CN110200271A - A kind of preparation method of the carbon nanomaterial as health food transmitting carrier - Google Patents
A kind of preparation method of the carbon nanomaterial as health food transmitting carrier Download PDFInfo
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- CN110200271A CN110200271A CN201910456830.8A CN201910456830A CN110200271A CN 110200271 A CN110200271 A CN 110200271A CN 201910456830 A CN201910456830 A CN 201910456830A CN 110200271 A CN110200271 A CN 110200271A
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- health food
- carbon nanomaterial
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- 229910052799 carbon Inorganic materials 0.000 title claims abstract description 26
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 title claims abstract description 25
- 235000013402 health food Nutrition 0.000 title claims abstract description 20
- 239000002086 nanomaterial Substances 0.000 title claims abstract description 18
- 238000002360 preparation method Methods 0.000 title claims abstract description 15
- 239000002109 single walled nanotube Substances 0.000 claims abstract description 123
- 230000004048 modification Effects 0.000 claims abstract description 50
- 238000012986 modification Methods 0.000 claims abstract description 50
- 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 46
- 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 22
- 238000000746 purification Methods 0.000 claims abstract description 14
- 230000002378 acidificating effect Effects 0.000 claims abstract description 5
- 229920000131 polyvinylidene Polymers 0.000 claims abstract description 3
- 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 5
- 235000017471 coenzyme Q10 Nutrition 0.000 claims abstract 5
- GNBHRKFJIUUOQI-UHFFFAOYSA-N fluorescein Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC=C(O)C=C1OC1=CC(O)=CC=C21 GNBHRKFJIUUOQI-UHFFFAOYSA-N 0.000 claims abstract 2
- 239000002253 acid Substances 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 14
- 238000005259 measurement Methods 0.000 claims description 10
- 229940079593 drug Drugs 0.000 claims description 8
- 239000003814 drug Substances 0.000 claims description 8
- 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
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 238000002474 experimental method Methods 0.000 claims description 3
- 238000005406 washing Methods 0.000 claims description 3
- 229960002666 1-octacosanol Drugs 0.000 claims description 2
- 229940123457 Free radical scavenger Drugs 0.000 claims description 2
- 108010024636 Glutathione Proteins 0.000 claims description 2
- 229930003270 Vitamin B Natural products 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
- 239000002516 radical scavenger 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
- 239000000203 mixture Substances 0.000 abstract description 10
- 230000000694 effects Effects 0.000 abstract description 8
- 239000002041 carbon nanotube Substances 0.000 abstract description 5
- 235000013305 food Nutrition 0.000 abstract description 5
- 230000002349 favourable effect Effects 0.000 abstract description 4
- 238000006396 nitration reaction Methods 0.000 abstract description 4
- 230000003213 activating effect Effects 0.000 abstract description 2
- 238000005516 engineering process Methods 0.000 abstract description 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 1
- 229920001223 polyethylene glycol Polymers 0.000 description 51
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 33
- 239000002202 Polyethylene glycol Substances 0.000 description 22
- 239000000523 sample Substances 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 239000012496 blank sample Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 230000007547 defect Effects 0.000 description 8
- 238000012545 processing Methods 0.000 description 8
- 239000008367 deionised water Substances 0.000 description 7
- 229910021641 deionized water Inorganic materials 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 239000012738 dissolution medium Substances 0.000 description 5
- 238000005538 encapsulation Methods 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 229910017604 nitric acid Inorganic materials 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 238000012512 characterization method Methods 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000006228 supernatant Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 238000001069 Raman spectroscopy Methods 0.000 description 2
- 238000002441 X-ray diffraction Methods 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 230000005540 biological transmission Effects 0.000 description 2
- 125000002837 carbocyclic group Chemical group 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 229910021393 carbon nanotube Inorganic materials 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 229960000935 dehydrated alcohol Drugs 0.000 description 2
- 238000000502 dialysis Methods 0.000 description 2
