Antimicrobial Properties of Chitosan-Modified Cotton Fabric Treated with Aldehydes and Zinc Oxide Particles.

Chitosan is a natural biopolymer with a proven ability to impart textile materials with antimicrobial properties when loaded onto them. The mechanism of its bacteriological activity depends on the contact between the positive and negative charges of the amino groups located on the surface of the microbes. Unfortunately, the type of microorganisms and pH influence this action-shortcomings that can be avoided by chitosan modification and by loading its film with substances possessing antimicrobial properties. In this study, chitosan was modified with benzaldehyde and crosslinked with glutaraldehyde to form a film on the surface of cotton fabric (CB). Also, another material was obtained by including zinc oxide particles (CBZ) synthesized in situ into the chitosan coating. The performed analyses (contact angle measurement, optical and scanning electron microscopy, FTIR, XRD, and thermal analysis) evidenced the modification of the cotton fabric and the alteration of the film properties after zinc oxide inclusion. A comparison of the antimicrobial properties of the new CB with materials prepared with chitosan without benzaldehyde from our previous study verified the influence of the hydrophobicity and surface roughness of the fabric surface on the enhancement of antimicrobial activity. The microbial growth inhibition increased in the following order: fungal strain Candida lipolytica >Gram-positive bacteria Bacillus cereus >Gram-negative bacteria Pseudomonas aeruginosa. The samples containing zinc oxide particles completely inhibited the growth of all three model strains. The virucidal activity of the CB was higher against human adenovirus serotype 5 (HAdV-5) than against human respiratory syncytial virus (HRSV-S2) after 60 min of exposure. The CBZ displayed higher virucidal activity with a Δlog of 0.9 against both viruses.

New Water-Soluble Poly(propylene imine) Dendrimer Modified with 4-Sulfo-1,8-naphthalimide Units: Sensing Properties and Logic Gates Mimicking.

A new water-soluble poly(propylene imine) dendrimer (PPI) modified with 4-sulfo-1,8-naphthalimid units (SNID) and its related structure monomer analog (SNIM) has been prepared by a simple synthesis. The aqueous solution of the monomer exhibited aggregation-induced emission (AIE) at 395 nm, while the dendrimer emitted at 470 nm due to an excimer formation beside the AIE at 395 nm. Fluorescence emission of the aqueous solution of either SNIM or SNID was significantly affected by traces of different miscible organic solvents, and the limits of detection were found to be less than 0.05% (v/v). Moreover, SNID exhibited the function to execute molecular size-based logic gates where it mimics XNOR and INHIBIT logic gates using water and ethanol as inputs and the AIE/excimer emissions as outputs. Hence, the concomitant execution of both XNOR and INHIBIT enables SNID to mimic digital comparators.

Studies on anticancer properties with varying co-ligands in a Ru(II) arene benzimidazole system.

Recently in the field of chemotherapeutics, to combat the side effects of cisplatin, ruthenium complexes have been investigated extensively. In this work, a bidentate benzimidazole-based ligand, HL [HL = 2-(1H-benzo[d]imidazol-2-yl)-6-methoxyphenol], was utilized to obtain three Ru(II) arene complexes having a generalized formula [Ru(η6-p-cym)(L)(X)] or [Ru(η6-p-cym)(L)(X)]+ (where p-cym = p-cymene). The co-ligand X (X = (i) Cl, (ii) PPh3 = triphenyl phosphine, and (iii) PTA = 1,3,5-triaza-7-phosphaadamantane) was varied in order to study the effect it has on the antitumor activity of the compounds. The synthesized compounds were thoroughly characterized using different analytical techniques, including ESI-MS, NMR, FTIR, UV-Vis, and fluorescence spectroscopy. A fluorescence quenching experiment with serum albumin proteins revealed good interactions between the complexes and HSA and BSA. An analysis of their lipophilic character via the shake flask method and a stability study using UV spectroscopy were conducted as well. The anticancer properties of the synthesized compounds were further explored by conducting a DNA binding study using absorption spectroscopy and fluorometric titration with DAPI to check the mode of binding with DNA. Interestingly, the complexes were also found to catalyze the oxidation of NADH to NAD+, giving rise to radical species in the cells. An immunoblot analysis strongly suggested that all three complexes can remarkably upregulate the expression of cleaved caspase-3 and downregulate the expression of the anti-apoptotic protein BCLXL. It is important to note that such studies are yet to be reported for similar benzimidazole-based ruthenium complexes and therefore present a new direction for the investigation of antitumor ruthenium-based metallodrugs. Furthermore, Hoechst and AO/EtBr staining was used to analyze the morphological changes of the compound-treated cancer cells due to apoptosis, which was also confirmed by the IC50 values obtained from the colorimetric assay (MTT) against different cancer cell lines.

