CN113817326A - Multifunctional catechol hydrogel dressing and preparation method and application thereof - Google Patents
Multifunctional catechol hydrogel dressing and preparation method and application thereof Download PDFInfo
- Publication number
- CN113817326A CN113817326A CN202110748169.5A CN202110748169A CN113817326A CN 113817326 A CN113817326 A CN 113817326A CN 202110748169 A CN202110748169 A CN 202110748169A CN 113817326 A CN113817326 A CN 113817326A
- Authority
- CN
- China
- Prior art keywords
- hydrogel
- catechol
- multifunctional
- solution
- polyphenol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000017 hydrogel Substances 0.000 title claims abstract description 80
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 title claims abstract description 54
- 238000002360 preparation method Methods 0.000 title claims abstract description 6
- 235000013824 polyphenols Nutrition 0.000 claims abstract description 12
- 150000008442 polyphenolic compounds Chemical class 0.000 claims abstract description 11
- 150000001879 copper Chemical class 0.000 claims abstract description 9
- 239000000084 colloidal system Substances 0.000 claims abstract description 7
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 6
- 239000000243 solution Substances 0.000 claims description 16
- 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 11
- 108010022355 Fibroins Proteins 0.000 claims description 11
- 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 11
- 229940030275 epigallocatechin gallate Drugs 0.000 claims description 11
- 239000011259 mixed solution Substances 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 9
- 238000004132 cross linking Methods 0.000 claims description 8
- 239000008367 deionised water Substances 0.000 claims description 8
- 229910021641 deionized water Inorganic materials 0.000 claims description 8
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 7
- 239000007864 aqueous solution Substances 0.000 claims description 7
- 239000000679 carrageenan Substances 0.000 claims description 5
- 229920001525 carrageenan Polymers 0.000 claims description 5
- 229940113118 carrageenan Drugs 0.000 claims description 5
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 claims description 5
- 239000002184 metal Substances 0.000 claims description 4
- 229910052751 metal Inorganic materials 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- OMDQUFIYNPYJFM-XKDAHURESA-N (2r,3r,4s,5r,6s)-2-(hydroxymethyl)-6-[[(2r,3s,4r,5s,6r)-4,5,6-trihydroxy-3-[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O[C@H]2[C@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)[C@H](O)[C@H](O)[C@H](O)O1 OMDQUFIYNPYJFM-XKDAHURESA-N 0.000 claims description 2
- -1 2-hydroxyethoxy Chemical group 0.000 claims description 2
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 claims description 2
- 229920000926 Galactomannan Polymers 0.000 claims description 2
- 229940072056 alginate Drugs 0.000 claims description 2
- 235000010443 alginic acid Nutrition 0.000 claims description 2
- 229920000615 alginic acid Polymers 0.000 claims description 2
- 229910000365 copper sulfate Inorganic materials 0.000 claims description 2
- XTVVROIMIGLXTD-UHFFFAOYSA-N copper(II) nitrate Chemical compound [Cu+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O XTVVROIMIGLXTD-UHFFFAOYSA-N 0.000 claims description 2
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 235000010987 pectin Nutrition 0.000 claims description 2
- 229920001277 pectin Polymers 0.000 claims description 2
- 239000001814 pectin Substances 0.000 claims description 2
- 229960000292 pectin Drugs 0.000 claims description 2
- 239000002994 raw material Substances 0.000 claims description 2
- 229920001285 xanthan gum Polymers 0.000 claims description 2
- 235000010493 xanthan gum Nutrition 0.000 claims description 2
- 239000000230 xanthan gum Substances 0.000 claims description 2
- 229940082509 xanthan gum Drugs 0.000 claims description 2
- ANCHPZQGZBCDBK-UHFFFAOYSA-N [PH2](O)=O.C1(=CC=CC=C1)C=1C(=C(C(=O)[Li])C(=CC1C)C)C Chemical compound [PH2](O)=O.C1(=CC=CC=C1)C=1C(=C(C(=O)[Li])C(=CC1C)C)C ANCHPZQGZBCDBK-UHFFFAOYSA-N 0.000 claims 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 206010052428 Wound Diseases 0.000 abstract description 17
- 208000027418 Wounds and injury Diseases 0.000 abstract description 17
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 abstract description 8
- 230000001684 chronic effect Effects 0.000 abstract description 8
- 230000008827 biological function Effects 0.000 abstract description 6
- 230000035876 healing Effects 0.000 abstract description 6
- 230000033115 angiogenesis Effects 0.000 abstract description 3
- 229910001431 copper ion Inorganic materials 0.000 abstract description 3
- 230000029663 wound healing Effects 0.000 abstract description 3
- 230000003064 anti-oxidating effect Effects 0.000 abstract description 2
- 230000003115 biocidal effect Effects 0.000 abstract description 2
- 230000002195 synergetic effect Effects 0.000 abstract description 2
- 239000010949 copper Substances 0.000 abstract 1
- 239000011521 glass Substances 0.000 description 10
- 230000000844 anti-bacterial effect Effects 0.000 description 7
- 238000003756 stirring Methods 0.000 description 6
- 235000010418 carrageenan Nutrition 0.000 description 4
