CN104689771A - Preparation method of oxyresveratrol microcapsules and products thereof - Google Patents

Preparation method of oxyresveratrol microcapsules and products thereof Download PDF

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CN104689771A
CN104689771A CN201510096898.1A CN201510096898A CN104689771A CN 104689771 A CN104689771 A CN 104689771A CN 201510096898 A CN201510096898 A CN 201510096898A CN 104689771 A CN104689771 A CN 104689771A
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emulsion
oxidized resveratrol
homogeneous
oxyresveratrol
preparation
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CN104689771B (en
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曹庸
刘果
杜洁
刘飞
李俊
徐鸿
戴伟杰
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South China Agricultural University
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South China Agricultural University
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Abstract

The invention discloses a preparation method of oxyresveratrol microcapsules and products thereof. The method comprises the following steps: (1) selecting beta-cyclodextrin, chitosan, Arabic gum, and maltodextrin as split timbers, adding water for preparing a split timber aqueous solution, heating the split timber aqueous solution so as to completely dissolve the split timbers, and carrying out sterilization and homogenization on the obtained object so as to obtain an emulsion; (2) adding oxyresveratrol into a small amount of ethyl acetate and petroleum ether mixed solvent, heating for dissolving so as to obtain an oxyresveratrol solution; (3) cooling the emulsion obtained in the step (1) to 45-50 DEG C, stirring the emulsion to completely uniformly mix the emulsion, so that an emulsion with a solid content of 25-50% is obtained, and adding the oxyresveratrol solution to re-homogenize, so that an oxyresveratrol and split timber emulsion is obtained; and (4) carrying out spray drying on the oxyresveratrol and split timber emulsion obtained in the step (3), so that oxyresveratrol microcapsule powder is obtained. The method disclosed by the invention has the advantages of high embedding rate, high sample loading quantity, good water solubility, high stability and not easiness for discoloration, and the like.

