CN105852060A - Starch-polyphenol composite nano-granules and preparation process thereof - Google Patents
Starch-polyphenol composite nano-granules and preparation process thereof Download PDFInfo
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- CN105852060A CN105852060A CN201610231125.4A CN201610231125A CN105852060A CN 105852060 A CN105852060 A CN 105852060A CN 201610231125 A CN201610231125 A CN 201610231125A CN 105852060 A CN105852060 A CN 105852060A
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- 239000002131 composite material Substances 0.000 title claims abstract description 57
- 238000002360 preparation method Methods 0.000 title claims abstract description 42
- 239000008187 granular material Substances 0.000 title claims abstract description 34
- 229920002472 Starch Polymers 0.000 claims abstract description 70
- 239000008107 starch Substances 0.000 claims abstract description 68
- 235000019698 starch Nutrition 0.000 claims abstract description 63
- 150000008442 polyphenolic compounds Chemical class 0.000 claims abstract description 62
- 235000013824 polyphenols Nutrition 0.000 claims abstract description 62
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 38
- 238000001179 sorption measurement Methods 0.000 claims abstract description 24
- 238000000034 method Methods 0.000 claims abstract description 22
- 239000000843 powder Substances 0.000 claims abstract description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 17
- 238000005406 washing Methods 0.000 claims abstract description 15
- 108090000637 alpha-Amylases Proteins 0.000 claims abstract description 13
- 238000000108 ultra-filtration Methods 0.000 claims abstract description 9
- 239000002244 precipitate Substances 0.000 claims abstract description 7
- 238000005119 centrifugation Methods 0.000 claims abstract description 3
- 239000007788 liquid Substances 0.000 claims abstract 3
- 239000002245 particle Substances 0.000 claims description 55
- 239000000243 solution Substances 0.000 claims description 40
- 239000002105 nanoparticle Substances 0.000 claims description 25
- 229920000856 Amylose Polymers 0.000 claims description 18
- 229940030275 epigallocatechin gallate Drugs 0.000 claims description 18
- 229950001002 cianidanol Drugs 0.000 claims description 17
- 210000000481 breast Anatomy 0.000 claims description 16
- WMBWREPUVVBILR-UHFFFAOYSA-N GCG Natural products C=1C(O)=C(O)C(O)=CC=1C1OC2=CC(O)=CC(O)=C2CC1OC(=O)C1=CC(O)=C(O)C(O)=C1 WMBWREPUVVBILR-UHFFFAOYSA-N 0.000 claims description 15
- WMBWREPUVVBILR-WIYYLYMNSA-N (-)-Epigallocatechin-3-o-gallate Chemical compound O([C@@H]1CC2=C(O)C=C(C=C2O[C@@H]1C=1C=C(O)C(O)=C(O)C=1)O)C(=O)C1=CC(O)=C(O)C(O)=C1 WMBWREPUVVBILR-WIYYLYMNSA-N 0.000 claims description 14
- 238000005516 engineering process Methods 0.000 claims description 14
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- 230000008569 process Effects 0.000 claims description 12
- 239000000725 suspension Substances 0.000 claims description 12
- PFTAWBLQPZVEMU-DZGCQCFKSA-N (+)-catechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-DZGCQCFKSA-N 0.000 claims description 11
- ADRVNXBAWSRFAJ-UHFFFAOYSA-N catechin Natural products OC1Cc2cc(O)cc(O)c2OC1c3ccc(O)c(O)c3 ADRVNXBAWSRFAJ-UHFFFAOYSA-N 0.000 claims description 11
- 235000005487 catechin Nutrition 0.000 claims description 11
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- PFTAWBLQPZVEMU-UKRRQHHQSA-N (-)-epicatechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-UKRRQHHQSA-N 0.000 claims description 8
- LPTRNLNOHUVQMS-UHFFFAOYSA-N epicatechin Natural products Cc1cc(O)cc2OC(C(O)Cc12)c1ccc(O)c(O)c1 LPTRNLNOHUVQMS-UHFFFAOYSA-N 0.000 claims description 8
- 235000012734 epicatechin Nutrition 0.000 claims description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
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- 238000001556 precipitation Methods 0.000 claims description 6
- XFZJEEAOWLFHDH-UHFFFAOYSA-N (2R,2'R,3R,3'R,4R)-3,3',4',5,7-Pentahydroxyflavan(48)-3,3',4',5,7-pentahydroxyflavan Natural products C=12OC(C=3C=C(O)C(O)=CC=3)C(O)CC2=C(O)C=C(O)C=1C(C1=C(O)C=C(O)C=C1O1)C(O)C1C1=CC=C(O)C(O)=C1 XFZJEEAOWLFHDH-UHFFFAOYSA-N 0.000 claims description 5
- CWEZAWNPTYBADX-UHFFFAOYSA-N Procyanidin Natural products OC1C(OC2C(O)C(Oc3c2c(O)cc(O)c3C4C(O)C(Oc5cc(O)cc(O)c45)c6ccc(O)c(O)c6)c7ccc(O)c(O)c7)c8c(O)cc(O)cc8OC1c9ccc(O)c(O)c9 CWEZAWNPTYBADX-UHFFFAOYSA-N 0.000 claims description 5
- MOJZMWJRUKIQGL-FWCKPOPSSA-N Procyanidin C2 Natural products O[C@@H]1[C@@H](c2cc(O)c(O)cc2)Oc2c([C@H]3[C@H](O)[C@@H](c4cc(O)c(O)cc4)Oc4c3c(O)cc(O)c4)c(O)cc(O)c2[C@@H]1c1c(O)cc(O)c2c1O[C@@H]([C@H](O)C2)c1cc(O)c(O)cc1 MOJZMWJRUKIQGL-FWCKPOPSSA-N 0.000 claims description 5
- 239000008351 acetate buffer Substances 0.000 claims description 5
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 5
- 239000008367 deionised water Substances 0.000 claims description 5
- 229910021641 deionized water Inorganic materials 0.000 claims description 5
