Synthesis, Characterization, DFT Study and Antifungal Activities of Some Novel 2-(Phenyldiazenyl)phenol Based Azo Dyes.

In recent decades, there has been an increased interest in azo compounds with special optical and biological properties. In this work, we report the preparation of novel azo-compounds with two and three -N=N- double bonds, using the classical method of synthesis, diazotization and coupling. The compounds were characterized by 1H-NMR, 13C-NMR, FTIR, UV-VIS and fluorescence spectra. DFT calculations were employed for determining the optical parameters, polarizability α, the total static dipole moment µtot, the quadrupole moment Q and the mean first polarizability ßtot. All azo derivatives show strong fluorescence emission in solutions. The antioxidant and antifungal activities were determined and the influence of the number of azo bonds was discussed. The synthesized compounds exhibit remarkable efficiency in the growth reduction of standard and clinical isolated Candida strains, suggesting future applications as novel antifungal.

Influence of the Hydrophobicity of Pluronic Micelles Encapsulating Curcumin on the Membrane Permeability and Enhancement of Photoinduced Antibacterial Activity.

Apart from its well-known activity as an antimicrobial agent, Curcumin (CURC) has recently started to arouse interest as a photosensitizer in the photodynamic therapy of bacterial infections. The aim of the present study was to evidence the influence of the encapsulation of Curcumin into polymeric micelles on the efficiency of photoinduced microbial inhibition. The influence of the hydrophobicity of the selected Pluronics (P84, P123, and F127) on the encapsulation, stability, and antimicrobial efficiency of CURC-loaded micelles was investigated. In addition, the size, morphology, and drug-loading capacity of the micellar drug delivery systems have been characterized. The influence of the presence of micellar aggregates and unassociated molecules of various Pluronics on the membrane permeability was investigated on both normal and resistant microbial strains of E. coli, S. aureus, and C. albicans. The antimicrobial efficiency on the common pathogens was assessed for CURC-loaded polymeric micelles in dark conditions and activated by blue laser light (470 nm). Significant results in the reduction of the microorganism's growth were found in cultures of C. albicans, even at very low concentrations of surfactants and Curcumin. Unlike the membrane permeabilization effect of the monomeric solution of Pluronics, reported in the case of tumoral cells, a limited permeabilization effect was found on the studied microorganisms. Encapsulation of the Curcumin in Pluronic P84 and P123 at very low, nontoxic concentrations for photosensitizer and drug-carrier, produced CURC-loaded micelles that prove to be effective in the light-activated inhibition of resistant species of Gram-positive bacteria and fungi.

Compatibility of Drotaverine Hydrochloride with Ibuprofen and Ketoprofen Nonsteroidal Anti-Inflammatory Drugs Mixtures.

Formulations with two or more active pharmaceutical ingredients (APIs) are a researched trend due to their convenient use compared with multiple medications. Moreover, drug-drug combinations may have a synergistic effect. Drotaverine hydrochloride (D-HCl) is commonly used for its antispasmodic action. The combination of a spasmolytic and an analgesic drug such as ibuprofen (Ibu) or ketoprofen (Ket) could become the answer for the treatment of localized pain. D-HCl:Ibu and D-HCl:Ket drug-drug interactions leading to the formation of eutectic compositions with increased bioavailability, obtained by mechanosynthesis, a green, solvent-free method was explored for the first time. The compatibility of Ibuprofen, Ketoprofen, and Drotaverine Hydrochloride was investigated using differential scanning calorimetry (DSC), X-ray diffraction (XRD), and Fourier-Transform Infrared spectroscopy (FTIR). Solid-liquid equilibrium (SLE) phase diagrams for the binary systems of active pharmaceutical ingredients were developed and the Tammann diagrams were designed to determine the eutectic compositions. The excess thermodynamic functions GE for the pre-, post-, and eutectic compositions were obtained using the computed activity coefficients data. Results show that drotaverine-based pharmaceutical forms for pain treatment may be obtained at 0.9 respectively 0.8 molar fractions of ibuprofen and ketoprofen which is advantageous because the maximum allowed daily dose of Ibu is about 6 times higher than those of D-HCl and Ket. The obtained eutectics may be a viable option for the treatment of pain associated with cancer therapy.

Influence of different preparation techniques on the composition and antioxidant action of curcumin and curcuminoids / Influencia de diferentes técnicas de preparación en la composición y acción antioxidante de la curcumina y los curcuminoides

Epidemiological evidence indicates that plant antioxidants activity can treat or help to prevent the development of various diseases. One species with great potential as an antioxidant is Curcuma longa. However, different extraction techniquescan influence isolated chemical compounds. This study investigated chemical composition and antioxidant activity of two rhizome extracts of C. longa: hydroethanolic, obtained by exhaustion (HECLex); and dried by a spray dryer (HECLsd). The phytochemical composition was evaluated by GC/MS. Antioxidant activity was evaluated using DPPH and FRAP assays. Total phenolic compounds and soil analyses were performed. The main components of HECLex were ar-turmerone, γ-curcumene, α-turmerone, and ß-sesquiphellandrene. The main components of HECLsd were 9,12,15-octadecatrienoic acid, 2, 3-bis([trimethylsilyl]oxy) propyl ester, verrucarol, and 1-monolinoleoylglycerol trimethylsilyl ether. HECLsd had significantly higher levels of phenolic compounds and higher antioxidant capacity compared with HECLex. In conclusion, processes of the preparation of C. longarhizomes alter the chemical components and consequently their biological activity.

