CN108743607A - A kind of tea saponin selenium complexes, tea saponin selenium nano particle and its preparation method and application - Google Patents
A kind of tea saponin selenium complexes, tea saponin selenium nano particle and its preparation method and application Download PDFInfo
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Abstract
The invention discloses tea saponin selenium complexes, structure is made of 2 molecule tea saponins and 1 selenium atom and 2 molecule polyethylene glycol.The invention also discloses the tea saponin selenium nano particles comprising above-mentioned tea saponin selenium complexes, including：(1) water dissolution is added in tea saponin, adds glucoamylase, 35~55 DEG C of 4~12h of heat preservation；Stratification collects sediment；(2) sediment is dissolved with ethanol water, and 2~5% selenium dioxide ethanol solution of sediment quality and 5~20% polyethylene glycol, 60~70 DEG C of 6~8h of reaction are added；(3) it is concentrated under reduced pressure and steams ethyl alcohol, cross 0.22~0.45 μm of filter membrane, freeze-drying.The invention also discloses tea saponin selenium nano particle and its applications simultaneously.The tea saponin selenium complexes of the present invention can be effectively reduced the bio-toxicity of inorganic selenium, play the synergistic effect of tea saponin and selenium, improve anti-oxidant and free radical scavenging ability, can be used for preparing antiaging agent.
Description
Technical field
The present invention relates to the application of tea saponin, more particularly to a kind of tea saponin selenium complexes, tea saponin selenium nano particle and
Preparation method and application.
Background technology
In the metabolic process of human body, due to the transfer of charge, constantly there is the covalent bond in compound molecule to occur equal
It splits, makes out orbit that there is unpaired electronics, to generate free radicals, such as hydroxy radical (OH) and ultra-oxygen anion free radical
(O2 -·).There is the free radical generated in body strong oxidizing property, excessive free radical seriously to damage the tissue and cell of body, into
And cause chronic disease and aging.Mostly containing ingredients such as abundant saponin(e, flavones, polysaccharide in natural products, has and remove in vitro certainly
The effect of by base, but it is most of ingredient body absorption difference, unstable, and activity in vivo is ineffective.
Tea saponin is a kind of main pentacyclic triterpene compound in tea seed, is made of sugared body, ligand and organic acid.Tea saponin
With stronger inoxidizability, can preferable scavenging capacity oxygen radical, therefore there are anti-aging effects.But point of tea saponin
Son amount is larger, is not easy to absorb, and degradable in vivo, and stability is poor.
Selenium is a kind of the essential trace elements of the human body, is the important of human body Glutathione Peroxidase and selenium-P albumen
Component part plays a part of balance oxidation reduction situation in vivo, therefore selenium has certain anti-oxidant and anti-aging effects.
Compared to inorganic selenium, Organic Selenium has the characteristics that higher bioavilability and bioactivity, lower bio-toxicity, but day
Right organic selenium compounds are considerably less.
Invention content
In order to overcome the disadvantages mentioned above and deficiency of the prior art, one of the objects of the present invention is to provide a kind of tea saponin selenium
Complex, can be effectively reduced the bio-toxicity of inorganic selenium, play the synergistic effect of tea saponin and selenium, improve it is anti-oxidant and from
By base Scavenging activity.
The second object of the present invention is to provide the tea saponin selenium nano particle comprising above-mentioned tea saponin selenium complexes, water-soluble
Property it is good, easily absorb, bioavilability is high.
The third object of the present invention is to provide the preparation method of above-mentioned tea saponin selenium nano particle, and preparation process is simple,
Reaction condition is mild, is convenient for industrialized production.
The fourth object of the present invention is to provide the application of above-mentioned tea saponin selenium nano particle.
The purpose of the present invention is achieved through the following technical solutions：
A kind of tea saponin selenium complexes, have the following structure：
In formula, n=3~50.
A kind of preparation method of the tea saponin selenium nano particle comprising tea saponin selenium complexes described in claim 1, packet
Include following steps：
(1) 15~30 times of water dissolutions of its quality are added in tea saponin, add glucoamylase, and 35~55 DEG C of heat preservations 4~
12h；Stratification collects sediment；
(2) sediment is dissolved with ethanol water, be added sediment quality 2~5% selenium dioxide ethanol solution and 5~
20% polyethylene glycol, 60~70 DEG C of 6~8h of reaction；
(3) it is concentrated under reduced pressure and steams ethyl alcohol, cross 0.22~0.45 μm of filter membrane, freeze-drying obtains tea saponin selenium nanometer
Grain.
