CN104921964B - With antioxidative carragheen-Microspheres of Tea Polyphenols and preparation method and purposes - Google Patents
With antioxidative carragheen-Microspheres of Tea Polyphenols and preparation method and purposes Download PDFInfo
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Abstract
One kind of the invention has antioxidative carragheen-Microspheres of Tea Polyphenols, and the core material of the microballoon is tea polyphenols, and wall material is low molecular weight carrageenan, and the core material and wall material mass ratio are 1:1~4.The present invention also provides the preparation methods of above-mentioned microballoon, low molecular weight carrageenan after taking appropriate drying is dissolved in distilled water spare as water phase with tea polyphenols, it takes with aqueous solution into the rapeseed oil of certain multiple as oily phase, and emulsifier and assistant for emulsifying agent are added in oily phase, water phase is added in oily phase and the homogeneous under high-shear homogenizer, microemulsion obtained is subjected to water-oil separating with separatory funnel, the aqueous solution after taking separation be freeze-dried up to carragheen-Microspheres of Tea Polyphenols.The present invention has average grain diameter thin and the characteristic of tea polyphenols slow release, which is applied in sleep mask, the release of tea polyphenols is delayed, greatly improves the inoxidizability of tea polyphenols and absorption and use efficiency, extends the oxidation resistant effect of sleep mask to reach.
Description
Technical field
The invention belongs to chemical field more particularly to a kind of anti-oxidant class products, specifically a kind of with anti-oxidant
Carragheen-the Microspheres of Tea Polyphenols and preparation method and purposes of property.
Background technique
Carragheen is the hydrophilic colloid extracting from the red algaes sea grass such as Eucheuma, agar, pelvetia silquosa, be by
The linear polysaccharide class that 1,3- β-D- galactopyranose and 1,4- α-D- galactopyranose are formed by connecting as basic framework, alternating
Potassium, sodium, magnesium, calcium salt and the 3,6- Anhydrogalactose straight chain polymer of sulfuric ester are formed.Not according to the position of galactose residue
Carragheen, can be broadly divided into κ-(Kappa) type, ι-(Iota) type and λ-by same and sulfate group mass contg difference
(Lamda) type three categories type.Kappa-carrageenan has the characteristics such as excellent high-hydrophilic, biocompatibility, Biofunctional, wide
It is general to be used to carry the substances such as medicine and immobilised enzymes and embedding EGCG.
Tea polyphenols are the mixtures of a kind of Polyhydroxy phenol being present in tealeaves, have good inoxidizability
Can, it is antibacterial, antiviral, inhibit tumour, prevent from the fields such as cardiovascular disease, anti-aging, cosmetics, food to have important answering
With.
Kappa-carrageenan has good embedding medicinal effect and sustained release performance, can be used for embedding the polyphenoils such as tea polyphenols
Matter is used to delay the release of tea polyphenols.But due to containing a large amount of hydroxyl in its strand, molecular weight is larger, and dissolubility is very
Difference is just easily to form gel in low concentration, makes the physiological activity of itself, and the application of antioxidant activity is restricted.
Summary of the invention
For above-mentioned technical problem in the prior art, the present invention provides one kind to have antioxidative carragheen-tea
Polyphenol microballoon and preparation method and purposes, described is this with antioxidative carragheen-Microspheres of Tea Polyphenols and preparation method
Solves kappa-carrageenan in the prior art since molecular weight is big with purposes, dissolubility is poor, gel easy to form, in anti-oxidant work
Property in terms of application the technical issues of being restricted.
Of the invention a kind of with antioxidative carragheen-Microspheres of Tea Polyphenols, the core material of the microballoon is tea polyphenols, wall material
For the carragheen of low molecular weight, the mass ratio of the core material and wall material is 1:1~4, and the weight of the low molecular weight carrageenan is equal
It is respectively 12000 ~ 15000 and with 9000 ~ 12000 with number-average molecular weight, wherein dispersion index is 1.05 ~ 1.25.
