Tea Polyphenols.
embodiment 6
The preparation of carrageenan-Microspheres of Tea Polyphenols
A certain amount of low molecular weight carrageenan and tea polyphenols are dissolved in 20ml distilled water, make carrageenan mass concentration be 1.0%, tea polyphenols and carrageenan mass ratio are 1:2, for subsequent use as aqueous phase; Get 100mL Oleum Brassicae campestris, add class 80 of department as emulsifying agent, addition is 2% of Oleum Brassicae campestris and distilled water quality sum, and n-butyl alcohol is as co-emulsifier, and addition is 3% of Oleum Brassicae campestris and distilled water quality sum, and mix homogeneously is for subsequent use as oil phase; Aqueous phase to be added in oil phase and at homogenizing 4min under high-shear homogenizer 24000rpm.Obtained microemulsion separatory funnel is carried out oil-water separation, the aqueous solution after separation is carried out vacuum lyophilization and namely obtains carrageenan-Microspheres of Tea Polyphenols.
embodiment 7
The preparation of carrageenan-Microspheres of Tea Polyphenols
A certain amount of low molecular weight carrageenan and tea polyphenols are dissolved in 20ml distilled water, make carrageenan mass concentration be 1.0%, tea polyphenols and carrageenan mass ratio are 1:2, for subsequent use as aqueous phase; Get 80mL Oleum Brassicae campestris, add class 80 of department as emulsifying agent, addition is 3% of Oleum Brassicae campestris and distilled water quality sum, and n-butyl alcohol is as co-emulsifier, and addition is 3% of Oleum Brassicae campestris and distilled water quality sum, and mix homogeneously is for subsequent use as oil phase; Aqueous phase to be added in oil phase and at homogenizing 4min under high-shear homogenizer 24000rpm.Obtained microemulsion separatory funnel is carried out oil-water separation, the aqueous solution after separation is carried out vacuum lyophilization and namely obtains carrageenan-Microspheres of Tea Polyphenols.
embodiment 8
The preparation of carrageenan-Microspheres of Tea Polyphenols
A certain amount of low molecular weight carrageenan and tea polyphenols are dissolved in 20ml distilled water, make carrageenan mass concentration be 1.0%, tea polyphenols and carrageenan mass ratio are 1:2, for subsequent use as aqueous phase; Get 80mL Oleum Brassicae campestris, add class 80 of department as emulsifying agent, addition is 4% of Oleum Brassicae campestris and distilled water quality sum, and n-butyl alcohol is as co-emulsifier, and addition is 3% of Oleum Brassicae campestris and distilled water quality sum, and mix homogeneously is for subsequent use as oil phase; Aqueous phase to be added in oil phase and at homogenizing 4min under high-shear homogenizer 24000rpm.Obtained microemulsion separatory funnel is carried out oil-water separation, the aqueous solution after separation is carried out vacuum lyophilization and namely obtains carrageenan-Microspheres of Tea Polyphenols.
The above is only the citing of embodiments of the present invention; it should be pointed out that for those skilled in the art, under the prerequisite not departing from the technology of the present invention principle; can also make some improvement, these improvement also should be considered as protection scope of the present invention.
the mean diameter of the carrageenan Microspheres of Tea Polyphenols that embodiment 2-8 obtains and tea polyphenols embedding rate is measured and result as follows:
A) embedding rate of tea polyphenols
Get 100mg carrageenan-Microspheres of Tea Polyphenols, be placed in the brown volumetric flask of 50ml, and use dehydrated alcohol standardize solution, get the ultrasonic 15min of the solution after standardize solution and microsphere is destroyed completely, then get 5ml ultrasonic after solution for subsequent use with ethanol standardize solution in 10ml volumetric flask.Ultraviolet-uisible spectrophotometer method is adopted to measure the content of tea polyphenols in reserve liquid.And according to the content W1 of standard curve regression equation calculation tea polyphenols.Embedding rate=(W-W1)/W × 100%, W-tea polyphenols addition.The embedding rate of specific embodiment is in table 1.