- 230000002526 effect on cardiovascular system Effects 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 230000036541 health Effects 0.000 description 2
- 239000002609 medium 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
- 230000020477 pH reduction Effects 0.000 description 2
- 238000005070 sampling Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000002604 ultrasonography Methods 0.000 description 2
- FPQQSJJWHUJYPU-UHFFFAOYSA-N 3-(dimethylamino)propyliminomethylidene-ethylazanium;chloride Chemical compound Cl.CCN=C=NCCCN(C)C FPQQSJJWHUJYPU-UHFFFAOYSA-N 0.000 description 1
- 208000024172 Cardiovascular disease Diseases 0.000 description 1
- 229920000858 Cyclodextrin Polymers 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
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 238000001237 Raman spectrum Methods 0.000 description 1
- 238000005411 Van der Waals force 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
- 229910003481 amorphous carbon Inorganic materials 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 239000002775 capsule Substances 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
- 230000015556 catabolic process Effects 0.000 description 1
- 208000026106 cerebrovascular disease Diseases 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 238000005034 decoration Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- 238000001938 differential scanning calorimetry curve Methods 0.000 description 1
- 230000029087 digestion Effects 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- 230000003862 health status Effects 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
- 230000006872 improvement Effects 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000002502 liposome Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000013507 mapping Methods 0.000 description 1
- 239000003863 metallic catalyst Substances 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 230000035479 physiological effects, processes and functions Effects 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000008439 repair process Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000004202 respiratory function Effects 0.000 description 1
- 235000009566 rice Nutrition 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
- 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
- 238000001228 spectrum Methods 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 230000008685 targeting Effects 0.000 description 1
- 238000012876 topography Methods 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 238000000733 zeta-potential measurement Methods 0.000 description 1
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
A kind of preparation method of the carbon nanomaterial as health food transmitting carrier, the present invention relates to food composition field of nanometer technology, and original single-walled carbon nanotube is truncated and purified using single acidic treatment, obtains SWCNTs after purification；By the activated carboxylic on SWCNTs after purification, that is, long circulating dressing agent polyvinylidene is added, carries out PEG modification, the SWCNTs after obtaining PEGE modification；Then the SWCNTs after obtained PEG modification is subjected to FITC modification using fluorescer fluorescein isothiocynate again, finally dialyse, it is dry to get.Favorable reproducibility, at low cost, good product quality；Nitration mixture is avoided due to the too strong caused sample fracture of oxidisability；The surface SWCNTs after purifying and activating is rich in COOH, high to the load factor of CoQ10, and can carry out further function sex modification；CNTs is modified using PEG, makes it have slow release effect.
Description
Technical field
The present invention relates to food composition field of nanometer technology, and in particular to it is a kind of as health food transmitting carrier carbon receive
The preparation method of rice material.
Background technique
There are many existence forms for carbon nanomaterial, and wherein single-walled carbon nanotube (SWCNTs) is had by what carbon atom formed
The One-dimensional Quantum material of seamless hollow tubular structure made of being crimped as one layer of prismatic carbocyclic ring structure, while also containing ring junction
Structure, usually five-membered ring and heptatomic ring.The end of single-walled carbon nanotube is half ring carbon reticular structure, diameter dimension 0.6-2.4
nm.Multi-walled carbon nanotube (MWCNTs) may make up by two layers and two layers or more the carbocyclic ring crimped with one heart not etc., diameter is generally
2.5-10 nm.The bonding of single-walled carbon nanotube is mainly with SP2Based on hydridization, there is biggish specific surface area, and surface is contained greatly
The aromatic structure of amount, therefore can be combined and a variety of inorganic/organic molecules, these special constructions in the form of covalently or non-covalently
Keep it extensive in the application prospect of field of food.
