CN110200271B - Preparation method of carbon nano material used as health food transfer carrier - Google Patents
Preparation method of carbon nano material used as health food transfer carrier Download PDFInfo
- Publication number
- CN110200271B CN110200271B CN201910456830.8A CN201910456830A CN110200271B CN 110200271 B CN110200271 B CN 110200271B CN 201910456830 A CN201910456830 A CN 201910456830A CN 110200271 B CN110200271 B CN 110200271B
- Authority
- CN
- China
- Prior art keywords
- swcnts
- peg
- modified
- health food
- purified
- 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.)
- Expired - Fee Related
Links
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 title claims abstract description 22
- 229910052799 carbon Inorganic materials 0.000 title claims abstract description 19
- 235000013402 health food Nutrition 0.000 title claims abstract description 15
- 239000002086 nanomaterial Substances 0.000 title claims abstract description 13
- 238000002360 preparation method Methods 0.000 title claims abstract description 8
- 238000012546 transfer Methods 0.000 title claims abstract description 6
- 239000002109 single walled nanotube Substances 0.000 claims abstract description 130
- ACTIUHUUMQJHFO-UPTCCGCDSA-N coenzyme Q10 Chemical compound COC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C1=O ACTIUHUUMQJHFO-UPTCCGCDSA-N 0.000 claims abstract description 50
- ACTIUHUUMQJHFO-UHFFFAOYSA-N Coenzym Q10 Natural products COC1=C(OC)C(=O)C(CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)=C(C)C1=O ACTIUHUUMQJHFO-UHFFFAOYSA-N 0.000 claims abstract description 39
- 235000017471 coenzyme Q10 Nutrition 0.000 claims abstract description 39
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 37
- 238000012986 modification Methods 0.000 claims abstract description 31
- 230000004048 modification Effects 0.000 claims abstract description 31
- 238000000034 method Methods 0.000 claims abstract description 27
- MHMNJMPURVTYEJ-UHFFFAOYSA-N fluorescein-5-isothiocyanate Chemical compound O1C(=O)C2=CC(N=C=S)=CC=C2C21C1=CC=C(O)C=C1OC1=CC(O)=CC=C21 MHMNJMPURVTYEJ-UHFFFAOYSA-N 0.000 claims abstract description 21
- 238000011068 loading method Methods 0.000 claims abstract description 15
- 238000010306 acid treatment Methods 0.000 claims abstract description 10
- 238000001035 drying Methods 0.000 claims abstract description 9
- 239000003607 modifier Substances 0.000 claims abstract description 4
- 230000003213 activating effect Effects 0.000 claims abstract description 3
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 3
- 229920000131 polyvinylidene Polymers 0.000 claims abstract description 3
- 229940079593 drug Drugs 0.000 claims description 12
- 239000003814 drug Substances 0.000 claims description 12
- 239000002245 particle Substances 0.000 claims description 8
- 230000008569 process Effects 0.000 claims description 7
- 238000003756 stirring Methods 0.000 claims description 7
- 238000005538 encapsulation Methods 0.000 claims description 5
- 238000000338 in vitro Methods 0.000 claims description 5
- 229910017604 nitric acid Inorganic materials 0.000 claims description 5
- 238000005406 washing Methods 0.000 claims description 5
- 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 claims description 4
- 238000004128 high performance liquid chromatography Methods 0.000 claims description 4
- CNNRPFQICPFDPO-UHFFFAOYSA-N octacosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCO CNNRPFQICPFDPO-UHFFFAOYSA-N 0.000 claims description 4
- 238000001816 cooling Methods 0.000 claims description 3
- 238000002474 experimental method Methods 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 238000010992 reflux Methods 0.000 claims description 3
- 229960002666 1-octacosanol Drugs 0.000 claims description 2
- 108010024636 Glutathione Proteins 0.000 claims description 2
- 229930003270 Vitamin B Natural products 0.000 claims description 2
- 238000001914 filtration Methods 0.000 claims description 2
- 229960003180 glutathione Drugs 0.000 claims description 2
- 150000004676 glycans Chemical class 0.000 claims description 2
- 150000002772 monosaccharides Chemical class 0.000 claims description 2
- 229920001542 oligosaccharide Polymers 0.000 claims description 2
- 150000002482 oligosaccharides Chemical class 0.000 claims description 2
- 229920001282 polysaccharide Polymers 0.000 claims description 2
- 239000005017 polysaccharide Substances 0.000 claims description 2
- 235000013343 vitamin Nutrition 0.000 claims description 2
- 239000011782 vitamin Substances 0.000 claims description 2
- 229930003231 vitamin Natural products 0.000 claims description 2
- 229940088594 vitamin Drugs 0.000 claims description 2
- 235000019156 vitamin B Nutrition 0.000 claims description 2
- 239000011720 vitamin B Substances 0.000 claims description 2
- 150000003722 vitamin derivatives Chemical class 0.000 claims description 2
- 238000001291 vacuum drying Methods 0.000 claims 1
- 239000002253 acid Substances 0.000 abstract description 11
- 239000002041 carbon nanotube Substances 0.000 abstract description 7
- 230000000694 effects Effects 0.000 abstract description 6
- 235000012041 food component Nutrition 0.000 abstract description 2
- 239000005417 food ingredient Substances 0.000 abstract description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 47
- 239000002202 Polyethylene glycol Substances 0.000 description 19
- 239000000243 solution Substances 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 239000000523 sample Substances 0.000 description 11
- 239000012496 blank sample Substances 0.000 description 9
- 239000002609 medium Substances 0.000 description 9
- 230000007547 defect Effects 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000008367 deionised water Substances 0.000 description 7
- 229910021641 deionized water Inorganic materials 0.000 description 7
- 238000010521 absorption reaction Methods 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 5
- 229910001868 water Inorganic materials 0.000 description 5
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- 238000010586 diagram Methods 0.000 description 4