Table 1: the embedding rate of tea polyphenols in different embodiment
| Embodiment | 2 | 3 | 4 | 5 | 6 | 7 | 8 |
| Tea polyphenols embedding rate (%) | 19.73 | 20.82 | 20.18 | 18.52 | 26.68 | 24.03 | 21.15 |
B) mean diameter of carrageenan-Microspheres of Tea Polyphenols
Utilize the particle diameter of Malwen Zatasizer nano ZS90 to sample to detect, to its scanning in the particle size range that particle diameter is 0.3nm-5 μm, detecting scattered light is 90
odetect with 12.8 pairs of angles, get 30 μ l samples and carry out test sample in particle diameter pond.Carrageenan-tea polyphenols mean diameter that specific embodiment obtains is in table 2.
The mean diameter of carrageenan-Microspheres of Tea Polyphenols in the different embodiment of table 2
| Embodiment | 2 | 3 | 4 | 5 | 6 | 7 | 8 |
| Microspherulite diameter (μm) | 2.69 | 2.58 | 2.39 | 2.95 | 3.17 | 2.46 | 2.81 |
Embodiment 9 carrageenans-Microspheres of Tea Polyphenols is to the dynamic experiment of DPPH radical scavenging activity
At simulated skin environment pH=5.8, temperature is 33
ounder the condition of C, contrast carrageenan-Microspheres of Tea Polyphenols and tea polyphenols are to the change of DPPH radical scavenging activity.
The preparation of buffer solution: the Na of preparation 0.2M
2hPO
4with the NaH of 0.2M
2pO
4, measure the Na of 93.5mL 0.2M respectively
2hPO
4with the NaH of 6.5mL 0.2M
2pO4, can be mixed with the phosphate buffered solution of pH=5.8.
The preparation of DPPH solution: take DPPH reagent 3mg, is settled in the brown volumetric flask of 50mL with anhydrous alcohol solution, obtains 0.06mg/mL DPPH mother solution reagent stand-by.Get in 2mL stand-by DPPH mother solution to 10mL volumetric flask to shake up and can obtain the DPPH storing solution that concentration is 12 μ g/mL, be placed in refrigerator for subsequent use.
The preparation of carrageenan-tea polyphenols and tea polyphenols solution: the tea polyphenols getting 0.01g, carrageenan-the Microspheres of Tea Polyphenols of 0.05g dissolves with the buffer solution of PH=5.8 respectively, standardize solution is in the brown volumetric flask of 10mL, draw above-mentioned tea polyphenols solution 5mL and carrageenan-tea polyphenols solution 5mL more respectively, be settled in the brown volumetric flask of 50mL with buffer solution, join to obtain the tea polyphenols solution of 5 μ g/mL, 5 μ g/mL carrageenan-tea polyphenols solution are as liquid to be measured, for subsequent use.
The dynamic experiment of DPPH free radical scavenging: the liquid to be measured adding 4.0mLDPPH solution and 4.0mL in 10mL color comparison tube successively, add dehydrated alcohol to scale, mix homogeneously, pours in cuvette immediately, measures its light absorption value be designated as (Ai) at 517nm wavelength place.Measure its time dependent trend, interval 5min measures once, until its light absorption value is substantially constant, records its light absorption value and be designated as (Aj), control experiment only adds the DPPH solution of 4.0mL, and adds dehydrated alcohol to scale, and measuring its light absorption value is A
c, the clearance rate by following formulae discovery DPPH free radical:
As shown in Figure 1, tea polyphenols is very fast to the elimination effect of DPPH free radical in 30min, and Scavenging activity relatively slowly and steadily afterwards.And carrageenan-Microspheres of Tea Polyphenols is comparatively mild to the removing of DPPH free radical, but obviously can find out that from figure the tea polyphenols in carrageenan-Microspheres of Tea Polyphenols can discharge slowly, this microsphere is to the clearance rate of DPPH free radical apparently higher than the clearance rate of tea polyphenols to DPPH free radical simultaneously, has good non-oxidizability.
