CN115531347B - Astaxanthin nano-particle based on tea polyphenol mediation and preparation method thereof - Google Patents
Astaxanthin nano-particle based on tea polyphenol mediation and preparation method thereof Download PDFInfo
- Publication number
- CN115531347B CN115531347B CN202211333584.5A CN202211333584A CN115531347B CN 115531347 B CN115531347 B CN 115531347B CN 202211333584 A CN202211333584 A CN 202211333584A CN 115531347 B CN115531347 B CN 115531347B
- Authority
- CN
- China
- Prior art keywords
- astaxanthin
- solution
- nano
- tea polyphenol
- mediation
- 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.)
- Active
Links
- JEBFVOLFMLUKLF-IFPLVEIFSA-N Astaxanthin Natural products CC(=C/C=C/C(=C/C=C/C1=C(C)C(=O)C(O)CC1(C)C)/C)C=CC=C(/C)C=CC=C(/C)C=CC2=C(C)C(=O)C(O)CC2(C)C JEBFVOLFMLUKLF-IFPLVEIFSA-N 0.000 title claims abstract description 82
- 235000013793 astaxanthin Nutrition 0.000 title claims abstract description 82
- 229940022405 astaxanthin Drugs 0.000 title claims abstract description 82
- 239000001168 astaxanthin Substances 0.000 title claims abstract description 82
- MQZIGYBFDRPAKN-ZWAPEEGVSA-N astaxanthin Chemical compound C([C@H](O)C(=O)C=1C)C(C)(C)C=1/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(C)C=CC=C(C)C=CC1=C(C)C(=O)[C@@H](O)CC1(C)C MQZIGYBFDRPAKN-ZWAPEEGVSA-N 0.000 title claims abstract description 81
- 239000002105 nanoparticle Substances 0.000 title claims abstract description 59
- 150000008442 polyphenolic compounds Chemical class 0.000 title claims abstract description 28
- 235000013824 polyphenols Nutrition 0.000 title claims abstract description 28
- 238000002360 preparation method Methods 0.000 title claims abstract description 14
- 241001122767 Theaceae Species 0.000 title 1
- 239000000243 solution Substances 0.000 claims abstract description 31
- 244000269722 Thea sinensis Species 0.000 claims abstract description 22
- 108090000765 processed proteins & peptides Proteins 0.000 claims abstract description 19
- 239000011259 mixed solution Substances 0.000 claims abstract description 17
- 238000000034 method Methods 0.000 claims abstract description 9
- 238000006243 chemical reaction Methods 0.000 claims abstract description 8
- 238000003756 stirring Methods 0.000 claims abstract description 8
- 125000003172 aldehyde group Chemical group 0.000 claims abstract description 7
- 235000013373 food additive Nutrition 0.000 claims abstract description 7
- 239000002778 food additive Substances 0.000 claims abstract description 7
- 241000251511 Holothuroidea Species 0.000 claims abstract description 6
- 238000005406 washing Methods 0.000 claims abstract description 6
- 238000003760 magnetic stirring Methods 0.000 claims abstract description 5
- 238000001035 drying Methods 0.000 claims abstract description 4
- 239000007864 aqueous solution Substances 0.000 claims abstract description 3
- 239000003814 drug Substances 0.000 claims abstract description 3
- 210000001072 colon Anatomy 0.000 claims description 18
- 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 13
- 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 13
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 claims description 7
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 claims description 7
- 235000012141 vanillin Nutrition 0.000 claims description 7
- 238000005119 centrifugation Methods 0.000 claims description 2
- 230000003902 lesion Effects 0.000 claims description 2
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 229940127557 pharmaceutical product Drugs 0.000 claims 1
- 235000013305 food Nutrition 0.000 abstract description 8
- 208000004232 Enteritis Diseases 0.000 abstract description 5
- 230000000694 effects Effects 0.000 abstract description 5
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract description 4
- 230000006378 damage Effects 0.000 abstract description 4
- 208000027418 Wounds and injury Diseases 0.000 abstract description 3
- 208000014674 injury Diseases 0.000 abstract description 3
- 230000005764 inhibitory process Effects 0.000 abstract description 2
- 239000003054 catalyst Substances 0.000 abstract 1
- 230000008809 cell oxidative stress Effects 0.000 abstract 1
- 238000004925 denaturation Methods 0.000 abstract 1
- 230000036425 denaturation Effects 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 241000699670 Mus sp. Species 0.000 description 20
- 235000013616 tea Nutrition 0.000 description 14
- 210000004027 cell Anatomy 0.000 description 13
- 230000000052 comparative effect Effects 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 229960000633 dextran sulfate Drugs 0.000 description 8
- 210000001519 tissue Anatomy 0.000 description 8
- 239000008367 deionised water Substances 0.000 description 6
- 229910021641 deionized water Inorganic materials 0.000 description 6