- HGVVOUNEGQIPMS-UHFFFAOYSA-N procyanidin Chemical compound O1C2=CC(O)=CC(O)=C2C(O)C(O)C1(C=1C=C(O)C(O)=CC=1)OC1CC2=C(O)C=C(O)C=C2OC1C1=CC=C(O)C(O)=C1 HGVVOUNEGQIPMS-UHFFFAOYSA-N 0.000 claims description 5
- LSHVYAFMTMFKBA-TZIWHRDSSA-N (-)-epicatechin-3-O-gallate Chemical compound O([C@@H]1CC2=C(O)C=C(C=C2O[C@@H]1C=1C=C(O)C(O)=CC=1)O)C(=O)C1=CC(O)=C(O)C(O)=C1 LSHVYAFMTMFKBA-TZIWHRDSSA-N 0.000 claims description 4
- 239000000872 buffer Substances 0.000 claims description 3
- 229940100486 rice starch Drugs 0.000 claims description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 2
- 229920002486 Waxy potato starch Polymers 0.000 claims description 2
- 230000010355 oscillation Effects 0.000 claims description 2
- 239000013049 sediment Substances 0.000 claims description 2
- 229940100445 wheat starch Drugs 0.000 claims description 2
- 210000001035 gastrointestinal tract Anatomy 0.000 abstract description 4
- 238000011068 loading method Methods 0.000 abstract description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract description 3
- 229910052760 oxygen Inorganic materials 0.000 abstract description 3
- 239000001301 oxygen Substances 0.000 abstract description 3
- 108090000790 Enzymes Proteins 0.000 abstract description 2
- 102000004190 Enzymes Human genes 0.000 abstract description 2
- 239000004382 Amylase Substances 0.000 abstract 1
- 108010065511 Amylases Proteins 0.000 abstract 1
- 102000013142 Amylases Human genes 0.000 abstract 1
- 235000019418 amylase Nutrition 0.000 abstract 1
- 235000019441 ethanol Nutrition 0.000 abstract 1
- 238000004108 freeze drying Methods 0.000 abstract 1
- 230000014759 maintenance of location Effects 0.000 abstract 1
- 230000002035 prolonged effect Effects 0.000 abstract 1
- 238000004448 titration Methods 0.000 abstract 1
- 238000009777 vacuum freeze-drying Methods 0.000 abstract 1
- 238000007792 addition Methods 0.000 description 9
- 239000008363 phosphate buffer Substances 0.000 description 9
- 244000269722 Thea sinensis Species 0.000 description 7
- 238000004088 simulation Methods 0.000 description 7
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- 230000000694 effects Effects 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 230000008859 change Effects 0.000 description 4
- XMOCLSLCDHWDHP-IUODEOHRSA-N epi-Gallocatechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2O)=CC(O)=C(O)C(O)=C1 XMOCLSLCDHWDHP-IUODEOHRSA-N 0.000 description 4
- 230000002496 gastric effect Effects 0.000 description 4
- 239000012528 membrane Substances 0.000 description 4
- 241000209094 Oryza Species 0.000 description 3
- 235000007164 Oryza sativa Nutrition 0.000 description 3
- 239000013543 active substance Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- HHEAADYXPMHMCT-UHFFFAOYSA-N dpph Chemical compound [O-][N+](=O)C1=CC([N+](=O)[O-])=CC([N+]([O-])=O)=C1[N]N(C=1C=CC=CC=1)C1=CC=CC=C1 HHEAADYXPMHMCT-UHFFFAOYSA-N 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- 235000009566 rice Nutrition 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- LSHVYAFMTMFKBA-UHFFFAOYSA-N ECG Natural products C=1C=C(O)C(O)=CC=1C1OC2=CC(O)=CC(O)=C2CC1OC(=O)C1=CC(O)=C(O)C(O)=C1 LSHVYAFMTMFKBA-UHFFFAOYSA-N 0.000 description 2
- XMOCLSLCDHWDHP-UHFFFAOYSA-N L-Epigallocatechin Natural products OC1CC2=C(O)C=C(O)C=C2OC1C1=CC(O)=C(O)C(O)=C1 XMOCLSLCDHWDHP-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
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- 230000000975 bioactive effect Effects 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- DZYNKLUGCOSVKS-UHFFFAOYSA-N epigallocatechin Natural products OC1Cc2cc(O)cc(O)c2OC1c3cc(O)c(O)c(O)c3 DZYNKLUGCOSVKS-UHFFFAOYSA-N 0.000 description 2
- ZEACOKJOQLAYTD-UHFFFAOYSA-N flavan-3,3',4,4',5,5',7-heptol Chemical compound OC1C(O)C2=C(O)C=C(O)C=C2OC1C1=CC(O)=C(O)C(O)=C1 ZEACOKJOQLAYTD-UHFFFAOYSA-N 0.000 description 2
- 239000000796 flavoring agent Substances 0.000 description 2
- 235000019634 flavors Nutrition 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 2
- 239000006228 supernatant Substances 0.000 description 2
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- 230000010718 Oxidation Activity Effects 0.000 description 1
- GAMYVSCDDLXAQW-AOIWZFSPSA-N Thermopsosid Natural products O(C)c1c(O)ccc(C=2Oc3c(c(O)cc(O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@H](CO)O4)c3)C(=O)C=2)c1 GAMYVSCDDLXAQW-AOIWZFSPSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 229930014669 anthocyanidin Natural products 0.000 description 1
- 150000001452 anthocyanidin derivatives Chemical class 0.000 description 1
- 235000008758 anthocyanidins Nutrition 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 230000003064 anti-oxidating effect Effects 0.000 description 1
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- 230000003078 antioxidant effect Effects 0.000 description 1
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- YTJJRAWFHJBAMT-UHFFFAOYSA-N depside Natural products OC(=O)CC1=C(O)C=C(O)C=C1OC(=O)C1=CC=C(O)C(O)=C1 YTJJRAWFHJBAMT-UHFFFAOYSA-N 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 229930003944 flavone Natural products 0.000 description 1
