Some polyhydroxy azo–azomethine derivatives of salicylaldehyde: Synthesis, characterization, spectroscopic, molecular structure and antimicrobial activity studies

Some new substituted polyhydroxy azo–azomethine compounds were prepared by reaction of tris(hydroxymethyl)aminomethane with (E)-2-hydroxy-5-(phenyldiazenyl) benzaldehyde and its substituted derivatives. The structures of azo and azo–azomethine compounds were determined by IR, UV–vis, ¹H NMR and ¹³C NMR spectroscopic techniques, and/or X-ray diffraction studies. According to IR spectra, all azo–azomethine compounds adopt keto form in solid state. UV–vis analysis has shown the presence of keto–enol tautomerism in solution for all azo–azomethine compounds, except that for nitro substituted derivative, enol form is dominantly favored in solution. At the same time, above mentioned derivative compounds were studied in vitro for their antimicrobial properties. Among the phenylazosalicylaldehyde series compound tested, 4-phenylazosalicylaldehyde, 4-(3-chlorophenylazo)salicylaldehyde, 4-(2-chlorophenylazo)salicylaldehyde, 4-(4-fluorophenylazo)salicylaldehyde, 4-(3-chlorophenylazo)salicylaldehyde and 4-(4-ethylphenylazo)salicylaldehyde showed a weak antimicrobial activity only against gram positive bacteria. On the contrary, phenylazosalicylaldehyde series compounds were reacted tris(hydroxmethyl)aminomethane, that exhibited a strong antimicrobial activity against gram positive bacteria, yeast and mould. Moreover, while the 2-{[1,3-dihydroxy-2-(hydroxymethyl)propan-2-ylimino]methyl}phenol did not show an inhibition on tested microorganism, the addition of phenyldiazine groups to 2-{[1,3-dihydroxy-2-(hydroxymethyl)propan-2-ylimino]methyl}phenol resulted in a strong increases in antimicrobial activity.     

Synthesis and Characterisation of Unsymmetrical Porphyrazines Containing Bis(hydroxyethylthio) Substituents

Summary. Unsymmetrical porphyrazines bearing a single peripheral bis(hydroxyethylthio) moiety were synthesised by mixed condensation of bis(2-hydroxyethylthio)maleonitrile and phthalonitrile. Complexation of the thioether groups of metal-free porphyrazine with PdCl₂ further lowered the intensity of the Q-band absorption of the porphyrazine core. The new compounds were characterised by elemental analyses, IR, ¹H NMR, UV-Vis, and mass spectra.     

Metallophthalocyanines with rod-shaped substituents

4-(4′-Dioctylaminocarbonylbiphenyloxy) phthalonitrile was synthesized from 4-(4′-carboxybiphenyloxy)phthalonitrile and dioctylamine in the presence of Et₃N. Metallophthalocyanines (Zn, Co and Cu) substituted with four dioctylaminocarbonyl biphenyloxy groups on the peripheral positions were prepared from 4-(4′-dioctylaminocarbonylbiphenyloxy)phthalonitrile and the corresponding divalent metal salts (Zn(CH₃COO)₂, CoCl₂ and CuCl₂). The new phthalocyanines are soluble in common organic solvents. These compounds were characterised by ¹H-NMR, ¹³C-NMR, FT-IR, UV-Vis and mass spectroscopies.     

Metal-Containing Phthalocyanines Substituted with One Branched Bulky Moiety and Six Alkylthio Groups

Summary.  Unsymmetrically substituted metal-phthalocyanines composed of three hexylthio groups and one 1-chloro-3,4-dicyano-6-[2-(2-pyridylmethylamino)phenylthio]benzene moiety was prepared by cyclization of the reactants in the presence of the anhydrous metal salts Zn(CH₃COO)₂, NiCl₂, and CoCl₂. The new unsymmetric phthalocyanines are very soluble in common organic solvents. The compounds were characterised by their elemental analyses, IR, ¹H NMR, MS and UV/Vis spectra. Corresponding author. E-mail: bayir@itu.edu.tr Received November 27, 2002; accepted (revised) December 2, 2002 Published online May 2, 2003     

Unsymmetrical phthalocyanines with alkynyl substituents

The synthesis of unsymmetrically substituted metallophthalocyanines (M = Zn, Ni, Co) bearing two phenylethyl moieties and six alkythio substituents was achieved by co-cyclotetramerization of two different phthalonitrile derivatives, namely 4,5-di(hexylthio)phthalonitrile and 4,5-di(phenylethynyl)phthalonitrile in the presence of zinc, cobalt or nickel salts. In contrast to the totally alkyne substituted phthalocyanines, these partially alkyne-containing derivatives are more soluble and their Q band absorptions are red-shifted when compared with all alkylthio phthalocyanines. Electrochemical properties of the phthalocyanines were studied by cyclic voltammetry.     