- 210000002966 serum Anatomy 0.000 description 5
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- LOGFVTREOLYCPF-KXNHARMFSA-N (2s,3r)-2-[[(2r)-1-[(2s)-2,6-diaminohexanoyl]pyrrolidine-2-carbonyl]amino]-3-hydroxybutanoic acid Chemical compound C[C@@H](O)[C@@H](C(O)=O)NC(=O)[C@H]1CCCN1C(=O)[C@@H](N)CCCCN LOGFVTREOLYCPF-KXNHARMFSA-N 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- 102000003777 Interleukin-1 beta Human genes 0.000 description 3
- 108090000193 Interleukin-1 beta Proteins 0.000 description 3
- 102000004889 Interleukin-6 Human genes 0.000 description 3
- 108090001005 Interleukin-6 Proteins 0.000 description 3
- 230000005779 cell damage Effects 0.000 description 3
- 208000037887 cell injury Diseases 0.000 description 3
- 230000003833 cell viability Effects 0.000 description 3
- 230000036541 health Effects 0.000 description 3
- 229940100601 interleukin-6 Drugs 0.000 description 3
- 230000008685 targeting Effects 0.000 description 3
- 239000003981 vehicle Substances 0.000 description 3
- PFTAWBLQPZVEMU-DZGCQCFKSA-N (+)-3',4',5,7-Tetrahydroxy-2,3-trans-flavan-3-ol Natural products C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-DZGCQCFKSA-N 0.000 description 2
- PFTAWBLQPZVEMU-UKRRQHHQSA-N (-)-epicatechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-UKRRQHHQSA-N 0.000 description 2
- 229930013783 (-)-epicatechin Natural products 0.000 description 2
- 235000007355 (-)-epicatechin Nutrition 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- 238000006683 Mannich reaction Methods 0.000 description 2
- 241000699666 Mus <mouse, genus> Species 0.000 description 2
- 238000003556 assay Methods 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 206010009887 colitis Diseases 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 238000001514 detection method Methods 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 210000000981 epithelium Anatomy 0.000 description 2
- 238000004108 freeze drying Methods 0.000 description 2
- 238000003384 imaging method Methods 0.000 description 2
- 230000008595 infiltration Effects 0.000 description 2
- 238000001764 infiltration Methods 0.000 description 2
- 210000004969 inflammatory cell Anatomy 0.000 description 2
- 230000002757 inflammatory effect Effects 0.000 description 2
- 230000000968 intestinal effect Effects 0.000 description 2
- 230000001404 mediated effect Effects 0.000 description 2
- 210000004400 mucous membrane Anatomy 0.000 description 2
- 239000002539 nanocarrier Substances 0.000 description 2
- 239000005445 natural material Substances 0.000 description 2
- 235000016709 nutrition Nutrition 0.000 description 2
- 230000035764 nutrition Effects 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- RUMOYJJNUMEFDD-UHFFFAOYSA-N perillyl aldehyde Chemical compound CC(=C)C1CCC(C=O)=CC1 RUMOYJJNUMEFDD-UHFFFAOYSA-N 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 102000004196 processed proteins & peptides Human genes 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- 238000004626 scanning electron microscopy Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000006228 supernatant Substances 0.000 description 2
- NHBKXEKEPDILRR-UHFFFAOYSA-N 2,3-bis(butanoylsulfanyl)propyl butanoate Chemical compound CCCC(=O)OCC(SC(=O)CCC)CSC(=O)CCC NHBKXEKEPDILRR-UHFFFAOYSA-N 0.000 description 1
- TVZRAEYQIKYCPH-UHFFFAOYSA-N 3-(trimethylsilyl)propane-1-sulfonic acid Chemical group C[Si](C)(C)CCCS(O)(=O)=O TVZRAEYQIKYCPH-UHFFFAOYSA-N 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- 206010057669 Colon injury Diseases 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- 208000022559 Inflammatory bowel disease Diseases 0.000 description 1
- 206010065611 Intestinal congestion Diseases 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241000237502 Ostreidae Species 0.000 description 1
- 244000131316 Panax pseudoginseng Species 0.000 description 1
- 235000005035 Panax pseudoginseng ssp. pseudoginseng Nutrition 0.000 description 1
- 235000003140 Panax quinquefolius Nutrition 0.000 description 1
- 229910004338 Ti-S Inorganic materials 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 150000001514 astaxanthins Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 208000027503 bloody stool Diseases 0.000 description 1
- 235000021466 carotenoid Nutrition 0.000 description 1
- 150000001747 carotenoids Chemical class 0.000 description 1
- 230000000112 colonic effect Effects 0.000 description 1
- 238000013270 controlled release Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000007850 degeneration Effects 0.000 description 1
- 235000015872 dietary supplement Nutrition 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 230000006806 disease prevention Effects 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000035622 drinking Effects 0.000 description 1