Since the water solubility of single-walled carbon nanotube is poor, and there is certain toxicity, therefore in food and biomedical neck
It is restricted in the application in domain.And the absorption property of single-walled carbon nanotube, physiology dissolubility, biocompatibility after functional modification
Deng being all improved.The modification of single-walled carbon nanotube mainly includes covalently and two class of non-covalent modification, non-covalent modification are main
The dispersion performance of single-walled carbon nanotube is improved by the accumulation of intermolecular pi-pi bond and Van der Waals force etc., and then prevents its aggregation；Altogether
Valence modification mainly carries out surface by share electron pair single-walled carbon nanotube and is modified, and generates oxygen-containing group, is conducive to living to biology
The load of property molecule or drug.
Co-Q10 (CoQ10) is a kind of fat-soluble steroid, and the reduction of substance needed for capable of preventing ATP anabolism swashs
The respiratory function of living cells.When internal CoQ10 lacks, health status can decline, especially cardiovascular and cerebrovascular disease, with it is immune
It is easier to occur in the related disease of function and cancer patient.Therefore, CoQ10 can be used as a kind of potential functional health food
Product, specific crowd supplement and take in exogenous CoQ10, for maintaining cardiovascular and cerebrovascular health, pre- anti-aging being of great significance.
Absorption rate of the CoQ10 in enteron aisle is very slow, this is because the molecular weight of CoQ10 is big, it is less soluble in water
Solution, therefore directly oral rear bioavilability is very low.CoQ10, which is exposed in air, simultaneously is easy oxidation by air, and light-exposed easy
It decomposes, causes its stability in conventional formulation such as capsule, tablet, injection poor, it is difficult to long term storage, to affect
The quality of product and the effect used.
Currently, how to effectively improve the stability of CoQ10 and bioavilability becomes research hotspot, it is developed
The novel formulation of CoQ10 includes solid dispersions, cyclodextrin inclusion compound, emulsion, micro-capsule, liposome etc..But these preparations are certain
There are still stability in degree it is poor, assimilation effect is bad the disadvantages of.And novel carriers of the CNTs as food nutrient composition, it is mentioning
High bioavailability and targeting, and in the digestion process of gastrointestinal tract to the protection of embedded object, in terms of all have
Clear superiority.Using SWCNTs load C oQ10, it can effectively enhance the stability of CoQ10, prevent it to be oxidized degradation, simultaneously
It can promote to absorb.Simultaneously using macromolecular material polyethylene glycol (PEG) as dressing agent, the performance of carrier can be further improved.
Summary of the invention
It is eaten in view of the defects and deficiencies of the prior art, the present invention intends to provide a kind of design is reasonably used as health care
Product transmit the preparation method of the carbon nanomaterial of carrier, favorable reproducibility, at low cost, good product quality；Nitration mixture is avoided due to oxygen
The fracture of sample caused by the property changed is too strong；The surface SWCNTs after purifying and activating is rich in COOH, high to the load factor of CoQ10, and
It can carry out further function sex modification；CNTs is modified using PEG, makes it have slow release effect.
In order to achieve the above objectives, present invention employs following technical proposals: its steps is as follows:
1, original single-walled carbon nanotube (SWCNTs) is truncated and is purified using single acidic treatment, obtained after purification
SWCNTs；
2, by the activated carboxylic on SWCNTs after purification, that is, be added long circulating dressing agent polyvinylidene (PEG), carry out PEG and repair
Decorations, the SWCNTs after obtaining PEGE modification；Then the SWCNTs after obtained PEG modification is used into fluorescer isosulfocyanic acid fluorescence again
Plain (FITC) carries out FITC modification, finally dialyses, is dry to get (SWCNTs after FITC modification).
Further, SWCNTs after FITC being modified is loaded to respectively with method is mixed by CoQ10 above-mentioned original
In SWCNTs after SWCNTs, SWCNTs, PEGE modification after purification and SWCNTs after FITC modification；Establish measurement
The HPLC method of CoQ10 measures the content of CoQ10 in extracorporeal releasing experiment, and the computational load load of the carbon nanomaterial of CoQ10
Medicine rate and encapsulation rate.
Further, in the step 1, the partial size of SWCNTs after purification is between 120-600nm.