- 235000013305 food Nutrition 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 239000008055 phosphate buffer solution Substances 0.000 description 4
- 238000001228 spectrum Methods 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 230000004580 weight loss Effects 0.000 description 4
- XOJVVFBFDXDTEG-UHFFFAOYSA-N Norphytane Natural products CC(C)CCCC(C)CCCC(C)CCCC(C)C XOJVVFBFDXDTEG-UHFFFAOYSA-N 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 230000009286 beneficial effect Effects 0.000 description 3
- 238000000502 dialysis Methods 0.000 description 3
- 238000002347 injection Methods 0.000 description 3
- 239000007924 injection Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 238000000967 suction filtration Methods 0.000 description 3
- 238000009210 therapy by ultrasound Methods 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 2
- 238000001237 Raman spectrum Methods 0.000 description 2
- 238000002441 X-ray diffraction Methods 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 229910021393 carbon nanotube Inorganic materials 0.000 description 2
- 238000012512 characterization method Methods 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 238000000113 differential scanning calorimetry Methods 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 230000002526 effect on cardiovascular system Effects 0.000 description 2
- 230000003631 expected effect Effects 0.000 description 2
- 210000001035 gastrointestinal tract Anatomy 0.000 description 2
- 230000036541 health Effects 0.000 description 2
- 229910003471 inorganic composite material Inorganic materials 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000002048 multi walled nanotube Substances 0.000 description 2
- 230000010355 oscillation Effects 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 238000005070 sampling Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000006228 supernatant Substances 0.000 description 2
- 208000024172 Cardiovascular disease Diseases 0.000 description 1
- 229920000858 Cyclodextrin Polymers 0.000 description 1
- 229940123457 Free radical scavenger Drugs 0.000 description 1
- NQTADLQHYWFPDB-UHFFFAOYSA-N N-Hydroxysuccinimide Chemical compound ON1C(=O)CCC1=O NQTADLQHYWFPDB-UHFFFAOYSA-N 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 238000001069 Raman spectroscopy Methods 0.000 description 1
- 238000005411 Van der Waals force Methods 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 229910003481 amorphous carbon Inorganic materials 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000000975 bioactive effect Effects 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 125000002837 carbocyclic group Chemical group 0.000 description 1
- 150000001718 carbodiimides Chemical class 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 208000026106 cerebrovascular disease Diseases 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 230000001079 digestive effect Effects 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000002612 dispersion medium Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- GGQOPZKTDHXXON-UHFFFAOYSA-N hexane;methanol Chemical compound OC.CCCCCC GGQOPZKTDHXXON-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000036737 immune function Effects 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 239000002502 liposome Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 238000010525 oxidative degradation reaction Methods 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000004202 respiratory function Effects 0.000 description 1
- 238000001878 scanning electron micrograph Methods 0.000 description 1
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 239000007962 solid dispersion Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 230000001502 supplementing effect Effects 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 230000008685 targeting Effects 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 238000004627 transmission electron microscopy Methods 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Images
Classifications
-
- 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
- A23L29/015—Inorganic compounds
-
- 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
-
- 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
- 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
- A23L33/125—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives containing carbohydrate syrups; containing sugars; containing sugar alcohols; containing starch hydrolysates
-
- 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
- A23L33/15—Vitamins
-
- 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
- A23L33/17—Amino acids, peptides or proteins
- A23L33/18—Peptides; Protein hydrolysates
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Nutrition Science (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Mycology (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Inorganic Chemistry (AREA)
- Carbon And Carbon Compounds (AREA)
Abstract
The invention discloses a preparation method of a carbon nano material used as a health food transfer carrier, which relates to the technical field of food ingredient nanotechnology, and is characterized in that a single acid treatment method is used for truncating and purifying an original single-walled carbon nano tube to obtain purified SWCNTs; activating carboxyl on the purified SWCNTs, namely adding a long-circulating modifier polyvinylidene, and performing PEG modification to obtain PEGE-modified SWCNTs; and then performing FITC modification on the obtained PEG-modified SWCNTs by adopting a fluorescent agent fluorescein isothiocyanate, and finally dialyzing and drying to obtain the PEG-modified SWCNTs. The reproducibility is good, the cost is low, and the product quality is good; the sample fracture caused by the over-strong oxidability of the mixed acid is avoided; the purified and activated SWCNTs are rich in COOH on the surface, the loading rate of CoQ10 is high, and further functional modification can be carried out; CNTs are modified by PEG, so that the CNTs have a slow release effect.