Description

Preparation method of a kind of oxidized resveratrol microcapsules and products thereof
Technical field
The present invention relates to a kind of polyhydroxy trans stilbene class natural products processing technique field, particularly relate to preparation method of a kind of oxidized resveratrol microcapsules and products thereof.
Background technology
Oxidized resveratrol (Oxyresveratrol) is the 2'-position hydroxylation derivative of polyhydroxy trans stilbene class natural product resveratrol (Resveratrol) received much concern in recent years.Oxidized resveratrol is colourless or faint yellow bar-shaped crystallization, acicular crystal.Unstable under alkaline environment or under high-temperature water environment, because having multiple phenolic hydroxyl group, ferric trichloride reagent, in dirty green, has the biologically active such as antioxidant effect, CKIs kinases.
Oxidized resveratrol structural formula is as follows:
Oxyresveratrol or trans-2,3', 4,5'-Tetrahydroxystilbene
Research in recent years confirms; as resveratrol homologue; oxidized resveratrol has the biologically active of multiple beneficial equally; as having tyrosinase (Tyrosinase; animals and plants are necessary one in synthesis of melanin process; enzyme) inhibit activities, fruit and vegetables corrosion protection antibacterial activity, anti-herpes simplex virus is active, varicella zoster virus is active and AIDS virus resisting isoreactivity, also has the effects such as anti-inflammation detumescence, anti-oxidant, anti-apoptotic and neuroprotective simultaneously.Along with deepening continuously of research and development, oxidized resveratrol is expected to obtain extensive use in fields such as medical science, health-care and skin-care and preserving fruit and vegetable utilizings, but oxidized resveratrol is less stable in alkaline environment or high-temperature water environment, how to improve oxidized resveratrol stability and become study hotspot.
Along with technical development, microencapsulation technology becomes the direction of popular research gradually, but relatively less about oxidized resveratrol microencapsulation research.The natural product resveratrol microcapsules that it is wall material that application number CN200920317642.9 " Resveratrol microcapsule " has invented with beta-schardinger dextrin-and Arabic gum, application number 201110116845.3 " slow control-release microsphere of the coated diphenylethylene compounds of bio-extract Geniposide cross-linked chitosan and preparation method thereof " disclose a kind of with bio-extract Geniposide for crosslinking agent slow control-release microsphere preparing Chitosan-coated diphenylethylene compounds and preparation method thereof, the method increase the stability of coated compound, achieve slow controlled release object simultaneously, preparation method's controlled condition requires low, be easy to operation, but only have 30% to the embedding rate of diphenylethylene compounds is relatively low.Application number 201110142129.2 " preparation method of water-soluble toluylene compound prodrug " discloses a kind of preparation method of water-soluble toluylene compound prodrug, using PEG(or mPEG)-succinyl base (or acetyl group)-amino acid is as dressing agent, modify benzene alkene not moral, oxidized resveratrol, pterostilbene, piceatannol, the diphenylethylene compounds such as resveratrol, prepare their prodrug, prodrug after modification improves its water-soluble and stability, improve biologically active, achieve the object of slow controlled release, but this method of modifying is complicated, not easy to operate.
This patent adopts beta-schardinger dextrin-, shitosan, Arabic gum, maltodextrin to be wall material, encapsulation process has prepared that a kind of embedding rate is high, volume containing the sample is high, good water solubility, good stability, the advantage such as not easy to change, solve water-soluble low, disperse the problems such as uneven, easy to change.
Summary of the invention
The object of the invention is to overcome the deficiencies in the prior art, improve oxidized resveratrol water-soluble, provide that a kind of embedding rate high (95.0 ~ 99.5%), 45 DEG C of environment lower 3 months oxidized resveratrol content are substantially constant, long shelf-life, technique simply can be applicable to actual production, lower-cost oxidized resveratrol microcapsule product and preparation method thereof.
For solving the problem, the preparation method of a kind of oxidized resveratrol microcapsules provided by the present invention, comprises the following steps:
(1) take 10% ~ 30% beta-schardinger dextrin-, 10% ~ 20% shitosan, 20% ~ 60% Arabic gum, 10% ~ 30% maltodextrin by weight percentage, under room temperature, add suitable quantity of water, mix and make the wall material aqueous solution that solid content is 40%;
