CN109045308A - A kind of chitosan/carbon nanotube/hericium erinaceum polysaccharide preparation method - Google Patents

A kind of chitosan/carbon nanotube/hericium erinaceum polysaccharide preparation method Download PDF

Info

Publication number
CN109045308A
CN109045308A CN201811197924.XA CN201811197924A CN109045308A CN 109045308 A CN109045308 A CN 109045308A CN 201811197924 A CN201811197924 A CN 201811197924A CN 109045308 A CN109045308 A CN 109045308A
Authority
CN
China
Prior art keywords
chitosan
carbon nanotube
hericium erinaceum
erinaceum polysaccharide
preparation
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.)
Granted
Application number
CN201811197924.XA
Other languages
Chinese (zh)
Other versions
CN109045308B (en
Inventor
任喆
黄帆
黄一帆
秦韬
罗洋
李健
马玉芳
黄小红
俞道进
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Fujian Agriculture and Forestry University
Original Assignee
Fujian Agriculture and Forestry University
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Fujian Agriculture and Forestry University filed Critical Fujian Agriculture and Forestry University
Priority to CN201811197924.XA priority Critical patent/CN109045308B/en
Publication of CN109045308A publication Critical patent/CN109045308A/en
Application granted granted Critical
Publication of CN109045308B publication Critical patent/CN109045308B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/69Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit
    • A61K47/6921Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit the form being a particulate, a powder, an adsorbate, a bead or a sphere
    • A61K47/6927Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit the form being a particulate, a powder, an adsorbate, a bead or a sphere the form being a solid microparticle having no hollow or gas-filled cores
    • A61K47/6929Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit the form being a particulate, a powder, an adsorbate, a bead or a sphere the form being a solid microparticle having no hollow or gas-filled cores the form being a nanoparticle, e.g. an immuno-nanoparticle
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/715Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/51Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
    • A61K47/56Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule
    • A61K47/61Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule the organic macromolecular compound being a polysaccharide or a derivative thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/08Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/02Immunomodulators
    • A61P37/04Immunostimulants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P39/00General protective or antinoxious agents
    • A61P39/06Free radical scavengers or antioxidants

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Immunology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Organic Chemistry (AREA)
  • Diabetes (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Epidemiology (AREA)
  • Molecular Biology (AREA)
  • Emergency Medicine (AREA)
  • Endocrinology (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Biochemistry (AREA)
  • Toxicology (AREA)
  • Nanotechnology (AREA)
  • Medicinal Preparation (AREA)
  • Carbon And Carbon Compounds (AREA)

Abstract

The present invention provides a kind of chitosan/carbon nanotube/hericium erinaceum polysaccharide preparation method, and hericium erinaceum polysaccharide is loaded on chitosan-carboxylation multi-walled carbon nanotube, and the carbon nanotube after modification can reduce its toxicity, increases the application on organism.Drugloading rate and encapsulation rate are high.Cross-film ability is strong in cell, is that application of the functionalized carbon nano-tube on drug carrier material is provided fundamental basis.