- 239000003651 drinking water Substances 0.000 description 1
- 235000020188 drinking water Nutrition 0.000 description 1
- 238000012377 drug delivery Methods 0.000 description 1
- 230000002900 effect on cell Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 229930003935 flavonoid Natural products 0.000 description 1
- 235000017173 flavonoids Nutrition 0.000 description 1
- 150000002215 flavonoids Chemical class 0.000 description 1
- 238000002073 fluorescence micrograph Methods 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- 235000008434 ginseng Nutrition 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 235000009569 green tea Nutrition 0.000 description 1
- 235000013402 health food Nutrition 0.000 description 1
- 208000035861 hematochezia Diseases 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 210000000936 intestine Anatomy 0.000 description 1
- 230000003834 intracellular effect Effects 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 239000002502 liposome Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000010172 mouse model Methods 0.000 description 1
- 210000004877 mucosa Anatomy 0.000 description 1
- 239000002086 nanomaterial Substances 0.000 description 1
- 229920001542 oligosaccharide Polymers 0.000 description 1
- 150000002482 oligosaccharides Chemical class 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 230000004792 oxidative damage Effects 0.000 description 1
- 230000036542 oxidative stress Effects 0.000 description 1
- 235000020636 oyster Nutrition 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000001575 pathological effect Effects 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 229920001184 polypeptide Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 239000006041 probiotic Substances 0.000 description 1
- 235000018291 probiotics Nutrition 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000036186 satiety Effects 0.000 description 1
- 235000019627 satiety Nutrition 0.000 description 1
- 238000001878 scanning electron micrograph Methods 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 210000004876 tela submucosa Anatomy 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- -1 vesicle Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/51—Nanocapsules; Nanoparticles
- A61K9/5107—Excipients; Inactive ingredients
- A61K9/5123—Organic compounds, e.g. fats, sugars
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/03—Organic compounds
- A23L29/035—Organic compounds containing oxygen as heteroatom
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/03—Organic compounds
- A23L29/045—Organic compounds containing nitrogen as heteroatom
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/12—Ketones
- A61K31/122—Ketones having the oxygen directly attached to a ring, e.g. quinones, vitamin K1, anthralin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
- A61K31/352—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom condensed with carbocyclic rings, e.g. methantheline
- A61K31/353—3,4-Dihydrobenzopyrans, e.g. chroman, catechin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/51—Nanocapsules; Nanoparticles
- A61K9/5192—Processes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Polymers & Plastics (AREA)
- Food Science & Technology (AREA)
- Nutrition Science (AREA)
- Nanotechnology (AREA)
- Optics & Photonics (AREA)
- Physics & Mathematics (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Mycology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
The application discloses astaxanthin nano-particles based on tea polyphenol mediation and a preparation method thereof, belonging to the technical field of crossing of food science and biomedical application. The preparation method of the astaxanthin nano-particles based on the mediation of tea polyphenol comprises the steps of dissolving tea polyphenol and food additives containing aldehyde groups in an aqueous solution, and magnetically stirring to form a mixed solution; adding an astaxanthin solution into the mixed solution; then adding sea cucumber peptide, and performing magnetic stirring to trigger reaction; and after the reaction is finished, centrifuging, washing and drying to obtain the catalyst. The astaxanthin nano-particles prepared by the method have good biocompatibility and inhibition and alleviation effects on cell oxidative stress injury caused by hydrogen peroxide, can obviously improve injury denaturation of enteritis tissues, and have very good application prospects in the industries of medicines and health-care products.
Description
Technical Field
The application relates to astaxanthin nano-particles based on tea polyphenol mediation and a preparation method thereof, belonging to the technical field of crossing of food science and biomedical application.