Further, in the step 1, SWCNTs is purified by following steps: single acid is added to original SWCNTs
Liquid is simultaneously condensed back, cooled and filtered under high temperature, after washing and be dried in vacuo repeatedly.
Further, the health food is polysaccharide or monosaccharide, vitamin, glutathione, octacosanol etc..
Further, the health food is any in free radical scavenger, vitamin B, oligosaccharide.
Further, the acid solution of single acidic treatment and the volume mass ratio of original SWCNT are 1 in the step 1:
1(ml:mg).
Further, in the step 2, in carrying out PEG modification, SWCNTs(, that is, SWCNTs- after purification
COOH) with the mass ratio of PEG be 1:1-1:2, during carrying out FITC, PEG modify after SWCNTs(, that is, SWCNTs-PEG)
Mass ratio with FITC is 50:1-10:1.
Further, the mass ratio of the carbon nanomaterial and health food is 1:2-2:1.
After adopting the above method, the beneficial effects of the present invention are:
1, original SWCNTs is purified using acid processing, this method favorable reproducibility, at low cost, good product quality；
2, using single acid (dense HNO3) processing, avoiding nitration mixture, (such as concentrated sulfuric acid enriching nitric acid or the concentrated sulfuric acid add H2O2) due to oxygen
The fracture of sample caused by the property changed is too strong；
3, the surface SWCNTs after purifying and activate is rich in COOH, high to the load factor of CoQ10, and can carry out further function
Sex modification；
4, the SWCNTs after acidification is modified using PEG, makes it have slow release effect.
Detailed description of the invention:
Fig. 1 is original SWCNTs(Blank sample), SWCNTs-COOH, SWCNTs-PEG,
The transmission electron microscope picture of SWCNTs-PEG-FITC.
Fig. 2 is original SWCNTs(Blank sample), the scanning electron microscope (SEM) photograph of SWCNTs-COOH, SWCNTs-PEG.
Fig. 3 is original SWCNTs(Blank sample), SWCNTs-COOH, SWCNTs-PEG, SWCNTs-PEG-FITC
Infrared absorpting light spectra.
Fig. 4 is original SWCNTs(Blank sample), SWCNTs-COOH, SWCNTs-PEG,
The XRD curve graph of SWCNTs-PEG-FITC.
Fig. 5 is original SWCNTs(Blank sample), SWCNTs-COOH, SWCNTs-PEG,
The Raman spectrogram of SWCNTs-PEG-FITC.
Fig. 6 is original SWCNTs(Blank sample), SWCNTs-PEG, SWCNTs-PEG-FITC
DSC curve figure.
Fig. 7 is the In-vitro release curves for having loaded the SWCNTs-COOH of CoQ10, having loaded the SWCNTs-PEG of CoQ10
Figure.
Fig. 8 is original SWCNTs(Blank sample), SWCNTs-COOH, SWCNTs-PEG,
The partial size and Zeta potential measurement result table of SWCNTs-PEG-FITC.
Fig. 9 is the SWCNTs-COOH for having loaded CoQ10, drugloading rate, the encapsulation rate of the SWCNTs-PEG for having loaded CoQ10
Measurement result table.
Specific embodiment:
Following will be combined with the drawings in the embodiments of the present invention, and technical solution in the embodiment of the present invention carries out clearly and completely
Description, it is clear that described embodiments are only a part of the embodiments of the present invention, instead of all the embodiments.Based on this hair
Embodiment in bright, every other implementation obtained by those of ordinary skill in the art without making creative efforts
Example, shall fall within the protection scope of the present invention.