- 150000002212 flavone derivatives Chemical class 0.000 description 1
- 235000011949 flavones Nutrition 0.000 description 1
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 description 1
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- 150000002338 glycosides Chemical class 0.000 description 1
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- 239000004615 ingredient Substances 0.000 description 1
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- 230000007246 mechanism Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 150000007965 phenolic acids Chemical class 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 238000011321 prophylaxis Methods 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
Abstract
The invention relates to starch-polyphenol composite nano-granules and a preparation process thereof. The preparation process comprises the steps that 1, a biological enzyme method is adopted to prepare debranched starch nano-granules: enzymolysis is conducted on gelatinized starch by using pullulanase to prepare a short amylase solution, ethyl alcohol titration is performed to prepare the starch nano-granules, and freeze-drying is performed to obtain starch nano-granule powder; 2, polyphenol adsorption and loading are performed to prepare the starch-polyphenol composite nano-granules: starch nano-granule turbid liquid is prepared, different amounts of polyphenol are added, the liquid is put in an oscillating water bath kettle, adsorption is performed at room temperature for different time, and ultra-filtration centrifugation, precipitate washing and vacuum freeze-drying are performed. The starch-polyphenol composite nano-granules are small in size, attachment forces of the nano-granules to tissues can be increased, the polyphenol delivery efficiency of the gastrointestinal tract is improved, the retention time of the polyphenol in the gastrointestinal tract is prolonged, and the bioavailability is improved. The starch-polyphenol composite nano-granules protect the polyphenol having bioactivity, prevent light in the outside environment, a pH value, oxygen and the like from affecting the polyphenol and improve the stability of the polyphenol.
Description
Technical field
The present invention relates to nano-particle preparation and food and medicine field, be specifically related to biological enzyme de-nano-starch granule and nanometer
Grain absorption loads the preparation technology of polyphenol.
Background technology
Tea polyphenols (TP) is the polyphenols extracted from Folium Camelliae sinensis, and polyphenol total amount accounts for the 18%～36% of dry weight of tea leaves, has extensively
Pharmacological action.In Folium Camelliae sinensis, Polyphenols includes catechin, flavone and glycoside thereof, anthocyanidin and leucoanthocyanidin and phenolic acid and depside etc.,
Wherein catechin accounts for about the 70% of polyphenol total amount.Its key component is epicatechin (EC), epigallo catechin (EGC), table
Catechin and gallate (ECG), epigallocatechin gallate (EGCG) (EGCG).The flavour of Folium Camelliae sinensis is not only had by catechin
Material impact, and numerous studies show, and catechin also has important biological activity, at antioxidation, removes free radical, anti-mattress
Antiinflammatory, antiviral, prevent the aspects such as cardiovascular disease, lowering blood pressure and blood fat and prophylaxis of cancer to have important function.But, tea is many
Phenol is unstable, meets highly basic, strong acid, illumination, Gao Re and transition metal perishable.
In recent years, owing to the nanometer medicine-carried system of macromolecular material receives more and more attention, the especially nanometer of natural polysaecharides
Carrier.Starch be a class important there is biodegradability, renewable, the natural polysaccharide family macromolecule material of good biocompatibility
Material, abundance, cheap, obtain certain applications as carrier material in drug controlled release field.By carrier bag
Bury or binding activity material prepares nano-particle, both can reduce active substance loss in processing or storage, improve it and resist
Oxidation activity, again can be effectively by the gastrointestinal location of active species delivery to human body.And improve it by controlling release active substance
Bioavailability, keeps the structure of active substance, effect simultaneously and covers its mouthfeel difference etc..
Summary of the invention
For polyphenol storing, transport, the problem such as oxidizable, easy decomposition present in the course of processing, it is an object of the invention to carry
For a kind of starch-polyphenol composite nanometer particle and preparation technology thereof, utilize nano-starch polyhydroxy, short texture, in have cavity
Characteristic, can adsorb loading polyphenol, can improve tea polyphenols stability in the sensitive environment such as light, heat, oxygen, and then improve it
Antioxidant activity.
