1,2,3,4,6-penta-O-galloyl-D-glucose (PGG) is one of the main active compounds of Guizhi Fuling capsule. Molecularly imprinted polymers (MIP) have high affinity toward template molecules synthesized by molecularly imprinted technology for its specific combined sites, which can overcome the shortcoming of traditional separation methods, such as complex operation, low efficiency, using large quantity of solvent and environmental pollution. In this paper, surface molecularly imprinted polymer (SMIP) was prepared by surface imprinting with PGG as the template molecule. Its adsorption capacity was measured by the scatchard equation. The separation of PGG from Guizhi Fuling capsule at preparatived scale was achieved with molecularly imprinted polymer as stationary phase and the purity was 90.2% by HPLC. This method can be used to prepare PGG from Guizhi Fuling capsule with large capacity and is easy to operate. It provides a new method for efficient separation and purification for other natural products.
Adsorption ; Capsules ; chemistry ; Chromatography, High Pressure Liquid ; Drugs, Chinese Herbal ; chemistry ; Hydrolyzable Tannins ; chemistry ; isolation & purification ; Molecular Imprinting ; Polymers ; chemical synthesis ; chemistry

Taking mesoporous molecular sieve MCM-41 as a substrate, baicalin (BA) as template, acrylamide (AM) as the functional monomer, ethylene glycol dimethacrylate (EGDMA) as a cross-linking agent, ethanol as solvent, under thermal polymerization initiator of azobis isobutyronitrilo (AIBN) , a kind of selective recognition of baicalin surface molecularly imprinted polymer was synthesized. The surface morphologies and characteristics of the MIPs were characterized by infrared spectroscopy (IR) and transmission electron microscope (TEM). The adsorption properties of polymer microsphere for the template were tested by the dynamic adsorption equilibrium experiments and static adsorption equilibrium experiments. The experiment showed that the imprinting process was successfully and the well-ordered one-dimensional pore structure of MCM-41 was still preserved. Furthermore, molecularly imprinted polymers had higher selective ability for BA, then provided a new method for the efficient separation and enrichment of baicalin active ingredients from medicinal plants Scutellaria baicalensis.
Adsorption ; Drugs, Chinese Herbal ; chemistry ; isolation & purification ; Flavonoids ; chemistry ; isolation & purification ; Molecular Imprinting ; Polymerization ; Polymers ; chemical synthesis ; chemistry ; Porosity ; Scutellaria baicalensis ; chemistry

To obtain ginsenoside Rg1 molecularly imprinted polymer (MIP) separating materials with high selectivity, enrichment and adsorption performance through directional separation of ginsenoside Rg1 and analogues. In this study, MIPs were respectively prepared by precipitation polymerization and surface imprinted polymerization. Their adsorption performances were compared. The results showed that ginsenoside Rg1 MIPs prepared by the above two methods had a high adsorption performance to template molecules, with the maximum apparent adsorbing capacity of up to 27.74, 46. 80 mg x g(-1), respectively. Moreover, MIPs prepared by surface imprinted polymerization showed higher adsorption capacity than that by precipitation polymerization. The experimental results indicated that as for ginsenoside Rg1 with higher polarity, MIPs prepared by surface imprinted polymerization showed higher selectivity and adsorption performance, which provides provide important reference for preparing imprinted polymers with good adsorption performance with active molecules with strong polarity.
Adsorption ; Chemical Fractionation ; methods ; Chemical Precipitation ; Ginsenosides ; chemistry ; isolation & purification ; Molecular Imprinting ; Polymerization ; Polymers ; chemical synthesis

OBJECTIVETo synthesize a biodegradable non-viral gene carrier with a high transfection efficiency and a low cytotoxicity.