La evidencia epidemiológica indica que la actividad de los antioxidantes de las plantas pueden tratar o ayudar a prevenir el desarrollo de diversas enfermedades. Una especie con gran potencial como antioxidante es Curcuma longa. Sin embargo, diferentes técnicas de extracción pueden influir en los compuestos químicos aislados. Este estudio investigó la composición química y la actividad antioxidante de dos extractos de rizoma de C. longa: hidroetanólico, obtenido por agotamiento (HECLex); y se seca con un secador por pulverización (HECLsd). La composición fitoquímica se evaluó mediante GC/MS. La actividad antioxidante se evaluó mediante ensayos DPPH y FRAP. Se realizaron análisis de suelos y compuestos fenólicos totales. Los componentes principales de HECLex fueron ar-turmerona, γ-curcumene, α-turmerone y ß-sesquiphellandrene. Los componentes principales de HECLsd fueron ácido 9,12,15-octadecatrienoico, éster 2,3-bis ([trimetilsilil] oxi) propílico, verrucarol y éter 1-monolinoleoilglicerol trimetilsilil. HECLsd tenía niveles significativamente más altos de compuestos fenólicos y mayor capacidad antioxidante en comparación con HECLex. En conclusión, los procesos de preparación de los rizomas de C. longa alteran los componentes químicos y consecuentemente su actividad biológica.

Facile In Situ Synthesis of ZnO Flower-like Hierarchical Nanostructures by the Microwave Irradiation Method for Multifunctional Textile Coatings.

ZnO nanoparticle-based multifunctional coatings were prepared by a simple, time-saving microwave method. Arginine and ammonia were used as precipitation agents, and zinc acetate dehydrate was used as a zinc precursor. Under the optimized conditions, flower-like morphologies of ZnO aggregates were obtained. The prepared nanopowders were characterized using X-ray powder diffraction (XRD), scanning electron microscopy (SEM), and UV/Visible spectroscopy. The developed in situ synthesis with microwave irradiation enabled significant ZnO nanoparticle deposition on cotton fabrics, without additional steps. The functionalized textiles were tested as a photocatalyst in methylene blue (MB) photodegradation and showed good self-cleaning and UV-blocking properties. The coated cotton fabrics exhibited good antibacterial properties against common microbial trains (Staphylococcus aureus, Escherichia coli, and Candida albicans), together with self-cleaning and photocatalytic efficiency in organic dye degradation. The proposed microwave-assisted in situ synthesis of ZnO nanocoatings on textiles shows high potential as a rapid, efficient, environmentally friendly, and scalable method to fabricate functional fabrics.

Does phase ratio in reversed phase high performance liquid chromatography vary with temperature?

Phase ratio Φ for an high performance liquid chromatography (HPLC) column is a parameter defined as the ratio between the volume of the stationary phase Vs and the void volume of the column Vm. Together with the equilibrium constant K of the separation process, phase ratio is part of the retention factor k (k = KΦ). Although a considerable number of studies have been dedicated to the evaluation of Vs and Vm with the goal of obtaining the value for Φ, there are still debatable results regarding the true value of Φ, which for a column with a specific stationary phase may vary with the composition of the mobile phase. One route for the evaluation of the value of Φ uses the measurements of retention factors k on a specific column and mobile phase for two or more hydrocarbons for which the octanol/water partition coefficients log Kow are known. This procedure has been applied in the present study for the evaluation of Φ for three commercially available C18 columns and two mobile phase compositions water/acetonitrile, in the temperature range 20 °C to 50 °C. It was found that phase ratio does change depending on the temperature, its "effective value" decreasing as the temperature increases which is in accordance with the decrease of retention times in reversed phase HPLC when the temperature increases. Besides other factors that may affect the correct calculation of thermodynamic functions, the change of phase ratio with temperature has implications regarding the possibility to calculate the enthalpy and entropy values from van't Hoff plots of the variation of log k as a function of 1/T, even when the retention process is dominated by unique hydrophobic type interactions.

Sources of Nonlinear van't Hoff Temperature Dependence in High-Performance Liquid Chromatography.

In HPLC, the nonlinear behavior of the retention factor k' with temperature (dependence of ln k' on 1/T) can be attributed to the multiple interactions of a unique analyte in the separation process and/or to the existence in solution of multiple forms of the analyte (also leading to different free enthalpies of interaction). In this study, several examples of nonlinear retention-temperature dependence are evaluated for both reversed-phase (RP) and hydrophilic interaction chromatography (HILIC) separations. The potential explanation for nonlinear retention-temperature behavior is evaluated for each example, some caused by multiple interactions in the separation system of a unique analyte and others by multiple forms of the analyte. In cases where the analyte does not have more forms and the separation is based predominantly on one type of interaction (e.g., hydrophobic interaction in RP-HPLC), the dependence is linear, as expected. By studying the changes in the chemical structure of a compound as a function of pH it is possible to decide, in many cases, if a unique form or multiple forms of a compound are present in the solution. The use of this information allows us to determine when the lack of linearity (when present) is caused by multiple interactions in the separation system (for one form of the compound) and when more forms are causing the lack of linearity. The approximation with a quadratic form for the nonlinear dependence has been verified in most cases to be good, and only minor improvements were obtained when using higher polynomial dependencies.