Background
With the increasing living standard, the requirements of people on edible foods are greatly increased, the requirements of 'eating satiety' are changed into eating nutrition and health, the foods are more favored by the biological active ingredients except for the main functions of providing nutrition energy for human bodies, and the functional factors in the foods mainly comprise amino acids, polypeptides, proteins, functional lipids, polysaccharides, oligosaccharides, terpenes, polyphenols, carotenoid, flavonoids, probiotics, minerals, vitamins and the like, and the functional factors play an important role in improving the quality of the foods, regulating the physiological functions of organisms, preventing diseases and regulating the health of human bodies. However, many food functional factors have the defects of poor solubility, poor stability, low bioavailability and the like, are easily influenced by factors such as temperature, oxygen, pH value, illumination, humidity, enzyme, metal ions and the like, and can not be widely applied due to bottleneck in processing industrialization.
Plant polyphenol is a rich natural substance, and has wide application in the fields of disease treatment, environmental protection, energy resources, tissue engineering, cosmetics, health care and the like. Green tea polyphenols are representative edible polyphenols with antioxidant and anti-inflammatory activities, mainly comprising (-) -epigallocatechin-3-gallate (EGCG), (-) -epigallocatechin-3-gallate (ECG) and (-) -Epicatechin (EC), EGCG being the most active components in tea polyphenols, having good amphiphilicity, being capable of interacting with hydrophilic and hydrophobic small molecular substances, and crosslinking properties, and being commonly used in the preparation of carrier systems.
In order to overcome the low solubility, stability and bioavailability of the functional factors, a carrier such as nano particles, liposome, microcapsule, vesicle, emulsion and the like is designed, and the utilization rate of the functional factors is improved. In recent years, nanomaterials have received considerable attention for their potential functional platform in cosmetics, nutritional supplements, disease prevention, drug delivery, etc., which provides a powerful means as an encapsulation carrier system for substances. The preparation of an ideal nanoparticle carrier should have good biocompatibility, controlled release, targeting characteristics and synergistic function with functional factors. However, most nano-carriers are not involved in the exertion of the efficacy of the functional factors, and targeted delivery of the functional factors cannot be realized.
Disclosure of Invention
[ technical problem ]
In the prior art, the nano-carrier does not participate in the exertion of the efficacy of the functional factors, and the targeting delivery of the functional factors cannot be realized.
Technical scheme
Aiming at the technical problems, the application provides the astaxanthin nano-particles based on the mediation of tea polyphenol and the preparation method thereof, wherein the astaxanthin nano-particles take natural plant polyphenol as a main raw material, and fat-soluble astaxanthin is embedded by a solvent replacement method, so that the prepared carrying system can promote the bioavailability of functional factors and has good effect of relieving the enteritis.
According to the application, tea polyphenol oligomer derivatives can be generated through the mediated participation of tea polyphenol in a Mannich reaction, wherein intermolecular hydrogen bonds and pi-pi superimposed forces increase intermolecular entanglement and interaction of the derivatives, and finally the oligomers are self-assembled into polyphenol nano-particles; the tea polyphenol nano-particle carrier prepared by applying the Mannich reaction principle is convenient and quick to synthesize, can be prepared in large quantity, is prepared from natural substances in foods, plays a role in playing a role together with the loaded functional factors, and has very good application prospect.
The application aims to provide a preparation method of astaxanthin nano-particles based on tea polyphenol mediation, which comprises the following steps:
s1, dissolving tea polyphenol and food additives containing aldehyde groups in an aqueous solution, and stirring to form a mixed solution;
s2, adding the astaxanthin solution into the mixed solution in the step S1, and then adding the peptide solution to perform magnetic stirring triggering reaction; centrifuging, washing and drying after the reaction is finished to obtain astaxanthin nano-particles; the peptide solution comprises one or more of sea cucumber peptide solution, oyster peptide solution, ginseng peptide solution and fish peptide solution.
In one embodiment, the food additive containing aldehyde groups in step S1 is vanillin or perillaldehyde.
In one embodiment, the mass concentration of tea polyphenols in the mixed solution of step S1 is 100-300ug/mL; the mass concentration of the food additive containing aldehyde group is 50-200 mug/mL.
In one embodiment, the tea polyphenols comprise one or more of (-) -epigallocatechin-3-gallate (EGCG), (-) -epigallocatechin-3-gallate and (-) -epicatechin; EGCG is preferred.
In one embodiment, the stirring in step S1 is at a speed of 800 to 1200rpm.
In one embodiment, the astaxanthin solution of step S2 has a concentration of 1mg/mL; the concentration of the peptide solution is 20-60mg/mL; the volume ratio of the astaxanthin solution to the peptide solution is 1-3: 40.
in one embodiment, the magnetic stirring in step S2 is performed at a rotational speed of 1000 to 1500rpm.
In one embodiment, the centrifugation conditions of step S2 are: centrifuging at 10000-15000 rpm/min for 20-30 min.
In one embodiment, the washing of step S2 is 3 washes with deionized water.