Present embodiment adopts the following technical scheme that
1, it purifies (single acid processing): accurately weighing the original SWCNTs of 100 mg in flask, measure the dense HNO of 100 mL3, along circle
The bottleneck of bottom flask is added thereto, while the SWCNTs being attached on wall being washed out；Ultrasound 3h, makes in ultrasonic cleaner
SWCNTs is evenly dispersed；Magneton is added, is placed on
It is stirred in oil bath pan, adjusts the temperature to 80 DEG C, and load onto condensing tube condensation reflux for 24 hours；After reaction,
Dilute and take out magneton with deionized water, while by round-bottomed flask cooling and standings；It filters, resulting black solid is dispersed
In deionized water, 10000rpm is centrifuged 10min, removes supernatant liquid, repeats this step, until washing carbon nanotube into
Property；Sample is placed in 50 DEG C of drying boxes and is dried to constant weight, the SWCNTs purified is denoted as SWCNTs-COOH, spare；
2, PEG is modified: precision weighs 200mg SWCNTs-COOH, the n-hydroxysuccinimide (NHS) of 250mg and 200mg
Carbodiimide (EDCHCl) is added 100mL deionized water, and rushes
The material for being attached to bottle wall is washed off, solution concentration is controlled in pH5-7；250mg is added in ultrasonic 30min
NH2-PEG2000-NH2, mix；Magneton is added, is vigorously stirred for 24 hours in 45 DEG C of oil bath pan；It takes after reaction
Magneton out filters, disperses resulting black solid in a small amount of deionized water, and dialyse 48h；Extremely by the sample drying after dialysis
Constant weight obtains the SWCNTs of PEG modification, is denoted as SWCNTs-PEG；
3, FITC is modified: precision weighs 100mg SWCNTs-PEG, and the NaHCO of appropriate pH9.6 is added3-Na2CO3Buffer solution,
And rinse out the material for being attached to bottle wall；Ultrasonic 30min is added magneton, is protected from light and is vigorously stirred in the oil bath pan of room temperature；It will
3mg FITC is dissolved in 3g dimethyl sulfoxide (DMSO)；The solution is added drop-wise in the dispersion liquid of CNTs-PEG, is stirred under room temperature
It mixes for 24 hours；Magneton is taken out after reaction, is filtered；Sample is collected, a small amount of deionized water is added, dialyse 48h；By the sample after dialysis
Product are dry to constant weight, obtain the SWCNTs of FITC modification, are denoted as SWCNTs-PEG-FITC.
4, HPLC method measures CoQ10:
4.1, chromatographic condition:
Chromatographic column: C18 column (4.6mm × 200mm, 5 μm), mobile phase: methanol-n-hexane (4:1), column temperature: 25 DEG C, flow velocity:
1.0mL/min, Detection wavelength: 275nm, sample volume: 10 μ L；
4.2, the method for establishing measurement CoQ10 is the measurement of CoQ10 content in extracorporeal releasing experiment, encapsulation rate and drugloading rate
Calculating is prepared.
4.3, load C oQ10: 100mg CoQ10 is dissolved in dehydrated alcohol, then by 100mg's
SWCNTs-PEG-FITC is scattered in the solution；Then the phosphate buffer (PBS) of appropriate pH7.4 is added dropwise, ultrasound
30min；Magneton is added, is vigorously stirred in 37 DEG C of oil bath pan for 24 hours, CoQ10 is made to be adsorbed in SWCNTs-PEG-FITC；Centrifugation
Precipitating is collected, repeatedly drying to constant weight is rinsed with PBS solution,
Obtain CNTs-PEG-FITC/CoQ10；CoQ10 is loaded into original SWCNTs, SWCNTs-COOH with method
On SWCNTs-PEG, three kinds of samples, i.e. SWCNTs/CoQ10, SWCNTs-COOH/CoQ10, SWCNTs-PEG/ are obtained
CoQ10；
5, partial size, PDI and the Zeta potential of each carrier are measured, and carries out transmission electron microscope and scanning electron microscopic observation, i.e., it will be original
SWCNTs(Blank sample), SWCNTs-COOH, SWCNTs-PEG, SWCNTs-PEG-FITC with deionized water be dispersion be situated between
Matter, with Malvern nanometer particle size instrument measurement partial size, PDI and Zeta potential.Measurement observation result is as follows:
Referring to Fig. 8, the partial size of original SWCNTs is larger, and after purified processing, partial size becomes smaller, and the SWCNTs(of purification process is
SWCNTs-COOH Zeta potential) reaches -41.3mV, there is preferable stability；SWCNTs-PEG, SWCNTs-PEG-FITC's
Zeta potential respectively may be about -25.1mV, -27.5mV, untreated SWCNTs(, that is, original SWCNTs) only -2.14mV, surely
It is qualitative very poor, it is easy quickly cohesion, while the dispersibility of original SWCNTs is poor, and the SWCNTs(after being purified and modifying is i.e.