Further, the low molecular weight carrageenan is prepared by following methods: by kappa-carrageenan be added concentration be 2 ~
8% H2O2In solution, after dissolution 60 ~ 85 DEG C at a temperature of carry out oxidative degradation, will degradation complete aqueous solution transfer
It dialyses 3 ~ 8 days to the bag filter that molecular cut off is MW 6000 ~ 8000, then the liquid after dialysis is subjected to vacuum freeze drying,
Low molecular carragheen is obtained, the weight of the low molecular weight carrageenan is and number-average molecular weight is respectively 12000 ~ 15000 Hes
9000 ~ 12000, wherein dispersion index is 1.05 ~ 1.25.
The present invention also provides a kind of above-mentioned preparation method with antioxidative carragheen-Microspheres of Tea Polyphenols, packets
Include the following steps:
A) kappa-carrageenan and tea polyphenols are weighed respectively, the mass ratio of the kappa-carrageenan and tea polyphenols is 1 ~ 4:1, will
Kappa-carrageenan and tea polyphenols are dissolved in distilled water spare as water phase；
B) volume ratio of measurement rapeseed oil, rapeseed oil and distilled water is 3-7:1, and emulsifier is added thereto and helps emulsification
Agent is sufficiently dissolved and is stirred evenly, mutually spare as oil；
C) water phase is added in oily phase, the homogeneous 4-6min at 16000-24000rpm, the microemulsion that then will will be obtained
Water-oil separating is carried out with separatory funnel, the aqueous solution after taking separation is freeze-dried to get carragheen-Microspheres of Tea Polyphenols.
Further, the additive amount of low molecular weight carrageenan is the 0.6-1.4% for distilling water quality in step a).
Further, emulsifier is Span 80 in step b), and additive amount is the 2-4% of rapeseed oil and distilled water quality sum；
Emulsifier is n-butanol, and additive amount is the 2-4% of rapeseed oil and distilled water quality sum.
The present invention also provides it is above-mentioned it is a kind of with antioxidative carragheen-Microspheres of Tea Polyphenols in preparing facial mask
Using.
The present invention is by optimizing carragheen additive amount, tea polyphenols and carragheen mass ratio, oil-water ratio, emulsifier etc.
Screening keeps final carragheen-Microspheres of Tea Polyphenols partial size obtained small and uniform, and thermodynamic stability is good, tea polyphenols slow release,
Extend anti oxidation time.
The present invention effectively embeds tea polyphenols using low molecular weight carrageenan, prepares with antioxidative OK a karaoke club
Glue-Microspheres of Tea Polyphenols.The present invention embodies the bigger application value of carragheen, expanded carragheen in terms of microcapsules and its
Application in cosmetics.
The present invention is carried out oxidative degradation, obtains low molecular weight carrageenan, make κ-to improve the dissolubility of carragheen
The functional group of carragheen obtains reducing its molecular weight while reservation, makes its physiological activity, antioxygenic property is answered well
With.
Carragheen-Microspheres of Tea Polyphenols of the invention has average grain diameter thin and the characteristic of tea polyphenols slow release, can incite somebody to action
The microballoon is applied in sleep mask, and the release of tea polyphenols is delayed, and the inoxidizability and absorption and use efficiency for making tea polyphenols are significantly
It improves, extends the oxidation resistant effect of sleep mask to reach.
Detailed description of the invention
Fig. 1 is that tea polyphenols and carragheen-Microspheres of Tea Polyphenols compare the dynamic experiment of DPPH free radical scavenging ability
Figure.
Specific embodiment
The present invention is further elaborated combined with specific embodiments below, but is not intended to limit the present invention.
Raw material used in various embodiments of the present invention, except it is commercially available i.e. it is commercially available in addition to, other experimental raw information are as follows
It is shown:
Kappa-carrageenan (food-grade, Shanghai Bei Lian Biotechnology Co., Ltd)；
Hydrogen peroxide (Tai Tan Science and Technology Ltd.)；
Tea polyphenols (three Yuan Senfu Biotechnology Co., Ltd of Shaanxi)；
Span 80(Tai Tan Science and Technology Ltd.)；
Rapeseed oil (the golden pure fragrant vegetable seed oil of dragonfish)；
N-butanol (Sinopharm Chemical Reagent Co., Ltd.)；
Bag filter (U.S. molecular weight MW:7000).