Impact of Various Parameters Over the Stability of Water-in-Vegetable Oil Emulsion

Theory regarding emulsification, its coalescence and impact of emulsifier over its stability has been updated. For the verification of the proposed theory, water-in-oil emulsion was prepared by mixing water and soybean oil in the presence and absence of emulsifier, monoglyceride. The effect of different parameters like emulsification time, contents of water, and concentration of emulsifier has been investigated on the emulsification and coalescence process of the emulsion. It was noted that the emulsion quality was highest if the mixture was homogenized for about 15 minutes and the water contents were 40% v/v. The addition of monoglyceride up to 0.5% w/v gave the most stable emulsion having higher quality than other composition. The results obtained were compared with the proposed theory and found to have good compositions.      

Investigation of mass attenuation coefficients of water, concrete and bakelite at different energies using the FLUKA Monte Carlo code

The mass attenuation coefficients of water, bakelite and concrete sample defined in the simulation package were obtained using the FLUKA Monte Carlo code at 59.5, 80.9, 140.5, 356.5, 661.6, 1173.2 and 1332.5 keV photon energies. The results for the mass attenuation coefficients obtained by simulation have been compared with experimental and the theoretical ones and good agreement has been observed. The results indicate that this process can be followed to determine the data on the attenuation of gamma-rays with the several energies in other materials. Also, the deposited energy by 661.6 keV photons at several thicknesses of each media was determined as being an important data for radiation shielding studies.     

Synthesis of carrageenan coated silver nanoparticles by an easy green method and their characterization and antimicrobial activities

The aim of the present work was to synthesize carrageenan coated silver nanoparticles (CA–AgNPs) using carrageenan as reducing and stabilizing agent. For this purpose, 10 mL of 0.35% (w/v) carrageenan solution was mixed with 10 mL AgNO₃ solution at different concentrations (1, 5 and 10 mM), and the resulting mixture was stirred at 100 °C at high speed for 2 h. The formation of CA–AgNPs was proven with the surface plasmon peaks observed at approximately 420 nm. The sizes and zeta potentials of CA–AgNPs were determined by Zeta-Sizer. Negative zeta potentials of CA–AgNPs indicated that the obtained AgNPs were stable. With scanning electron microscope (SEM) and transmission electron microscope analysis, it was seen that CA–AgNPs have spherical structure. According to the energy dispersion spectrometer analysis based on SEM images, it was observed that the samples were elementally composed of carbon, oxygen, sulfur, potassium and silver. The chemical structures of CA–AgNPs were determined by Fourier transform infrared spectroscopy, and it was proved that the carbonyl and OH groups of carrageenan were involved in formation and stabilizing of AgNPs, respectively. According to thermal gravimetric analysis, it has been observed that CA–AgNPs were thermally more stable than pure carrageenan. Antibacterial activity of CA–AgNPs against gram-positive and gram-negative bacteria was investigated with agar well diffusion and liquid test. It has been observed that CA–AgNPs synthesized with 1 mM AgNO₃ did not have an antibacterial activity on Escherichia coli and Staphylococcus aureus. Inhibition zones of varying diameters were observed in the 5 mM and 10 mM S-AgNPs groups. The synthesized CA–AgNPs (5 and 10 mM) have the capacity to be used in wound dressing materials or topical agents applied to burns and wounds due to their antibacterial effects and stability.

     

Mechanistic aspects for the oxidation of brilliant green dye by chloramine-T in the presence of perchloric acid: a spectrophotometric kinetic approach

The kinetics of a triarylmethane dye, brilliant green (BG), by sodium N-chloro-p-toluenesulfonamide or chloramine-T (CAT) was studied spectrophotometrically in HClO₄ media at 303 K. Under identical experimental conditions, the rate law was ?d [BG]/dt = k [BG] [H⁺]. Variations in ionic strength (μ) of the medium had no effect on the oxidation velocity. Addition of p-toluenesulfonamide, the reduction product of CAT and Cl^?, had no significant effect on the rate of reaction. The values of rate constants observed at five different temperatures (298, 303, 308, 313, and 318 K) were utilized to calculate the activation parameters. The observed results have been explained by a general mechanism and the related rate law has been obtained. The process demonstrated in this study is cost effective, which holds great promise in potential application for pollutant control.     

Ferroptosis: A New Road towards Cancer Management

Ferroptosis is a recently described programmed cell death mechanism that is characterized by the buildup of iron (Fe)-dependent lipid peroxides in cells and is morphologically, biochemically, and genetically distinct from other forms of cell death, having emerged to play an important role in cancer biology. Ferroptosis has significant importance during cancer treatment because of the combination of factors, including suppression of the glutathione peroxidase 4 (Gpx4), cysteine deficiency, and arachidonoyl (AA) peroxidation, which cause cells to undergo ferroptosis. However, the physiological significance of ferroptosis throughout development is still not fully understood. This current review is focused on the factors and molecular mechanisms with the diagrammatic illustrations of ferroptosis that have a role in the initiation and sensitivity of ferroptosis in various malignancies. This knowledge will open a new road for research in oncology and cancer management.