The technical scheme that the present invention takes is:
A kind of preparation technology of starch-polyphenol composite nanometer particle, step is as follows:
(1) preparation of short amylose solution: first preparation mass volume ratio is the gelatinized starch breast of 1-15%, is added thereto to
The pullulanase of 100-500U/mL, gelatinized starch breast is 100:2-7 with the volume ratio of pullulanase, 40-60 DEG C of enzymolysis 6-12 hour,
Obtain short amylose solution；
(2) preparation of starch nanometer granule: be slowly added dropwise ethanol in short amylose solution, drip while stirring, short straight chain
Starch solution is 1:2-5 with the volume ratio of ethanol, continues stirring 1-5h after dripping ethanol, centrifugal, and water washing and precipitating obtains starch
Nano-particle, lyophilizing obtains starch nanometer granule powder；
(3) preparation of starch-polyphenol composite nanometer particle: prepare the shallow lake of mass volume ratio 5%-10% with phosphoric acid or acetate buffer solution
Powder nano-particle suspension, adds polyphenol, makes the polyphenol final concentration of 1-20mM in suspension, 12-30 DEG C of absorption 0.1-24h,
Keeping vibration in adsorption process, adsorbed rear ultrafiltration and be centrifuged, water washing and precipitating, lyophilizing obtains starch-polyphenol composite nanometer particle.
Further, in step (1), preparation starch used by gelatinized starch breast is waxy corn starch, waxy rice starch, wax
Any one or a few in matter potato starch, Waxy wheat starch or common corn starch, the preparation of gelatinized starch breast uses
The 1M phosphate buffer of pH4-6.
Further, in step (2) polyphenol be catechin (C), epicatechin (EC), L-Epicatechin gallate (ECG),
One or more in epigallocatechin gallate (EGCG) (EGCG) or procyanidin (PAC).
Further, in step (2), (3), the number of times of water washing and precipitating is 2-3 time, and the mode of washing is: adds in precipitation and goes
Ionized water, will precipitate spin-up, and 3000-6000rpm is centrifuged 10-20 minute, is precipitated.
Further, in step (3) buffer be pH6.5-7.5, concentration be 1M phosphoric acid or acetic acid.
Further, in step (2), (3), lyophilizing technique is: vacuum 5-10Pa, temperature-80--60 DEG C, time 48-72
Hour.
Further, the absorption in step (3) completes in shaking bath pot, and frequency of oscillation is 400-800rpm.
Further, during in step (3), ultrafiltration is centrifugal, filter sizes is 200-450nm.
Further, rotating speed 3000-6000rpm centrifugal in step (2), (3), centrifugation time 10-20 minute.
It is a further object to provide the starch-polyphenol composite nanometer particle prepared with above-mentioned technique.
The invention have the benefit that
(1) starch prepared-polyphenol composite nanometer particle, nano-particles size is little, can increase nano-particle attached to organize
Put forth effort, improve the gastrointestinal tract transfer efficiency to polyphenol, and by reducing the impact of intestinal purge mechanism and the surface of polyphenol can be increased
Activity, extends the polyphenol holdup time in gastrointestinal tract, improves its bioavailability.Protection has bioactive polyphenol, prevents
The impact on it such as light in external environment, pH value, oxygen, improves the stability of polyphenol；Protection active site, shelters bad
The release of local flavor；Effectively reduce addition and the toxic and side effects of bioactive ingredients.(2) starch-polyphenol prepared is compound to be received
The characteristics such as rice grain, has charging ratio high, low cost, and polyphenol active function is strong, and polyphenol has in Imitative gastroenteric environments
Effect of slow release.
Accompanying drawing explanation
Fig. 1 be embodiment 2,7-12,14,19-24,26,31-36,38, in 43-48 nano-particle with different adsorption times
Efficiency of loading.
Note: in Fig. 1, abscissa is different adsorption times (min), and vertical coordinate is charging ratio (%)
Fig. 2 be embodiment 2,7-12,14,19-24,26,31-36,38, in 43-48 nano-particle with different adsorption times
Useful load.
Note: in Fig. 2, abscissa is different adsorption times (min), and vertical coordinate is charging ratio (μ g/mg SNPs)
Fig. 3 be in embodiment 1-6,13-18,25-30,37-42 nano-particle with the charging ratio (quality base) of different polyphenol additions.
Note: in Fig. 3, abscissa is the amount (mM) adding polyphenol, and vertical coordinate is useful load (μ g/mgSNPs)
Fig. 4 be in embodiment 1-6,13-18,25-30,37-42 nano-particle with the charging ratio (mole base) of different polyphenol additions.
Note: in Fig. 4, abscissa is the amount (mM) adding polyphenol, and vertical coordinate is charging ratio (μm ol/mgSNPs)
Fig. 5 is langmuir adsorption dynamics adsorption kinetics simulation in embodiment 1-6,13-18,25-30,37-42.
Note: in Fig. 5, abscissa is that absorption reaches the concentration (mM) of polyphenol during balance, and vertical coordinate is the amount of adsorbing polyphenols
(μg/mgSNPs)
Fig. 6 be in embodiment 1-6,13-18,25-30,37-42 nano-particle with the change of size of different polyphenol additions.
Note: in Fig. 6, abscissa is the amount (mM) adding polyphenol, and vertical coordinate is the particle diameter (nm) of nano-particle
Fig. 7 be in embodiment 1-6,13-18,25-30,37-42 nano-particle with the zeta potential change of different polyphenol additions.
Note: in Fig. 7, abscissa is the amount (mM) adding polyphenol, and vertical coordinate is the current potential (mV) of nano-particle
Fig. 8 be embodiment 2,7-12,14,19-24,26,31-36,38, in 43-48 nano-particle with different adsorption times
Change of size.