- 210000004027 cell Anatomy 0.000 description 4
- JUYQFRXNMVWASF-UHFFFAOYSA-M lithium;phenyl-(2,4,6-trimethylbenzoyl)phosphinate Chemical compound [Li+].CC1=CC(C)=CC(C)=C1C(=O)P([O-])(=O)C1=CC=CC=C1 JUYQFRXNMVWASF-UHFFFAOYSA-M 0.000 description 4
- 238000002791 soaking Methods 0.000 description 4
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 4
- 241000588724 Escherichia coli Species 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 230000003078 antioxidant effect Effects 0.000 description 3
- 230000000975 bioactive effect Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- 230000001678 irradiating effect Effects 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 230000001105 regulatory effect Effects 0.000 description 3
- 239000012266 salt solution Substances 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- 230000009286 beneficial effect Effects 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 230000006870 function Effects 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- RWSXRVCMGQZWBV-WDSKDSINSA-N glutathione Chemical compound OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O RWSXRVCMGQZWBV-WDSKDSINSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- 230000001737 promoting effect Effects 0.000 description 2
- 238000001878 scanning electron micrograph Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- GJKGAPPUXSSCFI-UHFFFAOYSA-N 2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone Chemical compound CC(C)(O)C(=O)C1=CC=C(OCCO)C=C1 GJKGAPPUXSSCFI-UHFFFAOYSA-N 0.000 description 1
- 208000034656 Contusions Diseases 0.000 description 1
- 102000004127 Cytokines Human genes 0.000 description 1
- 108090000695 Cytokines Proteins 0.000 description 1
- 206010011985 Decubitus ulcer Diseases 0.000 description 1
- 206010056340 Diabetic ulcer Diseases 0.000 description 1
- 108010024636 Glutathione Proteins 0.000 description 1
- 102000035195 Peptidases Human genes 0.000 description 1
- 108091005804 Peptidases Proteins 0.000 description 1
- 208000037581 Persistent Infection Diseases 0.000 description 1
- 208000004210 Pressure Ulcer Diseases 0.000 description 1
- 239000004365 Protease Substances 0.000 description 1
- 206010072170 Skin wound Diseases 0.000 description 1
- 208000002847 Surgical Wound Diseases 0.000 description 1
- 244000269722 Thea sinensis Species 0.000 description 1
- 206010053615 Thermal burn Diseases 0.000 description 1
- 208000025865 Ulcer Diseases 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 230000002785 anti-thrombosis Effects 0.000 description 1
- 230000000259 anti-tumor effect Effects 0.000 description 1
- 239000003146 anticoagulant agent Substances 0.000 description 1
- 230000006399 behavior Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 210000001124 body fluid Anatomy 0.000 description 1
- 239000010839 body fluid Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 208000037976 chronic inflammation Diseases 0.000 description 1
- 230000006020 chronic inflammation Effects 0.000 description 1
- 230000009918 complex formation Effects 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 238000012669 compression test Methods 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 230000009519 contusion Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000004069 differentiation Effects 0.000 description 1
- 230000004064 dysfunction Effects 0.000 description 1
- 210000000416 exudates and transudate Anatomy 0.000 description 1
- 230000007760 free radical scavenging Effects 0.000 description 1
- 229960003180 glutathione Drugs 0.000 description 1
- 235000009569 green tea Nutrition 0.000 description 1
- 230000012010 growth Effects 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000000474 nursing effect Effects 0.000 description 1
- 230000036542 oxidative stress Effects 0.000 description 1
- 150000002927 oxygen compounds Chemical class 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000000770 proinflammatory effect Effects 0.000 description 1
- 230000035755 proliferation Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 210000004872 soft tissue Anatomy 0.000 description 1
- 210000000130 stem cell Anatomy 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 231100000397 ulcer Toxicity 0.000 description 1
- 230000002792 vascular Effects 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
- C08J3/075—Macromolecular gels
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
- A61L26/0004—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form containing inorganic materials
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
- A61L26/0009—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form containing macromolecular materials
- A61L26/0023—Polysaccharides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
- A61L26/0009—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form containing macromolecular materials
- A61L26/0028—Polypeptides; Proteins; Degradation products thereof
- A61L26/0047—Specific proteins or polypeptides not covered by groups A61L26/0033 - A61L26/0042
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
- A61L26/0061—Use of materials characterised by their function or physical properties
- A61L26/008—Hydrogels or hydrocolloids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/24—Crosslinking, e.g. vulcanising, of macromolecules