Metal-Peptide Complexes with Antimicrobial Potential for Cotton Fiber Protection.

A study of the formation of copper (II) complexes with hemorphin peptide motifs in alkalic water solutions is presented. The effect of the peptide ligand on the complexing properties of the Cu (II) ion was quantified by giving the stoichiometry and stability of the complex compounds in the medium in which they are formed using voltammetric (cyclic) and spectral (UV-Vis and fluorimetric) analytical techniques. The resulting complexes were examined via IR spectroscopy to detect M-N and M-O oscillations and using the EPR approach in solution and in the solid phase to view the coordination and ligand binding regime. The possibility of the synergistic action of copper ions in the antivirus protection processes of cotton fibers coated in the same solvent with the newly obtained complex compounds was also investigated. One of the advantages is the formation of the complexes in an environment where the immobilization takes place, which contributes to increasing the efficiency of the process. The obtained results may serve as an aid for future more detailed biological studies of structure-activity relationships (SARs).

Design of a Composite Based on Polyamide Fabric-Hydrogel-Zinc Oxide Particles to Act as Adsorbent and Photocatalyst.

Surface-initiated photopolymerization has been run to synthesize a hydrogel with ZnO particles distributed uniformly along its structure, which has been loaded onto a polyamide fabric. Three samples have been obtained at different concentrations of zinc nitrate (10% (sample PA10); 20% (sample PA20) and 30% (sample PA30) of the weight of the fabric, respectively)) and subjected to gravimetric analysis, scanning electron microscopy and transmission electron microscopy. The effect of the adsorption parameters of the composite material on the removal Drimaren Rot K-7B dye from water has been studied. The Freundlich isotherm describes this process better than the Langmuir isotherm. As the results of the adsorption kinetics show, the process fits well with a pseudo-second-order equation and depends both on the boundary layer and on the structure of the adsorbent itself. The thermodynamic parameters have demonstrated that the process is endothermic and physical. When exposed to ultraviolet light, the discoloration of the dye solution accelerates due to the photocatalytic properties of the composite materials. The addition of H2O2 also speeds up further the process, while the reuse of the materials slows it down, gradually changing the kinetic parameters. The reaction has been attributed to first-order kinetic model, when the active centers of the materials and the number of oxidative radicals formed are numerous and to the second-order kinetic model at a lower reaction activity. Moreover, 52% decolorization of the dye solution (50 mg L-1) in the dark was achieved from composite material PA 30 (13.3 g L-1) in 120 min and 89% under UV light irradiation. The H2O2 addition (0.14 mmol L-1) enhanced it up to 98%. In the second and third use of the photocatalyst, the dye removal decreased to 80% and 60%. Composite material PA30 exhibits antibacterial activity against Gram-negative bacteria E. coli, being most effective at eliminating Gram-positive bacteria S. aureus.

Enhanced Photodynamic Efficacy Using 1,8-Naphthalimides: Potential Application in Antibacterial Photodynamic Therapy.