Note: in Fig. 8, abscissa is different adsorption times (min), and vertical coordinate is the particle diameter (nm) of nano-particle
Fig. 9 be embodiment 2,7-12,14,19-24,26,31-36,38, in 43-48 nano-particle with different adsorption times
Zeta potential change.
Note: in Fig. 9, abscissa is different adsorption times (min), and vertical coordinate is the current potential (mV) of nano-particle
Figure 10 is embodiment 2 starch-catechin composite nanometer particle transmission electron microscope picture.
Figure 11 is embodiment 14 starch-epicatechin composite nanometer particle transmission electron microscope picture.
Figure 12 is embodiment 26 starch-epigallocatechin gallate (EGCG) composite nanometer particle transmission electron microscope picture.
Figure 13 is embodiment 38 starch-procyanidin composite nanometer particle transmission electron microscope picture.
Figure 14 is embodiment 2 starch-catechin composite nanometer particle infrared spectrogram.
Figure 15 is embodiment 14 starch-epicatechin composite nanometer particle infrared spectrogram.
Figure 16 is embodiment 26 starch-epigallocatechin gallate (EGCG) composite nanometer particle infrared spectrogram.
Figure 17 is embodiment 38 starch-procyanidin composite nanometer particle infrared spectrogram.
Figure 18 is embodiment 2,14,26,38 nano-particle slow release figure in simulated gastric fluid environment.
Note: Tu18Zhong, abscissa is release time (min), and vertical coordinate is the burst size (%) of polyphenol
Figure 19 is embodiment 2,14,26,38 nano-particle slow release figure in simulated intestinal fluid environment.
Note: Tu19Zhong, abscissa is release time (min), and vertical coordinate is the burst size (%) of polyphenol
Detailed description of the invention
Below in conjunction with specific embodiment and accompanying drawing, the present invention is described in further details.
Embodiment 1-12
Prepare starch-catechin (C-SNPs) composite nanometer particle in accordance with the following steps:
(1) preparation of short amylose solution: first select waxy rice starch, prepares with the 1M phosphate buffer of pH4.5
Mass volume ratio is the gelatinized starch breast of 10%, is added thereto to the pullulanase of 300U/mL, gelatinized starch breast and pullulanase
Volume ratio be 100:5,55 DEG C of enzymolysis 8 hours, obtain short amylose solution；
(2) preparation of starch nanometer granule: be slowly added dropwise ethanol in short amylose solution, drip while stirring, short straight chain
Starch solution is 1:4 with the volume ratio of ethanol, continues stirring 2h after dripping ethanol, and then 5000rpm is centrifuged 10 minutes, to
Adding deionized water in precipitation, will precipitate spin-up, 5000rpm is centrifuged 10 minutes, completes once to wash, repeats and once wash
Process, obtains starch nanometer granule, and lyophilizing (vacuum 10Pa, temperature-70 DEG C, 50 hours time) obtains starch nano
Grain powder；
(3) preparation of C-SNPs composite nanometer particle: prepare mass volume ratio with the phosphate buffer that pH6.5, concentration are 1M
The starch nanometer granule suspension of 8%, add catechin, make the catechin final concentration of 1mM in suspension, 2mM, 6mM,
10mM, 15mM or 20mM, 15 DEG C of absorption 10min, 0.5h, 1h, 2h, 6h, 10h or 24h, adsorption process keeps
Vibration, frequency is 500rpm, carries out ultrafiltration with the filter membrane that aperture is 300nm and be centrifuged, with the method for step (2) after having adsorbed
Water washing and precipitating 3 times, lyophilizing (vacuum 10Pa, temperature-70 DEG C, 50 hours time) obtains C-SNPs composite nanometer particle.
Table 1 embodiment 1-12 variable parameter is arranged
Embodiment 13-24
Prepare starch-epicatechin (EC-SNPs) composite nanometer particle in accordance with the following steps:
(1) preparation of short amylose solution: first select waxy corn starch, prepares matter with the 1M phosphate buffer of pH5
Amount volume ratio is the gelatinized starch breast of 8%, is added thereto to the pullulanase of 250U/mL, gelatinized starch breast and the body of pullulanase
Long-pending than being 100:4,50 DEG C of enzymolysis 10 hours, obtain short amylose solution；
(2) preparation of starch nanometer granule: be slowly added dropwise ethanol in short amylose solution, drip while stirring, short straight chain
Starch solution is 1:5 with the volume ratio of ethanol, continues stirring 1h after dripping ethanol, and then 3000rpm is centrifuged 20 minutes, to
Adding deionized water in precipitation, will precipitate spin-up, 3000rpm is centrifuged 20 minutes, completes once to wash, is repeated two more times washing
Process, obtains starch nanometer granule, and lyophilizing (vacuum 5Pa, temperature-60 DEG C, 60 hours time) obtains starch nanometer granule
Powder；
(3) preparation of EC-SNPs composite nanometer particle: prepare mass volume ratio with the acetate buffer solution that pH7.5, concentration are 1M
The starch nanometer granule suspension of 10%, add epicatechin, make the epicatechin final concentration of 1mM in suspension, 2mM,
6mM, 10mM, 15mM or 20mM, 30 DEG C of absorption 10min, 0.5h, 1h, 2h, 6h, 10h or 24h, adsorption process
Middle holding, vibrates, and frequency is 400rpm, carries out ultrafiltration with the filter membrane that aperture is 400nm and be centrifuged, with step (2) after having adsorbed
Method water washing and precipitating 2 times, lyophilizing (vacuum 5Pa, temperature-60 DEG C, 60 hours time) obtains that EC-SNPs is compound to be received
Rice grain.