The addition of step (1) described glucoamylase is the glucose that 500~5000U is added in every 100 grams of tea saponins
Amylase.
The volume fraction of step (2) described ethanol water is 70~85%, and addition is to be with the liquid-solid ratio of sediment
(10~20) mL/g.
The molecular weight of step (2) described polyethylene glycol is 400~6500Da.
Mass fraction in the selenium dioxide ethanol solution is 10~20%.
The condition of step (3) described reduced pressure is 0.01~0.1MPa, 50~70 DEG C of temperature, 1~3h of time.
The tea saponin selenium nano particle that the preparation method of the tea saponin selenium nano particle is prepared.
The application of the tea saponin selenium nano particle is used to prepare the antiaging agent for removing interior free yl.
The antiaging agent dosage form is oral or injectable pharmaceutically dosage form.
Compared with prior art, the present invention has the following advantages and beneficial effect：
(1) present invention hydrolyzes tea saponin by biological enzyme, obtains the small-molecular-weight saponin(e for eliminating glycosyl, makes its biology
Activity further enhances.
(2) tea saponin Organic Selenium of the invention can be effectively reduced the bio-toxicity of inorganic selenium, play tea saponin and selenium
Synergistic effect, improve anti-oxidant and free radical scavenging ability.
(3) tea saponin Organic Selenium nano particle good water solubility of the invention easily absorbs, and bioavilability is high.
(4) preparation process of the invention is simple, and reaction condition is mild, is convenient for industrialized production.
Specific implementation mode
With reference to embodiment, the present invention is described in further detail, embodiments of the present invention are not limited thereto.
Embodiment 1
(1) it takes 1kg tea saponins that 15kg water dissolutions are added, adds the glucoamylase of active unit 5000U, 35 DEG C of guarantors
Warm 12h；Stratification collects precipitation；
(2) the ethanol water dissolving of taking precipitate 100g 1L volume fractions 70%, it is 20% that 2g mass fractions, which are added,
Selenium dioxide ethanol solution and 5g polyethylene glycol (1200Da, n ≈ 9), 60 DEG C reaction 8h；
(3) 1h is concentrated under reduced pressure at 0.1MPa, temperature 70 C and steams ethyl alcohol, cross 0.22 μm of filter membrane, freeze-drying obtains
Tea saponin selenium nano particle 105g.
Embodiment 2
(1) it takes 1kg tea saponins that 30kg water dissolutions are added, adds the glucoamylase of active unit 50000U, 55 DEG C
Keep the temperature 4h；Stratification collects precipitation；
(2) the ethanol water dissolving of taking precipitate 100g 2L volume fractions 85%, it is 10% that 5g mass fractions, which are added,
Selenium dioxide ethanol solution and 20g polyethylene glycol (650Da, n ≈ 5), 60 DEG C reaction 6h；
(3) 3h is concentrated under reduced pressure at 0.01MPa, temperature 50 C and steams ethyl alcohol, cross 0.45 μm of filter membrane, freeze-drying obtains
To tea saponin selenium nano particle 119g.
Embodiment 3
(1) it takes 1kg tea saponins that 20kg water dissolutions are added, adds the glucoamylase of active unit 10000U, 45 DEG C
Keep the temperature 6h；Stratification collects precipitation；
(2) the ethanol water dissolving of taking precipitate 100g 1.5L volume fractions 75%, 3g mass fractions, which are added, is
15% selenium dioxide ethanol solution and 10g polyethylene glycol (2000Da, n ≈ 15), 65 DEG C of back flow reaction 7h；
(3) 2h is concentrated under reduced pressure at 0.05MPa, temperature 60 C and steams ethyl alcohol, cross 0.35 μm of filter membrane, freeze-drying obtains
To tea saponin selenium nano particle 108g.
Embodiment 4
(1) it takes 1kg tea saponins that 16kg water dissolutions are added, adds the glucoamylase of active unit 8000U, 40 DEG C of guarantors
Warm 10h；Stratification collects precipitation；
(2) the ethanol water dissolving of taking precipitate 100g 1.4L volume fractions 80%, 4g mass fractions, which are added, is
16% selenium dioxide ethanol solution and 12g polyethylene glycol (400Da, n ≈ 3), 65 DEG C of reaction 7h；
(3) 1.5h is concentrated under reduced pressure at 0.06MPa, 65 DEG C of temperature and steams ethyl alcohol, cross 0.4 μm of filter membrane, freeze-drying obtains
To tea saponin selenium nano particle 110g.