This study addresses the need for antibacterial medication that can overcome the current problems of antibiotics. It does so by suggesting two 1,8-naphthalimides (NI1 and NI2) containing a pyridinium nucleus become attached to the imide-nitrogen atom via a methylene spacer. Those fluorescent derivatives are covalently bonded to the surface of a chloroacetyl-chloride-modified cotton fabric. The iodometric method was used to study the generation of singlet oxygen (1O2) by irradiation of KI in the presence of monomeric 1,8-naphthalimides and the dyed textile material. Both compounds generated reactive singlet oxygen, and their activity was preserved even after they were deposited onto the cotton fabric. The antibacterial activity of NI1 and NI2 in solution and after their covalent bonding to the cotton fabric was investigated. In vitro tests were performed against the model gram-positive bacteria B. cereus and gram-negative P. aeruginosa bacteria in dark and under light iradiation. Compound NI2 showed higher antibacterial activity than compound NI1. The light irradiation enhanced the antimicrobial activity of the compounds, with a better effect achieved against B. cereus.

Study of Novel Peptides for Antimicrobial Protection in Solution and on Cotton Fabric.

Some new N- and C-modified biomolecular peptide analogues of both VV-hemorphin-5 and VV-hemorphin-7 with varied amino acids (Cys, Glu, His), 1-adamantanecarboxylic acid, and niacin (nicotinic acid) were synthesized by solid-phase peptide synthesis-Fmoc (9-fluorenylmethoxy-carbonyl) chemistry and were characterized in water solutions with different pH using spectroscopic and electrochemical techniques. Basic physicochemical properties related to the elucidation of the peptide structure at physiological pH have been also studied. The results showed that the interaction of peptide compounds with light and electricity preserves the structural and conformational integrity of the compounds in the solutions. Moreover, textile cotton fibers were modified with the new compounds and the binding of the peptides to the surface of the material was proved by FTIR and SEM analysis. Washing the material with an alkaline soap solution did not show a violation of the modified structure of the cotton. Antiviral activity against the human respiratory syncytial virus (HRSV-S2) and human adenovirus serotype 5 (HAdV-5), the antimicrobial activity against B. cereus and P. aeruginosa used as model bacterial strains and cytotoxic effect of the peptide derivatives and modified cotton textile material has been evaluated. Antimicrobial tests showed promising activity of the newly synthesized compounds against the used Gram-positive and Gram-negative bacteria. The compounds C-V, H-V, AC-V, and AH-V were found slightly more active than NH7C and NCH7. The activity has been retained after the deposition of the compounds on cotton fibers.

Pyrene-based fluorescent Ru(II)-arene complexes for significant biological applications: catalytic potential, DNA/protein binding, two photon cell imaging and in vitro cytotoxicity.

Ruthenium complexes are being studied extensively as anticancer drugs following the inclusion of NAMI-A and KP1019 in phase II clinical trials for the treatment of metastatic phase and primary tumors. Herein, we designed and synthesized four organometallic Ru(II)-arene complexes [Ru(η6-p-cymene)(L)Cl] (1), [Ru(η6-benzene)(L)Cl] (2), [Ru(η6-p-cymene)(L)N3] (3) and [Ru(η6-benzene)(L)N3] (4) [HL = (E)-N'-(pyren-1-ylmethylene)thiopene-2-carbohydrazide] that have anticancer, antimetastatic and two-photon cell imaging abilities. Moreover, in the transfer hydrogenation of NADH to NAD+, these compounds also display good catalytic activity. All the complexes, 1-4, are well characterized by spectroscopic techniques (NMR, mass, FTIR, UV-vis and fluorescence). The single crystal X-ray diffraction technique proved that the ligand L coordinates through an N,O-bidentate chelating fashion in the solid-state structures of complexes 1 and 2. The stability study of the complexes was performed through UV-visible spectroscopy. The cytotoxicities of all the complexes were screened through MTT assay and the results revealed that the complexes have potential anticancer activity against various cancerous cells (HeLa, MCF7 and A431). Studies with spectroscopic techniques revealed that complexes 1-4 exhibit strong interactions with biological molecules i.e. proteins (HSA and BSA) and CT-DNA. The density functional theory (DFT-D) method has been employed in the present study to know the interaction between DNA and complexes by calculating the HOMO and LUMO energy. A plausible mechanism for NADH oxidation has also been explored and the DFT calculations are found to be in accord with the experimental observation. Furthermore, we have investigated intracellular reactive oxygen species (ROS) generation capabilities in the MCF7 breast cancer cell line. The Hoechst/PI dual staining method confirmed the apoptosis mode of cell death. Meanwhile, complexes 1-4 show capabilities to prevent the metastasis phase of cancer cells by inhibiting cell migration.