Description
Technical Field
The invention relates to the technical field of food ingredient nanometer, in particular to a preparation method of a carbon nanometer material used as a health food transfer carrier.
Background
Carbon nanomaterials exist in a variety of forms, among which single-walled carbon nanotubes (SWCNTs) are one-dimensional quantum materials consisting of carbon atoms with a seamless hollow tubular structure, curled with a layer of prismatic carbocyclic ring structure, and also contain ring structures, usually five-membered and seven-membered rings. The end of the single-walled carbon nanotube is of a semi-ring carbon network structure, and the diameter size is 0.6-2.4 nm. The multi-walled carbon nanotubes (MWCNTs) can be formed by two or more than two different concentric curled carbon rings, and the diameter is generally 2.5-10 nm. The bonding of the single-walled carbon nanotube is mainly SP2Mainly hybridized, has larger specific surface area, and a large number of aromatic structures on the surface, so that the organic/inorganic composite material can be combined with various inorganic/organic molecules in a covalent or non-covalent manner, and the special structures enable the organic/inorganic composite material to have wide application prospects in the field of food.
Because of their poor water solubility and toxicity, single-walled carbon nanotubes have limited applications in the food and biomedical fields. The adsorption performance, physiological solubility, biocompatibility and the like of the single-walled carbon nanotube after the functional modification are improved. The modification of the single-walled carbon nanotube mainly comprises two types of covalent modification and non-covalent modification, wherein the non-covalent modification is mainly used for improving the dispersion performance of the single-walled carbon nanotube by intermolecular pi-pi bond accumulation, van der waals force and the like so as to prevent the aggregation of the single-walled carbon nanotube; covalent modification is mainly to modify the surface of the single-walled carbon nanotube by sharing electrons to generate oxygen-containing groups, which is beneficial to the loading of bioactive molecules or drugs.
Coenzyme Q10 (CoQ 10) is a lipid-soluble steroid that prevents the decrease of ATP anabolism and activates respiratory function of cells. When CoQ10 is deficient in vivo, health conditions can decline, especially in patients with cardiovascular and cerebrovascular diseases, diseases associated with immune function, and cancer. Therefore, CoQ10 can be used as a potential functional health food, and specific people supplement and take exogenous CoQ10, which has important significance for maintaining cardiovascular and cerebrovascular health and preventing aging.
The absorption rate of CoQ10 in the intestinal tract is very slow, because CoQ10 has a large molecular weight and is not readily soluble in water, and therefore has a low bioavailability when taken directly orally. Meanwhile, CoQ10 is easily oxidized by air when exposed to air and easily decomposed by light, so that the stability of the product in conventional preparations such as capsules, tablets and injections is poor, and the product is difficult to store for a long time, thereby affecting the quality and the using effect of the product.
At present, how to effectively improve stability and bioavailability of CoQ10 became a research focus, and new formulations of CoQ10 including solid dispersions, cyclodextrin inclusion compounds, emulsions, microcapsules, liposomes, and the like have been developed. However, these preparations still have the disadvantages of poor stability, poor absorption effect, etc. to some extent. The CNTs as a novel carrier of food nutrient components have obvious advantages in the aspects of improving bioavailability and targeting, protecting and slowly releasing embedded objects in the digestive process of gastrointestinal tracts and the like. The SWCNTs loaded CoQ10 can effectively enhance the stability of CoQ10, prevent the CoQ10 from oxidative degradation and promote absorption. Meanwhile, the performance of the carrier can be further improved by taking the high molecular material polyethylene glycol (PEG) as a modifier.
Disclosure of Invention
Aiming at the defects and shortcomings of the prior art, the invention provides a preparation method of a carbon nano material serving as a health-care food transfer carrier, which is reasonable in design, and has the advantages of good reproducibility, low cost and good product quality; the sample fracture caused by the over-strong oxidability of the mixed acid is avoided; the purified and activated SWCNTs are rich in COOH on the surface, the loading rate of CoQ10 is high, and further functional modification can be carried out; CNTs are modified by PEG, so that the CNTs have a slow release effect.
In order to achieve the purpose, the invention adopts the following technical scheme: the method comprises the following steps:
1. truncating and purifying original single-walled carbon nanotubes (SWCNTs) by using a single acid treatment method to obtain purified SWCNTs;
2. activating carboxyl on the purified SWCNTs, namely adding long-circulating modifier Polyvinylidene (PEG) for PEG modification to obtain SWCNTs modified by PEGE; and then performing FITC (fluorescein isothiocyanate) modification on the obtained PEG-modified SWCNTs by using a fluorescent agent FITC, and finally dialyzing and drying to obtain the FITC-modified SWCNTs.
Further, loading CoQ10 on the SWCNTs modified by FITC, the SWCNTs modified by PEGE and the SWCNTs modified by FITC by a mixing and stirring method; establishing an HPLC method for measuring CoQ10, measuring the content of CoQ10 in an in-vitro release experiment, and calculating the drug loading rate and the encapsulation rate of the carbon nano material loaded with CoQ 10.