Embodiment 1
A kind of preparation method of low molecular weight carrageenan, steps are as follows:
The H that concentration is 4% is added in 2g kappa-carrageenan2O2In solution, and 80 DEG C at a temperature of carry out oxidative degradation 4h.
By degradation complete aqueous solution be transferred to molecular cut off be MW 7000 bag filter dialyse 6 days, then by the liquid after dialysis into
Row vacuum freeze drying is the carragheen for obtaining low molecular weight.Its molecular weight is surveyed using High Performance Gel Permeation chromatograph
Examination, the weight of the carragheen of low molecular weight (MW) sum number (Mn) molecular weight is respectively 13009.5 and 11433.8, wherein dispersion refers to
Number is 1.13781.
Test condition is as follows: chromatographic condition, chromatographic column TSK-GEL G-3000 PW xL column(7.8 mmL G-
300) it connects with TOSOH company's T SK-GEL G-5000 PW xL column(7.8 mmEL G-50)；Mobile phase pH
6.0 concentration is the KH of 0.02 mol/L2PO4Solution；0.6 mL/min of flow velocity；35 DEG C of column temperature；Using glucan as standard items, sample
Product concentration is 1.0mg/mL.
Embodiment 2
The preparation of carragheen-Microspheres of Tea Polyphenols
A certain amount of low molecular weight carrageenan and tea polyphenols are dissolved in 20ml distilled water, carragheen mass concentration is made
0.8%, tea polyphenols and carragheen mass ratio are 1:3, spare as water phase；100mL rapeseed oil is taken, Span 80 is added as emulsification
Agent, additional amount are the 3% of rapeseed oil and distilled water quality sum, and for n-butanol as assistant for emulsifying agent, additional amount is rapeseed oil and distillation
The 3% of the sum of water quality is uniformly mixed, mutually spare as oil；Water phase is added in oily phase and in high-shear homogenizer 24000rpm
Lower homogeneous 4min.Microemulsion obtained is subjected to water-oil separating with separatory funnel, the aqueous solution after separation is subjected to vacuum refrigeration
It is drying to obtain carragheen-Microspheres of Tea Polyphenols.
Embodiment 3
The preparation of carragheen-Microspheres of Tea Polyphenols
A certain amount of low molecular weight carrageenan and tea polyphenols are dissolved in 20ml distilled water, carragheen mass concentration is made
1.0%, tea polyphenols and carragheen mass ratio are 1:3, spare as water phase；100mL rapeseed oil is taken, Span 80 is added as emulsification
Agent, additional amount are the 3% of rapeseed oil and distilled water quality sum, and for n-butanol as assistant for emulsifying agent, additional amount is rapeseed oil and distillation
The 3% of the sum of water quality is uniformly mixed, mutually spare as oil；Water phase is added in oily phase and in high-shear homogenizer 24000rpm
Lower homogeneous 4min.Microemulsion obtained is subjected to water-oil separating with separatory funnel, the aqueous solution after separation is subjected to vacuum refrigeration
It is drying to obtain carragheen-Microspheres of Tea Polyphenols.
Embodiment 4
The preparation of carragheen-Microspheres of Tea Polyphenols
A certain amount of low molecular weight carrageenan and tea polyphenols are dissolved in 20ml distilled water, carragheen mass concentration is made
1.0%, tea polyphenols and carragheen mass ratio are 1:2, spare as water phase；100mL rapeseed oil is taken, Span 80 is added as emulsification
Agent, additional amount are the 3% of rapeseed oil and distilled water quality sum, and for n-butanol as assistant for emulsifying agent, additional amount is rapeseed oil and distillation
The 3% of the sum of water quality is uniformly mixed, mutually spare as oil；Water phase is added in oily phase and in high-shear homogenizer 24000rpm
Lower homogeneous 4min.Microemulsion obtained is subjected to water-oil separating with separatory funnel, the aqueous solution after separation is subjected to vacuum refrigeration
It is drying to obtain carragheen-Microspheres of Tea Polyphenols.