Self-Associated 1,8-Naphthalimide as a Selective Fluorescent Chemosensor for Detection of High pH in Aqueous Solutions and Their Hg2+ Contamination.

A novel diamino triazine based 1,8-naphthalimide (NI-DAT) has been designed and synthesized. Its photophysical properties have been investigated in different solvents and its sensory capability evaluated. The fluorescence emission of NI-DAT is significantly impacted by the solvent polarity due to its inherent intramolecular charge transfer character. Moreover, the fluorescence emission quenched at higher pH as a result of photo-induced electron transfer (PET) from triazine moiety to 1,8-naphthalimide after cleaving hydrogen bonds in the self-associated dimers. Furthermore, the new chemosensor exhibited a good selectivity and sensitivity towards Hg2+ among all the used various cations and anions in the aqueous solution of ethanol (5:1, v/v, pH = 7.2, Tampon buffer). NI-DAT emission at 540 nm was quenched remarkably only by Hg2+, even in the presence of other cations or anions as interfering analytes. Job's plot revealed a 2:1 stoichiometric ratio for NI-DAT/Hg2+ complex, respectively.

Characterization of a fluorescent 1,8-naphthalimide-functionalized PAMAM dendrimer and its Cu(ii) complexes as cytotoxic drugs: EPR and biological studies in myeloid tumor cells.

The activity and interacting ability of a polyamidoamine (PAMAM) dendrimer modified with 4-N-methylpiperazine-1,8-naphthalimide units (termed D) and complexed by Cu(ii) ions, towards healthy and cancer cells were studied. Comparative electron paramagnetic resonance (EPR) studies of the Cu(ii)-D complex are presented: coordination mode, chemical structure, flexibility and stability of these complexes, in the absence and presence of myeloid cancer cells and peripheral blood mononuclear cells (PBMC). The interactions of Cu(ii) ions in the biological media at different equilibrium times were studied, highlighting different stability and interacting conditions with the cells. Furthermore, flow cytometry and confocal analysis, trace the peculiar properties of the dendrimers in PBMC and U937 cells. Indeed, a new probe (Fly) was used as a potential fluorescent tool for biological imaging of Cu(ii). The study highlights that dendrimer and, mainly, the Cu(ii) metallodendrimer are cytotoxic agents for the cells, specifically for U937 tumor cells, inducing mitochondrial dysfunction, ROS increase and lysosome involvement. The metallodendrimer shows antitumor selectivity, fewer affecting healthy PBMC, inducing a massive apoptotic cell death on U937 cells, in line with the high stability of this complex, as verified by EPR studies. The results underline the potentiality of this metallodendrimer to be used as anticancer drug.

Cotton Fabric Modified with a PAMAM Dendrimer with Encapsulated Copper Nanoparticles: Antimicrobial Activity.