(2) the wall material aqueous solution is placed constant temperature oscillation water-bath, temperature is adjusted to 80 ~ 90 DEG C and keeps 30min, wall material is fully dissolved, sterilizing;
(3) by wall material aqueous solution homogeneous 1 ~ 2 time under 10 ~ 30 MPa, then the emulsion of stable homogeneous is obtained for 1 ~ 2 time at 30 ~ 60 MPa homogeneous;
(4) joined by oxidized resveratrol in 50 ~ 100 ml ethyl acetate, benzinum mixed solvent, heating for dissolving obtains oxidized resveratrol solution;
(5) step (3) gained emulsion is cooled to 45 ~ 50 DEG C, stirs and make it fully mix, be made into the emulsion of solid content 25 ~ 50%, add oxidized resveratrol solution homogeneous again, obtain oxidized resveratrol and wall material emulsion;
(6) oxidized resveratrol step (5) obtained and wall material emulsion spraying dry, obtain oxidized resveratrol microscapsule powder.
As optimization, in step (1), described maltodextrin, shitosan, Arabic gum and beta-schardinger dextrin-weight proportion are 2:1:3:1.
As optimization, step (4), in described ethyl acetate, benzinum mixed solvent, the volume ratio of ethyl acetate, benzinum is 1:1 ~ 4:1
As optimization, in step (5), the method for described homogeneous is again: first homogeneous 1 time at ambient pressure, then under 10 ~ 30 MPa homogeneous 1 ~ 2 time, then 30 ~ 60 MPa homogeneous 2 ~ 4 times.
As optimization, in step (6), described spray drying condition is: EAT 170 ~ 190 DEG C, and atomizer rotating speed is 15000 ~ 20000 rpm/min, leaving air temp 90 ~ 100 DEG C, EAT 180 ~ 200 DEG C, and charging rate is 1.5 ~ 2 L/h.
The present invention also provides a kind of oxidized resveratrol microcapsule product prepared as said method.
Compared with prior art, the preparation method that the present invention obtains oxidized resveratrol microscapsule powder has following advantage:
(1) low viscous feature when the wall material that the present invention selects has a high concentration, can improve the solid concentration of system, rapid dehydration evaporation in spray-drying process, and rapid film formation, reduces the loss of wall core, be conducive to the formation of cyst wall, reduce production cost;
(2) preparation method of the present invention obtains 10% ~ 20% beta-schardinger dextrin-, 10% ~ 20% shitosan, 20% ~ 60% Arabic gum, 10% ~ 20% maltodextrin ratio through the optimization of wall material formula, improves embedding rate, strengthens its stability and water-soluble;
(3) preparation method of the present invention adopts emulsifying temperature 45 ~ 50 DEG C, homogeneous 1 ~ 2 time under 10 ~ 30 MPa, again at 30 ~ 60 MPa homogeneous, 1 ~ 2 wall material aqueous solution, to add after oxidized resveratrol solution again with homogeneous under normal pressure 1 time, homogeneous 1 ~ 2 time under 10 ~ 30 MPa, again 30 ~ 60 MPa homogeneous 2 ~ 4 times, repeatedly homogeneous makes wall material to emulsion at various pressures, core fully disperses, be conducive to increasing oxidized resveratrol and wall material contact area, affinity increases, obtain the emulsion of stable homogeneous, thus guarantee to embed oxidized resveratrol efficiently;
(4) preparation method of the present invention selects a small amount of ethyl acetate, benzinum mixed solvent heating for dissolving oxidized resveratrol, contributes to core wall material and fully disperses.
(5) embedding of preparation method of the present invention is effective, the oxidized resveratrol surface of microcapsule oxidized resveratrol content low (0.50% ~ 1.18%) of gained, the substantially constant and nondiscolouring of 45 DEG C of environment lower 3 months oxidized resveratrol content, inner PE bag heat-sealing, the heat-sealing of outside aluminium foil bag, the physicochemical property of product is still stablized, and every morphological index, biochemical indicator and microbiological indicator all meet national standard.
(6) the microcapsule embedded rate of preparation method of the present invention high (>98%), the wall material adopted and the proportioning of wall core are 4:1 ~ 6:1, and the oxidized resveratrol microcapsules volume containing the sample prepared is high, reaches 15% ~ 25%, yield >90%, quality is better.
Accompanying drawing explanation
Figure 1 shows that the embedding rate situation of change of the oxidized resveratrol microscapsule powder that preparation method of the present invention obtains.
Detailed description of the invention
embodiment 1:
A preparation for oxidized resveratrol microcapsules, comprises the following steps:
(1) prepare burden.Under room temperature, in material-compound tank, add maltodextrin, shitosan, Arabic gum and beta-schardinger dextrin-4 kinds of wall materials that weight ratio is 2:1:3:1;
(2) sterilizing is dissolved.Under room temperature, add the water with wall material 1.5 times of weight, the batching of step (1) is made the wall material aqueous solution that solid content is 40%, 85 DEG C of water bath with thermostatic control vibration sterilizing 30 min, homogeneous 2 times under 10MPa, then the emulsion of stable homogeneous is obtained for 1 time at 50 MPa homogeneous;
