Effect of immobilization of polysaccharides on the biocompatibility of poly(butyleneadipate‐co‐terephthalate) films

Aiming to improve the hydrophilicity, antibacterial activity, cytocompatibility, and hemocompatibility of poly(butyleneadipate‐co‐terephthalate) (PBAT) films, PBAT films were treated with ozone, grafted with chitosan (CS), and followed by covalent immobilization of either heparin (HEP) or hyaluronic acid (HA). The surface graft density of modified PBAT films was detected by X‐ray photoelectron spectroscopy (XPS) and dyeing. The surface roughness of PBAT films was measured using an atomic force microscope (AFM). After immobilizing CS, PBAT films acquired antibacterial activity against Staphylococcus aureus and Escherichia coli. The adsorption of human serum albumin (HSA) and human plasma fibrinogen (HPF) on PBAT–CS–HEP and PBAT–CS–HA films was lower compared to that of native PBAT. Moreover, HEP immobilization could effectively reduce platelet adhesion and prolong the blood coagulation time, thereby improving the blood compatibility of PBAT. In addition, the growth of L929 fibroblasts was improved for HEP or HA immobilized PBAT, suggesting this surface modification was non‐cytotoxic. Furthermore, PBAT–CS–HEP and PBAT–CS–HA exhibited higher cell proliferation than native PBAT. Copyright © 2009 John Wiley & Sons, Ltd.     

Preparation and Antibacterial Function of Quaternary Ammonium Salts Grafted Cellulose Fiber Initiated by Fe2 +-H2O2 Redox

The surface contact disinfecting technique is a newly developed method for water sterilization. In this paper, the grafted quaternary ammonium salts (QAS) antibacterial fibers were prepared and designed to apply for the surface contact disinfecting process in water treatment. The antibacterial fibers were directly prepared by grafting methacryloxylethyl benzyl dimethyl ammonium chloride (DMAE-BC) onto cellulose fiber using thiocarbonate-H₂O₂ redox system. All kinds of factors in the grafting reactions, such as reaction time, reaction temperature, monomer concentration, initiator concentration, which influence the percentage of grafting, were studied and optimized. The modified cellulose fibers were characterized by Fourier transform infrared spectroscopy (FTIR) and scanning electron microscope(SEM). The effects of the percentage of grafting of the grafted cellulose fibers on bactericidal activity were also studied. The spread plate method was used to characterize the bactericidal activity. The disinfection process was further investigated by directly observing the morphology of the bacterial cells adsorbed on the antibacterial fibers with SEM and measuring extracelluar total protein concentration in suspension. The poly(DMAE-BC)-grafted cellulose ?ber was found to exhibit particularly high activity against E.coli.     

In vitro study of a HPγ-cyclodextrin grafted PET vascular prosthesis for application as anti-infectious drug delivery system

Hydroxypropyl-γ-cyclodextrin (HPγ-CD) was grafted onto woven polyester (PET) vascular prosthesis by using citric acid (CTR) as crosslinking agent. A polyCTR-HPγ CD polymer was physically fixed onto the PET fibers. An optimal compromise between fixation temperature and fixation time was found and a grafting rate of 6.7% was obtained. The study of the inclusion of ciprofloxacin (CFX) and HPγ-CD was evidenced by using spectrophotometry. Sorption tests also showed that modified prosthesis could adsorb 5 times more CFX than the control. Biological tests revealed proliferation rates of human pulmonary micro-vascular endothelial cells (HPMEC) of 73 and 48% on virgin and modified prostheses respectively. We demonstrated that this was rather due to the increase of surface roughness of the fibers after their modification than to a toxic effect the polyCTR-HPγCD polymer coating. Prostheses samples modified with HPγCD and impregnated with CFX stayed up to 24 h in blood plasma. At various moments some aliquots were withdrawn from the medium and a positive antibacterial activity against Staphylococcus epidermidis was observed within the 24 h period for the grafted sample, whilst that of the virgin one had disappeared within 4 h. So, cyclodextrin coating of vascular prostheses may be suitable for the controlled release of CFX, and thus should help to the prevention of post surgery complications.     