Further, in the step 1, the particle size of the purified SWCNTs is between 120-600 nm.
Further, in the step 1, SWCNTs are purified by the following steps: adding single acid solution into the original SWCNTs, condensing and refluxing at high temperature, filtering after cooling, repeatedly washing and drying in vacuum.
Further, the health food is polysaccharide or monosaccharide, vitamin, glutathione, octacosanol and the like.
Further, the health food is selected from any one of a free radical scavenger, vitamin B and oligosaccharide.
Further, the volume-to-mass ratio of the acid solution of the single acid treatment method in the step 1 to the original SWCNT is 1:1 (ml: mg).
Further, in the step 2, in the process of performing PEG modification, the mass ratio of the purified SWCNTs (namely SWCNTs-COOH) to the PEG is 1:1-1:2, and in the process of performing FITC, the mass ratio of the SWCNTs (namely SWCNTs-PEG) to the FITC is 50:1-10: 1.
Further, the mass ratio of the carbon nano material to the health food is 1:2-2: 1.
After the method is adopted, the invention has the beneficial effects that:
1. the original SWCNTs are purified by acid treatment, and the method has good reproducibility, low cost and good product quality;
2. using a single acid (concentrated HNO)3) The treatment avoids mixed acid (such as concentrated sulfuric acid and concentrated nitric acid, or concentrated sulfuric acid and H)2O2) Sample fracture due to too strong oxidation;
3. the purified and activated SWCNTs are rich in COOH on the surface, the loading rate of CoQ10 is high, and further functional modification can be carried out;
4. and modifying the acidified SWCNTs by using PEG (polyethylene glycol) so as to ensure that the SWCNTs have a slow release effect.
Description of the drawings:
FIG. 1 is a diagram of the original SWCNTs (blank sample), SWCNTs-COOH, SWCNTs-PEG, and,
Transmission electron microscopy of SWCNTs-PEG-FITC.
FIG. 2 is a scanning electron micrograph of pristine SWCNTs (blank sample), SWCNTs-COOH, SWCNTs-PEG.
FIG. 3 shows the IR absorption spectra of pristine SWCNTs (blank sample), SWCNTs-COOH, SWCNTs-PEG, and SWCNTs-PEG-FITC.
FIG. 4 is a diagram of the original SWCNTs (blank sample), SWCNTs-COOH, SWCNTs-PEG, and,
XRD profile of SWCNTs-PEG-FITC.
FIG. 5 is a diagram of the original SWCNTs (blank sample), SWCNTs-COOH, SWCNTs-PEG, and,
Raman spectrum of SWCNTs-PEG-FITC.
FIG. 6 is a representation of the original SWCNTs (blank sample), SWCNTs-PEG-FITC
DSC graph of (a).
FIG. 7 is a graph of the in vitro release of SWCNTs-COOH loaded with CoQ10, and SWCNTs-PEG loaded with CoQ 10.
FIG. 8 is a diagram of the original SWCNTs (blank sample), SWCNTs-COOH, SWCNTs-PEG, and,
The particle size and Zeta potential of SWCNTs-PEG-FITC are shown in the table.
FIG. 9 is a table showing the results of drug loading and encapsulation efficiency measurements of SWCNTs-COOH loaded with CoQ10 and SWCNTs-PEG loaded with CoQ 10.
The specific implementation mode is as follows:
the technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the drawings in the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
The specific implementation mode adopts the following technical scheme:
1. purification (single acid treatment): accurately weighing 100mg of original SWCNTs in a flask, and measuring 100mL of concentrated HNO3Adding the SWCNTs into a round-bottom flask along the bottle mouth of the round-bottom flask, and simultaneously flushing the SWCNTs attached to the wall; performing ultrasonic treatment in an ultrasonic cleaner for 3 hours to uniformly disperse the SWCNTs; adding magneton, and placing in
Stirring in an oil bath pan, adjusting the temperature to 80 ℃, and installing a condensing tube for condensing and refluxing for 24 hours; after the reaction is finished, the reaction solution is added,
diluting with deionized water, taking out magnetons, and cooling and standing the round-bottom flask; performing suction filtration, dispersing the obtained black solid in deionized water, centrifuging at 10000rpm for 10min, removing the upper liquid, and repeating the step until the carbon nano tube is washed to be neutral; placing the sample in a drying oven at 50 ℃ and drying to constant weight to obtain purified SWCNTs, and marking the purified SWCNTs as SWCNTs-COOH for later use;
2. PEG modification: 200mg of SWCNTs-COOH, 250mg of N-hydroxysuccinimide (NHS) and 200mg of carbodiimide (EDC. HCl) were precisely weighed, 100mL of deionized water was added, and the mixture was rinsed
Washing off the material attached to the bottle wall, and controlling the solution concentration at the pH of 5-7; ultrasonic treating for 30min, adding 250mg
NH of (2)2-PEG2000-NH2Mixing uniformly; adding magnetons, and violently stirring in an oil bath kettle at 45 ℃ for 24 hours; taking out the magnetons after the reaction is finished, carrying out suction filtration, dispersing the obtained black solid in a small amount of deionized water, and dialyzing for 48 hours; drying the dialyzed sample to constant weight to obtain SWCNTs modified by PEG, and marking as SWCNTs-PEG;
3. FITC modification: 100mg of SWCNTs-PEG is precisely weighed, and a proper amount of NaHCO with pH of 9.6 is added3-Na2CO3Buffering the solution and washing away the material attached to the bottle wall; performing ultrasonic treatment for 30min, adding magneton, and stirring in oil bath at normal temperature in dark place; 3mg of FITC, dissolved in 3g of dimethyl sulfoxide (DMSO); dropwise adding the solution into CNTs-PEG dispersion liquid, and stirring for 24 hours at normal temperature; taking out the magnetons after the reaction is finished, and performing suction filtration; collecting a sample, adding a small amount of deionized water, and dialyzing for 48 hours; and drying the dialyzed sample to constant weight to obtain SWCNTs modified by FITC, and marking as SWCNTs-PEG-FITC.