(3) core is dissolved.Oxidized resveratrol is added in 50 ml ethyl acetate, benzinum mixed solution (ethyl acetate: benzinum volume ratio is 1:1), heating for dissolving;
(4) pretreatment.After wall material aqueous solution step (2) obtained is cooled to 50 DEG C, step (3) oxidized resveratrol solution is added by the proportioning of core (oxidized resveratrol) and wall material 4:l, stir 15 min, make it fully mix, add water and be made into the emulsion of solid content 45%;
(5) high-pressure homogeneous.Homogeneous 1 time under the emulsion high pressure homogenizer normal pressure that step (4) is obtained, 30 MPa homogeneous 2 times, 50 MPa homogeneous 3 times, obtain the emulsion of stable homogeneous;
(6) spraying dry.By the emulsion spraying dry that step (5) obtains, atomizer rotating speed is 17000 rpm/min, EAT 190 DEG C, leaving air temp 90 DEG C, and charging rate is 1.8 L/h, obtains oxidized resveratrol microscapsule powder;
Result: the oxidized resveratrol microscapsule powder product appearance obtained is white powder, tasteless, soluble in water, embedding rate 98.82%, water content 4.36%, yield 87.45%, microencapsulated oil powder 97.95%.
embodiment 2:
A preparation for oxidized resveratrol microcapsules, comprises the following steps:
(1) prepare burden.Under room temperature, in material-compound tank, add maltodextrin, shitosan, Arabic gum and beta-schardinger dextrin-4 kinds of wall materials that weight ratio is 1:2:5:2;
(2) sterilizing is dissolved.Under room temperature, add the water with wall material 1.5 times of weight, the batching of step (1) is made the wall material aqueous solution that solid content is 40%, 85 DEG C of water bath with thermostatic control vibration sterilizing 30 min, homogeneous 1 time under 30 MPa, then the emulsion of stable homogeneous is obtained for 1 time at 40 MPa homogeneous;
(3) core is dissolved.Oxidized resveratrol is added in 80 ml ethyl acetate, benzinum mixed solution (ethyl acetate: benzinum volume ratio is 2:1), heating for dissolving;
(4) pretreatment.After wall material aqueous solution step (2) obtained is cooled to 50 DEG C, step (3) oxidized resveratrol solution is added by the proportioning of core (oxidized resveratrol) and wall material 4:l, stir 15 min, make it fully mix, add water and be made into the emulsion of solid content 40%;
(5) high-pressure homogeneous.Homogeneous 1 time under the emulsion high pressure homogenizer normal pressure that step (4) is obtained, 30 MPa homogeneous 1 time, 50 MPa homogeneous 2 times, obtain the emulsion of stable homogeneous;
(6) spraying dry.By the emulsion spraying dry that step (5) obtains, atomizer rotating speed is 18000 rpm/min, EAT 190 DEG C, leaving air temp 93 DEG C, and charging rate is 1.75 L/h, obtains oxidized resveratrol microscapsule powder;
Result: the oxidized resveratrol microscapsule powder product appearance obtained is white powder, tasteless, soluble in water, embedding rate 99.13%, water content 3.89%, yield 85.29%, microencapsulated oil powder 97.88%.
embodiment 3:
A preparation for oxidized resveratrol microcapsules, comprises the following steps:
(1) prepare burden.Under room temperature, in material-compound tank, add maltodextrin, converted starch and sucrose 4 kinds of wall materials that weight ratio is 2:2:2:1;
(2) sterilizing is dissolved.Under room temperature, add the water with wall material 1.5 times of weight, the batching of step (1) is made the wall material aqueous solution that solid content is 40%, 80 DEG C of water bath with thermostatic control vibration sterilizing 30 min, homogeneous 2 times under 25 MPa, then the emulsion of stable homogeneous is obtained for 2 times at 40 MPa homogeneous;
(3) core is dissolved.Oxidized resveratrol is added in 100 ml ethyl acetate, benzinum mixed solution (ethyl acetate: benzinum volume is 4:1), heating for dissolving;
(4) pretreatment.After wall material aqueous solution step (2) obtained is cooled to 50 DEG C, step (3) oxidized resveratrol solution is added by the proportioning of core (oxidized resveratrol) and wall material 4:l, stir 15 min, make it fully mix, add water and be made into the emulsion of solid content 45%;
(5) high-pressure homogeneous.Homogeneous 1 time under the emulsion high pressure homogenizer normal pressure that step (4) is obtained, 30 MPa homogeneous 2 times, 50 MPa homogeneous 3 times, obtain the emulsion of stable homogeneous;
(6) spraying dry.By the emulsion spraying dry that step (5) obtains, atomizer rotating speed is 20000 rpm/min, EAT 195 DEG C, leaving air temp 92 DEG C, and charging rate is 1.6 L/h, obtains oxidized resveratrol microscapsule powder;
Result: the oxidized resveratrol microscapsule powder product appearance obtained is white powder, tasteless, soluble in water, embedding rate 99.17%, water content 4.08%, yield 88.96%, microencapsulated oil powder 96.39%.
Embodiment 1 is preferred version.