SWCNTs-COOH, SWCNTs-PEG, SWCNTs-PEG-FITC) dispersibility is preferably.
Referring to Fig. 1, wherein A is original SWCNTs, B SWCNTs-COOH, C SWCNTs-PEG, D SWCNTs-PEG-
FITC；Original SWCNTs longer, dispersibility is poor, easily assembles；And SWCNTs-COOH is shorter, surface is relatively smooth, dispersed ratio
Original SWCNTs is good, shows that amorphous carbon and metallic catalyst remained on surface remove substantially；For SWCNTs-PEG with
SWCNTs-PEG-FITC can be clearly visible chain object and be coated on surface.
Referring to Fig. 2, wherein A is original SWCNTs, and B SWCNTs-COOH, C SWCNTs-PEG, original SWCNTs are thin
Long filiform is mutually wound, and forms reticular structure, acid treated SWCNTs-COOH is more preceding than processing short, simultaneously because dense
HNO3Strong oxidizing property, change the surface topography of SWCNTs；There is attachment on the surface SWCNTs-PEG.
6, infrared spectrum analysis, X-ray diffraction (XRD), Raman spectrum, differential scanning calorimetry are carried out to each carrier
(DSC) etc. characterization, characterization result are as follows:
Referring to Fig. 3, scanning wave-number range is 500-4000 cm-1, and X-axis indicates light transmittance (%), and Y-axis indicates that wave number, unit are
cm-1.The spectrogram of Blank sample in original SWCNTs(figure) there is no more apparent characteristic peaks, and the SWCNTs purified
(spectrogram of SWCNTs-COOH in figure), PEG modification SWCNTs(figure in SWCNTs-PEG spectrogram), FITC modification
The spectrogram of SWCNTs-PEG-FITC in SWCNTs(figure) all in 3430cm-1、1630cm-1There is absorption peak at place, wherein 3430cm-1Table
What is shown is the stretching vibration peak of O-H key, and 1630cm-1What is indicated is the stretching vibration peak of C=O key in carboxyl.It is handled through acid
Afterwards, in 2930cm-1、2140cm-1、1170cm-1There is characteristic peak in place, they respectively correspond C-H, C ≡ C and C-C key it is flexible
Vibration and deformation vibration the absworption peak, the carbon of the surface SWCNTs sp3 hydridization increases after this illustrates acid processing, and defect increases.PEG in figure
The SWCNTs of SWCNTs and the FITC modification of modification also has an absorption peak in O-H, C=corresponding position O, but the peak than SWCNTs-COOH
Intensity want it is weak very much, also there are an oxygen-containing groups such as carboxyl, hydroxyl, carbonyl on the surface SWCNTs after illustrating modification, but modification
It is covalent modification, therefore oxygen-containing group can be made to reduce.
Referring to Fig. 4,26 ° and 44 ° be original SWCNTs characteristic peak, SWCNTs-COOH and SWCNTs-PEG, SWCNTs-
PEG-FITC has identical diffraction maximum at two at this, illustrate the structure of SWCNTs there is no in the reaction by serious destruction,
Structure is more intact.The characteristic peak of the SWCNTs of SWCNTs and the FITC modification of SWCNTs, PEG modification of purifying is than original
SWCNTs becomes apparent.