Table 2 embodiment 13-24 variable parameter is arranged
Embodiment 25-36
Prepare starch-epigallocatechin gallate (EGCG) (EGCG-SNPs) composite nanometer particle in accordance with the following steps:
(1) preparation of short amylose solution: first select waxy potato starch, prepares with the 1M phosphate buffer of pH6
Mass volume ratio is the gelatinized starch breast of 5%, is added thereto to the pullulanase of 500U/mL, gelatinized starch breast and pullulanase
Volume ratio is 100:1,45 DEG C of enzymolysis 12 hours, obtains short amylose solution；
(2) preparation of starch nanometer granule: be slowly added dropwise ethanol in short amylose solution, drip while stirring, short straight chain
Starch solution is 1:2 with the volume ratio of ethanol, continues stirring 3h after dripping ethanol, and then 6000rpm is centrifuged 10 minutes, to
Adding deionized water in precipitation, will precipitate spin-up, 6000rpm is centrifuged 10 minutes, completes once to wash, is repeated two more times washing
Process, obtains starch nanometer granule, and lyophilizing (vacuum 8Pa, temperature-80 DEG C, 48 hours time) obtains starch nanometer granule
Powder；
(3) preparation of EGCG-SNPs composite nanometer particle: prepare quality volume with the acetate buffer solution that pH7, concentration are 1M
Starch nanometer granule suspension than 5%, adds epigallocatechin gallate (EGCG), makes EGCG
Ester final concentration of 1mM, 2mM, 6mM, 10mM, 15mM or 20mM in suspension, 20 DEG C absorption 10min,
0.5h, 1h, 2h, 6h, 10h or 24h, keep vibration in adsorption process, frequency is 800rpm, after having adsorbed with aperture is
The filter membrane of 450nm carries out ultrafiltration and is centrifuged, with the method water washing and precipitating 2 times of step (2), lyophilizing (vacuum 8Pa, temperature-80 DEG C,
48 hours time) obtain EGCG-SNPs composite nanometer particle.
Table 3 embodiment 25-36 variable parameter is arranged
Embodiment 37-48
Prepare starch-procyanidin (PAC-SNPs) composite nanometer particle in accordance with the following steps:
(1) preparation of short amylose solution: the gelatinizing first selecting common corn starch, preparation mass volume ratio to be 15% is formed sediment
Powder breast, is added thereto to the pullulanase of 200U/mL, and gelatinized starch breast is 100:7 with the volume ratio of pullulanase, enzymolysis 12
Hour, obtain short amylose solution；
(2) preparation of starch nanometer granule: be slowly added dropwise ethanol in short amylose solution, drip while stirring, short straight chain
Starch solution is 1:2 with the volume ratio of ethanol, continues stirring 5h after dripping ethanol, and then 4000rpm is centrifuged 15 minutes, to
Adding deionized water in precipitation, will precipitate spin-up, 4000rpm is centrifuged 15 minutes, completes once to wash, repeats and once wash
Process, obtains starch nanometer granule, and lyophilizing (vacuum 5Pa, temperature-70 DEG C, 72 hours time) obtains starch nanometer granule
Powder；
(3) preparation of PAC-SNPs composite nanometer particle: prepare quality volume with the phosphate buffer that pH7.0, concentration are 1M
Than 5% starch nanometer granule suspension, add procyanidin, make the procyanidin final concentration of 1mM in suspension, 2mM,
6mM, 10mM, 15mM or 20mM, 12 DEG C of absorption 10min, 0.5h, 1h, 2h, 6h, 10h or 24h, adsorption process
Middle holding, vibrates, and frequency is 400rpm, carries out ultrafiltration with the filter membrane that aperture is 200nm and be centrifuged, with step (2) after having adsorbed
Method water washing and precipitating 3 times, lyophilizing (vacuum 5Pa, temperature-70 DEG C, 72 hours time) obtains that PAC-SNPs is compound to be received
Rice grain.
Table 4 embodiment 37-48 variable parameter is arranged
The performance detection of the starch prepared by embodiment 1-48-polyphenol composite nanometer particle:
(1) efficiency of loading of composite nanometer particle measures:
Solution after having adsorbed is loaded efficiency test, by measuring the absorbance of centrifuged supernatant, calculates unadsorbed
The content of polyphenol.Computing formula is: the polyphenol addition of (amount of polyphenol in the addition-supernatant of total polyphenol)/total.
The charging ratio for embodiment 1-48 composite nanometer particle of Fig. 1-5 display, it can be seen that starch loads the suction of polyphenol
Attached efficiency increases with polyphenol addition and the increase of adsorption time, and final efficiency is procyanidin ＞ epicatechin ＞ EGCG ＞
Catechin.And charging ratio also increases with the addition of polyphenol and increases, and final useful load is 2-20 times of nanoparticle mass.
(2) composite nanometer particle langmuir adsorption dynamics adsorption kinetics simulation:
According to embodiment 1-6, polyphenol initial concentration that 13-18,25-30,37-42 are different, simulate Langmuir equation, side
Formula isSimulation curve as it is shown in figure 5, the parameter that obtains is as shown in table 5,
The parameter of table 5 langmuir adsorption dynamics adsorption kinetics simulation equation.