The preparation and characterization of silver‐loading cellulose acetate hollow fiber membrane for water treatment

Silver‐loading asymmetric cellulose acetate (CA) hollow fiber membrane was spun via the dry jet‐wet spinning technique. The spinning solution was prepared by dissolving AgNO₃ and CA in N,N‐dimethylformamide (DMF). The silver ions were reduced in the spinning dope into silver nano‐particles. The morphology of the resulting hollow fibers was examined using a scanning electron microscope and the silver content in the fiber was measured using an inductively coupled plasma atomic emission spectrometer. The antibacterial activities were evaluated. These hollow fibers had a sponge‐like structure and dense inner and outer surfaces. At a 50 k magnification, the pore on the skin layer was not observable, while the nodule size was smaller than 10 nm. The residual silver content of as‐spun hollow fiber was about 60% of the original silver added in the polymer solution. After immersing in water bath for 180 days, the silver content in the bulk of the hollow fibers decreased to 60% and the silver content on the surface reduced to 10%, yet still showed antibacterial activity against Escherichia coli and Staphylococcus aureus. After permeating with water for 5 days, the silver content in the hollow fibers decreased, and did not show antibacterial activity against E. coli and S. aureus. Thus, silver content must be periodically replenished after permeation. The proper range of AgNO₃ in the spinning solution for CA hollow fiber should be about 100–1000 ppm. Copyright © 2005 John Wiley & Sons, Ltd.     

Antibacterial modification of cellulose fibers by grafting β-cyclodextrin and inclusion with ciprofloxacin

Antibacterial-modified cellulose fiber was prepared by covalently bonding β-cyclodextrin (β-CD) with cellulose fiber via citric acid (CA) as crosslinking agent, followed by the inclusion of ciprofloxacin hydrochloride (CipHCl) as antibiotic. Effects of reaction time, temperature, concentration of β-cyclodextrin citrate (CA-β-CD) and pH on the grafting reaction were investigated, and the grafting ratio of β-CD onto cellulose fibers was 9.7 % at optimal conditions; the loading and releasing behaviors of CipHCl into/from β-CD grafted cellulose fibers were also revealed, the load amount of CipHCl into grafted cellulose fibers increased remarkably, and the release of CipHCl from the grafted cellulose fibers was prolonged. The microstructure, phase and thermal stability of modified cellulose fibers were characterized by FT-IR, ¹³C CPMAS NMR, X-ray diffraction and TGA. Considerably longer bacterial activity against E. coli and S. aureus was observed for grafted fibers loading CipHCl compared to virgin ones. Optical and mechanical properties of the paper sheets decreased generally with more antibacterial-modified fibers added.     

Cornstarch/Poly(vinyl alcohol) Biocomposite Blend Films: Mechanical Properties,Thermal Behavior,Fire Retardancy,and Antibacterial Activity

In the present study, biocomposite films of starch/poly(vinyl alcohol) (St/PVA) reinforced with delignified Grewia optiva fiber and methyl methacrylate (MMA) grafted fibers were prepared using citric acid as a plasticizer and glutaraldehyde as the cross-linker. The biocomposite films were subjected to evaluation of mechanical properties, biodegradability, and antibacterial properties. The biocomposite films were characterized by using Fourier transform-infrared (FT-IR) spectrophotometry, scanning electron microscopy (SEM), and thermogravimetric analysis (TGA/DTA/DTG). SEM showed good adhesion between St/PVA blend matrix and fibers. The antimicrobial activity of biocomposite films against pathogenic bacteria such as Staphylococcus aureus and Escherichia coli was also explored. The results confirmed that the biocomposite films may be used for food packaging.     

In vitro biocompatibility of three‐dimensional chitosan scaffolds immobilized with chondroitin‐6‐sulfate

Cellular‐compatible scaffolds were prepared using a three‐dimensional micro‐porous chitosan (CS) non‐woven fabric immobilized by glutaraldehyde (GA), followed by the immobilization of chondroitin‐6‐sulfate (ChS). To characterize the immobilizing process, tensile analysis, and scanning electron microscopy (SEM) were performed. The cell seeding efficiency and proliferation test were evaluated using L929 fibroblasts. The chitosan scaffolds showed high water vapor transmission rate and antibacterial activity. In addition, ChS‐immobilized scaffolds exhibited higher cell seeding efficiency and fibroblasts proliferation. These results demonstrated that the CS non‐woven fabrics grafted with GA and immobilized with ChS could be an appropriate candidate for wound healing and artificial scaffolds in the clinical applications. Copyright © 2007 John Wiley & Sons, Ltd.     