METHODSPoly(ethylene glycol)-block-(poly(L-glutamic acid)-graft-polyethylenimine) was prepared via ammonolysis of poly(ethylene glycol)-block-poly (γ-benzyl L-glutamate) with the low-molecular-mass polyethylenimine (600 Da). The synthesized copolymer was characterized by 1H nuclear magnetic resonance spectroscopy and gel permeation chromatography. The polyplex micelle from PEG-b-(PG-g-PEI) and plasmid DNA (pDNA) was studied using dynamic light scattering, zeta-potential measurements, and gel retardation assay. The in vitro cytotoxicity and transfection efficiency of PEG-b-(PG-g-PEI) were tested by MTT assay and luciferase assay in HEK 293T cells using PEI (25 kDa) as the control.

RESULTSPEG-b-(PG-g-PEI) could efficiently condense DNA into nanosized particles with positive surface charges when the N/P ratio of polymer and DNA was above 5:1. The zeta potential of the polyplexes was about 25 mV, and the particle size was 120 nm at a N/P ratio of 10. The cell toxicity and gene transfection evaluations showed a lower cytotoxicity and a higher gene transfection efficiency of the copolymer than PEI 25000 in HEK 293T cells.

CONCLUSIONSThe polymer can be used as a potential non-viral gene carrier for gene therapy.

Cell Survival ; Gene Transfer Techniques ; Genetic Vectors ; Glutamic Acid ; chemistry ; HEK293 Cells ; Humans ; Particle Size ; Plasmids ; Polyethylene Glycols ; chemical synthesis ; chemistry ; Polyethyleneimine ; analogs & derivatives ; chemical synthesis ; chemistry ; Polyglutamic Acid ; analogs & derivatives ; chemical synthesis ; chemistry ; Polymers ; Transfection

OBJECTIVETo synthesize three amphiphilic molecules (TEG-R1, TEG-R2, TEG-R3), with branched oligo polyethylene glycol as hydrophilic fractions and aliphatic chains (containing six, eight and twelve carbon atoms respectively) as hydrophobic fractions, and study them as insoluble drug vectors.

METHODThree compounds were successfully through acylation, substitution reaction, reduction reaction and esterification. Their structures were verified by NMR analysis; and the critical micelle concentrations (CMC) of TEG-R1, TEG-R2, TEG-R3 were determined by pyrene fluorescence probe spectrometry. Transmission electronic microscopy (TEM) photos displayed the state of the aqueous solution. The self-assembly solution evaporation method was adopted to prepare drug loading podophyllotoxin micelles, and characterize their grain size, in order to detect the hemolysis of the three amphiphilic molecules.

RESULTNuclear magnetism showed the successful synthesis of three amphiphilic molecules, with critical micelle concentrations of TEG-R1, TEG-R2, TEG-R3 of 50, 50, 10 mg x L(1), respectively. Transmission electronic microscopy (TEM) photos displayed a spherical-like state, with diameter of 20-50 nm. All of the three amphiphilic molecules could be prepared into drug-loading micelles, with the range of grain sizes between 100-200 nm. Hemdytic experiment showed that, among the amphiphilic molecules of the graft six-carbon aliphatic chain, TEG-R1 could not cause hemolysis.

CONCLUSIONAll of the three amphiphilic molecules are micellized in water solution, and can be used as insoluble drug vectors. Among them, TEG-R1 could not cause hemolysis, and is expected to become a new-type drug vector.

Drug Carriers ; chemical synthesis ; chemistry ; Hydrophobic and Hydrophilic Interactions ; Micelles ; Microscopy, Electron, Transmission ; Polymers ; chemical synthesis ; chemistry