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/10—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing inorganic materials
- A61L2300/102—Metals or metal compounds, e.g. salts such as bicarbonates, carbonates, oxides, zeolites, silicates
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/20—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials
- A61L2300/216—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials with other specific functional groups, e.g. aldehydes, ketones, phenols, quaternary phosphonium groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/40—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
- A61L2300/404—Biocides, antimicrobial agents, antiseptic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/40—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
- A61L2300/412—Tissue-regenerating or healing or proliferative agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/60—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a special physical form
- A61L2300/602—Type of release, e.g. controlled, sustained, slow
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2389/00—Characterised by the use of proteins; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2405/00—Characterised by the use of polysaccharides or of their derivatives not provided for in groups C08J2401/00 or C08J2403/00
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Materials Engineering (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Materials For Medical Uses (AREA)
Abstract
The invention discloses a multifunctional catechol hydrogel dressing, a preparation method and application thereof, wherein the hydrogel comprises the following components: light curing agent, hydrophilic colloid, polyphenol, copper salt and photoinitiator. According to the invention, on one hand, the mechanical property of the hydrogel is enhanced by introducing copper ions, and on the other hand, polyphenol and Cu are fully utilized2+The biological synergistic effect of the components shows enhanced biological functions of antibiosis, antioxidation, angiogenesis promotion and the like. The hydrogel dressing is simple to prepare, provides a moist wound healing microenvironment, and has good biocompatibility. These advantages are very highGreatly promotes the healing of the chronic wound and relieves the pain of patients.
Description
Technical Field
The invention belongs to the technical field of medical hydrogel dressings, and particularly relates to a multifunctional catechol hydrogel dressing and a preparation method and application thereof.
Background
The hydrogel is a high molecular network system rich in a large number of water molecules, is soft in property and can keep a certain shape. Compared with the traditional dressing, the hydrogel is used as the wound dressing, so that the wound surface can be kept moist, wound exudate can be absorbed, the gas exchange between the wound and the outside can be kept, the wound surface adhesion is not easy to occur, and medicines or bioactive components can be loaded to promote the healing of the wound. Based on the advantages, the hydrogel dressing has great clinical medical value in the aspect of healing of skin wound, and particularly in the application research of chronic wound healing. However, the complex formation mechanism of the chronic wound, the small mechanical strength and single function of the hydrogel dressing greatly limit the application of the hydrogel dressing.
Chronic wounds are those wounds that do not heal orderly and in time under normal conditions, and usually mainly include vascular ulcers (venous and arterial), diabetic ulcers and pressure sores, and are characterized by the following features: excessive levels of reactive oxygen compounds (ROS), pro-inflammatory cytokines, proteases, and senescent cells, persistent infections, formation of resistant microbial membranes, and stem cell deficiencies or dysfunctions. Wherein, the ROS existing in a large amount in tissues around the wound can cause oxidative stress, thereby greatly promoting chronic inflammation and preventing the healing of the chronic wound. The appearance of chronic wounds, often accompanied by infection and water loss, seriously affects the quality of life of people and can even lead to disability or death.
Hydrogel dressings with biological functions that can be used for chronic wound healing are yet to be further developed.
Disclosure of Invention
The first technical problem to be solved by the invention is as follows:
a multifunctional catechol hydrogel is provided.
The second technical problem to be solved by the invention is:
provides a method for preparing the multifunctional catechol hydrogel.
The third technical problem to be solved by the invention is:
the multifunctional catechol hydrogel is applied to hydrogel dressings.
In order to solve the first technical problem, the invention adopts the technical scheme that:
the multifunctional catechol hydrogel comprises the following preparation raw materials in parts by weight:
12.87 to 25.17 parts of light curing agent, 0.85 to 0.42 part of hydrophilic colloid, 0.42 to 2.15 parts of polyphenol, 0.42 to 4.3 parts of copper salt and 0.04 to 0.008 part of photoinitiator.