Synthesis,spectroscopic characterization,antineoplastic, in vitro-cytotoxic,and antibacterial activities of mononuclear ruthenium(II) complexes

The synthesis, antineoplastic, cytotoxic, and antibacterial activities of Ru(II) complexes derived from quinazoline and thiosemicarbazone ligands are reported. These complexes have been prepared and characterized by UV-Vis, IR, ¹H-NMR, FAB-mass spectroscopy, and elemental analysis. The ligands and resulting complexes were subjected to in vivo antineoplastic activity against a transplantable murine tumor cell line Ehrlich ascites carcinoma (EAC) and in vitro cytotoxic activity against human cancer cell line Molt 4/C₈, CEM, and murine tumor cell line L 1210. The ruthenium complexes show promising biological activity especially in decreasing tumor volume and viable ascitic cell counts. These complexes prolonged the life span of mice bearing EAC tumors by 10–52%. In vitro evaluation of these ruthenium complexes revealed cytotoxic activity from 0.29 to 2.9?µmol?L^?1 against Molt 4/C₈, 0.22 to 2.1?µmol?L^?1 against CEM and 0.42 to 4.7?µmol?L^?1 against L1210 cell proliferation, depending on the nature of the compound. The metal complexes are more active than the parent ligand and exhibit mild to moderate antibacterial activity.     

In situ formed silver nanoparticles on glass fibers grafted with polyacrylamide and their antibacterial activity

In this paper, grafted polyacrylamide from the surface of glass fibers was prepared by surface initiated atom transfer radical polymerization in order to control the matrix surface structure and properties. The uniform and stable grafted polymer layer was utilized to prepare silver ions complexes, and then the silver ions were reduced by AlLiH₄ to form in situ silver nanoparticles. The structure, composition, properties and surface morphology of the modified glass fibers were characterized by X-ray photoelectron spectroscopy, fourier transform infrared spectroscopy, thermo gravimetric analysis and scanning electron microscopy. The antibacterial activities of modified glass fibers against E. coli, B. subtilis and S. cerevisiae had been studied respectively by Shake Flask Method. The results show that the antibacterial ratio of Ag nanoparticles loaded glass fibers is significantly improved than that of Ag⁺ loaded, and the highest antibacterial ratio is 72.2% against E. coli.     

Chitosan‐capped sulfur microparticles grafted on UV‐treated PET surface

Antimicrobial materials with immobilized particles are of considerable interest. Sulfur, as one of the abundant elements on earth, is cheap and environmentally friendly; therefore, sulfur particles (SPs) can be used as an effective, nontoxic and low‐cost alternative to metal particles. SPs were prepared by precipitation method using sodium thiosulfate and hydrochloric acid in the presence of chitosan as a stabilizer. Further, SPs were grafted on polyethylene terephthalate (PET) foil activated by ultraviolet radiation. The changes in surface properties of modified foils were characterized by contact angle measurement, electrokinetic analysis and X‐ray photoelectron spectroscopy (XPS). The contact angle decreased on the UV‐treated sample, owing to the formation of oxidized groups. The presence of nitrogen and sulfur on the polymer surface, revealed by XPS, showed that chitosan‐capped SPs were bound to this surface. The surface morphology of samples and particle sizes were examined by scanning electron microscopy. The size of SPs increased after grafting on surface to a few micrometres. The antibacterial activity of the PET samples was tested against Staphylococcus epidermidis and Escherichia coli bacteria strains. UV‐treated samples grafted with one of the tested chitosan‐capped SPs demonstrated antibacterial effect against both of the bacteria strains. This new nanocomposite has potential to be used in medical applications as an antibacterial agent or in food processing as an antimicrobial food packaging material. Food spoilage caused by microorganisms such as E. coli during distribution and storage has a major impact on food quality and shelf life.     

Effect of the topology on the antibacterial activity of cationic polythioether synthesized by all-click chemistry

Cationic compounds often serve as antibacterial materials for a wide range of applications. However, the relationship of topology−antibacterial activity has been rarely revealed. Herein, three cationic polythioethers (CPTEs) with hyperbranched topologies are well designed and facilely synthesized via an all-click chemistry strategy (including thiol-ene and epoxy-amine additions). These as-prepared CPTEs were found to exhibited outstanding antibacterial activity against Escherichia coli and Staphylococcus aureus with minimum inhibitory concentrations against E. coli of 7.3, 14.6, and 14.6 μg ml⁻¹, and against S. aureus of 14.6, 29.2, and 29.2 μg ml⁻¹, respectively. The antibacterial activity is coincident with their degree of branching (DB, their DB values of 0.81, 0.48, and 0.27), which is mainly attributed to the inherent three-dimensional structure. The present strategy reveals the relationship of polymer topology and antibacterial activity, providing a novel possibility for designing and/or synthesis of high-efficiency antibacterial agents.     

