Synthesis and Antimicrobial Activities of Some 1-[(N,N-Disubstitutedthiocarbamoylthio)acetyl]-3,5-diaryl-2-pyrazolines

The increasing clinical importance of drug-resistant fungal and bacterial pathogens has lent additional urgency to microbiological research and new antimicrobial compound development. For this purpose, new pyrazoline derivatives were synthesized and evaluated for antimicrobial activity.

Some 1-[(N, N-disubstitutedthiocarbamoylthio)acetyl]-3,5-diaryl-2-pyrazolines derivatives were synthesized by reacting 1-(chloroacetyl)-3,5-diaryl-2-pyrazolines with appropriate potassium salts of secondary amine dithiocarbamic acids. The chemical structures of the compounds were elucidated by IR, ¹ H-NMR, and FAB⁺-MS spectral data. Their antimicrobial activities against Staphylococcus aureus (B-767), Escherichia coli (B-3704), Pseudomonas aeruginosa (ATCC 27853), Proteus vulgaris (NRLL B-123), and Candida albicans (NRRL-27077) were investigated. The results showed that some of the compounds have notable activity against S. aureus and C. albicans.     

Carrier‐Mediated Transport of Hg(II) through Bulk and Supported Liquid Membranes

The transport of Hg (II) ions from an aqueous solution into an aqueous receiving solution through bulk and supported liquid membranes containing a calix[4]arene derivative 1 as a carrier was examined. The kinetic parameters of bulk liquid membrane studies were analyzed assuming two consecutive, irreversible first‐order reactions. The influence of temperature, stirring rate, carrier concentration and solvent on the kinetic parameters (k₁, k₂, R_m ^max, t_max, J_d ^max, J_a ^max) has also been investigated. The membrane entrance rate, k₁, and the membrane exit rate, k₂, increased with increasing temperature and stirring rate. The activation energy values are calculated as 4.87 and 48.63 kj mol^?1 for extraction and reextraction, respectively. The values of calculated activation energy indicate that the process is diffusionally controlled by species. Also, the transport behavior of Hg²⁺ from aqueous solution through a flat‐sheet supported liquid membrane has been investigated by the use of calix[4]arene derivative 1 as carrier and Celgard 2500 as the solid support. A Danesi mass transfer model was used to calculate the permeability coefficients for each parameter studied. The highest values of permeability were obtained with 2‐nitrophenyloctyl‐ether (NPOE) solvent and the influence was found to be in the order of NPOE>chloroform>xylene.     

Synthesis and Comparison of Extraction Properties of p‐tert‐Butylcalix[n]arene Nitrile Derivatives for Selected Metals and Dichromate Anions

The article describes the syntheses and extraction properties of two p‐tert‐butylcalix[6]arene nitrile derivatives (3 and 4). The trinitrile derivative 3 has been synthesized from 5,11,17,23,29,35‐hexa‐tert‐butyl‐37,38,39,40,41,42‐hexahydroxycalix[6]arene 1. The compound 1 was directly converted to its hexanitrile derivative 4. In these syntheses, it was thought to explore the role of nitrile sites in the extraction of various metal cations and HCr₂O₇ ^?/Cr₂O₇ ^2? anions. The liquid‐liquid extraction properties of 3 and 4 towards selected alkali/transition metal cations and HCr₂O₇ ^?/Cr₂O₇ ^2? anions are reported. It has been observed that receptor 3 does not extract alkali/transition metal cations effectively, but shows affinity towards HCr₂O₇ ^?/Cr₂O₇ ^2? anions at low pH. The compound 4 is an effective form for transferring Ni²⁺ selectively, while it shows poor transferring ability for HCr₂O₇ ^?/Cr₂O₇ ^2? anions from an aqueous into a dichloromethane layer. It was observed that the cavity size of the calix[n]arenes and the cooperativity of the functionalities play important roles in two phase extraction systems.     