In one embodiment, the drying in step S2 is performed at-80 to-40 ℃ for 24-36 hours.
It is a second object of the present application to provide astaxanthin nanoparticles prepared by the method described above.
A third object of the present application is to provide an application of the astaxanthin nano-particles in preparing a medicine for alleviating colon injury.
A fourth object of the present application is to provide a pharmaceutical or health food comprising the above astaxanthin nanoparticles.
The application has the beneficial effects that:
(1) The preparation method of the carrier system has mild conditions, keeps the activity of the active substances, has simple operation in the preparation process, low energy consumption, environmental protection and controllable and uniform size of the prepared nano particles;
(2) The astaxanthin is coated by adopting a tea polyphenol-mediated carrier system, so that the problems of poor water solubility and poor thermal stability of the astaxanthin are remarkably improved, and the bioavailability of the astaxanthin is improved; and has good biocompatibility and obvious inhibition effect on cell oxidative stress injury caused by hydrogen peroxide.
(3) The astaxanthin nano-particles prepared by the application can effectively regulate pathological level of enteritis mice and obviously improve the condition of tissue degeneration of enteritis.
Drawings
FIG. 1 is an SEM image (100K) of astaxanthin nanoparticles according to example 1 of the present application;
FIG. 2 is a graph showing the cell viability of astaxanthin nanoparticles according to example 1 of the present application;
FIG. 3 shows the results of example 1, comparative example 1 and the comparative group for H according to the present application 2 O 2 Induced cell damage to interfere with the cell fluorescence pattern;
FIG. 4 is a graph showing colon imaging of mice obtained from different treatment groups according to the present application;
FIG. 5 is a graph showing colon length data obtained from different treatment groups according to the present application;
FIG. 6 is a graph showing changes in serum interleukin-1 beta content of mice obtained from different treatment groups according to the present application.
FIG. 7 is a graph showing changes in serum interleukin-6 content of mice obtained from different treatment groups according to the present application;
FIG. 8 is a graph of colon tissue sections of mice obtained from different treatment groups according to the present application.
Detailed Description
The application has been described in detail with respect to preferred embodiments thereof, and the scope of the application is not limited to the specific conditions and details of the following embodiments.
Sea cucumber peptides were supplied by Dalian blue peptide technology research and development Co., ltd, and natural polyphenol-gallate and vanillin were purchased from Ara Ding Shiji Co., ltd.
Example 1
A preparation method of astaxanthin nano-particles based on tea polyphenol mediation comprises the following steps:
s1, dissolving natural polyphenol-gallate EGCG and vanillin in 80mL of deionized water, and magnetically stirring at 1200rpm at room temperature to obtain a mixed solution, wherein the final concentration of EGCG in the mixed solution is 250 mug/mL, and the concentration of vanillin is 40ug/mL;
s2, under the condition of room temperature, dissolving 10mg of astaxanthin in 10mL of ethanol solution, adding the 10mg of astaxanthin into the mixed solution obtained in the step S1 according to the volume ratio of 1:20, adding 1mL of 30mg/mL of sea cucumber peptide, and magnetically stirring at 1200rpm to trigger the astaxanthin to be embedded;
s3, centrifuging the mixed solution after embedding the S2 at 10000rpm/min for 20min, removing supernatant, washing the obtained precipitate with deionized water for 2-3 times, and freeze-drying at-80 ℃ for 24h to obtain astaxanthin nano-particles; the astaxanthin nanoparticles were then resuspended in water to obtain an astaxanthin nanoparticle solution.
Comparative example 1
A preparation method of astaxanthin nano-particles based on tea polyphenol mediation comprises the following steps:
s1, dissolving natural polyphenol-gallate EGCG and vanillin in 80mL of deionized water, and magnetically stirring at 1200rpm at room temperature to obtain a mixed solution, wherein the final concentration of EGCG in the mixed solution is 250 mug/mL, and the concentration of vanillin is 40 mug/mL;
s2, under the condition of room temperature, 1mL of 30mg/mL sea cucumber peptide is added into the mixed solution obtained in the step S1, and the mixed solution is magnetically stirred at 1200rpm for reaction, so as to obtain carrier nano particles;
s3, dissolving 10mg of astaxanthin in 10mL of ethanol solution, adding the solution into the mixed solution after the reaction in the step S2 according to the volume ratio of 1:20, uniformly stirring, centrifuging at 10000rpm/min for 20min, removing the supernatant, washing the obtained precipitate with deionized water for 2-3 times, and freeze-drying at-80 ℃ for 24h to obtain astaxanthin nano-particles; the astaxanthin nanoparticles were then resuspended in water and the astaxanthin nanoparticle solution.