Synthesis and Evaluation of Antimicrobial Activity of Some New Hetaryl‐Azoles Derivatives Obtained from 2‐Aryl‐4‐methylthiazol‐5‐carbohydrazides and Isonicotinic Acid Hydrazide

A series of new 1,3,4‐oxadiazole/thiadiazole and 1,2,4‐triazole derivatives have been synthesized starting from 2‐aryl‐4‐methylthiazol‐5‐carbohydrazides and isonicotinic acid hydrazide. All the newly synthesized compounds were characterized by IR, ¹H NMR, ¹³C NMR, and mass spectrometry. The synthesized compounds were screened for their antibacterial and antifungal activity, assessed as growth inhibition diameter. Some of them showed good antibacterial activity against gram positive Staphylococcus aureus, while the antibacterial activity against Listeria monocytogenes, Escherichia coli, and Salmonella typhymurium and antifungal activity against Candida albicans was modest. None of the tested compounds showed inhibitory activity against gram positive bacteria Enterococcus faecalis and Bacillus cereus and against gram negative bacteria Pseudomonas aeruginosa.     

Zeolite‐Supported One‐Pot Synthesis of Bis‐azetidinones under Microwave Irradiation

In an attempt to synthesize antibacterial agents effective against gram‐positive and gram‐negative bacteria, the efficient synthesis of novel bis‐azetidinones ( 3a–j ) has been established. Thus, cycloaddition reaction of substituted bis‐imines with chloroacetylchloride under microwave irradiation in the presence of zeolite yielded bis‐azetidinones ( 3a–j ). Structures of the synthesized compounds have been elucidated on the basis of their elemental analysis and spectral data (IR, ¹H‐NMR, ¹³C‐NMR, and mass spectra). The synthesized bis‐azetidinones were screened for their antibacterial activity against five microorganisms: Bacillus subtilis, Proteus vulgaris, Staphylococcus aureus, Klebsiella pneumoniae, and Escherichia coli. They were found to exhibit good to moderate antibacterial activity.     

Antibacterial nanocomposite supporting cell growth and spheroid formation by chemical surface treatment of polymer foil

Octenidine dihydrochloride (OCT) has a wide spectrum of antibacterial, antifungal and virucidal activity. OCT is also newly used in tissue engineering. The aim of this work was to create a new nanocomposite consisting of OCT-grafted polymer with (i) antibacterial effect and/or (ii) surface for better cell adhesion and proliferation. The polymer foils were chemically activated with Piranha solution and subsequently grafted with OCT. Changes in surface properties before and after modifications were detected by electrokinetic analysis, goniometry, atomic force microscopy, scanning electron microscopy and X-ray photoelectron spectroscopy. The final nanocomposite polymer/OCT exhibits antibacterial activity against Staphylococcus epidermidis (S. epidermidis). The new nanocomposite material has also been shown to support the growth of B14 cell culture on the substrate and to form cell multilayers, which could lead to the formation of spheroids. This behaviour strongly depends on the concentration of OCT grafted onto the polymer surfaces. This new nanocomposite could be used in medicine, for bioapplications, environmental protection.     

Surface treatment of PET fiber by EB-irradiation-induced graft polymerization and its effect on adhesion in natural rubber matrix

Aiming to develop a high performance fiber-reinforced natural rubber (NR) without using resorcinol formaldehyde latex (RFL) adhesives of environmental load substances, a special technique using electron beam (EB) irradiation-induced graft polymerization was applied to high-modulus polyethylene terephthalate (PET) fibers. Although PET is chemically inert, acrylate functional silane could be graft-polymerized onto the PET fiber surface by this special technique. The composite of NR and grafted PET fibers indicated a linear increase in the initial modulus with the fiber content. The fiber reinforced rubber with a good performance was obtained in the system of NR and grafted PET fibers.     

Graft Copolymerization of Acrylamide on Swollen poly (Ethylene Terephthalate) Fibers Using Cerium Ammonium Nitrate Initiator

Abstract

In this study the graft copolymerization of acrylamide (AAm) on swollen poly(ethylene terephthalate) (PET) fibers using cerium ammonium nitrate (CeAN) initiator was investigated. Five organic solvents, dimethylsulfoxide (DMSO), morpholine, acetic acid (HAc), n-butanol, and 1,2-dichloroethane (DCE), were used as swelling agents. DMSO was found to be the most suitable swelling agent. Solvent diffusion into the fibers was observed to increase with treatment time and temperature. The optimum graft yield was obtained when fibers were grafted after having been swollen in DMSO for a period of 1 hour at 140°C. Variation of graft yield with polymerization time and temperature, and monomer, initiator, and acid concentrations were investigated. Graft yields were observed to increase initially with polymerization time, then to level off, and were found to increase up to a certain monomer and Ce⁴⁺ concentration, then to decrease slightly. The effect of grafting on such fiber properties as diameter, viscosity, and moisture gain were also investigated.     