A new methodology for modifying textile materials with dendrimers containing nanoparticles was developed. This involved a combination of eosin Y and N-methyldiethanolamine (MDEA) for reducing the copper ions in the dendrimer complex by enabling a photochemical reaction under visible light and ambient conditions. The conversion of copper ions into nanoparticles was monitored using scanning electron microscopy (SEM) and by performing colorimetric, fluorescence, and electron paramagnetic resonance (EPR) studies. Regardless of the concentration of the photoinitiator eosin Y, it discolored completely upon illumination. Three types of cotton fabrics were compared as antimicrobial materials against Bacillus cereus. One of the fabrics was dyed with a first-generation PAMAM dendrimer which had been functionalized with eight 1,8-naphthalimide fluorophores. Another fabric was dyed with a dendrimer-copper complex, and the third was treated by conversion of the complex into copper nanoparticles encapsulated into the dendrimer. An enhancement in the antimicrobial activity of the textiles was achieved at higher dendrimer concentrations, under illumination with visible light. The fabric modified with the copper nanoparticles encapsulated inside the dendrimer exhibited the best antibacterial activity because it had two photosensitizers (PS), as both 1,8-naphthalimide fluorophores and copper nanoparticles were contained in the dendrimer molecules. The presence of oxygen and suitable illumination activated the photosensitizers to generate the reactive oxygen species (singlet oxygen (1O2) and other oxygenated products, e.g., anion radicals, hydroxyl radicals, and hydrogen peroxide) responsible for destroying the bacteria.

Synthesis of New Modified with Rhodamine B Peptides for Antiviral Protection of Textile Materials.

Here we report on the synthesis and characterization of three new N-modified analogues of hemorphin-4 with rhodamine B. Modified with chloroacetyl, chloride cotton fabric has been dyed and color coordinates of the obtained textile materials were determined. Antiviral and virucidal activities of both the peptide-rhodamine B compounds and the dyed textile material were studied. Basic physicochemical properties (acid-base behavior, solvent influence, kinetics) related to the elucidation of structural activity of the new modified peptides based on their steric open/closed ring effect were studied. The obtained results lead to the conclusion that in protic solvent with change in pH of the environment, direct control over the dyeing of textiles can be achieved. Both the new hybrid peptide compounds and the modification of functionalized textile materials with these bioactive hemorphins showed virucidal activity against the human respiratory syncytial virus (HRSV-S2) and human adenovirus serotype 5 (HAdV-5) for different time intervals (30 and 60 min) and the most active compound was Rh-3.

Pollutants Sorbent Made of Cotton Fabric Modified with Chitosan-Glutaraldehyde and Zinc Oxide Particles.

The paper reports on the preparation of composite materials by modifying cotton fabric with a layer of crosslinked glutaraldehyde chitosan containing zinc oxide particles. The ability of chitosan to form complexes with zinc ions has been used to control the size, structure, and distribution of the particles on the fiber surface. The three different obtained materials have been characterized by optical and scanning electron microscopy, Fourier-transform infrared spectroscopy (FTIR), and fluorescent analysis. It has been found that the interaction of the ZnO particles with the functional groups of chitosan affects its swelling ability in water and thus determines its sorption properties. The capacity of the materials to wipe water-soluble (textile reactive dye) and water-insoluble (crude oil and oil products) contaminants has been compared. The effect that the amount of zinc oxide has on the ability of the materials to remove contaminants has also been studied. The possibility for adsorption-desorption of the crude oil and reuse of the sorbent material has been investigated as well.

Textile Materials Modified with Stimuli-Responsive Drug Carrier for Skin Topical and Transdermal Delivery.

Textile materials, as a suitable matrix for different active substances facilitating their gradual release, can have an important role in skin topical or transdermal therapy. Characterized by compositional and structural variety, those materials readily meet the requirements for applications in specific therapies. Aromatherapy, antimicrobial substances and painkillers, hormone therapy, psoriasis treatment, atopic dermatitis, melanoma, etc., are some of the areas where textiles can be used as carriers. There are versatile optional methods for loading the biologically active substances onto textile materials. The oldest ones are by exhaustion, spraying, and a pad-dry-cure method. Another widespread method is the microencapsulation. The modification of textile materials with stimuli-responsive polymers is a perspective route to obtaining new textiles of improved multifunctional properties and intelligent response. In recent years, research has focused on new structures such as dendrimers, polymer micelles, liposomes, polymer nanoparticles, and hydrogels. Numerous functional groups and the ability to encapsulate different substances define dendrimer molecules as promising carriers for drug delivery. Hydrogels are also high molecular hydrophilic structures that can be used to modify textile material. They absorb a large amount of water or biological fluids and can support the delivery of medicines. These characteristics correspond to one of the current trends in the development of materials used in transdermal therapy, namely production of intelligent materials, i.e., such that allow controlled concentration and time delivery of the active substance and simultaneous visualization of the process, which can only be achieved with appropriate and purposeful modification of the textile material.