Description

A kind of chitosan/carbon nanotube/hericium erinaceum polysaccharide preparation method
Technical field
The invention belongs to field of biotechnology, and in particular to a kind of chitosan/carbon nanotube/hericium erinaceum polysaccharide preparation side Method.
Background technique
Nowadays Nano medication is a focus on research direction of biomedicine field, and it is desirable to Nano medications to keep away The disadvantage for exempting from existing drug improves the curative effect of drug.In the past few decades, people have synthesized some nano-carriers such as lipid Body, micella, Nano particles of silicon dioxide, carbon nanotube etc..Largely modern research shows that hericium erinaceum polysaccharide has anti-oxidant, enhancing Immunity, anti-aging, it is hypoglycemic the effects of, but bioavailability is not high, and effective component is lost serious.This research is poly- using shell Sugar/carbon nanotube modifies hericium erinaceum polysaccharide, because carbon nanotube has a ultra-light-weight, inner hollow space, high surface area Structure, so that carbon nanotube can be good at entrapped drug, and its strongest ability is the cross-film ability of cell, so that carbon nanometer Pipe can become the ideal carrier during a kind of medicament transport.Untreated carbon nanotube biological compatibility is poor, has potential Toxicity.And chitosan possesses good biocompatibility, toxicity is lower, easily prepared.By chitosan to carbon nanotube into Row functional modification improves the water solubility of carbon nanotube, and then using hericium erinaceum polysaccharide as model drug, discovery is received with chitosan carbon Mitron carries hericium erinaceum polysaccharide, and discovery can enhance its drugloading rate and encapsulation rate compared with traditional polysaccharide method for making Nano, is functionalization Application of the carbon nanotube on drug carrier material is provided fundamental basis.
The research for carrying medicine about hericium erinaceum polysaccharide at present has two: the effective elements of the medicine is in carbon nanotube in 1. Upper research is seldom.This research uses hericium erinaceum polysaccharide, has filled up the blank on Chinese medicine.After 2. drug is loaded on carrier Drugloading rate it is low.3. not carrying out follow-up study to it after study on the carrier success.
Summary of the invention
The purpose of the present invention is to provide a kind of chitosan/carbon nanotube/hericium erinaceum polysaccharide preparation methods.
To achieve the above object, the present invention adopts the following technical scheme:
A kind of chitosan/carbon nanotube/hericium erinaceum polysaccharide preparation method, comprising the following steps:
(1) chitosan-carboxylation multi-walled carbon nanotube preparation;
1) 0.2 g of chitosan CS is weighed, with 0.1 mol/L acetic acid constant volume, 100 mL, 30 min of ultrasound;
2) 50 mg multi-walled carbon nanotubes (MWCNTs), 30 min of ultrasound are added;
3) 40 ml 1mg/mL TPP solution, 5 h of magnetic agitation are dropped evenly;
4) 13000 rpm of mixture, 30 min is centrifugated, is cleaned 3 times with ultrapure water;
5) freeze-drying is further tested with obtaining chitosan-carboxylation multi-walled carbon nanotube (CS-MWCNTs) powder.
(2) load of hericium erinaceum polysaccharide.
1) 5 mg chitosans-carboxylation multi-walled carbon nanotube (CS-MWCNTs) is accurately weighed, is dissolved in 8 mL deionizations, 5 min of ultrasonic disperse;
2) 20 mg hericium erinaceum polysaccharides separately are weighed, is added in step (1) solution with after deionized water dissolving, ultrasonic mixing dispersion 30 min;Guarantee chitosan-carboxylation multi-walled carbon nanotube (CS-MWCNTs) is 0.5 mg/mL, and hericium erinaceum polysaccharide is 2.0 mg/mL;
3) 13000 rpm of mixture, 30 min is centrifugated, is cleaned 3 times with ultrapure water;
4) supernatant sugar concentration is surveyed, chitosan/carbon nanotube/hericium erinaceum polysaccharide (CS-MWCNTs-Hep) mixture freeze-drying is spare.
The present invention has the advantages that
1. the carbon nanotube after modification can reduce its toxicity, increase the application on organism.
2. drugloading rate and encapsulation rate are high.
3. cross-film ability is strong in cell, the application for being functionalized carbon nano-tube on drug carrier material provides theory Basis.
Specific embodiment
Embodiment 1
A kind of chitosan/carbon nanotube/hericium erinaceum polysaccharide preparation method, comprising the following steps:
(1) chitosan-carboxylation multi-walled carbon nanotube preparation;
1) 0.2 g of CS is weighed, with 0.1 mol/L acetic acid constant volume, 100 mL, 30 min of ultrasound;
2) 50 mg MWCNTs, 30 min of ultrasound are added;
3) 40 mL, 1 mg/mL TPP solution, 5 h of magnetic agitation are dropped evenly;
4) 13000 rpm of mixture, 30 min is centrifugated, is cleaned 3 times with ultrapure water;
5) freeze-drying is further tested with obtaining CS-MWCNTs powder.
(2) load of hericium erinaceum polysaccharide:
1) 5 mg CS-MWCNTs are accurately weighed, are dissolved in 8 mL deionizations, 5 min of ultrasonic disperse;
2) 20 mg hericium erinaceum polysaccharides separately are weighed, is added in step (1) solution with after deionized water dissolving, ultrasonic mixing dispersion 30 min;Guarantee CS-MWCNTs is 0.5 mg/mL, and hericium erinaceum polysaccharide is 2.0 mg/mL;
3) 13000 rpm of mixture, 30 min is centrifugated, is cleaned 3 times with ultrapure water;
4) supernatant sugar concentration is surveyed, the freeze-drying of CS-MWCNTs-Hep mixture is spare.
CS-MWCNTs modification hericium erinaceum polysaccharide becomes larger relative to original carbon nanotubes zeta current potential, and polysaccharide solution is more steady It is fixed.Relative to other nanometer of polysaccharide, CS-MWCNTs-Hep has drugloading rate big, the high feature of encapsulation rate, and experiment surveys it and carries medicine Rate is 41.7 % and encapsulation rate is 98.60 %.CS-MWCNTs-Hep has proliferation function when acting on IPEC-J2 cell, simultaneously It can reduce by H2O2Caused apoptosis;In zoopery, compared with hericium erinaceum polysaccharide, polysaccharide can be significantly increased and answered immune The protective effect for swashing mouse, improves the immunity of mouse.
The foregoing is merely presently preferred embodiments of the present invention, all equivalent changes done according to scope of the present invention patent with Modification, is all covered by the present invention.