4. Determination of CoQ10 by HPLC method:
4.1, chromatographic conditions:
a chromatographic column: c18 column (4.6 mm. times.200 mm, 5 μm), mobile phase: methanol-n-hexane (4: 1), column temperature: 25 ℃, flow rate: 1.0mL/min, detection wavelength: 275nm, sample size: 10 mu L of the solution;
4.2, establishing a method for measuring CoQ10, and preparing for measuring the content of CoQ10 and calculating the encapsulation efficiency and drug loading rate in an in-vitro release experiment.
4.3, load CoQ 10: 100mg of CoQ10 was dissolved in absolute ethanol, and 100mg of CoQ10 was added
SWCNTs-PEG-FITC is dispersed in the solution; then adding a proper amount of Phosphate Buffer Solution (PBS) with pH7.4 dropwise, and carrying out ultrasonic treatment for 30 min; adding magnetons, and vigorously stirring in an oil bath kettle at 37 ℃ for 24 hours to enable CoQ10 to be adsorbed on SWCNTs-PEG-FITC; centrifuging, collecting precipitate, washing with PBS solution for several times, drying to constant weight,
obtaining CNTs-PEG-FITC/CoQ 10; loading CoQ10 to original SWCNTs and SWCNTs-COOH in the same way
And SWCNTs-PEG to obtain three samples, namely SWCNTs/CoQ10, SWCNTs-COOH/CoQ 10 and SWCNTs-PEG/CoQ 10;
5. the particle size, PDI and Zeta potential of each carrier are measured, and transmission electron microscope and scanning electron microscope observation are carried out, namely, the original SWCNTs (blank sample), SWCNTs-COOH, SWCNTs-PEG and SWCNTs-PEG-FITC take deionized water as a dispersion medium, and the particle size, PDI and Zeta potential are measured by a Malvern nanometer particle size analyzer. The measurement observations are as follows:
referring to fig. 8, the original SWCNTs have a large particle size, and after purification, the particle size becomes small, and the Zeta potential of the purified SWCNTs (i.e., SWCNTs-COOH) reaches-41.3 mV, which has good stability; the Zeta potentials of SWCNTs-PEG and SWCNTs-PEG-FITC are respectively about-25.1 mV and-27.5 mV, untreated SWCNTs (i.e. original SWCNTs) are only-2.14 mV, the stability is extremely poor, the raw SWCNTs are easy to rapidly agglomerate, meanwhile, the dispersibility of the original SWCNTs is poor, and the purified and modified SWCNTs (i.e. SWCNTs-COOH, SWCNTs-PEG and SWCNTs-PEG-FITC) have better dispersibility.
Referring to FIG. 1, where A is pristine SWCNTs, B is SWCNTs-COOH, C is SWCNTs-PEG, and D is SWCNTs-PEG-FITC; the original SWCNTs are long, poor in dispersity and easy to aggregate; the SWCNTs-COOH is shorter, the surface is smoother, the dispersibility is better than that of the original SWCNTs, and the residual amorphous carbon and metal catalyst on the surface are basically removed; as for SWCNTs-PEG and SWCNTs-PEG-FITC, it is obvious that a chain-like substance is coated on the surface.
Referring to FIG. 2, where A is raw SWCNTs, B is SWCNTs-COOH, C is SWCNTs-PEG, raw SWCNTs are elongated filaments intertwined to form a network, the acid treated SWCNTs-COOH is shorter than before treatment, and due to the concentrated HNO3The strong oxidizing property of the SWCNTs enables the surface appearance of the SWCNTs to be changed; the surface of SWCNTs-PEG has attachments.