(3) size of composite nanometer particle and form
Fig. 6-9 is dynamic laser light scattering experimental figure, it is seen then that the size of composite nanometer particle is 100-400nm, and with polyphenol
The increase of addition first increases and reduces afterwards；Particle diameter presents the trend being gradually increased with the prolongation of adsorption time.
Figure 10-13 is respectively starch-catechin, starch-epicatechin, starch-EGCG, the transmission electron microscope of starch-procyanidin
Collection of illustrative plates, is found out by figure, and the character of different tea polyphenol nano granules is all in ganoid spheroidal, and the granule of different tea polyphenols is big
Little difference, but all between 20-60nm.
(4) FTIR spectrum of composite nanometer particle
As shown in figures 14-17, respectively starch-catechin, starch-epicatechin, starch-EGCG, starch-procyanidin red
External spectrum figure, the spectrogram of nano-particle and starch have notable difference with tea polyphenols is simply mixed, illustrate that starch is formed with tea polyphenols
Complex rather than simply mix.
(5) composite nanometer particle sensitivity environment (ultraviolet, salt ion, high temperature) test:
1. take polyphenol dry powder and the composite nanometer particle dry powder of embodiment 2,14,26,38, divide with the 1M phosphate buffer of pH7
Not Pei Zhi the solution of mass volume ratio 10%, process 30min under ultraviolet light, the solution after processing be diluted to respectively 0.2ppm,
The solution of 0.4ppm, 0.6ppm, 0.8ppm, 1.0ppm, is separately added into DPPH, and 30min is placed in dark place, surveys in 517nm and inhales
Shading value；
2. take polyphenol dry powder and the composite nanometer particle dry powder of embodiment 2,14,26,38, divide with the 1M phosphate buffer of pH7
Not Pei Zhi the solution of mass volume ratio 10%, add 0.1M NaCl and process 10min, the solution after processing is diluted to respectively
The solution of 0.2ppm, 0.4ppm, 0.6ppm, 0.8ppm, 1.0ppm, is separately added into DPPH, and 30min is placed in dark place, in 517nm
Survey absorbance；
3. take polyphenol dry powder and the composite nanometer particle dry powder of embodiment 2,14,26,38, divide with the 1M phosphate buffer of pH7
Not Pei Zhi the solution of mass volume ratio 10%, process 10min at 80 DEG C, the solution after processing be diluted to respectively 0.2ppm,
The solution of 0.4ppm, 0.6ppm, 0.8ppm, 1.0ppm, is separately added into DPPH, and 30min is placed in dark place, surveys in 517nm and inhales
Shading value；
The composite nanometer particle dry powder of table 6 embodiment 2,14,26,38 Scavenging ability after different condition processes is 50%
Time polyphenol requirement
As shown in table 6, the different opposing of polyphenol composite nanometer particle salt, ultraviolet are different with the ability of temperature, catechin and table no food
Sub-catechin and gallate-starch nanometer granule can be effective against the destruction of ultraviolet and temperature；Epicatechin-starch nano
Grain can resist the impact of salt, ultraviolet and temperature；And procyanidin-starch nanometer granule can resist the destruction of salt and temperature.
(6) stomach, the simulation of intestinal environment slow release:
Take polyphenol dry powder and the composite nanometer particle dry powder of embodiment 2,14,26,38, be dissolved in pH2 (simulation gastric environment) respectively
With in the 1M hac buffer of pH7 (simulation intestinal environment), make the solution of mass volume ratio 10%, be placed in 3kDa's
In bag filter, bag filter is placed in the acetate buffer solution of the identical pH of 50mL (2 or 7), in the magnetic stirring apparatus of 50rpm
Stirring different time, with polyphenol as standard, measures different time with ultraviolet spectrophotometer and adds up the polyphenol content of release.Figure 18
It is respectively the slow release figure in simulated gastric fluid and intestinal juice environment, it is seen that starch-polyphenol composite nanometer particle has highly significant with Figure 19
Slow release effect, the release in identical simulated environment of the different polyphenol composite nanometer particles is essentially identical, and the release in intestinal juice is bright
Aobvious slower than the release in gastric juice.
Claims (10)
1. the preparation technology of starch-polyphenol composite nanometer particle, it is characterised in that step is as follows:
(1) preparation of short amylose solution: first preparation mass volume ratio is the gelatinized starch breast of 1-15%, is added thereto to
The pullulanase of 100-500U/mL, gelatinized starch breast is 100:2-7 with the volume ratio of pullulanase, 40-60 DEG C of enzymolysis 6-12
Hour, obtain short amylose solution；
(2) preparation of starch nanometer granule: be slowly added dropwise ethanol in short amylose solution, drip while stirring, short straight chain forms sediment
Powder solution is 1:2-5 with the volume ratio of ethanol, continues stirring 1-5h after dripping ethanol, centrifugal, and water washing and precipitating obtains starch
Nano-particle, lyophilizing obtains starch nanometer granule powder；
(3) preparation of starch-polyphenol composite nanometer particle: prepare the shallow lake of mass volume ratio 5%-10% with phosphoric acid or acetate buffer solution
Powder nano-particle suspension, adds polyphenol, makes the polyphenol final concentration of 1-20mM in suspension, 12-30 DEG C of absorption
0.1-24h, keeps vibration in adsorption process, adsorbed rear ultrafiltration and be centrifuged, water washing and precipitating, and lyophilizing obtains starch-polyphenol and is combined
Nano-particle.