According to an embodiment of the present invention, the hydrophilic colloid is at least one of carrageenan, galactomannan, pectin, alginate and xanthan gum.
The metal ions in the copper salt and the polyphenol can be rapidly self-assembled into the metal-polyphenol functional material.
According to one embodiment of the present invention, the polyphenol comprises epigallocatechin gallate (EGCG).
According to an embodiment of the present invention, the light curing agent includes methacrylate-modified silk fibroin.
The light curing agent has photosensitive groups and can be cured by light crosslinking.
The epigallocatechin gallate (EGCG) is used as the main component of catechol, is a bioactive polyphenol compound extracted from green tea, and has strong antioxidant and free radical scavenging effects.
The EGCG also has antibacterial, antioxidant, repercussive, antiinflammatory, antithrombotic and antitumor effects.
According to an embodiment of the present invention, the copper salt includes at least one of a copper chloride solution, a copper nitrate solution, and a copper sulfate.
According to an embodiment of the present invention, the photoinitiator includes at least one of lithium phenyl-2, 4, 6-trimethylbenzoylphosphinate and 2-hydroxy-2-methyl-1- [4- (2-hydroxyethoxy) phenyl ] -1-propanone.
According to an embodiment of the present invention, the methacrylate functional group grafting ratio in the methacrylate-modified silk fibroin is 20 to 40%.
The reason why the graft ratio of the methacrylate functional group is selected to be 20 to 40% is that if the graft ratio concentration is too low, the hydrogel dressing prepared by the above method is insufficient in mechanical strength and is liable to break; and when the concentration is too high, the solubility is higher than that of silk fibroin, the viscosity of the prepolymer is increased, the molecular structure of the silk fibroin is folded, and the silk fibroin is self-assembled into a colloidal material.
In order to solve the second technical problem, the invention adopts the technical scheme that:
a method for preparing the multifunctional catechol hydrogel comprises the following steps:
s1 mixing the silk fibroin modified by methacrylate, a photoinitiator and deionized water to obtain Sil-MA solution;
s2, sequentially adding the polyphenol and the hydrophilic colloid into the Sil-MA solution to obtain a mixed solution, and carrying out ultraviolet curing and crosslinking on the mixed solution to obtain hydrogel;
s3, placing the hydrogel into the metal salt aqueous solution to obtain the multifunctional catechol hydrogel.
According to an embodiment of the present invention, the step of transferring the mixed solution in S2 to a concave glass plate having a height of 0.5 to 3.0mm before the reaction to obtain the hydrogel.
According to an embodiment of the present invention, the step of reacting the hydrogel in S2 includes placing the mixed solution transferred to the concave glass plate in an ultraviolet curing chamber to cure and crosslink the mixed solution to obtain the hydrogel.
According to an embodiment of the present invention, the light irradiation time of the mixed solution in the ultraviolet curing box is 5s to 10 min.
According to an embodiment of the present invention, the step of placing the hydrogel in the aqueous solution of metal salt in S3 includes immersing the hydrogel in the aqueous solution of metal salt for 15 to 120 min.
According to an embodiment of the invention, the mass volume concentration of the methacrylate-modified silk fibroin in the Sil-MA solution is 15-35%.
According to an embodiment of the present invention, the mass volume concentration of the polyphenol is 0.5 to 3.0%.
In yet another aspect of the present invention, there is provided a use of the multifunctional catechol hydrogel in a hydrogel dressing.
One of the above technical solutions has at least the following advantages or beneficial effects:
the invention adopts the combination of the ultraviolet crosslinking method and the soaking method to prepare the multifunctional catechol hydrogel, has simple process and low cost, and regulates and controls the mechanical property and the biological function of the hydrogel by regulating the factors such as component concentration, crosslinking time and the like.
According to the invention, the hydrogel adsorbs bioactive copper ions, so that the mechanical strength of the hydrogel is enhanced, and the hydrogel dressing has more biological functions through the chelating effect of polyphenol and metal ions, wherein the biological functions comprise a drug slow release effect; regulating and controlling the microenvironment of the cells; regulating cell behaviors such as proliferation, growth, differentiation and the like of cells; antibacterial action; when Glutathione (GSNO) is contained in body fluids, it acts as a catalyst to produce NO physiological molecules.
The invention makes full use of EGCG and Cu2+The hydrogel dressing shows enhanced biological functions of antibiosis, antioxidation, angiogenesis promotion and the like. The advantages greatly promote the healing of the chronic wound and relieve the pain of patients.