6. The carriers are characterized by infrared spectrum analysis, X-ray diffraction (XRD), Raman spectrum, Differential Scanning Calorimetry (DSC) and the like, and the characterization results are as follows:
referring to FIG. 3, the scanning wave number range is 500-4000 cm-1, the X-axis represents the transmittance (%) and the Y-axis represents the wave number in cm-1. The original SWCNTs (spectrum of Blank sample in the figure) have no more obvious characteristic peak, while the purified SWCNTs (SWC in the figure)The spectrum of NTs-COOH), the spectrum of PEG-modified SWCNTs (SWCNTs-PEG in the figure), and the spectrum of FITC-modified SWCNTs (SWCNTs-PEG-FITC in the figure) were all 3430cm-1、1630cm-1Has an absorption peak at 3430cm-1Shows the stretching vibration peak of the O-H bond, and 1630cm-1The peak of stretching vibration of C = O bond in the carboxyl group is shown. After acid treatment, at 2930cm-1、2140cm-1、1170cm-1Characteristic peaks appear, which correspond to the stretching vibration and deformation vibration absorption peaks of C-H, C ≡ C and C-C bonds respectively, which shows that after acid treatment, the SWCNTs have increased carbon hybridized with sp3 on the surface and increased defects. In the figure, PEG modified SWCNTs and FITC modified SWCNTs have absorption peaks at the corresponding positions of O-H, C = O, but the peak intensity is much weaker than that of SWCNTs-COOH, and the fact that the modified SWCNTs also have oxygen-containing groups such as carboxyl, hydroxyl and carbonyl on the surfaces is shown that the modification process is covalent modification, so that the oxygen-containing groups are reduced.
Referring to FIG. 4, the characteristic peaks of the original SWCNTs are at 26 ℃ and 44 ℃, and the SWCNTs-COOH and SWCNTs-PEG-FITC have the same diffraction peaks at the two positions, which indicates that the structure of the SWCNTs is not seriously damaged in the reaction and is relatively intact. The characteristic peaks of the purified SWCNTs, the PEG-modified SWCNTs and the FITC-modified SWCNTs are more obvious than those of the original SWCNTs.
Referring to FIG. 5, the original SWCNTs were at 1330cm-1And 1587cm-1There are two characteristic peaks. 1330cm-1The characteristic peak represents a Raman D band caused by defects and disordered structures of SWCNTs; and 1587cm-1Here, the cleavage G band appears after the formation of SWCNTs, and is a reaction of order degree. The ratio of the intensity of the D band to the intensity of the G band is ID/IG, and can be used for comparing the defect degree on the carbon nano tube, and the higher the value of ID/IG is, the more defects are on SWCNTs. The ID/IG ratio of the original SWCNTs was 0.214, indicating that the structure was relatively intact and the sample was purer, but the ratio was lower and the defects were too few. Acid treated SWCNTs ID/IG
The ratio increased to 0.361, indicating that SWCNTs had more defects with acid oxidation, and that
Indicating that the purified SWCNTs are much more surface functionalized than the original SWCNTs. The ID/IG ratio of the SWCNTs modified by PEG is 0.161, which shows that carbon atoms on the SWCNTs also have certain reaction in the modification process, and the D peak intensity of the modified SWCNTs is obviously weakened because the modified SWCNTs are in a loose structure, so that the D peak intensity is weakened. The ID/IG ratio of SWCNTs modified by FITC is 0.227, which shows that the defect degree of SWCNTs-PEG is improved after FITC modification.
Referring to fig. 6, the original SWCNTs did not have a significant peak weight loss; the PEG modified SWCNTs have two weight loss peaks at 106.1 ℃ and 296.3 ℃, and the FITC modified SWCNTs have two weight loss peaks at 137.5 ℃ and 345.1 ℃. The first peak is the weight loss peak of water or solvent absorbed by SWCNTs, and the second peak is related to the PEG skeleton fracture of SWCNTs surface modification and the carboxyl decomposition of surface unreacted.
The comprehensive characterization results show that compared with the original SWCNTs, the physical and chemical properties of the SWCNTs are obviously changed after acid treatment and functional modification, and the purification and surface modification of the SWCNTs are proved
The expected effect is achieved.
7. And (3) determining the drug loading and the encapsulation efficiency:
centrifuging SWCNTs-COOH/CoQ 10 and SWCNTs-PEG/CoQ10, measuring the volume of the supernatant, carrying out sample injection measurement, substituting the peak area into a standard curve to obtain the content of CoQ10 in the supernatant, and substituting the content into a formula to calculate:
drug loading = drug amount (entrapped) per carrier amount
Entrapment rate = amount of drug (package load)/total amount of drug;
the determination result is shown in figure 9, and the result shows that both SWCNTs-COOH and SWCNTs-PEG can effectively load CoQ10, and the drug-loading performance of the SWCNTs (namely SWCNTs-PEG) modified by PEG is obviously improved.
8. Determination of in vitro release:
taking 100mL of release medium, placing the release medium in a conical flask, respectively taking 20mg of CoQ 10-loaded SWCNTs-COOH and SWCNTs-PEG to be respectively dispersed in 10 mL of release medium, adding the release medium into a dialysis bag, sealing two ends of the dialysis bag, placing the dialysis bag in the release medium, placing the conical flask in an oscillator, starting oscillation at 37 ℃, wherein the oscillation rate is 160 r/min. Sampling for 1, 2, 4, 6, 8, 10, 12, 24, 36, 48, 72, 96 and 120 hours respectively, sampling 2mL each time, carrying out sample injection and determination, and supplementing an equivalent medium in time;
selection of release medium: since CoQ10 is insoluble in water and thus cannot be directly used as a release medium by PBS solution or deionized water, the method selects to dissolve CoQ10 by absolute ethyl alcohol and selects absolute ethyl alcohol-PBS
(volume ratio 4: 1) mixed solution as release medium. HPLC method is used to determine the drug content in the release solution at different time points. After 120h, multiple measurements show that the concentration of the obtained CoQ10 tends to be stable, and the concentration of CoQ10 at the moment can be considered as the concentration of SWCNTs after being completely released. The percent release was calculated according to the formula: qn=CnVo+∑CiVi(i = 0-n-1); percent released (%) = Q/W100%; the time is plotted on the abscissa and the drug release rate is plotted on the ordinate.
