CN110193007A - A kind of preparation method and applications of pH response type hydrogel - Google Patents
A kind of preparation method and applications of pH response type hydrogel Download PDFInfo
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- CN110193007A CN110193007A CN201910627100.XA CN201910627100A CN110193007A CN 110193007 A CN110193007 A CN 110193007A CN 201910627100 A CN201910627100 A CN 201910627100A CN 110193007 A CN110193007 A CN 110193007A
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/06—Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels
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- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/34—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers
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- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
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Abstract
The invention discloses a kind of preparation method and applications of pH response type hydrogel, the following steps are included: gamma-polyglutamic acid is dissolved in lye, then addition chitosan is uniformly mixed the preparation method of the pH response type hydrogel, obtains mixed solution A；The sodium alginate soln isometric with it is added into mixed solution, stirs evenly, obtains mixed solution B；Glacial acetic acid solution is added dropwise into mixed solution B, is stirred to react to obtain reaction liquid C；It will be added drop-wise in calcium chloride solution in reaction liquid C, after curing reaction, the pH response type hydrogel is can be obtained in cleaning.The hydrogel that the present invention is prepared has good pH responsiveness, and substrate used has good biocompatibility, has no toxic side effect, is nonirritant.Preparation is simple for this, without using the organic solvent, catalyst or initiator of toxic side effect, does not also need emulsifier, therefore highly-safe, and green non-pollution is adapted to industrialized production.
Description
Technical field
The invention belongs to technical field of biological materials, and in particular to a kind of preparation method of pH response type hydrogel and its answer
With.
Background technique
Some bioactive agents such as protein, nucleic acid, enzyme etc. lead to substance premature breakdown because oral, to affect
Utilization rate.Main cause is to take orally these biological agents or biological products when by the pole acid environment of stomach, and most of biology is living
Property can be destroyed, the active constituent for reaching major site of absorption small intestine is greatly reduced, while the drug or biological products of high concentration
Directly release can all damage gastrointestinal mucosa.Therefore design environment response type drug delivery system, building can intelligence loads
Body realizes drug targeting release, becomes pharmacy, the research hotspot of polymer material science and nano science.
In recent years, application prospect of the intelligent aqueous gel in fields such as control release, gene transmission, the organizational projects of drug lures
People.PH responds carrier, and the significant difference based on stomach, intestines pH realizes pH response by adjusting the charging property of carrier matrix.It was both
Strong acid environment of the drug substance stable by stomach can be protected, and side effect of the drug to stomach can be reduced, targeting transport to colon portion is led to
Sustained release is crossed, its drug effect and action time are promoted, there is apparent advantage in drug delivery field.
Summary of the invention
The present invention provides a kind of preparation method and applications of pH response type hydrogel, the hydrogel being prepared has
Good pH responsiveness, substrate used have good biocompatibility, have no toxic side effect, is nonirritant.Preparation process letter
It is single easy, without using the organic solvent, catalyst or initiator of toxic side effect, emulsifier is not needed yet, thus it is highly-safe, it is green
Color is pollution-free, is adapted to industrialized production.
The technical scheme adopted by the invention is as follows:
A kind of preparation method of pH response type hydrogel, the preparation method comprises the following steps:
(1) gamma-polyglutamic acid is dissolved in lye, chitosan is then added and is uniformly mixed, obtains mixed solution A；
(2) sodium alginate soln isometric with it is added into mixed solution, stirs evenly, obtains mixed solution B；
(3) glacial acetic acid solution is added dropwise into mixed solution B, is stirred to react to obtain reaction liquid C；
(4) it will be added drop-wise in calcium chloride solution in reaction liquid C, after curing reaction, the pH response type is can be obtained in cleaning
Hydrogel.
In step (1), the pH of the lye is 8.5~9.5, preferably 9.0.
The mass volume ratio of the gamma-polyglutamic acid and lye is 1g:0.3~0.4L.
In step (1), the lye is sodium hydroxide solution.
In step (1), the mass ratio of the gamma-polyglutamic acid and chitosan is 1:6-9, preferably 1:9.
In step (2), the mass fraction of the sodium alginate soln is 1.0~6.0%, preferably 3%.
In step (3), the volume ratio of the glacial acetic acid solution and mixed solution B are 1:10-20, preferably 1:15；It is described
The volumetric concentration of glacial acetic acid solution be 2-8%, preferably 4%.