Synthesis and electrochemical properties of a novel calix[4]arene derivative for facilitated transfer of alkali metal ions across water/1,2-dichloroethane micro-interface

The alkali metal ion transfers facilitated by a novel calix[4]arene derivative (OPEC) across the water/1,2-dichloroethane (1,2-DCE) micro-interface supported at the tip of a micropipette were presented. The well-defined voltammetric behaviours except Cs⁺ was obtained by cyclic voltammetry and differential pulse voltammetry. The bulk concentration of metal ions was much higher than that of OPEC in the performed measurements. The diffusion coefficient of OPEC in the 1,2-DCE phase was calculated as 5.18 ± 0.70 × 10^? 6 cm² s^? 1. On the basis of the changes of the half-wave transfer potentials, the logarithms of the association constants having 1:1 ionophore–ion complex stoichiometry for Li⁺, Na⁺, K⁺ and Rb⁺ in 1,2-DCE were determined as 4.80, 4.62, 4.98 and 5.32, respectively. The facilitated ion transfers were also evaluated by the Randles equivalent circuit used for ac-impedance data analysis.     

A novel synthesis of (3,6-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-9-(4-vinylbenzyl)-9H-carbazole), alternating polymer formation, characterization, and capacitance measurements

In this work, (3,6-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-9-(4-vinylbenzyl)-9H-carbazole) (EDOTVBCz) comonomer was chemically synthesized and characterized by Fourier transform infrared (FTIR), proton nuclear magnetic resonance, and carbon nuclear magnetic resonance spectroscopy. EDOTVBCz was electrocoated on glassy carbon electrode (GCE) in various initial molar concentrations ([EDOTVBCz]₀?=?1.0, 1.5, 2.0, and 3.0) in 0.1 M lithium perchlorate (LiClO₄)/acetonitrile (CH₃CN). P(EDOTVBCz)/GCE was characterized by cyclic voltammetry, FTIR reflectance-attenuated total reflection spectroscopy, scanning electron microscopy–energy dispersive X-ray analysis, atomic force microscopy, and electrochemical impedance spectroscopy (EIS). EIS was used to determine the capacitive behaviors of modified GCE via Nyquist, Bode magnitude, Bode phase, and admittance plots. The highest low-frequency capacitance value was obtained as C _LF?=?～2.35 mF cm^?2 for [EDOTVBCz]₀?=?3.0 mM. Double-layer capacitance of the polymer/electrolyte system was calculated as C _dl?=?～2.78 mF cm^?2 for [EDOTVBCz]₀?=?1.0 and 3.0 mM. The maximum phase angle was obtained as θ?=?～76.7^o for [EDOTVBCz]₀?=?1.0, 1.5, 2.0, and 3.0 mM at the frequency of 20.6 Hz. AC impedance spectra of P(EDOTVBCz)/LiClO₄/CH₃CN was obtained by performing electrical equivalent circuit model of R(Q(R(CR))) with linear Kramers–Kronig test.

Synthetic Access to New Pyridone Derivatives through the Alkylation Reactions of Hydroxypyridines with Epoxides

General methods for the preparation of a variety of pyridone and oxypyridine derivatives are described. 2‐,3‐,4‐Hydroxy pyridine and 2‐pyridinemethanol were alkylated with ethylene‐, propylene‐, and stryrene‐oxide and epichlorohydrin in the presence of different Lewis acids as a catalyst. The best yield of 3a was achieved in the presence of CdI₂/BF₃ · OEt₂. The corresponding pyridone derivatives (3a–d, 7a–d) were obtained from the reaction of 2‐and 4‐hydroxypyridine with oxiranes in good yields, whereas oxypyridine derivatives (5a–d, 9a,b) were obtained from reactions of 3‐hydroxypyridine and 2‐pyridinemethanol with oxiranes. Chlorohydrines (3d, 5d, 7d) were easily converted to corresponding epoxy derivatives (10, 11, 12) in basic medium; then amino alcohols (13–17) were obtained from the reaction of these epoxy derivatives with amines.     

Comparative Study of Biosorption of Heavy Metals Using Living Green Algae Scenedesmus quadricauda and Neochloris pseudoalveolaris: Equilibrium and Kinetics

The biosorption of several heavy metals such as cobalt(II), chromium(III), lead(II), cadmium(II), nickel(II), and manganese(II) from aqueous systems on living microalgae cultures, Scenedesmus quadricauda and Neochloris pseudoalveolaris were studied under laboratories conditions. The kinetic and statistical parameters were calculated by using the data obtained from batch cultivation and well fitted a pseudo-first-order rate equation. The initial metal concentrations in solution were about 5–40 mg · L^?1. According to the pseudo-second-order model, the biosorption capacities of Scenedesmus quadricauda for Co(II), Cr(III), Pb(II), Cd(II), Ni(II), and Mn(II) ions were found in the ranges of 2.14–52.48, 1.98–81.98, 8.05–4.26, 7.81–24.96, 2.17–55.71, and 3.54–75.20 mg g^?1, respectively. Kinetic studies revealed that the metal uptake capacity of each living green algae was rather fast. It was also observed that the biosorption kinetic rate decreased with increasing concentration for both microalgae. The application of diffusion-controlled models to the experimental results indicated that the contribution of intraparticle diffusion to the overall sorption kinetics was not very important. Results showed that Co(II), Cr(III), Pb(II), Cd(II), Ni(II), and Mn(II) ions could effectively be absorbed by using living microalga cultures from aqueous solutions.     