Embodiment 5
The preparation of carragheen-Microspheres of Tea Polyphenols
A certain amount of low molecular weight carrageenan and tea polyphenols are dissolved in 20ml distilled water, carragheen mass concentration is made
1.0%, tea polyphenols and carragheen mass ratio are 1:3, spare as water phase；80mL rapeseed oil is taken, Span 80 is added as emulsification
Agent, additional amount are the 3% of rapeseed oil and distilled water quality sum, and for n-butanol as assistant for emulsifying agent, additional amount is rapeseed oil and distillation
The 3% of the sum of water quality is uniformly mixed, mutually spare as oil；Water phase is added in oily phase and in high-shear homogenizer 24000rpm
Lower homogeneous 4min.Microemulsion obtained is subjected to water-oil separating with separatory funnel, the aqueous solution after separation is subjected to vacuum refrigeration
It is drying to obtain carragheen-Microspheres of Tea Polyphenols.
Embodiment 6
The preparation of carragheen-Microspheres of Tea Polyphenols
A certain amount of low molecular weight carrageenan and tea polyphenols are dissolved in 20ml distilled water, carragheen mass concentration is made
1.0%, tea polyphenols and carragheen mass ratio are 1:2, spare as water phase；100mL rapeseed oil is taken, Span 80 is added as emulsification
Agent, additional amount are the 2% of rapeseed oil and distilled water quality sum, and for n-butanol as assistant for emulsifying agent, additional amount is rapeseed oil and distillation
The 3% of the sum of water quality is uniformly mixed, mutually spare as oil；Water phase is added in oily phase and in high-shear homogenizer 24000rpm
Lower homogeneous 4min.Microemulsion obtained is subjected to water-oil separating with separatory funnel, the aqueous solution after separation is subjected to vacuum refrigeration
It is drying to obtain carragheen-Microspheres of Tea Polyphenols.
Embodiment 7
The preparation of carragheen-Microspheres of Tea Polyphenols
A certain amount of low molecular weight carrageenan and tea polyphenols are dissolved in 20ml distilled water, carragheen mass concentration is made
1.0%, tea polyphenols and carragheen mass ratio are 1:2, spare as water phase；80mL rapeseed oil is taken, Span 80 is added as emulsification
Agent, additional amount are the 3% of rapeseed oil and distilled water quality sum, and for n-butanol as assistant for emulsifying agent, additional amount is rapeseed oil and distillation
The 3% of the sum of water quality is uniformly mixed, mutually spare as oil；Water phase is added in oily phase and in high-shear homogenizer 24000rpm
Lower homogeneous 4min.Microemulsion obtained is subjected to water-oil separating with separatory funnel, the aqueous solution after separation is subjected to vacuum refrigeration
It is drying to obtain carragheen-Microspheres of Tea Polyphenols.
Embodiment 8
The preparation of carragheen-Microspheres of Tea Polyphenols
A certain amount of low molecular weight carrageenan and tea polyphenols are dissolved in 20ml distilled water, carragheen mass concentration is made
1.0%, tea polyphenols and carragheen mass ratio are 1:2, spare as water phase；80mL rapeseed oil is taken, Span 80 is added as emulsification
Agent, additional amount are the 4% of rapeseed oil and distilled water quality sum, and for n-butanol as assistant for emulsifying agent, additional amount is rapeseed oil and distillation
The 3% of the sum of water quality is uniformly mixed, mutually spare as oil；Water phase is added in oily phase and in high-shear homogenizer 24000rpm
Lower homogeneous 4min.Microemulsion obtained is subjected to water-oil separating with separatory funnel, the aqueous solution after separation is subjected to vacuum refrigeration
It is drying to obtain carragheen-Microspheres of Tea Polyphenols.
The above is only the citing of embodiments of the present invention, it is noted that for the ordinary skill of the art
For personnel, without departing from the technical principles of the invention, several improvement can also be made, these improvement also should be regarded as this
The protection scope of invention.