In step (3), the rate of addition of the glacial acetic acid solution is 50 μ L/min；The time being stirred to react is 1h.
In step (4), the ratio between volume of the reaction liquid C and calcium chloride solution is 1:1.5~2.0.
In step (4), the mass concentration of the calcium chloride solution is 1.5-2.5%, preferably 2.0%, rate of addition is
3mL/min, the time of the curing reaction are 0.5-2h.
In raw material used in preparation method provided by the invention, gamma-polyglutamic acid (γ-polyglutamic acid,
γ-PGA) and sodium alginate (sodium alginate, SA) contain a large amount of carboxyl, be natural polyanionic compound；Shell
Glycan (chitosan, CS) is natural polycationic compounds, they are formed by electrostatic attraction containing a large amount of primaquine acid
Polyelectrolyte film, with preferable pH responsiveness, can be stable in the presence of external mould to constitute γ-PGA-SA/CS hydrogel
Quasi- gastric juice 6h, more sensitive in simulated intestinal fluid in vitro, soluble rupture has significant pH response performance, is highly suitable for
Target the carrier of transporting biological active product.Its targeting conevying efficiency for embedding Nattokinase (nattokinase, NK) reaches
87%, loss of the NK under gastric juice strong acid environment is significantly reduced, the practical efficiency of NK is effectively improved.
PH response type hydrogel disclosed by the invention increases with the calcium chloride concentration used is solidified, and aperture more causes
It is close.It can realize the slow release of embedding substance by regulating and controlling calcium chloride concentration, high concentration substance is effectively relieved to the damage of enteron aisle
Wound.Therefore pH response type hydrogel prepared by the present invention can be used for embedding probiotics, adjust intestinal flora balance.
The present invention is cross-linked with each other to form three by applying effect of the CS and γ-PGA by glacial acetic acid between linear molecule chain
Tie up the cross-linked network shape macromolecular structure of stereochemical structure.Wherein, CS is there are also a large amount of amino, γ-PGA there are also a large amount of carboxyl,
The two is be combined with each other by electrostatic interaction, has sensitive pH responsiveness；On this basis, using SA contain a large amount of hydroxyl and
Carboxyl, it not only can also form calcium alginate with CS electrostatic interaction in conjunction with calcium chloride, and it is gentle to be provided simultaneously with pH response
Release the effect of regulation.Therefore, the present invention can balance the pH responsiveness of hydrogel and the balance of sustained release by regulation SA, and then realize
The targeting conveying of embedding substance is difunctional with slow release.
PH response type hydrogel provided by the invention can be used as the targeting transport agent of drug, directionally extremely by medicament transport
It is acted in the environment of intestinal juice, avoids loss of the drug under gastric juice strong acid environment, effectively improve the practical benefit of drug
With rate.
CS, SA and γ-PGA used in the present invention are high-biocompatibility and degradability, are had no toxic and side effect to human body,
Prepared hydrogel not only has pH responsiveness and advantage with controllable slow release, but also green is without side-effects.This method reaction temperature
With energy consumption is small, equipment is simple, preparation process is simple and easy to do, be a kind of efficient and convenient production method.It is at low cost because having, if
It is standby of less demanding, and green non-pollution, there is huge development potentiality.Therefore, the present invention has important social effect and answers
Use promotional value.
Detailed description of the invention
Fig. 1 is the surface optical microscope figure of CS/SA/ γ-PGApH response type hydrogel prepared by embodiment 1；
Fig. 2 is the surface section optical microscope of CS/SA/ γ-PGApH response type hydrogel prepared by embodiment 1；
Fig. 3 is the CS/SA/ γ-PGApH response type hydrogel (a) of the preparation of embodiment 1, through gastric juice 3h (b), intestinal juice 2h
(c), first gastric juice 3h intestinal juice 1h (d) treated surface scan electron microscope again；E-f is respectively the profile scanning electron microscope of a-d；
Fig. 4 is that when the concentration of calcium chloride solution is 10%, (c) is made in comparative example 1 (a), embodiment 1 (b) and comparative example 2
The profile scanning electron microscope of standby obtained gel micro-ball；
Fig. 5 be various concentration calcium chloride to microballoon stomach (on), intestines (under) influence of pH responsiveness in liquid, a, b are respectively referred to
Place 6h in the gastric juice of pH3.0, the intestinal juice of pH7.2,1,2,3,4,5 to respectively represent in concentration be 2%, 4%, 6%, 8%, 10%
Calcium chloride solution in the microballoon for preparing；
The optical microscope for the gel micro-ball that Fig. 6 is comparative example 3, prepared by comparative example 4, comparative example 5.