Referring to FIG. 7, the result shows that the release rate of SWCNTs-COOH is fast within 24h, the release rate has reached 81.01% within 24h, and the release rate becomes remarkably slow and gradually stabilizes after 36 h; while the release rate of SWCNTs-PEG is relatively slow in 48h, and the release rate gradually becomes stable after 72 h. Therefore, the functional modification of PEG can realize the slow release of the SWCNTs to the CoQ10, and the expected effect is achieved.
After the method is adopted, the beneficial effects of the specific embodiment are as follows:
1. the original SWCNTs are purified by acid treatment, and the method has good reproducibility, low cost and good product quality;
2. the single acid (concentrated HNO 3) is used for treatment, so that the sample fracture caused by over strong oxidizability of mixed acid (such as concentrated sulfuric acid plus concentrated nitric acid or concentrated sulfuric acid plus H2O 2) is avoided;
3. the purified and activated SWCNTs are rich in COOH on the surface, the loading rate of CoQ10 is high, and further functional modification can be carried out;
4. and modifying the acidified SWCNTs by using PEG (polyethylene glycol) so as to ensure that the SWCNTs have a slow release effect.
Although the present invention has been described in detail with reference to the foregoing embodiments, it will be apparent to those skilled in the art that various changes in the embodiments and/or modifications of the invention can be made, and equivalents and modifications of some features of the invention can be made without departing from the spirit and scope of the invention.
Claims (4)
1. A preparation method of carbon nano-materials used as a health food transfer carrier is characterized in that: the health food is polysaccharide or monosaccharide, vitamin, glutathione and octacosanol, and comprises the following steps:
(1) adding concentrated HNO to raw SWCNTs using a single acid treatment process3Condensing and refluxing at high temperature, cooling, filtering, repeatedly washing and vacuum drying, and truncating and purifying the original single-walled carbon nanotube to obtain purified SWCNTs, wherein the particle size of the purified SWCNTs is between 120-600 nm; concentrated HNO3The volume mass ratio of the SWCNT to the original SWCNT is 1: 1;
(2) activating carboxyl on the purified SWCNTs, namely adding long-cycle modifier polyvinylidene, and performing PEG modification to obtain the SWCNTs modified by PEGE; then, performing FITC modification on the obtained PEG-modified SWCNTs by adopting a fluorescent agent fluorescein isothiocyanate, and finally dialyzing and drying to obtain the PEG-modified SWCNTs; in the PEG modification process, the mass ratio of the purified SWCNTs to the PEG is 1:1-1:2, and in the FITC modification process, the mass ratio of the SWCNTs to the FITC is 50:1-10: 1.
2. The method for preparing a carbon nanomaterial as a health food delivery vehicle according to claim 1, wherein: loading CoQ10 on the original SWCNTs, the purified SWCNTs, the PEGE modified SWCNTs and the FITC modified SWCNTs respectively by a mixing and stirring method; establishing an HPLC method for measuring CoQ10, measuring the content of CoQ10 in an in-vitro release experiment, and calculating the drug loading rate and the encapsulation rate of the carbon nano material loaded with CoQ 10.
3. The method for preparing a carbon nanomaterial as a health food delivery vehicle according to claim 1, wherein: the health food is selected from vitamin B and oligosaccharide.