Referring to Fig. 5, original SWCNTs is in 1330cm-1And 1587cm-1There are two characteristic peaks at place.1330cm-1Characteristic peak indicates
Be SWCNTs defect and disordered structure caused by Raman D band；And 1587cm-1Place is splitting of occurring after SWCNTs is formed
Split G band, the reaction for degree of being ordered into.The ratio of D band and G band strength is ID/IG, can be used to compare the defect journey in carbon nanotube
Degree, the numerical value of ID/IG is higher, and the defect on SWCNTs is more.The ID/IG ratio of original SWCNTs is 0.214, shows its structure
Relatively complete, sample is purer, but ratio is lower, and defect is very few.The ID/IG of acid treated SWCNTs
Ratio increases 0.361, this illustrates that the defect level of SWCNTs becomes more with the oxidation of acid, simultaneously
Show that the surface-functionalized degree of SWCNTs after purification is more much higher than original SWCNTs.SWCNTs after PEG is modified
ID/IG ratio be 0.161, show that certain reaction also has occurred in the carbon atom in modification on SWCNTs, after modification
The D peak intensity of SWCNTs obviously weaken, be to weaken the intensity at the peak D since it is loose structure.After FITC is modified
The ID/IG ratio of SWCNTs is 0.227, this shows that after FITC is modified, the defect level than SWCNTs-PEG increases.
Referring to Fig. 6, there is no apparent weightless peaks by original SWCNTs；And the SWCNTs of PEG modification at 106.1 DEG C and
296.3 DEG C there are two weightless peaks, and there are two weightless peaks at 137.5 DEG C and 345.1 DEG C by the SWCNTs of FITC modification.First peak
For the water of SWCNTs absorption or the weightless peak of solvent, the PEG framework collapse and surface of second peak and SWCNTs surface modification are not
Reacted carboxyl decomposes related.
In summary every characterization result is it is found that compared with original SWCNTs, after acid processing and after functional modification
The physicochemical property of SWCNTs is substantially change, it was demonstrated that purifying and surface modification to SWCNTs
Desired effect is reached.
7, drugloading rate and encapsulation rate are measured:
The volume of supernatant, sample introduction measurement, with peak will be measured after SWCNTs-COOH/CoQ10, SWCNTs-PEG/CoQ10 centrifugation
Area substitutes into standard curve and finds out CoQ10 content in supernatant, brings formula calculating into:
Drugloading rate=medication amount (containing)/carrier amount
Encapsulation rate=medication amount (containing)/total dose；
Measurement result is shown in Fig. 9, the results showed that after SWCNTs-COOH and SWCNTs-PEG energy payload CoQ10, PEG modification
SWCNTs(, that is, SWCNTs-PEG) drug carrying ability is significantly improved.
8, vitro release is measured:
100 mL of dissolution medium is taken, is placed in conical flask, takes the SWCNTs-COOH and SWCNTs- of 20mg load C oQ10 respectively
PEG is respectively scattered in the dissolution medium of 10 mL, is added in bag filter, and sealing two ends are placed in dissolution medium, by taper
Bottle is put in oscillator, starting oscillation, oscillation rate 160r/min at 37 DEG C.Respectively at 1,2,4,6,8,10,12,24,36,
48,72,96,120h sampling, every sub-sampling 2mL, sample introduction measurement, and equivalent medium is replenished in time；
The selection of dissolution medium:, cannot be directly using PBS solution or deionized water as release since CoQ10 is not soluble in water
Medium so selection dehydrated alcohol dissolves CoQ10, and selects dehydrated alcohol-PBS
(volume ratio 4:1) mixed solution is as dissolution medium.HPLC method measures the content of drug in different time points release liquid.
It is repeatedly measured after 120h, obtained CoQ10 concentration tends towards stability, it is believed that CoQ10 concentration at this time is that SWCNTs is complete
Concentration after release.Release percentage: Q is calculated according to formulan=CnVo+∑CiVi(i=0~n-1)；Discharge percentage (%)=Q/W
100%；Using the time as abscissa, drug release rate is ordinate mapping.