A novel amphiphilic copolymer, folate-poly (PEG-cyanoacrylate-co-cholesteryl cyanoacrylate) (FA-PEG-PCHL) was synthesized as liposomal modifying material with folate receptor targeting and long circulating property. FA-PEG-PCHL-modified docetaxel-loaded liposomes (FA-PDCT-L) were prepared by organic solvent injection method, and the system was optimized using central composite design-response surface methodology. The structure of the FA-PEG-PCHL copolymer was confirmed by FT-IR and 1H NMR. Ultrafiltration technique, transmission electron microscope, dynamic light scattering and electrophoretic light scattering, and fluorescence polarization method were used to study the physicochemical parameters of FA-PDCT-L. FA-PDCT-L showed spherical or ellipsoid shape. The mean particle sizes were in the range of 111.6-126.9 nm, zeta potentials were from -6.54 mV to -14.13 mV and the drug encapsulation efficiency achieved 97.8%. The observed values agreed well with model predicted values. The membrane fluidity increased with the increment of the molecular weight of PEG and the decrement of the amount of FA-PEG-PCHL. The in vitro release test showed that the drug could be sustained-released from liposomes without a burst release and with stability for 6 months. After 24 h only 31.1%, 27.2% and 19.5% of encapsulated docetaxel were released for FA-PDCT10000-L, FA-PDCT4000-L and FA-PDCT2000-L, respectively. This work is useful for further research on the application of the synthesized copolymer-modified long circulating liposomes for cancer therapy.
Antineoplastic Agents ; administration & dosage ; Cholesterol Esters ; chemistry ; Cyanoacrylates ; chemistry ; Delayed-Action Preparations ; Drug Carriers ; chemical synthesis ; chemistry ; Drug Delivery Systems ; Folate Receptors, GPI-Anchored ; chemistry ; Liposomes ; administration & dosage ; chemistry ; Molecular Weight ; Particle Size ; Polyethylene Glycols ; chemistry ; Polymers ; chemical synthesis ; chemistry ; Taxoids ; administration & dosage

A novel chitosan derivant, N-octyl-N-arginine chitosan (OACS) with a mimetic structure of cell-penetrating peptides was synthesized by introducing hydrophilic arginine groups and hydrophobic octyl groups to the amino-group on chitosan's side chain. Structure of the obtained polymer was characterized by FT-IR and 1H NMR. The substitution degree of octyl and arginine groups was calculated through element analysis and spectrophotometric method, separately. The critical micelle concentration of OACS was 0.12 - 0.27 mgmL(-1) tested by fluorescence spectrometry. The solubility test showed OACS could easily dissolve in pH 1 - 12 solutions and self-assemble to form a micelle solution with light blue opalescence. The OACS micelles have a mean size of 158.4 - 224.6 nm, polydisperse index of 0.038 - 0.309 and a zeta potential of +19.16 - +30.80 mV determined by malvern zetasizer. AFM images confirmed free OACS micelle has a regular sphere form with a uniform particle size. MTT test confirmed that OACS was safe in 50 - 1 000 micromol-L(-1). The result of HepG2 cell experiment showed that the cell internalization of OACS micelles enhanced with increased substitution degree of arginine by 40 folds compared to chitosan. Thus, OACS micelles were a promising nano vehicle with permeation enhancement and drug carrier capability.
Arginine ; analogs & derivatives ; chemical synthesis ; chemistry ; metabolism ; Biocompatible Materials ; chemical synthesis ; chemistry ; Cell Survival ; Cell-Penetrating Peptides ; chemical synthesis ; chemistry ; Chitosan ; analogs & derivatives ; chemical synthesis ; chemistry ; Drug Carriers ; Hep G2 Cells ; Humans ; Magnetic Resonance Spectroscopy ; Micelles ; Nanoparticles ; Particle Size ; Polymers ; Solubility ; Spectroscopy, Fourier Transform Infrared

The aim of this research was to estimate the bioactivity of nano-hydroxyapatite/poly (L-lactic acid) composites in simulated body fluid. In vitro test showed that the pH value of simulated body fluid (SBF) declined gradually and the existence of hydroxyapatite (HA) particles neutralized the acid degradation product of poly (L-lactic acid) (PLLA). Bone-like apatite deposited on the surface, and silkworm-like crystals and plate-like clusters appeared after soaking. At the same time, there were many honeycomb-like pores caused by nano-composite degraded. The results indicated that the hydroxyapatite/poly (L-lactic acid) nano-composites have good bioactivity and degradation characteristics.
Biocompatible Materials ; Bone Substitutes ; chemical synthesis ; chemistry ; Durapatite ; chemical synthesis ; chemistry ; Lactic Acid ; chemistry ; Microscopy, Electron, Scanning ; Nanoparticles ; Polyesters ; chemical synthesis ; chemistry ; Polymers ; chemistry ; Porosity ; X-Ray Diffraction