The hydrogel dressing can be used for nursing and treating wounds which are difficult to heal, such as soft tissue contusion, surgical wounds, scalds and the like, shortening the healing time of the wounds and relieving the pain of patients.
Drawings
The accompanying drawings, which are incorporated in and constitute a part of this specification, are included to provide a further understanding of the invention, and are incorporated in and constitute a part of this specification, illustrate exemplary embodiments of the invention and together with the description serve to explain the invention and not to limit the invention.
FIG. 1 is a structural view of the internal appearance of the above hydrogel dressing as observed by SEM. FIG. 1(A) shows Cu2+SEM image of hydrogel dressing before treatment; FIG. 1(B) shows Cu2+SEM image of treated hydrogel dressing.
Fig. 2 is a graph showing a compression performance test of the hydrogel dressing.
FIG. 3 is an antibacterial test chart of the hydrogel dressing using Escherichia coli as a model. FIG. 3(A) shows Cu2+A pre-treatment hydrogel dressing; FIG. 3(B) shows Cu2+A treated hydrogel dressing.
Detailed Description
Reference will now be made in detail to embodiments of the present invention, examples of which are illustrated in the accompanying drawings, wherein like or similar reference numerals refer to the same or similar elements or elements having the same or similar function throughout.
The embodiments described below with reference to the accompanying drawings are illustrative only for the purpose of explaining the present invention, and are not to be construed as limiting the present invention.
In the description of the present invention, if there are first, second, third, etc. described only for the purpose of distinguishing technical features, it is not to be understood as indicating or implying relative importance or implicitly indicating the number of technical features indicated or implicitly indicating the precedence of the technical features indicated.
In the description of the present invention, it should be understood that the orientation or positional relationship referred to in the description of the orientation, such as the upper, lower, left, right, etc., is based on the orientation or positional relationship shown in the drawings, and is only for convenience of description and simplicity of description, and does not indicate or imply that the device or element referred to must have a specific orientation, be constructed and operated in a specific orientation, and thus, should not be construed as limiting the present invention.
In the description of the present invention, it should be noted that unless otherwise explicitly defined, terms such as arrangement, installation, connection and the like should be broadly understood, and those skilled in the art can reasonably determine the specific meanings of the terms in the present invention in combination with the detailed contents of the technical solutions.
Example 1
Firstly, 0.4g of Sil-MA with the grafting rate of the functional group of 25 percent is weighed in a beaker, added into 2ml of deionized water, stirred and dissolved at room temperature to obtain a Sil-MA solution with the mass volume concentration of 20 percent, and 0.05 percent of photoinitiator LAP is added. Then, 0.04g of EGCG (2% by mass/volume) was added to the above Sil-MA solution, and dissolved by stirring at room temperature.
Then, 0.02g of carrageenan (1% by mass/volume) was added, dissolved by stirring, and mixed uniformly. Transferring the prepared mixed solution to a concave glass plate with the height of 1.5mm, then placing the concave glass plate in an ultraviolet curing box, irradiating for 10 minutes by ultraviolet light, and curing and crosslinking to prepare hydrogel; carefully taking out the hydrogel, soaking the hydrogel in 0.2M copper chloride aqueous solution for 30min, taking out the hydrogel, carefully washing off residual liquid on the surface by using deionized water, wiping off surface moisture by using filter paper, and finally obtaining the multifunctional catechol hydrogel dressing.
Example 2
Firstly, 0.6g of Sil-MA with the grafting rate of functional groups of 30 percent is weighed in a beaker, added into 2ml of deionized water, stirred and dissolved at room temperature to obtain a Sil-MA solution with the mass volume concentration of 30 percent, and added with 0.05 percent of photoinitiator LAP. Then, 0.02g of EGCG (1% by mass/volume) was added to the above Sil-MA solution, and dissolved by stirring at room temperature.
Then, 0.02g of carrageenan (1% by mass/volume) was added, dissolved by stirring, and mixed uniformly. Transferring the prepared mixed solution to a concave glass plate with the height of 1.0mm, then placing the concave glass plate in an ultraviolet curing box, irradiating the concave glass plate for 20 minutes by ultraviolet light, and curing and crosslinking to prepare hydrogel; carefully taking out the hydrogel, soaking the hydrogel in 0.2M copper chloride aqueous solution for 60min, taking out the hydrogel, carefully washing off residual liquid on the surface by using deionized water, wiping off surface moisture by using filter paper, and finally obtaining the multifunctional catechol hydrogel dressing.