Claims (6)

1. a preparation method for oxidized resveratrol microcapsules, is characterized in that, comprises the following steps:
(1) take 10% ~ 30% beta-schardinger dextrin-, 10% ~ 20% shitosan, 20% ~ 60% Arabic gum, 10% ~ 30% maltodextrin by weight percentage, under room temperature, add suitable quantity of water, mix and make the wall material aqueous solution that solid content is 40%;
(2) the wall material aqueous solution is placed constant temperature oscillation water-bath, temperature is adjusted to 80 ~ 90 DEG C and keeps 30min, wall material is fully dissolved, sterilizing;
(3) by wall material aqueous solution homogeneous 1 ~ 2 time under 10 ~ 30 MPa, then the emulsion of stable homogeneous is obtained for 1 ~ 2 time at 30 ~ 60 MPa homogeneous;
(4) joined by oxidized resveratrol in 50 ~ 100 ml ethyl acetate, benzinum mixed solvent, heating for dissolving obtains oxidized resveratrol solution;
(5) step (3) gained emulsion is cooled to 45 ~ 50 DEG C, stirs and make it fully mix, be made into the emulsion of solid content 25 ~ 50%, add oxidized resveratrol solution homogeneous again, obtain oxidized resveratrol and wall material emulsion;
(6) oxidized resveratrol step (5) obtained and wall material emulsion spraying dry, obtain oxidized resveratrol microscapsule powder.
2. the preparation method of oxidized resveratrol microcapsules according to claim 1, is characterized in that, in step (1), described maltodextrin, shitosan, Arabic gum and beta-schardinger dextrin-weight proportion are 2:1:3:1.
3. the preparation method of oxidized resveratrol microcapsules according to claim 1, is characterized in that, step (4), in described ethyl acetate, benzinum mixed solvent, the volume ratio of ethyl acetate, benzinum is 1:1 ~ 4:1.
4. the preparation method of oxidized resveratrol microcapsules according to claim 1, it is characterized in that, in step (5), the method for described homogeneous is again: first homogeneous at ambient pressure 1 time, homogeneous 1 ~ 2 time under 10 ~ 30 MPa again, then 30 ~ 60 MPa homogeneous 2 ~ 4 times.
5. the preparation method of oxidized resveratrol microcapsules according to claim 1, it is characterized in that, in step (6), described spray drying condition is: EAT 170 ~ 190 DEG C, and atomizer rotating speed is 15000 ~ 20000 rpm/min, leaving air temp 90 ~ 100 DEG C, EAT 180 ~ 200 DEG C, charging rate is 1.5 ~ 2 L/h.
6. the oxidized resveratrol microcapsule product prepared of the method as claim 1-4 any one.
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Cited By (5)

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CN109258793A (en) * 2018-11-23 2019-01-25 广东省农业科学院果树研究所 A kind of bacteriostatic agent and its preparation method and application
CN110101871A (en) * 2019-05-30 2019-08-09 广东工业大学 A kind of preparation method embedding resveratrol
CN112716996A (en) * 2021-01-06 2021-04-30 南京杏璞庄园生物科技有限公司 Composition for preventing and treating eczema and preparation method and application thereof
CN113389055A (en) * 2021-06-29 2021-09-14 上海护理佳实业有限公司 Cool or heat-sensitive microcapsule, nonwoven fabric and absorbent article
CN113417147A (en) * 2021-06-29 2021-09-21 上海护理佳实业有限公司 Intelligent temperature-adjusting non-woven fabric and absorbent product

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CN109258793A (en) * 2018-11-23 2019-01-25 广东省农业科学院果树研究所 A kind of bacteriostatic agent and its preparation method and application
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CN113389055A (en) * 2021-06-29 2021-09-14 上海护理佳实业有限公司 Cool or heat-sensitive microcapsule, nonwoven fabric and absorbent article
CN113417147A (en) * 2021-06-29 2021-09-21 上海护理佳实业有限公司 Intelligent temperature-adjusting non-woven fabric and absorbent product

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