This research was to design and prepare interbody fusion cages using composite materials of multi-amino acid copolymer/tri-calcium phosphate (MAACP/TCP) and to test compressive strength of the cages. 16 specimens of C3-4 segments from female adult goats were scanned by X-ray to exclude disease of cervical spine, and then anatomical data were measured, i. e. disc space height of C3-4 segment (DSH), sagittal diameter of C3 lower endplate (SDLE3), sagittal diameter of C4 upper endplate (SDUE4), coronary diameter of C3 lower endplate (CDLE3), and coronary diameter of C4 upper endplate (CDUE4). According to the anatomical data, we designed and prepared the interbody fusion cage using the composite of MAACP/TCP and titanium with the same sizes. The MAACP/TCP Cages were made with the method of injection molding and finish machining, and titanium Cages were made with machining. In the testing of compressive strength of Cages, the specimens were divided into three groups, tricortical iliac crest bone group (isolated from goats), MAACP/TCP Cage group and titanium Cage group. There were 8 specimens in every group with the same sizes, the length of 12 mm, the width of 10 mm, and the height of 6 mm. The compressive strength of all specimens was tested on a universal testing machine. The values of DSH, SDLE3, SDUE4, CDLE3 and CDUE4 were (4.78 +/- 0.17) mm, (15.06 +/- 0.53) mm, (12.46 +/- 0.44) mm, (14.47 +/- 0.51) mm and (12.15 +/- 0.65) mm, respectively. MAACP/TCP Cage was successfully designed and made with a compressive strength of 76.34 MPa, which was much higher than that of tricortical iliac crest bone (18.41 MPa). The maximal loading of universal testing machine was 50 000 N, so the compressive strength of titanium Cages, whose value should be more than 541.35 MPa, could not be tested precisely. It is feasible to make cages with MAACP/TCP composite, and the compressive strength of MAACP/TCP Cages was much higher than that of tricortical iliac crest bone isolated from goats.
Absorbable Implants ; Amino Acids ; chemistry ; Animals ; Biocompatible Materials ; chemical synthesis ; Biomechanical Phenomena ; Calcium Phosphates ; chemistry ; Cervical Vertebrae ; surgery ; Compressive Strength ; Female ; Goats ; Materials Testing ; Polymers ; chemistry ; Spinal Fusion ; instrumentation

A new class of dendrimer polylysine poly(ethylene glycol)-lipid was designed and synthesized. The cationic polymer liposomes were prepared by the lipid film-extrusion and post-insertion two methods with these dendrimer polylysine poly(ethylene glycol)-lipid and other lipids. The structural properties of obtained cationic polymer liposomes were studied by laser light scattering and fluorescence spectrometer. It was demonstrated that the nano sized liposomes with different density of surface cationic charges can be prepared by either lipid film-extrusion or post-insertion methods, but post-insertion process did not affect drug loading, did not influence drug loading capacity and did not induce liposomal morphology and particle size. The density of positive charge does not affect the size and distribution of different liposomes size and distribution. It was the better choice for manufacture because post-insertion method did not cause early release of drug and size changes. Cell binding experiments show that cationic polymer liposomes, especially dendrimer polymer liposomes had higher local charge density, and therefore have dramatic non specific cell targeting ability.
Animals ; Biological Transport ; Cations ; Cell Line ; Cricetinae ; Drug Delivery Systems ; Kinetics ; Lipids ; chemistry ; pharmacokinetics ; Liposomes ; chemical synthesis ; chemistry ; pharmacokinetics ; Molecular Structure ; Nanoparticles ; Particle Size ; Polyethylene Glycols ; chemistry ; pharmacokinetics ; Polymers ; chemistry ; pharmacokinetics