Example 3
Firstly, 0.5g of Sil-MA with the grafting rate of functional groups of 30 percent is weighed in a beaker, added into 2ml of deionized water, stirred and dissolved at room temperature to obtain a Sil-MA solution with the mass volume concentration of 25 percent, and 0.1 percent of photoinitiator LAP is added. Then, 0.04g of EGCG (2% by mass/volume) was added to the above Sil-MA solution, and dissolved by stirring at room temperature.
Then, 0.02g of carrageenan (1% by mass/volume) was added, dissolved by stirring, and mixed uniformly. Transferring the prepared mixed solution to a concave glass plate with the height of 1.5mm, then placing the concave glass plate in an ultraviolet curing box, irradiating the concave glass plate for 20 minutes by ultraviolet light, and curing and crosslinking to prepare hydrogel; carefully taking out the hydrogel, soaking the hydrogel in 0.2M copper chloride aqueous solution for 90min, taking out the hydrogel, carefully washing off residual liquid on the surface by using deionized water, wiping off surface moisture by using filter paper, and finally obtaining the multifunctional catechol hydrogel dressing.
The hydrogels prepared in the above examples 1 to 3 all showed good mechanical properties, controllable biodegradability, good biocompatibility, and have a variety of functional effects such as antibacterial, antioxidant, and angiogenesis promoting.
As shown in figure 1, the internal appearance structure of the prepared hydrogel dressing before and after the treatment of the copper salt solution presents an irregular porous structure, and the hydrogel dressing can adsorb effusion at a wound and is beneficial to gas exchange.
The results of the compression test of figure 2 show that as the treatment time of the copper salt solution increases, the compressive resistance of the hydrogel increases, and both the compressive modulus and the amount of compressive deformation increase significantly.
Fig. 3 is an antibacterial test result of the hydrogel dressing prepared by using escherichia coli as a model, and it can be seen from the result that after the prepared hydrogel is treated by a copper salt solution, the number of escherichia coli is obviously reduced, a better antibacterial effect is exhibited, and the biological synergistic antibacterial property of the combination of EGCG and copper ions is illustrated.
The above description is only an example of the present invention and is not intended to limit the scope of the present invention, and all equivalent modifications made by the present invention as described in the specification of the present invention or directly or indirectly applied to the related technical fields are included in the scope of the present invention.
Claims (10)
1. A multifunctional catechol hydrogel is characterized in that: the preparation method comprises the following raw materials in parts by weight:
12.87 to 25.17 parts of light curing agent, 0.85 to 0.42 part of hydrophilic colloid, 0.42 to 2.15 parts of polyphenol, 0.42 to 4.3 parts of copper salt and 0.04 to 0.008 part of photoinitiator.
2. The multifunctional catechol hydrogel of claim 1, wherein: the hydrophilic colloid is at least one of K-carrageenan, galactomannan, pectin, alginate and xanthan gum.
3. The multifunctional catechol hydrogel of claim 1, wherein: the polyphenol comprises epigallocatechin gallate.
4. The multifunctional catechol hydrogel of claim 1, wherein: the light curing agent comprises methacrylate modified silk fibroin.
5. The multifunctional catechol hydrogel of claim 1, wherein: the copper salt comprises at least one of copper chloride, copper nitrate and copper sulfate.
6. The multifunctional catechol hydrogel of claim 1, wherein: the photoinitiator comprises at least one of phenyl-2, 4, 6-trimethyl benzoyl lithium phosphinate and 2-hydroxy-2-methyl-1- [4- (2-hydroxyethoxy) phenyl ] -1-acetone.
7. The multifunctional catechol hydrogel of claim 4, wherein: the grafting rate of methacrylate functional groups in the methacrylate-modified silk fibroin is 20-40%.
8. A method for preparing the multifunctional catechol hydrogel of any one of claims 1 to 7, wherein: the method comprises the following steps:
s1 mixing the silk fibroin modified by methacrylate, a photoinitiator and deionized water to obtain Sil-MA solution;
s2, sequentially adding the polyphenol and the hydrophilic colloid into the Sil-MA solution to obtain a mixed solution, and carrying out ultraviolet curing and crosslinking on the mixed solution to obtain hydrogel;
s3, placing the hydrogel into the metal salt aqueous solution to obtain the multifunctional catechol hydrogel.
9. The method for preparing a multifunctional catechol hydrogel according to claim 8, wherein: the mass volume concentration of the silk fibroin modified by the methacrylate in the Sil-MA solution is 15-35%.