Specific embodiment
The following describes the present invention in detail with reference to examples.
Embodiment 1
A kind of preparation method of CS/SA/ γ-PGApH response type hydrogel, comprising the following steps:
(1) 0.04g gamma-polyglutamic acid is dissolved in the sodium hydroxide solution that 15mL pH is 9.0,0.36g is then added
Chitosan mixing, stirs evenly under 45 DEG C, 800rpm, obtains mixed solution A；
(2) sodium alginate soln of 3% mass concentration isometric with it is added into mixed solution A, stirs evenly, obtains
To mixed solution B；
(3) glacial acetic acid solution of 4% volumetric concentration of 2mL, stirring is added dropwise with the speed of 50 μ L/min into mixed solution B
Reaction 1h obtains reaction liquid C；
(4) speed in reaction liquid C with 3mL/min is added drop-wise in the calcium chloride solution of 2% mass concentration of 50mL, Gu
After changing reaction 0.5h, wash with distilled water, CS/SA/ γ-PGApH response type hydrogel can be obtained.Its optical microscope is such as
Fig. 1, shown in 2, the CS/SA/ γ-PGApH response type hydrogel that as can be seen from the figure the present embodiment is prepared be it is fine and close
Even microballoon.
The present embodiment obtains the surface of CS/SA/ γ-PGApH response type hydrogel microsphere and the scanning electron microscope (SEM) photograph point of section
Not as shown in Fig. 3 a, 3e, it can be seen that the relatively smooth densification of the hydrogel surface, inside are porous structure from Fig. 3 a, 3e.
CS/SA/ γ-PGApH response type the hydrogel that the present embodiment obtains is divided into three groups, is respectively placed in pH3.0's
2h in the in-vitro simulated intestinal juice of 3h, pH 7.2 in in-vitro simulated gastric juice, 3h 1h in intestinal juice again in first gastric juice, then will be not molten in every group
The hydrogel microsphere of solution is clean with distilled water flushing, tests the scanning electron microscope (SEM) photograph of microsphere surface and section after dry respectively, as a result
Respectively as shown in b-d, f-h in Fig. 3.As can be seen from Figure 3 gastric juice influences the structure of hydrogel little；Intestinal juice can be significant
The surface for corroding hydrogel, makes it become coarse, internal structure hole increases in reticular structure；Superposition effect is presented in gastro-intestinal Fluid processing
It answers.
Embodiment 2
A kind of preparation method of pH response type hydrogel, other are the same as embodiment 1, only in step (3), glacial acetic acid solution
Volume is 1mL, and gained hydrogel microsphere is rear the same manner as in Example 1 with good pH responsiveness after tested.
Embodiment 3
A kind of preparation method of pH response type hydrogel, other are the same as embodiment 1, only in step (2), sodium alginate soln
Mass concentration be 5%, gained hydrogel microsphere after tested after it is the same manner as in Example 1 have good pH responsiveness.
Comparative example 1
Other are with embodiment 1, and only in step (2), the mass concentration of sodium alginate soln is 1%, and thus obtained microsphere cuts open
Surface scan electron microscope is as shown in fig. 4 a.
Comparative example 2
Other are with embodiment 1, only in step (4), the mass concentration of calcium chloride solution is respectively 4%, 6%, 8%,
10%, calcium chloride solution mass concentration be 10% when thus obtained microsphere profile scanning electron microscope as illustrated in fig. 4 c.
Figure 4, it is seen that sodium alginate concentration and calcium ion concentration influence significantly hydrogel inside aperture structure,
With the increase of sodium alginate and calcium ion concentration, hydrogel internal structure is finer and close.
Embodiment 1 and the resulting each gel micro-ball of comparative example 2 are respectively placed in in-vitro simulated gastric juice, the pH of pH 3.0
6h in 7.2 in-vitro simulated intestinal juice observes the dissolution situation of each gel micro-ball, as a result as shown in Figure 5.It can go out from Fig. 5, implement
Each gel micro-ball that example 1 and comparative example 2 are prepared is placed undissolved after 6h in gastric juice；And in the external mould of pH 7.2
In quasi- intestinal juice, the gel micro-ball that embodiment 1 is prepared substantially completely dissolves and actually it is placed 3 hours in intestinal juice
It substantially completely dissolves afterwards, and with the mass concentration of calcium chloride solution used when solidifying in gel micro-ball preparation process
Increase, dissolution degree of the gel micro-ball in intestinal juice is smaller, illustrates the CS/SA/ that technical solution disclosed by the invention is prepared
γ-PGApH response type hydrogel can orient dissolution in intestinal juice.