4. The method for preparing a carbon nanomaterial as a health food delivery vehicle according to claim 1, wherein: the mass ratio of the carbon nano material to the health food is 1:2-2: 1.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201910456830.8A CN110200271B (en) | 2019-05-29 | 2019-05-29 | Preparation method of carbon nano material used as health food transfer carrier |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201910456830.8A CN110200271B (en) | 2019-05-29 | 2019-05-29 | Preparation method of carbon nano material used as health food transfer carrier |
Publications (2)
Publication Number | Publication Date |
---|---|
CN110200271A CN110200271A (en) | 2019-09-06 |
CN110200271B true CN110200271B (en) | 2022-06-17 |
Family
ID=67789466
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201910456830.8A Expired - Fee Related CN110200271B (en) | 2019-05-29 | 2019-05-29 | Preparation method of carbon nano material used as health food transfer carrier |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN110200271B (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN115715824A (en) * | 2022-10-12 | 2023-02-28 | 杭州洛兮生物科技有限公司 | Bone scaffold material based on modified single-walled carbon nanotubes and preparation method thereof |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN106552268A (en) * | 2015-09-25 | 2017-04-05 | 中国人民解放军军事医学科学院毒物药物研究所 | Targeting CNT delivery system, Preparation Method And The Use |
CN109077991A (en) * | 2018-08-17 | 2018-12-25 | 河南工业大学 | A kind of preparation method of functional carbon nanotubes drug carrier system |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9664677B2 (en) * | 2010-04-19 | 2017-05-30 | Massachusetts Institute Of Technology | Polymer-nanostructure composition for selective molecular recognition |
-
2019
- 2019-05-29 CN CN201910456830.8A patent/CN110200271B/en not_active Expired - Fee Related
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN106552268A (en) * | 2015-09-25 | 2017-04-05 | 中国人民解放军军事医学科学院毒物药物研究所 | Targeting CNT delivery system, Preparation Method And The Use |
CN109077991A (en) * | 2018-08-17 | 2018-12-25 | 河南工业大学 | A kind of preparation method of functional carbon nanotubes drug carrier system |
Non-Patent Citations (5)
Title |
---|
In vivo drug delivery of gemcitabine with PEGylated single-walled carbon nanotubes;Ali Razzazan,et al.;《Materials Science and Engineering C》;20160129;第62卷;614–625 * |
Reversible Accumulation of PEGylated Single-Walled Carbon Nanotubes in the Mammalian Nucleus;Jinping Cheng,et al.;《ACS Nano》;20080930;第2卷(第10期);2085–2094 * |
The application of carbon nanotubes in target drug delivery systems for cancer therapies;Wuxu Zhang,et al.;《Nanoscale Research Letters》;20111231;第6卷;555(1-22) * |
碳纳米管靶向抗肿瘤药物载体的制备及初步分析;何维等;《华西药学杂志》;20101231;第25卷(第06期);664-668 * |
紫杉醇肿瘤靶向给药系统对MCF-7细胞的抑制作用观察;张艳艳等;《郑州大学学报(医学版)》;20130920;第48卷(第05期);595-598 * |
Also Published As
Publication number | Publication date |
---|---|
CN110200271A (en) | 2019-09-06 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
Mehra et al. | Interactions between carbon nanotubes and bioactives: a drug delivery perspective | |
Sajid et al. | Carbon nanotubes from synthesis to in vivo biomedical applications | |
Lay et al. | Delivery of paclitaxel by physically loading onto poly (ethylene glycol)(PEG)-graftcarbon nanotubes for potent cancer therapeutics | |
Incani et al. | Nanocomposites of nanocrystalline cellulose for enzyme immobilization | |
Liu et al. | A facile one-pot synthesis of starch functionalized graphene as nano-carrier for pH sensitive and starch-mediated drug delivery | |
Fraczek-Szczypta et al. | Effect of MWCNT surface and chemical modification on in vitro cellular response | |
Adeli et al. | Anticancer drug delivery systems based on noncovalent interactions between carbon nanotubes and linear–dendritic copolymers | |
Mehra et al. | Challenges in the use of carbon nanotubes for biomedical applications | |
Adeli et al. | Carbon nanotubes-graft-polyglycerol: biocompatible hybrid materials for nanomedicine | |
Mianehrow et al. | Introducing a highly dispersed reduced graphene oxide nano-biohybrid employing chitosan/hydroxyethyl cellulose for controlled drug delivery | |
Chen et al. | Facile and green reduction of covalently PEGylated nanographene oxide via a ‘water-only’route for high-efficiency photothermal therapy | |
González-Domínguez et al. | Intrinsic and selective activity of functionalized carbon nanotube/nanocellulose platforms against colon cancer cells | |
CN101590242A (en) | The preparation method of chitosan or sodium alginate-modified carbon nanotube-targeted slow release carrier | |
Ijaz et al. | Review on carbon nanotubes (CNTs) and their chemical and physical characteristics, with particular emphasis on potential applications in biomedicine | |
CN104826128B (en) | The graphene oxide carrier of polyose modification of organism lesions position triggering drug release and its preparation of pharmaceutical compositions and application | |
Sui et al. | Incorporation of cisplatin into PEG-wrapped ultrapurified large-inner-diameter MWCNTs for enhanced loading efficiency and release profile | |
CN110200271B (en) | Preparation method of carbon nano material used as health food transfer carrier | |
CN110772648B (en) | Preparation method of RGD modified dendrimer coated CuS nanoparticles | |
Kazemi-Beydokhti et al. | Investigation of different methods for cisplatin loading using single-walled carbon nanotube | |
Tavakolifard et al. | Modification of carbon nanotubes as an effective solution for cancer therapy | |
Wani et al. | Green synthesis, spectroscopic characterization and biomedical applications of carbon nanotubes | |
Zheng et al. | Noncovalent functionalization of single-walled carbon nanotubes by indocyanine green: Potential nanocomplexes for photothermal therapy | |
Neupane et al. | A pH sensitive thiolated β-cyclodextrin-modified nanoporous gold for controlled release of doxorubicin | |
US20100197783A1 (en) | Radiation Protection Using Single Wall Carbon Nanotube Derivatives | |
Yeniyurt et al. | Fmoc-PEG coated single-wall carbon nanotube carriers by non-covalent functionalization: an experimental and molecular dynamics study |
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 | ||
CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20220617 |