Synthesis,antibacterial, and antioxidant activities of naphthyl-linked disubstituted 1,2,3-triazoles

Here, click synthesis of 15 naphthyl-linked disubstituted 1,2,3-triazoles has been carried out by the reaction between 1-(prop-2-yn-1-yloxy)naphthalene and aromatic azides. The structure elucidation of the synthesized compounds was carried out by FTIR, ¹H NMR, ¹³C NMR, and HRMS techniques. Further, the compound 7f was confirmed by X-ray crystallography (CCDC 1876891). The synthesized compounds were explored for antibacterial activity against Bacillus cereus, Escherichia coli, and Staphylococcus aureus. Biological evaluation of synthesized 1,2,3-triazoles revealed moderate to good antibacterial activity against the tested strains. The antioxidative behavior of synthesized compounds manifested the remarkable free radical scavenging activity using DPPH assay.     

Nickel versus copper: enhanced antibacterial activity in a series of new nickel(II) Schiff base complexes

Five new Ni(II) Schiff base complexes [NiL^x(Solv)₂] denoted by NiL^x, x = 1–5, were synthesized and characterized. The Schiff base ligands were synthesized from the condensation of 5-bromo-2-hydroxy-3-nitrobenzaldehyde with different aliphatic and aromatic diamines. The X-ray crystal structure of NiL³ was determined. The ligands and complexes were tested as antibacterial agents against two gram(+) and two gram(?) human pathogenic bacteria. The complexes showed moderate antibacterial activity against both gram type bacteria. The new Ni(II) complexes showed enhanced antibacterial activity compared to the previously reported Cu(II) complexes of the same ligands.     

Synthesis,biological screening,in silico study and fingerprint applications of novel 1, 2, 4-triazole derivatives

A series of novel 1,2,4 triazole derivatives were synthesized by treating 4-bromo-2-(4H-1,2,4-triazole-3-yl)aniline (4) with different substituted benzene sulfonyl chlorides 5(a-f) and benzyl bromides 7(a-e) . IR, ¹H-NMR, ¹³C-NMR, and mass analysis confirmed the structures of the newly synthesized compounds. All derivatives were screened for their in vitro antibacterial activity against two bacterial strains viz Escherichia coli and Staphylococcus aureus, antifungal activity against Aspergillus flavus and Candida albicans, anthelmintic activity against Pheretima posthuma and also cytotoxicity activity against MDA-MB 231 and A375 cancer cell lines. It was found that some of the derivatives showed significant antibacterial, antifungal, anthelmintic, and cytotoxic activities when compared to respective standard drugs. Molecular docking studies have assisted the theoretical binding mode of the target molecules. Compounds were also explored for fingerprint application.     

Microstructure and mechanical properties of hot‐air drawn poly(ethylene terephthalate) fibers

Hot‐air drawing method has been applied to poly(ethylene terephthalate) (PET) fibers in order to investigate the effect of strain rate on their microstructure and mechanical properties and produce high‐performance PET fibers. The hot‐air drawing was carried out by blowing hot air controlled at a constant temperature against an as‐spun PET fiber connected to a weight. As the hot air blew against the fibers weighted variously at a flow rate of about 90 ℓ/min, the fibers elongated instantaneously at a strain rate in the range of 2.3–18.7 s⁻¹. The strain rate in the hot‐air drawing increased with increasing drawing temperature and applied tension. When the hot‐air drawing was carried out at a drawing temperature of 220°C under an applied tension of 27.6 MPa, the strain rate was the highest value of 18.7 s⁻¹. A draw ratio, birefringence, crystallite orientation factor, and mechanical properties increased as the strain rate increased. The fiber drawn at the highest stain rate had a birefringence of 0.231, degree of crystallinity of 44%, tensile modulus of 18 GPa, and dynamic storage modulus of 19 GPa at 25°C. The mechanical properties of fiber obtained had almost the same values as those of the zone‐annealed PET fiber reported previously. © 1999 John Wiley & Sons, Inc. J Polym Sci B: Polym Phys 37: 1703–1713, 1999