The preparation technology of starch the most according to claim 1-polyphenol composite nanometer particle, it is characterised in that many in step (2)
Phenol is in catechin, epicatechin, L-Epicatechin gallate, epigallocatechin gallate (EGCG) or procyanidin
One or more.
The preparation technology of starch the most according to claim 1 and 2-polyphenol composite nanometer particle, it is characterised in that step (1)
Starch used by middle preparation gelatinized starch breast is that waxy corn starch, waxy rice starch, waxy potato starch, waxiness are little
Any one or a few in wheat starch or common corn starch, the preparation of gelatinized starch breast uses the 1M phosphoric acid of pH4-6 to delay
Rush liquid.
The preparation technology of starch the most according to claim 1 and 2-polyphenol composite nanometer particle, it is characterised in that step (2),
(3) in, the number of times of water washing and precipitating is 2-3 time, and the mode of washing is: adds deionized water in precipitation, will precipitate spin-up,
3000-6000rpm is centrifuged 10-20 minute, is precipitated.
The preparation technology of starch the most according to claim 1 and 2-polyphenol composite nanometer particle, it is characterised in that step (3)
Middle buffer is pH6.5-7.5, concentration is 1M phosphoric acid or acetic acid.
The preparation technology of starch the most according to claim 1 and 2-polyphenol composite nanometer particle, it is characterised in that step (2),
(3) in, lyophilizing technique is: vacuum 5-10Pa, temperature-80～-60 DEG C, 48-72 hour time.
The preparation technology of starch the most according to claim 1 and 2-polyphenol composite nanometer particle, it is characterised in that step (3)
In absorption complete in shaking bath pot, frequency of oscillation is 400-800rpm.
The preparation technology of starch the most according to claim 1 and 2-polyphenol composite nanometer particle, it is characterised in that step (3)
During middle ultrafiltration is centrifugal, filter sizes is 200-450nm.
The preparation technology of starch the most according to claim 1 and 2-polyphenol composite nanometer particle, it is characterised in that step (2),
(3) rotating speed 3000-6000rpm centrifugal in, centrifugation time 10-20 minute.
10. starch-polyphenol the composite nanometer particle prepared according to the arbitrary described technique of claim 1-9, it is characterised in that wanted by right
The arbitrary described technique of 1-9 is asked to be prepared from.
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106420668A (en) * | 2016-11-01 | 2017-02-22 | 广东泰宝医疗科技股份有限公司 | Starch base controlled-release carrier material and preparation method and application thereof |
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Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1676211A (en) * | 2005-01-04 | 2005-10-05 | 华南理工大学 | Method for preparing starch absorption carrier |
| CN104211819A (en) * | 2014-09-09 | 2014-12-17 | 青岛农业大学 | Preparation method and modification method of taro starch nanoparticles as well as application of taro starch nanoparticles |
| CN104338112A (en) * | 2014-09-15 | 2015-02-11 | 青岛农业大学 | Preparation method of glutathione nano sustained-release capsules |
| CN102964609B (en) * | 2012-12-05 | 2015-05-20 | 青岛农业大学 | Biological preparation method for natural safe starch nano particles |
| CN104710633A (en) * | 2015-03-17 | 2015-06-17 | 江南大学 | Method for utilizing B-type starch as carrier to encapsulate guest molecules, as well as product and application of method |
| CN105218836A (en) * | 2015-07-31 | 2016-01-06 | 青岛农业大学 | A kind of emulsifying agent assists biological enzyme to prepare the method for size tunable type starch nanometer granule |
-
2016
- 2016-04-14 CN CN201610231125.4A patent/CN105852060B/en active Active
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1676211A (en) * | 2005-01-04 | 2005-10-05 | 华南理工大学 | Method for preparing starch absorption carrier |
| CN102964609B (en) * | 2012-12-05 | 2015-05-20 | 青岛农业大学 | Biological preparation method for natural safe starch nano particles |
| CN104211819A (en) * | 2014-09-09 | 2014-12-17 | 青岛农业大学 | Preparation method and modification method of taro starch nanoparticles as well as application of taro starch nanoparticles |
| CN104338112A (en) * | 2014-09-15 | 2015-02-11 | 青岛农业大学 | Preparation method of glutathione nano sustained-release capsules |
| CN104710633A (en) * | 2015-03-17 | 2015-06-17 | 江南大学 | Method for utilizing B-type starch as carrier to encapsulate guest molecules, as well as product and application of method |
| CN105218836A (en) * | 2015-07-31 | 2016-01-06 | 青岛农业大学 | A kind of emulsifying agent assists biological enzyme to prepare the method for size tunable type starch nanometer granule |
Non-Patent Citations (5)
| Title |
|---|
| MA X, JIAN R, CHANG P R, ET AL: "Fabrication and characterization of citric acid-modified starch nanoparticles_plasticized-starch composites", 《BIOMACROMOLECULES》 * |
| QINGJIE SUN，EA.AL: "Effect of retrogradation time on preparation and characterization of", 《CARBOHYDRATE POLYMERS》 * |
| 吴聪: "纳米大米淀粉的制备及作为药物载体的研究", 《中国优秀硕士学位论文全文数据库 工程科技Ⅰ辑》 * |
| 王芳，等: "短时轻度糊化处理制备高吸附性淀粉的研究", 《中国科技论文在线》 * |
| 骆慧敏，等: "多孔淀粉对茶多酚的吸附性能及其复合物抗氧化能力的研究", 《茶叶科学》 * |
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