10. Use of a multifunctional catechol hydrogel of any one of claims 1 to 7 in a hydrogel dressing.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110748169.5A CN113817326A (en) | 2021-07-01 | 2021-07-01 | Multifunctional catechol hydrogel dressing and preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110748169.5A CN113817326A (en) | 2021-07-01 | 2021-07-01 | Multifunctional catechol hydrogel dressing and preparation method and application thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN113817326A true CN113817326A (en) | 2021-12-21 |
Family
ID=78924093
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202110748169.5A Pending CN113817326A (en) | 2021-07-01 | 2021-07-01 | Multifunctional catechol hydrogel dressing and preparation method and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN113817326A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114989290A (en) * | 2022-05-23 | 2022-09-02 | 张培华 | Collagen derivative for actively inducing revascularization of wound tissue and preparation method thereof |
| CN115058036A (en) * | 2022-06-17 | 2022-09-16 | 康健仿生(清远)科技有限公司 | Cross-linked polyglutamic acid composite gel membrane and preparation method and application thereof |
| CN116983254A (en) * | 2023-08-03 | 2023-11-03 | 山东中医药大学 | Polyphenol-stevioside traditional Chinese medicine small molecule hydrogel and preparation method and application thereof |
Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104194460A (en) * | 2014-08-12 | 2014-12-10 | 西南交通大学 | Preparation method of chelate coating with copper ions capable of controllably catalyzing release of nitrogen monoxide and polyphenol complex |
| WO2016198238A1 (en) * | 2015-06-11 | 2016-12-15 | Commissariat à l'énergie atomique et aux énergies alternatives | Material comprising a polymer capable of forming a hydrogel and nanoparticles |
| CN106977670A (en) * | 2017-03-08 | 2017-07-25 | 浙江理工大学 | A kind of modification of photo-crosslinking fibroin albumen and its preparation method of situ drug supported hydrogel |
| US20180296444A1 (en) * | 2017-03-29 | 2018-10-18 | Dentsply Sirona Inc. | Polyphenols/peg based hydrogel system for a dental varnish |
| CN110305339A (en) * | 2019-07-05 | 2019-10-08 | 青岛大学 | A kind of fibroin albumen conductive hydrogel and preparation method thereof |
| US20190314556A1 (en) * | 2016-10-27 | 2019-10-17 | Seoul National University R&Db Foundation | Biocompatible hydrogel and method for producing same |
| CN110743034A (en) * | 2019-09-29 | 2020-02-04 | 中山大学 | Multifunctional hydrogel dressing for internal and external synergistic treatment of diabetic ulcer and preparation method and application thereof |
| US20200262802A1 (en) * | 2017-11-15 | 2020-08-20 | Zhongshan Guanghe Medical Technology Co., Ltd. | Photo-crosslinked hydrogel material and preparation, composition, and application thereof photo-crosslinked hydrogel |
| CN112316204A (en) * | 2020-11-13 | 2021-02-05 | 四川大学 | Metal polyphenol collagen membrane material, preparation method and application thereof |
| CN112972765A (en) * | 2021-02-22 | 2021-06-18 | 苏州大学 | Silk fibroin 3D printing biological ink and application thereof |
-
2021
- 2021-07-01 CN CN202110748169.5A patent/CN113817326A/en active Pending
Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104194460A (en) * | 2014-08-12 | 2014-12-10 | 西南交通大学 | Preparation method of chelate coating with copper ions capable of controllably catalyzing release of nitrogen monoxide and polyphenol complex |
| WO2016198238A1 (en) * | 2015-06-11 | 2016-12-15 | Commissariat à l'énergie atomique et aux énergies alternatives | Material comprising a polymer capable of forming a hydrogel and nanoparticles |
| US20190314556A1 (en) * | 2016-10-27 | 2019-10-17 | Seoul National University R&Db Foundation | Biocompatible hydrogel and method for producing same |
| CN106977670A (en) * | 2017-03-08 | 2017-07-25 | 浙江理工大学 | A kind of modification of photo-crosslinking fibroin albumen and its preparation method of situ drug supported hydrogel |
| US20180296444A1 (en) * | 2017-03-29 | 2018-10-18 | Dentsply Sirona Inc. | Polyphenols/peg based hydrogel system for a dental varnish |
| US20200262802A1 (en) * | 2017-11-15 | 2020-08-20 | Zhongshan Guanghe Medical Technology Co., Ltd. | Photo-crosslinked hydrogel material and preparation, composition, and application thereof photo-crosslinked hydrogel |
| CN110305339A (en) * | 2019-07-05 | 2019-10-08 | 青岛大学 | A kind of fibroin albumen conductive hydrogel and preparation method thereof |