The average grain diameter of carragheen Microspheres of Tea Polyphenols made from embodiment 2-8 and to tea polyphenols embedding rate measurement and result such as
Under:
A) embedding rate of tea polyphenols
100mg carragheen-Microspheres of Tea Polyphenols is taken, is placed in 50ml brown volumetric flask, and with dehydrated alcohol constant volume, takes constant volume
Solution ultrasound 15min afterwards destroys microballoon completely, then takes the solution after 5ml ultrasound standby with ethyl alcohol constant volume in 10ml volumetric flask
With.Using the content of tea polyphenols in ultraviolet-uisible spectrophotometer method measurement reserve liquid.And according to standard curve regression equation meter
Calculate the content W1 of tea polyphenols.Embedding rate=(W-W1)/W × 100%, W- tea polyphenols additive amount.The embedding rate of specific embodiment is shown in Table
1。
Table 1: the embedding rate of tea polyphenols in different embodiments
| 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) carragheen-Microspheres of Tea Polyphenols average grain diameter
The partial size of sample is detected using Malwen Zatasizer nano ZS90, is 0.3nm-5 μm in partial size
Particle size range in it is scanned, detection scattering light be 90oDetected with 12.8 pairs of angles, take 30 μ l samples in partial size pond into
Row test sample.Carragheen made from specific embodiment-tea polyphenols average grain diameter is shown in Table 2.
Carragheen-Microspheres of Tea Polyphenols average grain diameter in the different embodiments 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 |
Dynamic experiment of 9 carragheens of the embodiment-Microspheres of Tea Polyphenols to DPPH free radical scavenging ability
In simulated skin environment pH=5.8, temperature 33OUnder conditions of C, carragheen-Microspheres of Tea Polyphenols and tea polyphenols are compared
Variation to DPPH free radical scavenging ability.
The preparation of buffer solution: the Na of 0.2M is prepared2HPO4With the NaH of 0.2M2PO4, 93.5mL 0.2M is measured respectively
Na2HPO4With the NaH of 6.5mL 0.2M2PO4 can be configured to the phosphate buffer solution of pH=5.8.
The preparation of DPPH solution: weighing DPPH reagent 3mg, is settled in 50mL brown volumetric flask with dehydrated alcohol dissolution,
It is stand-by to obtain 0.06mg/mL DPPH mother liquor reagent.Concentration can be obtained and be by taking the stand-by DPPH mother liquor of 2mL to shake up into 10mL volumetric flask
The DPPH stock solution of 12 μ g/mL is placed in spare in refrigerator.
The preparation of carragheen-tea polyphenols and tea polyphenols solution: the tea polyphenols of 0.01g, carragheen-tea polyphenols of 0.05g are taken
Microballoon uses the buffer solution of PH=5.8 to dissolve respectively, and constant volume is in 10mL brown volumetric flask, then to draw above-mentioned tea polyphenols respectively molten
Liquid 5mL and carragheen-tea polyphenols solution 5mL, is settled in 50mL brown volumetric flask with buffer solution, with 5 μ g/mL tea it is more
Phenol solution, 5 μ g/mL carragheens-tea polyphenols solution are spare as prepare liquid.
The dynamic experiment of DPPH radicals scavenging: 4.0mLDPPH solution and 4.0mL are sequentially added in 10mL colorimetric cylinder
Prepare liquid, dehydrated alcohol is added to scale, is uniformly mixed, pours into cuvette immediately, its extinction is measured at 517nm wavelength
Value is denoted as (Ai).Its trend changed over time is measured, interval 5min measurement is primary, until its light absorption value is basically unchanged, records
Its light absorption value is denoted as (Aj), and the DPPH solution of 4.0mL is only added in control experiment, and adds dehydrated alcohol to scale, measures its suction
Light value is AC, the clearance rate of DPPH free radical is calculated according to the following formula:
As shown in Figure 1, tea polyphenols are very fast to the elimination effect of DPPH free radical in 30min, and Scavenging activity compares later
It is slow and steady.And carragheen-Microspheres of Tea Polyphenols is comparatively gentle to the removing of DPPH free radical, but can be obvious from figure
Find out that the tea polyphenols in carragheen-Microspheres of Tea Polyphenols can slowly discharge, while the microballoon is to the clearance rate of DPPH free radical
Tea polyphenols are apparently higher than to the clearance rate of DPPH free radical, there is good inoxidizability.