Performance measurement
1. The result of SEM scanning electron microscopy of the astaxanthin nano-particles prepared in the example 1 is shown in the attached figure 1, and the SEM scanning electron microscopy imaging result shows that the astaxanthin nano-particles are approximately spherical in shape, have a particle size of about 200nm and are uniform in shape.
2. Biological safety assay for astaxanthin nanoparticles
Taking the astaxanthin nanoparticle solution obtained in example 1 for cell viability experiments, specifically taking Raw264.7 cells as an example, diluting the astaxanthin nanoparticle solution prepared in example 1 to a series of astaxanthin nanoparticle solutions with a concentration of 5-25 mug/mL, inoculating the Raw264.7 cells into a 96-well plate, and the density is 1 multiplied by 10 5 Individual cells/well, cultured for 24 hours, then further cultured with astaxanthin nanoparticle solution for 24 hours; after the cultivation, 20. Mu.L of MTT (5 mg/mL) was added and the mixture was cultivated for 4 hours. Subsequently, the medium was replaced with 150. Mu.L of DMSO and shaken well for 10 minutes. Finally, absorbance of the 96-well plate at 490nm wavelength was measured using an enzyme-labeled instrument.
As shown in FIG. 2, the cell viability of astaxanthin nanoparticles treated with a series of concentrations of 5-25 μg/mL was improved compared with the blank group, indicating good biocompatibility of astaxanthin nanoparticles.
Raw264.7 cell injury intervention experiment
Raw264.7 cells were seeded in 12-well plates at a density of 1X 10 5 Cells/well and cultured for 24 hours. Then 1mL of the astaxanthin nanoparticle solution obtained in example 1 (wherein the effective content of astaxanthin in both the free astaxanthin and carrier mixed group and the astaxanthin nanoparticle group was 10. Mu.g/mL of astaxanthin) was taken and incubated with the astaxanthin nanoparticle solution prepared in comparative example 1 (free astaxanthin and carrier mixed group) and the carrier group (containing no astaxanthin) for 6 hours; after removal of the medium, the cells were combined with H 2 O 2 (400. Mu. Mol/L) for 30min. Then, the cells were incubated with 10. Mu. Mol/LDCFH-DA (EX=502 nm, EM=530 nm) at 37℃for 30min; finally, the cells were washed three times with PBS.
Detection of image pairs H using a Ti-S fluorescence inverted microscope 2 O 2 The fluorescence image of the induced cell injury intervention cells is shown in FIG. 3, H 2 O 2 The green fluorescence intensity of the induced RAW264.7 cells is obviously enhanced, which indicates that a large amount of ROS are generated in the cells; example 1 shows a strong green fluorescence compared to comparative example 1, the vector group and example 1Degree of attenuation, wherein example 1 significantly reduces H 2 O 2 The resulting intracellular ROS production. The result shows that the astaxanthin nano-particles prepared in the example 1 can remarkably eliminate the generation of active oxygen, keep cells in a normal state and have good intervention effect on oxidative damage.
4. Colon targeting performance assay
Intestinal inflammation experiments were performed using 6-7 week old BALB/c male mice, which were divided into 5 groups, namely, a blank group, a dextran sulfate group, a mixed group of free astaxanthin and carrier (comparative example 1), a carrier group and an astaxanthin nanoparticle group (example 1), and a mouse enteritis model was constructed using dextran sulfate.
The time period of the animal experiment was 21 days, and the first 14 days respectively, the mice of the free astaxanthin and carrier mixed group (comparative example 1), the carrier group and the astaxanthin nano-particle group (example 1) were perfused with 0.2mL of equivalent amounts of the corresponding samples (wherein the effective content of astaxanthin in the free astaxanthin and carrier mixed group and the astaxanthin nano-particle group is 1.5mg/kg of astaxanthin); free drinking water is carried out 14 days before the blank group and the dextran sulfate group;
the mice of each of the groups of dextran sulfate group, the mixed free astaxanthin and carrier group (comparative example 1) and the carrier group (example 1) were supplied with deionized water having a mass fraction of 4% dextran sulfate for free drinking; meanwhile, the free astaxanthin and carrier mixed group, the carrier group and the astaxanthin nano-particle group continue to irrigate the sample.