Synthesis, Antitumor and Antibacterial Studies of New Shortened Analogues of (KLAKLAK)2-NH2 and Their Conjugates Containing Unnatural Amino Acids.

(1) Background: (KLAKLAK)2 is a representative of the antimicrobial peptide group which also shows good anticancer properties. (2) Methods: Herein, we report synthesis using SPPS and characterization by HPLC/MS of a series of shortened analogues of (KLAKLAK)2. They contain single sequence KLAKLAK as C-terminal amides. In addition, substitution of some natural amino acids with unnatural ß-Ala and nor-Leu is realized. In addition, these structures are conjugated with second pharmacophore with well proven anticancer properties 1,8-naphthalimide or caffeic acid. Cytotoxicity, antiproliferative effect and antimicrobial activity of newly synthesized structures were studied. (3) Results: The obtained experimental results reveal significant selective index for substances with common chemical structure KLßAKLßAK-NH2. The antibacterial properties of newly synthesized analogues at two different concentrations 10 µM and 20 µM, were tested against Gram-negative microorganisms Escherichia coli K12 407. Only two of the studied compounds KLAKLAK-NH2 and the one conjugated with second pharmacophore 1,8-naphthalimide and unnatural amino acid nor-Leu showed moderate activity against tested strains at concentration of 20 µM. (4) Conclusions: The obtained results reveal that the introducing of 1,8-naphthalimideGly- and Caf- increase the cytotoxicity and antiproliferative activity of the peptides but not their selectivity. Only two compounds KLAKLAK-NH2 and 1,8-naphthalimideGKnLAKnLAK-NH2 show moderate activity against Escherichia coli K12 at low concentration of 20µM.

Hyperbranched Polymers Modified with Dansyl Units and Their Cu(II) Complexes. Bioactivity Studies.

Two new copper complexes of hyperbranched polymers modified with dansyl units were synthesized and characterized by infrared spectroscopy (IR) and electron paramagnetic resonance (EPR) techniques. It was found that copper ions coordinate predominantly with nitrogen or oxygen atoms of the polymer molecule. The place of the formation of complexes and the number of copper ions involved depend on the chemical structure of the polymer. The antimicrobial activity of the new polymers and their Cu(II) complexes was tested against Gram-negative and Gram-positive bacterial and fungal strains. Copper complexes were found to have activity better than that of the corresponding ligands. The deposition of the modified branched polymers onto cotton fabrics prevents the formation of bacterial biofilms, which indicates that the studied polymers can find application in antibacterial textiles.

Synthesis, Photophysical Characterization, and Sensor Activity of New 1,8-Naphthalimide Derivatives.

Three new 1,8-naphthalimide derivatives M1-M3 with different substituents at the C-4 position have been synthesized and characterized. Their photophysical properties have been investigated in organic solvents of different polarity, and their fluorescence intensity was found to depend strongly on both the polarity of the solvents and the type of substituent at C-4. For compounds M1 and M2 having a tertiary amino group linked via an ethylene bridge to the chromophore system, high quantum yield was observed only in non-polar media, whereas for compound M3, the quantum efficiency did not depend on the medium polarity. The effect of different metal ions (Ag+, Ba2+, Cu2+, Co2+, Mg2+, Pb2+, Sr2+, Fe3+, and Sn2+) on the fluorescence emission of compounds M1 and M2 was investigated. A significant enhancement has been observed in the presence of Ag+, Pb2+, Sn2+, Co2+, Fe3+, as this effect is expressed more preferably in the case of M2. Both compounds have shown significant pH dependence, as the fluorescence intensity was low in alkaline medium and has been enhanced more than 20-fold in acidic medium. The metal ions and pH do not affect the fluorescence intensity of M3. Density-functional theory (DFT) and Time-dependent density-functional theory (TDDFT) quantum chemical calculations are employed in deciphering the intimate mechanism of sensor mechanism. The functional properties of M1 and M2 were compared with polyamidoamine (PAMAM) dendrimers of different generations modified with 1,8-naphthalimide.