Referring to Fig. 7, the results showed that SWCNTs-COOH is fast in interior rate of release for 24 hours, has reached in release for 24 hours
81.01%, rate of release obviously slows down after 36h, gradually tends towards stability；And SWCNTs-PEG rate of release in 48h compares always
Relatively slowly, rate of release just gradually tends towards stability after 72h.Therefore, the functional modification of PEG can be realized SWCNTs pairs
The slow release of CoQ10, achieves desired effect.
After adopting the above method, the beneficial effect of present embodiment is:
1, original SWCNTs is purified using acid processing, this method favorable reproducibility, at low cost, good product quality；
2, using single acid (dense HNO3) handle, avoid nitration mixture (such as concentrated sulfuric acid enriching nitric acid or the concentrated sulfuric acid add H2O2) due to
The fracture of sample caused by oxidisability is too strong；
3, the surface SWCNTs after purifying and activate is rich in COOH, high to the load factor of CoQ10, and can carry out further function
Sex modification；
4, the SWCNTs after acidification is modified using PEG, makes it have slow release effect.
Although the present invention is described in detail referring to the foregoing embodiments, for those skilled in the art,
It is still possible to modify the technical solutions described in the foregoing embodiments, or part of technical characteristic is carried out etc.
With replacement, all within the spirits and principles of the present invention, any modification, equivalent replacement, improvement and so on should be included in this
Within the protection scope of invention.
Claims (9)
1. a kind of preparation method of the carbon nanomaterial as health food transmitting carrier, it is characterised in that: its steps is as follows:
(1), original single-walled carbon nanotube is truncated and is purified using single acidic treatment, obtain SWCNTs after purification；
(2), by the activated carboxylic on SWCNTs after purification, that is, long circulating dressing agent polyvinylidene is added, carries out PEG modification,
SWCNTs after obtaining PEGE modification；Then the SWCNTs after obtained PEG modification is used into fluorescer fluorescein isothiocynate again
Carry out FITC modification, finally dialyse, it is dry to get.
2. a kind of preparation method of carbon nanomaterial as health food transmitting carrier according to claim 1, special
Sign is: the SWCNTs after obtained FITC modification is loaded to respectively with method is mixed by CoQ10 above-mentioned original SWCNTs,
In the SWCNTs after SWCNTs, PEGE modification and the SWCNTs after FITC modification after purification；Establish the HPLC of measurement CoQ10
Method measures the content of CoQ10 in extracorporeal releasing experiment, and the carrying drug ratio of the computational load carbon nanomaterial of CoQ10 and encapsulating
Rate.
3. a kind of preparation method of carbon nanomaterial as health food transmitting carrier according to claim 1, special
Sign is: in the step (1), the partial size of SWCNTs after purification is between 120-600nm.
4. a kind of preparation method of carbon nanomaterial as health food transmitting carrier according to claim 1, special
Sign is: in the step (1), SWCNTs is purified by following steps: single acid solution is added to original SWCNTs and in height
Temperature is lower to be condensed back, cooled and filtered, after washing and be dried in vacuo repeatedly.
5. a kind of preparation method of carbon nanomaterial as health food transmitting carrier according to claim 1, special
Sign is: the health food is polysaccharide or monosaccharide, vitamin, glutathione, octacosanol.
6. a kind of preparation method of carbon nanomaterial as health food transmitting carrier according to claim 1, special
Sign is: the health food is any in free radical scavenger, vitamin B, oligosaccharide.
7. a kind of preparation method of carbon nanomaterial as health food transmitting carrier according to claim 1, special
Sign is: the acid solution of single acidic treatment and the volume mass ratio of original SWCNT are 1:1 in the step (1).
8. a kind of preparation method of carbon nanomaterial as health food transmitting carrier according to claim 1, special
Sign is: in the step (2), in carrying out PEG modification, the mass ratio of SWCNTs and PEG after purification are 1:1-
1:2, during carrying out FITC, the mass ratio of SWCNTs and FITC after PEG modification are 50:1-10:1.
9. a kind of preparation method of carbon nanomaterial as health food transmitting carrier according to claim 1, special
Sign is: the mass ratio of the carbon nanomaterial and health food is 1:2-2:1.
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