Mice were slaughtered on day 22, mouse serum was collected, and colon tissue was dissected and collected for each group of 3 parallel colon tissues, and the length distribution of the colon tissue was observed. The results are shown in FIGS. 4 and 5 and Table 1;
as can be seen from FIG. 4, the colon length of the dextran sulfate treated mice was significantly shortened to 5.41.+ -. 0.53cm, and the intestines had a blood sample of pus. The colon of the mice interfered with in example 1 was even and smooth, had no bloody stool, and had a colon length of 8.17.+ -. 0.29cm, similar to the control group (9.57.+ -. 0.21 cm). The colon lengths of mice treated with comparative example 1 and vehicle group were (6.07.+ -. 0.12) and (6.7.+ -. 0.17) cm, respectively. Example 1 significantly increased 51.29% after intervention compared to DSS group, significantly higher than 12.20% and 23.84% of comparative example 1 and vehicle group. These results demonstrate that example 1 significantly reduces colonic shortening and intestinal congestion in IBD model mice; the astaxanthin nano-particles are proved to have a certain protection effect on colon inflammation of mice.
Table 1 colon length of mice from different treatment groups
The results of the detection of interleukin 1 beta and interleukin-6 in the serum of the mice are shown in the accompanying figures 6 and 7, and the results show that the levels of inflammatory factors interleukin 1 beta and interleukin-6 in the serum of the mice treated with the astaxanthin nano-particles prepared in the example 1 are obviously reduced compared with the dextran sulfate group and are obviously lower than that of the free astaxanthin and carrier mixed group (comparative example 1); the astaxanthin nano-particles can obviously inhibit inflammatory factors to improve colonitis.
The results of the stained sections of the colon tissue organ (H & E) of the mice are shown in FIG. 8, the colon tissue structure of the control group is normal, the columnar epithelium is compact, the intestinal crypt is complete, and the mucous membrane and submucosa are clear. In contrast, dextran sulfate group mice had severely damaged colon, irregular epithelium, distorted crypt structure, and infiltration of inflammatory cells into lamina propria. After the astaxanthin prepared in comparative example 1 was mixed with the carrier, the nanoparticles and the carrier were dried, the damage of the crypt structure was reduced, the infiltration of inflammatory cells was weakened, the crypt structure of the astaxanthin nanoparticle group was restored, and the mucosa was smooth. And colon structure recovery was stronger than that of comparative example 1 and vehicle group. This result shows that the astaxanthin nanoparticle group prepared in example 1 has a significant degree of lesion alleviation in the colon.
In conclusion, the results show that the astaxanthin nano-particles constructed by the application can remarkably relieve colon inflammation of mice and improve the absorption and utilization rate of astaxanthin in intestinal tracts of the mice.
Claims (8)
1. A method for preparing astaxanthin nano-particles based on tea polyphenol mediation, which is characterized by comprising the following steps:
s1, dissolving tea polyphenol and food additives containing aldehyde groups in an aqueous solution, and stirring to form a mixed solution; the food additive containing aldehyde groups is vanillin; the tea polyphenol is gallate EGCG;
s2, adding the astaxanthin solution into the mixed solution in the step S1, and then adding the peptide solution to perform magnetic stirring triggering reaction; centrifuging, washing and drying after the reaction is finished to obtain astaxanthin nano-particles; the peptide solution is sea cucumber peptide solution.
2. The method according to claim 1, wherein the mass concentration of tea polyphenols in the mixed solution in step S1 is 100-300 μg/mL; the mass concentration of the food additive containing aldehyde group is 50-200 mug/mL.
3. The method of claim 1, wherein the concentration of astaxanthin solution in step S2 is 1mg/mL; the concentration of the peptide solution is 20-60mg/mL; the volume ratio of the astaxanthin solution to the peptide solution is 1-3:40.
4. The method according to claim 1, wherein the rotational speed of the magnetic stirring in step S2 is 1000 to 1500rpm.
5. The method according to claim 1, wherein the centrifugation conditions of step S2 are: centrifuging at 10000-15000 rpm/min for 20-30 min.
6. Astaxanthin nanoparticles prepared by the method of any one of claims 1-5.
7. Use of astaxanthin nanoparticles according to claim 6 for the preparation of a medicament for alleviating colon lesions.