Spectral Characteristics and Sensor Ability of a New 1,8-Naphthalimide and Its Copolymer with Styrene.

In this study, a novel 6-(allylamino)-2-(2-(dimethylamino)ethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione (NI3) was synthesized and characterized. Its copolymer with styrene was also obtained. The photophysical characteristics of NI3 were investigated in organic solvents and the results were compared with those of its structural analogue, 2-allyl-6-((2-(dimethylamino)ethyl)amino)-1H-benzo[de]isoquinoline-1,3(2H)-dione (NI4). The influences of the pH in the medium and different metal ions on the fluorescent intensity of monomers and polymers were also investigated. Computational tools (DFT and TDDFT calculations) were employed when studying the structure and properties of the 1,8-naphthalimide-based chromophores. Although the position of the N,N-dimethylaminoethylamine receptor fragment did not significantly impact proton detection, it was still important for detecting metal ion sensor ability, especially for monomeric 1,8-naphthalimide structures and their copolymers with styrene.

Study of the Mechanism of the Antimicrobial Activity of Novel Water Soluble Ammonium Quaternary Benzanthrone on Model Membranes.

The increasing resistance of many pathogens to most of the common antimicrobials requires the development of new substances with more effective antimicrobial properties. In the present work, we investigated the mechanism of the antimicrobial activity of novel water soluble ammonium quaternary benzanthrone (Compound B) on model membranes, composed of dipalmitoylphosphatidylcholine, 1-palmitoyl-2-oleoylphosphatidylcholine, dipalmitoylphosphatidylglycerol, 1-palmitoyl-2-oleoylphosphatidylglycerol, and dipalmitoylphosphatidylethanolamine (DPPE). The lipids were chosen to represent a model of a bacterial membrane. The changes in surface pressure of the model membranes, before and after the addition of Compound B, were studied by the Langmuir's monolayer method, and the compressional modulus for each monolayer was determined. In addition, the surface morphology of the lipid monolayers before and after injection of Compound B was monitored by Brewster Angle Microscopy. The results showed that Compound B penetrated all the monolayers studied. The most noticeable effects were found with the negatively charged phosphatidylglycerols and with DPPE leading to the conclusion that the electrostatic interactions between the compound and the lipid head groups and the possible formation of hydrogen bonds between the amino group of the ethanolamine and the keto groups in the structure of Compound B are of great importance. In addition, the penetration ability of the benzoquinone with all phospholipids studied was stable even at higher values of the surface pressure, i.e. thicker monolayers, due to the hydrophobic interaction, which plays also an important role for the antimicrobial activity of Compound B.

Synthesis, spectral properties and antimicrobial activity of a new cationic water-soluble pH-dependent poly(propylene imine) dendrimer modified with 1,8-naphthalimides.

A three-step synthesis was implemented to prepare a quaternary ammonium functionalized blue fluorescent poly(propylene imine) dendrimer modified with pyridinium salt of 4-acylamino-1,8-naphthalimide. The new cationic dendrimer absorbs in the ultraviolet light region and emits blue fluorescence. Its spectral characteristics in organic solvents and in an aqueous solution were studied. The influence of pH on the fluorescence intensity of the dendrimer was established with regard to its use as a pH sensor. The effect of hydroxyl ions on the absorption and fluorescence spectra in dry N,N-dimethylformamide was also investigated. The antimicrobial activity of the dendrimer was assessed against model pathogenic microorganisms in agar, liquid medium, and after its deposition on cotton fabric.