Effects on molecular orientation and phase transition of addition of carbon nanotubes into liquid crystalline matrix

For practical guest–host applications, it is important to choose dyes with a high ability of orientation in the liquid crystal (LC) matrix. In this experimental work, two different azo-structured dyes (disperse yellow 3 and 7) were separately doped to each of two different nematic LCs (E7 and ZLI-1132). Their solubilities, textures, phase transition temperatures and order parameters were determined. At the second stage, single-walled carbon nanotubes (SWCNTs) in a small amount were separately added to each of these solutions, and the experiments were repeated as similar to the previous ones. The solubilities of dyes in the LC E7 were lower than those of ZLI-1132. Moreover, the highest order parameter value was attained with yellow 7 dye in ZLI-1132 nematic host. Co-use of nanoparticles (CNTs) as dopant resulted in notable increases in order parameters. These dyes and CNTs did not significantly destabilise the mesomorphic phase of nematic hosts. An appreciable change in textures was not monitored with addition of dopant(s). In addition, it was observed that the narrowing on the temperature range of the LC did not take place with the addition of dopants to the crystal; on the contrary, an increase was recorded.     

Synthesis in water-free DMF, characterization, electrical, and gas sensing properties of bis[2-(2-aminoethylamino)ethanol]copper(II) dibromide

2-(2-Aminoethylamino)ethanol (L) reacts with cupric bromide in dimethylformamide to give a mononuclear complex of Cu(II) [L₂Cu]Br₂, with six-coordinate distorted octahedral geometry, in which two molecules of tridentate (N,N,O) ligand are involved. The structure was confirmed by spectroscopic methods, elemental and thermogravimetric analyses, and magnetic measurements. Optimization of possible configurations indicated the formation of the trans structure of the complex. Experimental results indicate that the investigated complex, bis[2-(2-aminoethylamino)ethanol] copper(II) bromide, behaves as a semiconductor in the studied temperature range of 298–388 K. Gas sensing properties of the film for the volatile organic compounds (VOCs): acetone, tetra-chloromethane, chloroform, ethanol, and methanol, were also investigated as a function of vapor concentration and temperature in dark. The film showed maximum sensitivity to tetrachloromethane and ethanol vapors at room temperature. Responses of the film to the tested gases are reversible.     

Synthesis, characterization, and biological evaluation of new oxime-phosphazenes

Hexachlorocylotriphosphazene (1) was reacted with 4-hydroxy-3-methoxybenzaldehyde to give hexakis[(4-formyl-2-methoxy)phenoxy]cyclotriphosphazene (2). Hexakis[(4-(hydroxyimino)2-methoxy)phenoxy]cyclotriphosphazene (3) was synthesized by reaction of 2 with hydroxlamine hydrochloride in pyridine. Compound 3 was reacted with benzyl chloride, acetyl chloride, allyl bromide, benzoyl chloride, propanoyl chloride, 4-methoxybenzoyl chloride, 2-chlorobenzoyl chloride, chloroacetyl chloride, methyl iodide, and thiophene-2-carbonyl chloride. From these reactions, full or partially substituted compounds were obtained, usually in high yields. Pure or defined products could not be obtained from reaction of 3 with methacryloyl chloride and O-acetylsalicyloyl chloride. The structures of the compounds were determined by elemental analysis, and IR, ¹H, ¹³C, and ³¹P NMR spectroscopy. The synthesized compounds were screened for in-vitro antimicrobial activity against two Gram-positive bacteria (Staphylococcus aureus and Enterococcus faecalis), two gram-negative bacteria (Escherichia coli and Klebsiella pneumonia), and fungal strains (Aspergillus niger, and Candida albicans) by the agar well diffusion method. Few compounds had significant activity against both Gram-positive and Gram-negative bacteria. None of the compounds had antifungal activity except compounds 7 and 9, which had moderate activity.