Comparative example 3
A kind of gelatin/sodium alginate (GN/SA) hydrogel, preparation method includes the following steps:
(1) with the deionized water dissolving 0.3g GN of 15mL, 55 DEG C, 1500rpm stirs 30min；
(2) 3%SA solution is added for 1:1 by volume in (1), uniformly mixes；
(3) reaction solution in (2) is instilled with the speed of 3mL/min in the calcium chloride solution of 50mL 2%, solidification half is small
Shi Hou is cleaned with distilled water, and the optical microscopy map of thus obtained microsphere is as shown in Figure 6 a.
Comparative example 4
A kind of chitosan/sodium alginate (CS/SA) hydrogel, preparation method includes the following steps:
(1) 15mL pH 9.0NaOH solution dissolves 0.3g CS, and 45 DEG C, 900rpm stirs 30min；
(2) glacial acetic acid solution of 15mL 4% is added dropwise in (1) with the speed of 50 μ L/min, stirs 1h；
(3) 3%SA solution is added for 1:1 by volume in (2), uniformly mixes.
(4) reaction solution in (3) is instilled with the speed of 3mL/min in the calcium chloride solution of 50mL 2%, solidification half is small
Shi Hou is cleaned with distilled water, and the optical microscopy map of thus obtained microsphere is as shown in Figure 6 b.
Comparative example 5
A kind of carboxymethyl cellulose/sodium alginate (CMC/SA) hydrogel, preparation method includes the following steps:
(1) with the deionized water dissolving 0.75g CMC of 15mL, 65 DEG C, 1500rpm stirs 30min；
(2) 3%SA solution is added for 1:1 by volume in (1), uniformly mixes.
(3) reaction solution in (2) is instilled with the speed of 3mL/min in the calcium chloride solution of 50mL 2%, solidification half is small
Shi Hou is cleaned with distilled water, and the optical microscopy map of thus obtained microsphere is as fig. 6 c.
The hydrogel of CS/SA composition is fine and close compared with the hydrogel structure that GN/SA and CMC/SA is formed as can be seen from Figure 6.For
Maintain structural stability of the hydrogel in highly acid gastric juice, prevent the internal inclusion from leaking, the present invention select CS/SA for
On the basis of main composition, suitable γ-PGA is added, the CS with SA competition is reacted with CS and calcium ion by SA and pH is maintained to ring
Should between sustained release equilibrium relation.As a result the CS/SA/ γ-PGA hydrogel prepared is as shown in Figure 1, 2, and composed structure is opposite to be caused
Close, solid, internal structure is in hollow cellular.
Embodiment 4
A kind of application of CS/SA/ γ-PGApH response type hydrogel as drug targeting transport agent
Embedding of the CS/SA/ γ-PGA pH response type hydrogel to NK, the method is as follows:
(1) 0.04g gamma-polyglutamic acid is dissolved in the sodium hydroxide solution that 15mL pH is 9.0,0.36g is then added
Chitosan mixing, stirs evenly under 45 DEG C, 800rpm, obtains mixed solution A；
(2) sodium alginate soln of 3% mass concentration of 15mL is mixed with the NK solution of 2mL 52.94mg/mL, is obtained
Mixed solution B；
(3) after mixing solution A and solution B, 6.6% volumetric concentration of 2mL is added dropwise with the speed of 50 μ L/min thereto
Glacial acetic acid solution is stirred to react 1h and obtains reaction liquid C；
(4) speed in reaction liquid C with 3mL/min is added drop-wise in the calcium chloride solution of 2% mass concentration of 50mL, Gu
After changing reaction 0.5h, wash with distilled water, the hydrogel microsphere of embedding NK has been obtained.