Claims (3)

1. a kind of chitosan/carbon nanotube/hericium erinaceum polysaccharide preparation method, it is characterised in that: the following steps are included:
(1) chitosan-carboxylation multi-walled carbon nanotube preparation;
(2) load of hericium erinaceum polysaccharide.
2. a kind of chitosan/carbon nanotube/hericium erinaceum polysaccharide preparation method according to claim 1, it is characterised in that: The preparation of the chitosan-carboxylation multi-walled carbon nanotube are as follows:
(1) 0.2 g of chitosan is weighed, with 0.1 mol/L acetic acid constant volume, 100 mL, 30 min of ultrasound;
(2) 50 mg multi-walled carbon nanotubes, 30 min of ultrasound are added;
(3) 40 ml 1mg/mL TPP solution, 5 h of magnetic agitation are dropped evenly;
(4) mixture is centrifugated, is cleaned 3 times with ultrapure water;
(5) freeze-drying is further tested with obtaining chitosan-carboxylation multi-wall carbon nano-tube pipe powder.
3. a kind of chitosan/carbon nanotube/hericium erinaceum polysaccharide preparation method according to claim 1, it is characterised in that: The load step of hericium erinaceum polysaccharide are as follows:
(1) 5 mg chitosans-carboxylation multi-walled carbon nanotube is accurately weighed, is dissolved in 8 mL deionizations, 5 min of ultrasonic disperse;
(2) 20 mg hericium erinaceum polysaccharides separately are weighed, with after deionized water dissolving plus in step (1) solution, ultrasonic mixing disperses 30 min;Guarantee chitosan-carboxylation multi-walled carbon nanotube is 0.5 mg/mL, and hericium erinaceum polysaccharide is 2.0 mg/mL;
(3) mixture is centrifugated, is cleaned 3 times with ultrapure water;
(4) supernatant sugar concentration is surveyed, the freeze-drying of CS-MWCNTs-Hep mixture is spare.
CN201811197924.XA 2018-10-15 2018-10-15 Preparation method of chitosan/carbon nano tube/hericium erinaceus polysaccharide Active CN109045308B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201811197924.XA CN109045308B (en) 2018-10-15 2018-10-15 Preparation method of chitosan/carbon nano tube/hericium erinaceus polysaccharide

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201811197924.XA CN109045308B (en) 2018-10-15 2018-10-15 Preparation method of chitosan/carbon nano tube/hericium erinaceus polysaccharide

Publications (2)

Publication Number Publication Date
CN109045308A true CN109045308A (en) 2018-12-21
CN109045308B CN109045308B (en) 2021-11-23

Family

ID=64764019

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201811197924.XA Active CN109045308B (en) 2018-10-15 2018-10-15 Preparation method of chitosan/carbon nano tube/hericium erinaceus polysaccharide

Country Status (1)

Country Link
CN (1) CN109045308B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110064058A (en) * 2019-05-09 2019-07-30 青岛科技大学 A kind of preparation method of aspirin/chitosan-modified carbon nanotube drug delivery system

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2005206655A (en) * 2004-01-21 2005-08-04 Kawamura Inst Of Chem Res Polyion complex composite and its preparation method
CN102274510A (en) * 2011-07-15 2011-12-14 华南理工大学 Preparation method of carbon nanotube-chitosan-phycocyanin nanoparticles
CN105457032A (en) * 2014-08-11 2016-04-06 中国人民解放军军事医学科学院毒物药物研究所 Cancer stem cell-targeting carbon nano-tube-salinomycin drug delivery system, preparation method and uses thereof
CN106390952A (en) * 2016-10-13 2017-02-15 合众(佛山)化工有限公司 Novel carbon nanotube composite hydrogel and preparation method thereof

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2005206655A (en) * 2004-01-21 2005-08-04 Kawamura Inst Of Chem Res Polyion complex composite and its preparation method
CN102274510A (en) * 2011-07-15 2011-12-14 华南理工大学 Preparation method of carbon nanotube-chitosan-phycocyanin nanoparticles
CN105457032A (en) * 2014-08-11 2016-04-06 中国人民解放军军事医学科学院毒物药物研究所 Cancer stem cell-targeting carbon nano-tube-salinomycin drug delivery system, preparation method and uses thereof
CN106390952A (en) * 2016-10-13 2017-02-15 合众(佛山)化工有限公司 Novel carbon nanotube composite hydrogel and preparation method thereof

Non-Patent Citations (7)