Claims (6)
1. one kind has the carrageenan-Microspheres of Tea Polyphenols of non-oxidizability, it is characterized in that: the core of described microsphere is tea polyphenols, wall material is low-molecular-weight carrageenan, the mass ratio of described core and wall material is 1:1 ~ 4, the weight average of described low molecular weight carrageenan and number-average molecular weight are respectively 12000 ~ 15000 and 9000 ~ 12000, and wherein dispersion index is 1.05 ~ 1.25.
2. a kind of carrageenan-Microspheres of Tea Polyphenols with non-oxidizability according to claim 1, is characterized in that: described low molecular weight carrageenan is prepared from by following methods: kappa-carrageenan is added the H that mass percent concentration is 2 ~ 8%
2o
2in solution, at the temperature of 60 ~ 85 DEG C, oxidative degradation is carried out after dissolving, the aqueous solution of having degraded is transferred to molecular cut off be MW6000 ~ 8000 bag filter dialysis 3 ~ 8 days, again the liquid after dialysis is carried out vacuum lyophilization, obtain low molecular carrageenan, the weight average of described low molecular weight carrageenan and number-average molecular weight are respectively 12000 ~ 15000 and 9000 ~ 12000, and wherein dispersion index is 1.05 ~ 1.25.
3. a kind of preparation method with the carrageenan-Microspheres of Tea Polyphenols of non-oxidizability according to claim 1, is characterized in that: comprise the following steps:
A) take kappa-carrageenan and tea polyphenols respectively, described kappa-carrageenan and the mass ratio of tea polyphenols are 1 ~ 4:1, are dissolved in distilled water for subsequent use as aqueous phase using kappa-carrageenan and tea polyphenols,
B) measure Oleum Brassicae campestris, the volume ratio of Oleum Brassicae campestris and distilled water is 3-7:1, adds emulsifying agent and co-emulsifier wherein, fully dissolves and stirs, for subsequent use as oil phase;
C) add in oil phase by aqueous phase, homogenizing 4-6min under 16000-24000rpm, the microemulsion separatory funnel then just obtained carries out oil-water separation, gets the aqueous solution after separation and carries out lyophilization, obtain carrageenan-Microspheres of Tea Polyphenols.
4. according to the according to claim 1 a kind of preparation method with the carrageenan-Microspheres of Tea Polyphenols of non-oxidizability described in claim 3, it is characterized in that: in step a), the addition of low molecular weight carrageenan is the 0.6-1.4% of distilled water quality.
5. according to the according to claim 1 a kind of preparation method with the carrageenan-Microspheres of Tea Polyphenols of non-oxidizability described in claim 3, it is characterized in that: in step b), emulsifying agent is class 80 of department, and addition is the 2-4% of Oleum Brassicae campestris and distilled water quality sum; Emulsifying agent is n-butyl alcohol, and addition is the 2-4% of Oleum Brassicae campestris and distilled water quality sum.
6. a kind of carrageenan-Microspheres of Tea Polyphenols with non-oxidizability according to claim 1 is preparing the application in facial film.
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| CN106983691A (en) * | 2017-05-18 | 2017-07-28 | 广州娇漾生物科技有限公司 | A kind of anti-oxidant pore refining sleep mask of the polyphenol containing lotus and preparation method thereof |
| CN106983691B (en) * | 2017-05-18 | 2020-03-27 | 广州娇漾生物科技有限公司 | Lotus polyphenol-containing anti-oxidation pore-shrinking sleeping mask and preparation method thereof |
| CN111012680A (en) * | 2019-11-25 | 2020-04-17 | 茗汲(浙江)生物科技有限公司 | Novel tea-based antioxidant |
| CN111166697A (en) * | 2019-12-23 | 2020-05-19 | 茗汲(浙江)生物科技有限公司 | Nano embedded tea polyphenol antibacterial toothpaste and preparation method thereof |
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