Claims (3)
1. one kind has antioxidative carragheen-Microspheres of Tea Polyphenols, it is characterised in that: the core material of the microballoon is tea polyphenols,
Wall material is low molecular weight carrageenan, and the mass ratio of the core material and wall material is 1:1~4；
The low molecular weight carrageenan is prepared by following methods: it is 2 ~ 8% that mass percent concentration, which is added, in kappa-carrageenan
H2O2In solution, after dissolution 60 ~ 85 DEG C at a temperature of carry out oxidative degradation, will degradation complete aqueous solution be transferred to
Molecular cut off is that the bag filter of MW6000 ~ 8000 is dialysed 3 ~ 8 days, then the liquid after dialysis is carried out vacuum freeze drying, is obtained
Low molecular weight carrageenan is obtained, the weight of the low molecular weight carrageenan is and number-average molecular weight is respectively 12000 ~ 15000 Hes
9000 ~ 12000, wherein dispersion index is 1.05 ~ 1.25；
The above-mentioned preparation method with antioxidative carragheen-Microspheres of Tea Polyphenols, including the following steps:
A) low molecular weight carrageenan and tea polyphenols are weighed respectively, the mass ratio of the low molecular weight carrageenan and tea polyphenols is
Low molecular weight carrageenan and tea polyphenols are dissolved in low molecular weight carrageenan spare, described as water phase in distilled water by 1 ~ 4:1
Additive amount be distill water quality 0.6-1.4%；
B) volume ratio of measurement rapeseed oil, rapeseed oil and distilled water is 3-7:1, and emulsifier and assistant for emulsifying agent are added thereto, fills
Divide and dissolves and stir evenly, it is mutually spare as oil；The emulsifier is Span 80, and additive amount is rapeseed oil and distillation water quality
The sum of 2-4%；The assistant for emulsifying agent is n-butanol, and additive amount is the 2-4% of rapeseed oil and distilled water quality sum；
C) water phase is added in oily phase, the homogeneous 4-6min at 16000-24000rpm, then by the microemulsion liquid separation of acquisition
Funnel carries out water-oil separating, and the aqueous solution after taking separation is freeze-dried to get carragheen-Microspheres of Tea Polyphenols.
2. a kind of preparation method with antioxidative carragheen-Microspheres of Tea Polyphenols, feature described in claim 1 exist
In: include the following steps:
A) low molecular weight carrageenan and tea polyphenols are weighed respectively, the mass ratio of the low molecular weight carrageenan and tea polyphenols is
Low molecular weight carrageenan and tea polyphenols are dissolved in low molecular weight carrageenan spare, described as water phase in distilled water by 1 ~ 4:1
Additive amount be distill water quality 0.6-1.4%；
B) volume ratio of measurement rapeseed oil, rapeseed oil and distilled water is 3-7: 1, and emulsifier and assistant for emulsifying agent are added thereto,
It sufficiently dissolves and stirs evenly, it is mutually spare as oil；The emulsifier is Span 80, and additive amount is rapeseed oil and distillation water quality
The 2-4% of the sum of amount；The assistant for emulsifying agent is n-butanol, and additive amount is the 2-4% of rapeseed oil and distilled water quality sum；
C) water phase is added in oily phase, the homogeneous 4-6min at 16000-24000rpm, then by the microemulsion liquid separation of acquisition
Funnel carries out water-oil separating, and the aqueous solution after taking separation is freeze-dried to get carragheen-Microspheres of Tea Polyphenols.
3. it is described in claim 1 it is a kind of with antioxidative carragheen-Microspheres of Tea Polyphenols in the application prepared in facial mask.
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| CN106113964A (en) * | 2016-06-30 | 2016-11-16 | 合肥环照高分子材料厂 | A kind of high antioxidant fountain solution compounding containing κ carrageenan Konjac glucomannan 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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