Embodiment 5
(1) it takes 1kg tea saponins that 25kg water dissolutions are added, adds the glucoamylase of active unit 40000U, 40 DEG C
Keep the temperature 8h；Stratification collects precipitation；
(2) the ethanol water dissolving of taking precipitate 100g 1.8L volume fractions 75%, 3g mass fractions, which are added, is
14% selenium dioxide ethanol solution and 8g polyethylene glycol (4000Da, n ≈ 30), 67 DEG C of reaction 7.5h；
(3) 2.5h is concentrated under reduced pressure at 0.02MPa, 55 DEG C of temperature and steams ethyl alcohol, cross 0.3 μm of filter membrane, freeze-drying obtains
To tea saponin selenium nano particle 107g.
Embodiment 6
(1) it takes 1kg tea saponins that 18kg water dissolutions are added, adds the glucoamylase of active unit 20000U, 45 DEG C
Keep the temperature 7h；Stratification collects precipitation；
(2) the ethanol water dissolving of taking precipitate 100g 1.6L volume fractions 77%, 3.5g mass fractions, which are added, is
16% selenium dioxide ethanol solution and 14g polyethylene glycol (6500Da, n ≈ 50), 70 DEG C of reaction 6.5h；
(3) 2h is concentrated under reduced pressure at 0.03MPa, 65 DEG C of temperature and steams ethyl alcohol, cross 0.22 μm of filter membrane, freeze-drying obtains
To tea saponin selenium nano particle 113g.
Embodiment 7
The tea saponin selenium nano particle 10g of Example 1~6 presses 7 with starch, lactose, avicel cellulose:2:1 mixture
30g, 1% magnesium stearate are uniformly mixed, and tablet is made through tablet press machine.
Embodiment 8
Medical starch 30g is added in tea saponin selenium nano particle 10g made from Example 1~6, is uniformly mixed, wet method system
Grain, is adjusted with ethyl alcohol, and loose 20 mesh of the mistake sieve of particle is made, dries.Capsule is filled after drying to get Sasanguasaponin member derivative
Capsule.
Test 1
The grain size and structural characterization of tea saponin selenium nano particle made from Examples 1 to 6
Method：Tea saponin selenium nano particle made from Examples 1 to 6 is surveyed after water-dispersed with Malvern nano particle size instrument
Its fixed grain size；It is the sample liquid that solvent is made into 1mg/mL with DMSO, is scanned using UV detector；KBr thin slices are prepared, are carried out
IR spectrum scanning；Each component is analyzed.
As a result：Tea saponin selenium nano particle average grain diameter made from Examples 1 to 6 be respectively 152nm, 213nm, 168nm,
154nm,175nm,183nm.UV scanning shows that red shift occurs for the characteristic peak of tea saponin；Infrared spectrum shows, the aldehyde of complex
Base peak (1721cm-1) disappear, and in 723cm-1Increase a broad peak newly, which is the stretching vibration peak of selenium and oxygen bonding, illustrates Se4 +Complexation reaction has occurred with the aldehyde radical of Sasanguasaponin.Elemental analysis the result shows that, tea saponin and selenium atom and polyethylene glycol are matched
Than being 2:1:2, it has the following structure：
In formula, n=3~50.
Test 2
The tea saponin selenium nano particle 10g of Example 1~6 pours into bottle after Spheron MD 30/70 1000mL dissolvings,
Injection is made.
The tea saponin selenium nano particle of the present invention has notable anti-aging effects, is confirmed by following experiment：
The antioxidation to mouse aging of tea saponin selenium nano particle is tested：
Method：110 mouse, weight (20 ± 2) g are taken to be randomly divided into Normal group, model group, positive controls
(VE), the high low dose group of 1 tea saponin selenium nano particle of embodiment, 2~6 tea saponin selenium nano particle group of embodiment, Sasanguasaponin
Group, every group 10.Each experimental group gavage relative medicine, simultaneously, model group and the daily nape part of medicine group mouse are subcutaneously noted for administration
Penetrate 5%D- galactolipins 0.5mL (160mg/kg), control group injects normal saline, and after modeling 6 weeks, eye socket takes blood, cervical dislocation
After lethal, liver and brain tissue are detached, is contained by test agent box operating method measurement and calculating serum and tissue SOD's vigor and MDA
Amount.
As a result：MDA contents are significantly raised in exhausted mining areas serum, liver and brain tissue caused by D- galactolipins, freely
The activity of base correlation scavenger enzyme SOD declines.Examples 1 to 6 tea saponin selenium nano particle can be substantially reduced mouse aging serum, liver
The end product of metabolism MDA of lipid peroxide in dirty and brain tissue, and the activity of SOD increases, hence it is evident that it is better than tea saponin group, and has
Dose dependent.The above-mentioned effect of tea saponin selenium nano particle, shows the anti-oxidation function which increase body, has anti-aging
Effect.It the results are shown in Table 1 and table 2.