8. A pharmaceutical product comprising the astaxanthin nanoparticle of claim 6.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202211333584.5A CN115531347B (en) | 2022-10-28 | 2022-10-28 | Astaxanthin nano-particle based on tea polyphenol mediation and preparation method thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202211333584.5A CN115531347B (en) | 2022-10-28 | 2022-10-28 | Astaxanthin nano-particle based on tea polyphenol mediation and preparation method thereof |
Publications (2)
Publication Number | Publication Date |
---|---|
CN115531347A CN115531347A (en) | 2022-12-30 |
CN115531347B true CN115531347B (en) | 2023-09-19 |
Family
ID=84717748
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN202211333584.5A Active CN115531347B (en) | 2022-10-28 | 2022-10-28 | Astaxanthin nano-particle based on tea polyphenol mediation and preparation method thereof |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN115531347B (en) |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN112587503A (en) * | 2020-12-21 | 2021-04-02 | 大连工业大学 | Stimulus-response astaxanthin nanoparticle, preparation method thereof and application of nanoparticle in mitochondrial targeting and colon inflammation relieving direction |
-
2022
- 2022-10-28 CN CN202211333584.5A patent/CN115531347B/en active Active
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN112587503A (en) * | 2020-12-21 | 2021-04-02 | 大连工业大学 | Stimulus-response astaxanthin nanoparticle, preparation method thereof and application of nanoparticle in mitochondrial targeting and colon inflammation relieving direction |
Non-Patent Citations (2)
Title |
---|
Biocompatible, bacteria-targeting resveratrol nanoparticles fabricated by Mannich molecular condensation for accelerating infected wound healing;Liwen Tang等;Journal of Materials Chemistry B;第10卷;第9280-9294页 * |
Synthesis of Phosphinopeptides via the Mannich Ligation;Bonan Li等;ORGANIC LETTERS;第47卷;第1239-1248页 * |
Also Published As
Publication number | Publication date |
---|---|
CN115531347A (en) | 2022-12-30 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
Samadi et al. | Ameliorating quercetin constraints in cancer therapy with pH-responsive agarose-polyvinylpyrrolidone-hydroxyapatite nanocomposite encapsulated in double nanoemulsion | |
Zhang et al. | A smart cauliflower-like carrier for astaxanthin delivery to relieve colon inflammation | |
Hao et al. | Encapsulation of the flavonoid quercetin with chitosan-coated nano-liposomes | |
Li et al. | The simultaneous loading of catechin and quercetin on chitosan-based nanoparticles as effective antioxidant and antibacterial agent | |
KR100473422B1 (en) | A composition for an enteric coating of natural product containing lectin | |
Chen et al. | ROS-scavenging biomaterials for periodontitis | |
CN111165769A (en) | Preparation method of zein-bee pollen extract microcapsule | |
Chen et al. | Chitosan-based selenium composites as potent Se supplements: Synthesis, beneficial health effects, and applications in food and agriculture | |
Manne et al. | Pterocarpus marsupium Roxb. heartwood extract synthesized chitosan nanoparticles and its biomedical applications | |
Zhu et al. | Creating burdock polysaccharide-oleanolic acid-ursolic acid nanoparticles to deliver enhanced anti-inflammatory effects: Fabrication, structural characterization and property evaluation | |
Jiao et al. | Improvement in entrapment efficiency and in vitro digestion stability of lutein by zein nanocarriers with pepsin hydrolysis | |
Chen et al. | Natural extracts for antibacterial applications | |
CN104288093B (en) | Application of the nano drug transdermal preparation in tumour | |
Dong et al. | Encapsulation of vitamin C by a double-layer zein/chitosan structure with improved stability and controlled release | |
Taebpour et al. | Fabrication and characterization of PLGA polymeric nanoparticles containing Berberine and its cytotoxicity on breast cancer cell (MCF-7) | |
Ma et al. | Preparation and characterization of bilayered microencapsulation for co-delivery Lactobacillus casei and polyphenols via Zein-chitosan complex coacervation | |
CN115531347B (en) | Astaxanthin nano-particle based on tea polyphenol mediation and preparation method thereof | |
KR20220143266A (en) | Orally cyclodextrin-curcumin encapsulated chitosan/alginate nanoparticles and use thereof in treating colitis | |
AU2018383334B2 (en) | Anisotropic nanoparticle compositions and methods | |
Zhao et al. | Visual foodborne nanoparticles for oral site-specific delivery of anthocyanins in the treatment of inflammatory bowel disease | |
CN114948880B (en) | Preparation method of caffeic acid phenethyl ester nano stable slow release formulation | |
Albogamy et al. | Preparation and characterization of dextran-zein-curcumin nanoconjugate for enhancement of curcumin bioactivity | |
WO2022179050A1 (en) | Composition for preventing and treating alcoholic liver injury, preparation method therefor and application thereof | |
Alpizar-Reyes et al. | Recent approaches in alginate-based carriers for delivery of therapeutics and biomedicine | |
Mekkawy et al. | Evaluation of Different Surface Coating Agents for Selenium Nanoparticles: Enhanced Anti-Inflammatory Activity and Drug Loading Capacity |
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 | ||
GR01 | Patent grant | ||
GR01 | Patent grant |