* Cited by examiner, † Cited by third party
Title
CUIYUN LI等: "Highly biocompatible multi-walled carbon nanotube-chitosan nanoparticle hybrids as protein carriers", 《ACTA BIOMATERIALIA》 *
ZHE REN等: "Multi-walled carbon nanotube polysaccharide modified Hericium erinaceus polysaccharide as an adjuvant to extend immune responses", 《INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES》 *
ZHE REN等: "Optimization of Hericium erinaceus polysaccharide-loaded Poly (lactic-co-glycolicacid) nanoparticles by RSM and its absorption in Caco-2 cell monolayers", 《INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES》 *
ZHE REN等: "Preparation, characterization and controlled-release property of CS crosslinked MWCNT based on Hericium erinaceus polysaccharides", 《INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES》 *
刘爱红等: "壳聚糖对碳纳米管的表面修饰", 《硅酸盐学报》 *
邓亚利等: "羧基化碳纳米管负载羟基喜树碱的制备、表征及肠吸收特性考察", 《中国实验方剂学杂志》 *
陈新瑶等: "猴头菇多糖对氧化应激的IPEC-J2细胞抗氧化能力及紧密连接蛋白ZO-1的影响", 《畜牧兽医学报》 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110064058A (en) * 2019-05-09 2019-07-30 青岛科技大学 A kind of preparation method of aspirin/chitosan-modified carbon nanotube drug delivery system

Also Published As

Publication number Publication date
CN109045308B (en) 2021-11-23

Similar Documents

Publication Publication Date Title
CN108046276B (en) A kind of polyethyleneglycol modified preparation of mesoporous silica nano-particle of carboxy blocking and application thereof
Xie et al. Hybrid nanoparticles for drug delivery and bioimaging: mesoporous silica nanoparticles functionalized with carboxyl groups and a near-infrared fluorescent dye
CN102895258A (en) Pleurotus tuber-regium polysaccharide functionalized nanometer selenium hydrosol having anti-tumor activity and preparation method thereof
CN104263358A (en) Magnetic-fluorescent difunctional graphene oxide nanocomposite and preparation method thereof
JP5646505B2 (en) Method for imparting water solubility or water dispersibility to hydrophobic cluster compounds
CN108079019A (en) Water-soluble fullerene nano material and preparation method thereof and anti-oxidant application
Meng et al. Xanthoceraside hollow gold nanoparticles, green pharmaceutics preparation for poorly water-soluble natural anti-AD medicine
CN109045308A (en) A kind of chitosan/carbon nanotube/hericium erinaceum polysaccharide preparation method
Hernandez-Adame et al. Biosynthesis of β-d-glucan‑gold nanoparticles, cytotoxicity and oxidative stress in mouse splenocytes
CN105055372A (en) Method for preparing carboxymethyl konjac glucomannan nano drug carrying microspheres
CN101780282B (en) Chitosan-carrying mitomycin nano targeting preparation and preparation method thereof
Ghasemishahrestani et al. Tunable synthesis of gelatin nanoparticles employing sophorolipid and plant extract, a promising drug carrier
CN101040869A (en) Nanometer elemental selenium coupled with liquid amino acid and the method for preparing and preserving the same
CN110542671B (en) Organic two-photon fluorescent probe, preparation and application thereof
CN107814376A (en) A kind of titania-doped coated carbon nano-tube composite material of selenium
Lakshmi Narayanan et al. Preparation and characterization of gold nanoparticles in chitosan suspension by one-pot chemical reduction method
CN115028754B (en) Sulfated hericium erinaceus fruiting body beta-glucan, sulfated beta-glucan-chitosan nanoparticle and preparation method and application thereof
Yeniyurt et al. Fmoc-PEG coated single-wall carbon nanotube carriers by non-covalent functionalization: an experimental and molecular dynamics study
Ren et al. Preparation, characterization and controlled-release property of CS crosslinked MWCNT based on Hericium erinaceus polysaccharides
Song et al. Preparation and evaluation of insulin-loaded nanoparticles based on hydroxypropyl-β-cyclodextrin modified carboxymethyl chitosan for oral delivery
CN101756209A (en) Method for preparing nano sea cucumber royal jelly
CN114522150A (en) Preparation method and application of pH-sensitive plant microcapsule nano extruder
CN108990973B (en) Graphene oxide/chitosan quaternary ammonium salt composite material and preparation method and application thereof
Venugopal et al. Targeted delivery of silymarin to liver cells by galactosylated nanoparticles: in‐vitro & in‐vivo evaluation studies
CN108067170A (en) A kind of leprosy grape fruit powder injection ionization embedding equipment and its embedding method

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