The hydrogel microsphere for embedding Nattokinase NK is sequentially placed into after the in-vitro simulated gastric juice 6h of pH 3.0 and pH 7.2
In-vitro simulated intestinal juice in 6h, respectively detection simulation stomach, in intestinal juice albumen variation, the results are shown in Table 1.It is counted according to formula 1
Calculate the targeting conevying efficiency R of NK:
R=100%*n2*(D4-D3)*v2/[n1*(D2-D1)*v1+n2*(D4-D3)*v2] (1)
In above-mentioned formula, R indicates targeting conevying efficiency；D1、D2、D3And D4It respectively indicates original gastric juice, impregnate embedding natto
The hydrogel microsphere of gastric juice, original intestinal juice, embedding Nattokinase NK after the hydrogel microsphere 6h of kinases NK impregnates in gastric juice
It is transferred to after 6h in intestinal juice and impregnates the OD of the intestinal juice after 6h280nm；v1And v2The volume of gastric juice and intestinal juice is respectively referred to, unit is
mL；n1And n2、n3The respectively extension rate of gastric juice and intestinal juice.
The targeting conevying efficiency of the NK of microballoon embedding has reached 87% as the result is shown, significantly reduces NK in gastric juice strong acid ring
Loss under border effectively improves the practical efficiency of NK, shows microsphere supported with good pH prepared by the present invention
Responsiveness, and there is important application value in terms of targeting transporting biological active product.
Table 1 impregnates front and back stomach, intestinal juice A280nmVariation
| Sample | OD280nm | Volume/mL | Extension rate |
| Original gastric juice (D1) | 0.918 | 20 | 10 |
| Gastric juice (D after immersion2) | 0.999 | 20 | 10 |
| Original intestinal juice (D3) | 0.326 | 20 | 10 |
| Intestinal juice (D after immersion4) | 0.869 | 20 | 10 |
The above-mentioned detailed description carried out referring to embodiment to the preparation method and applications of pH response type hydrogel a kind of is
It is illustrative without being restrictive, several embodiments can be enumerated according to limited range, therefore do not departing from the present invention
Change and modification under general plotting should belong within protection scope of the present invention.
Claims (10)
1. a kind of preparation method of pH response type hydrogel, which is characterized in that the preparation method comprises the following steps:
(1) gamma-polyglutamic acid is dissolved in lye, chitosan is then added and is uniformly mixed, obtains mixed solution A；
(2) sodium alginate soln isometric with it is added into mixed solution A, stirs evenly, obtains mixed solution B；
(3) glacial acetic acid solution is added dropwise into mixed solution B, is stirred to react to obtain reaction liquid C；
(4) reaction liquid C is added drop-wise in calcium chloride solution, after curing reaction, the pH response type water-setting is can be obtained in cleaning
Glue.
2. preparation method according to claim 1, which is characterized in that in step (1), the pH of the lye is 8.5~
9.5；The mass volume ratio of the gamma-polyglutamic acid and lye is 1g:0.3~0.4L.
3. preparation method according to claim 1 or 2, which is characterized in that in step (1), the lye is sodium hydroxide
Solution.
4. preparation method according to claim 1 or 2, which is characterized in that in step (1), the gamma-polyglutamic acid and shell
The mass ratio of glycan is 1:6-9.
5. preparation method according to claim 1, which is characterized in that in step (2), the quality of the sodium alginate soln
Score is 1.0~6.0%.
6. preparation method according to claim 1 or 5, which is characterized in that in step (3), the glacial acetic acid solution and mixed
The volume ratio for closing solution B is 1:10-20；The volume fraction of the glacial acetic acid solution is 2-8%.
7. preparation method according to claim 1 or 5, which is characterized in that in step (3), the drop of the glacial acetic acid solution
Acceleration is 50 μ L/min；The time being stirred to react is 1h.
8. preparation method according to claim 1 or 5, which is characterized in that in step (4), the reaction liquid C and calcium chloride
The ratio between volume of solution is 1:1.5~2.0.
9. preparation method according to claim 1 or 5, which is characterized in that in step (4), the matter of the calcium chloride solution
Amount concentration is 1.5-2.5%, and rate of addition 30mL/min, the time of the curing reaction is 0.5-2h.
10. the pH response type hydrogel that preparation method shown in -9 any one is prepared according to claim 1 is as drug
With the application of probiotics targeting transport agent.
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| CN115715590B (en) * | 2022-11-18 | 2024-03-29 | 南昌大学 | Preparation method of controlled-release targeted nattokinase-puerarin gel microsphere |
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|---|---|
| CN110193007B (en) | 2023-03-21 |
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