1 tea saponin selenium nano particle of table to MDA contents in mouse aging serum, liver and brain influence (N=10)
The influence active on SOD in mouse aging serum, liver and brain of 2 tea saponin selenium nano particle of table (N=10)
The above embodiment is a preferred embodiment of the present invention, but embodiments of the present invention are not by the embodiment
Limitation, it is other it is any without departing from the spirit and principles of the present invention made by changes, modifications, substitutions, combinations, simplifications,
Equivalent substitute mode is should be, is included within the scope of the present invention.
Claims (10)
1. a kind of tea saponin selenium complexes, which is characterized in that have the following structure：
In formula, n=3~50.
2. a kind of preparation method of the tea saponin selenium nano particle comprising tea saponin selenium complexes described in claim 1, special
Sign is, includes the following steps：
(1) 15~30 times of water dissolutions of its quality are added in tea saponin, add glucoamylase, 35~55 DEG C of 4~12h of heat preservation；
Stratification collects sediment；
(2) sediment is dissolved with ethanol water, and the selenium dioxide ethanol solution and 5~20% of sediment quality 2~5% is added
Polyethylene glycol, 60~70 DEG C reaction 6~8h；
(3) it is concentrated under reduced pressure and steams ethyl alcohol, cross 0.22~0.45 μm of filter membrane, freeze-drying obtains tea saponin selenium nano particle.
3. the preparation method of tea saponin selenium nano particle according to claim 2, which is characterized in that step (1) described Portugal
The addition of grape saccharogenic amylase is the glucoamylase that 500~5000U is added in every 100 grams of tea saponins.
4. the preparation method of tea saponin selenium nano particle according to claim 2, which is characterized in that step (2) described second
The volume fraction of alcohol solution is 70~85%, and it is (10~20) mL/g that addition, which is with the liquid-solid ratio of sediment,.
5. the preparation method of tea saponin selenium nano particle according to claim 2, which is characterized in that step (2) is described poly-
The molecular weight of ethylene glycol is 400~6500Da.
6. the preparation method of tea saponin selenium nano particle according to claim 2, which is characterized in that the selenium dioxide
Mass fraction in ethanol solution is 10~20%.
7. the preparation method of tea saponin selenium nano particle according to claim 2, which is characterized in that step (3) is described to be subtracted
The condition of pressure concentration is 0.01~0.1MPa, 50~70 DEG C of temperature, 1~3h of time.
8. the tea saponin selenium that the preparation method of claim 2~7 any one of them tea saponin selenium nano particle is prepared is received
Rice grain.
9. the application of tea saponin selenium nano particle according to any one of claims 8, which is characterized in that be used to prepare removing interior free yl
Antiaging agent.
10. the application of tea saponin selenium nano particle according to claim 9, which is characterized in that the Kangshuaining mixture agent
Type is oral or injectable pharmaceutically dosage form.
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Citations (3)
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|---|---|---|---|---|
| CN102030804A (en) * | 2010-10-21 | 2011-04-27 | 华南理工大学 | Method for preparing theasapogenol |
| CN105461781A (en) * | 2015-12-17 | 2016-04-06 | 华南理工大学 | Tea sapogenin zinc complex and preparation method as well as use thereof |
| CN107635561A (en) * | 2015-03-31 | 2018-01-26 | 株式会社爱茉莉太平洋 | Contain composition of the theasapogenol derivative as active component |
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2018
- 2018-05-24 CN CN201810511064.6A patent/CN108743607B/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102030804A (en) * | 2010-10-21 | 2011-04-27 | 华南理工大学 | Method for preparing theasapogenol |
| CN107635561A (en) * | 2015-03-31 | 2018-01-26 | 株式会社爱茉莉太平洋 | Contain composition of the theasapogenol derivative as active component |
| CN105461781A (en) * | 2015-12-17 | 2016-04-06 | 华南理工大学 | Tea sapogenin zinc complex and preparation method as well as use thereof |
Non-Patent Citations (2)
| Title |
|---|
| QIAN YANG 等: "Synthesis and neuroprotective effects of the complex nanoparticles of iron and sapogenin isolated from the defatted seeds of Camellia oleifera", 《PHARMACEUTICAL BIOLOGY》 * |
| 曹玮 等: "含硒高分子: 一类新型生物材料", 《化学通报》 * |
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