| CN110743034A (en) * | 2019-09-29 | 2020-02-04 | 中山大学 | Multifunctional hydrogel dressing for internal and external synergistic treatment of diabetic ulcer and preparation method and application thereof |
| CN112316204A (en) * | 2020-11-13 | 2021-02-05 | 四川大学 | Metal polyphenol collagen membrane material, preparation method and application thereof |
| CN112972765A (en) * | 2021-02-22 | 2021-06-18 | 苏州大学 | Silk fibroin 3D printing biological ink and application thereof |
Non-Patent Citations (2)
| Title |
|---|
| H.H. KIM ET AL.: "Characterization of silk hydrogel formed with hydrolyzed silk fibroin-methacrylate via photopolymerization", 《POLYMER》 * |
| SOON HEE KIM ET AL.: "Rapidly photocurable silk fibroin sealant for clinical applications", 《NPG ASIA MATERIALS》 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114989290A (en) * | 2022-05-23 | 2022-09-02 | 张培华 | Collagen derivative for actively inducing revascularization of wound tissue and preparation method thereof |
| CN115058036A (en) * | 2022-06-17 | 2022-09-16 | 康健仿生(清远)科技有限公司 | Cross-linked polyglutamic acid composite gel membrane and preparation method and application thereof |
| CN116983254A (en) * | 2023-08-03 | 2023-11-03 | 山东中医药大学 | Polyphenol-stevioside traditional Chinese medicine small molecule hydrogel and preparation method and application thereof |
| CN116983254B (en) * | 2023-08-03 | 2024-02-02 | 山东中医药大学 | Polyphenol-stevioside traditional Chinese medicine small molecule hydrogel and preparation method and application thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN113817326A (en) | Multifunctional catechol hydrogel dressing and preparation method and application thereof | |
| CN112370567B (en) | Hydrogel active dressing with antibacterial and anti-inflammatory functions | |
| RU2422133C1 (en) | Hydrophylic gel, method of its obtaining (versions), wound covering and based on it bandage means | |
| CN113648454A (en) | Hydrogel dressing carrying metal-polyphenol functional particles and preparation method and application thereof | |
| CN103041438A (en) | Moist antibacterial hydrogel dressing for curing diabetic foot ulcer | |
| CN111632190B (en) | Preparation method of medical biogel hemostatic dressing | |
| CN106693031B (en) | Intelligent dressing capable of controlling pH value of wound and preparation method thereof | |
| CN115124738B (en) | Double-layer bionic drug-loaded hydrogel and preparation and application thereof | |
| CN112807475B (en) | High-air-permeability degradable drug-loaded skin wound dressing and preparation method thereof | |
| CN113694244B (en) | Cotton gauze reinforced hydrogel conductive dressing with photo-thermal antibacterial and healing promoting effects and preparation method thereof | |
| CN113209364B (en) | Polymer hydrogel with tissue light healing function and preparation and application thereof | |
| CN111053947A (en) | Konjac glucomannan/fish gelatin hydrogel as well as preparation method and application thereof | |
| CN115154642B (en) | Bionic asymmetric sponge dressing and preparation method thereof | |
| CN112661979A (en) | Visible light response photocatalytic antibacterial healing-promoting hydrogel and preparation method thereof | |
| CN114767925A (en) | Fluorescent pH-sensitive antibacterial hydrogel dressing and preparation method and application thereof | |
| US20020142992A1 (en) | Cellulosic foam compositions | |
| CN114099420A (en) | Structural design and preparation method of double-layer drug sustained-release hydrogel dressing | |
| CN113509591A (en) | Antibacterial cationic injectable hydrogel dressing and preparation method thereof | |
| CN112972757A (en) | Perfluorodecalin hydrogel healing-promoting dressing and preparation method and application thereof | |
| CN116059156B (en) | Double-layer network hydrogel microneedle and preparation method and application thereof | |
| CN117084970A (en) | Supermolecule hydrogel based on natural plant components, preparation and application thereof | |
| CN116440317A (en) | Photothermal antibacterial hydrogel and preparation method thereof | |
| CN114159627B (en) | Composite hydrogel coating for monitoring and treating urinary tract infection and preparation method and application thereof | |
| CN106729940B (en) | Slow-release long-acting antibacterial silver-loaded dressing and preparation method thereof | |
| CN115887732A (en) | Medical gelatin dressing and preparation method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20211221 |
|
| RJ01 | Rejection of invention patent application after publication |