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Benzodiazepines (GABA receptor agonists) and serotonin reuptake inhibitors (SSRIs) are the drugs of choice for the treatment of anxiety. However, they have considerable adverse effects, so it is important to discover new anxiolytic agents. In this work, the 4′-[(1E,2E)-1-(2-(2′,4′-dinitrophenyl)hydrazone-3-(4-methoxyphenyl)allyl)aniline (HYDRAZDN) was synthesized and characterized by 1H and 13C NMR, 2D-NMR, ATR-FTIR, FT-Raman, and UV-Vis spectroscopy, and their structural and spectroscopic proprieties were evaluated by quantum chemistry theoretical calculations. Properties such as drug-likeness and pharmacokinetics were also estimated. The anxiolytic-like effect of the compound was also evaluated using adult zebrafish (Danio rerio). The results showed that the HYDRAZDN compound caused a reduction in zebrafish locomotor activity and induced maximum permanence of zebrafish in the clear zone at a dose of 40 mg/kg, an effect similar to the effect of positive control diazepam (DZP: 40 mg/kg). To identify the mechanism of action of the anxiolytic effect of this compound, we used flumazenil, an antagonist at the benzodiazepine binding site at GABAA receptors. The treatment with the highest dose of HYDRAZDN (40 mg/kg) and DZP (40 mg/kg) caused anxiolytic behavior in the animals that spent most of their time in the dark region of the aquarium. This effect was reduced by flumazenil, indicating that anxiolytic activity of the synthesized hydrazone occurs through the GABAergic system.

Chalcones and their derivatives exhibit a broad spectrum of pharmacological activities, including antiproliferative activities. Accordingly, they are deemed robust anticancer candidates for cytotoxicity assays. Herein, we synthesized and characterized four chalcones using nuclear magnetic resonance (1H NMR and 13C NMR), Fourier transform Raman (FT-Raman), attenuated total reflection Fourier transform infrared (ATR-FTIR), and ultraviolet-visible (UV–vis) spectroscopy. Theoretical calculations of quantum chemistry were performed to obtain data regarding normal vibration modes, frontier molecular orbitals, molecular electrostatic potential maps, theoretical UV–vis spectra, and quantum chemical parameters expected for these chalcones. In addition, we evaluated the cytotoxic potential of these compounds. For synthesized compounds, quantum chemical calculations demonstrated excellent correlation with experimental data. The electronic properties revealed that chalcones 1 and 4 possess a higher electrophilic character, while chalcones 2 and 3 possess a higher nucleophilic character. Chalcone 3 demonstrated the highest value of HOMO energy, indicating the greatest propensity to donate electronic density among the four compounds. According to the HOMO-LUMO energy gap and global hardness, the reactivity of chalcones should follow the order 1

In this work, an ibuprofen derivative 2-(4-isobutylphenyl) -N'-phenylpropanohydrazide (ACPHZN) was synthesized and characterized by NMR, ATR-FTIR, FT-Raman, and UV-Vis spectroscopy, while their structural and spectroscopic properties were investigated using DFT calculations. In vivo study using animal model in an adult Zebrafish (Danio rerio), and molecular docking was performed. In addition, molecular descriptors of the properties of absorption, distribution, metabolism and excretion, and toxicity (ADMET) were obtained. The data calculated for ibuprofen derivative are in accordance with the experimental values. From the assays in adult zebrafish, it was found that the ibuprofen derivative was non-toxic and exhibited analgesic properties through the TRPA1, TRPV1 and TRPM8 channels. Molecular docking revealed six interactions of ACPHZN with residues of the capsaicin binding site, and a more favorable affinity energy (-9.0 kcal / mol). ADMET studies suggest that ACPHZN has a pharmacological principle as an oral drug based on a longer half-life in the human body.

Six 2’-hydroxychalcones were synthesized and characterized by NMR, FT-Raman, ATR-FTIR, and UV-Vis. These chalcones alone and in combination with the ciprofloxacin, penicillin, and erythromycin antibiotics were tested against multiresistant strains of Staphylococcus aureus. It was also verified by in vitro and in silico studeis the capacity of these chalcones to inhibit the NorA efflux pump. The MICs values of ciprofloxacin were reduced in the presence of all tested chalcones. For norfloxacin antibiotic, the chalcones A1, A4, A5 and A6 promoted the reduced in the MIC values. The A2 chalcone was the only one to reduce the MIC values when associated with penicillin. Any chalcones were not able to reduce MIC values when associated with erythromycin. These results indicate that the synergistic effects demonstrated for the synthesized chalcones were influenced by the introduction of a furanic ring (A1), a chlorine atom and a methoxy group at the C4 position (A2 and A4), a second double bond (A5), and a fluorine atom at the C2 position (A6). The ADMET analysis predicts that the chalcones A2, A3, A5 and A6 have easier cell permeation. The nucleophilic region makes the A5 chalcone capable of covalently bonding with plasma proteins, and the presence of oxygenated aromatic substitutions makes the chalcones A1 and A4 more water-soluble and consequently easier to excrete. On the other hand, the substitution of the methoxy group of the A4 chalcone makes it more susceptible to O-demethylation reactions by the CYP3A4 isoenzyme. The molecular docking revealed that all six chalcones could hinder the binding of norfloxacin to the NorA efflux pump.

In this study, a spray drying technique was used to encapsulate bixin in the galactomannan polymer to give greater stability to this carotenoid. The microparticles were characterized using physical-chemical techniques, quantum chemical calculations, and evaluated the particle sizes, encapsulation efficiency, stability, controlled release, and toxicological potential. The bixin was successfully encapsulated, with an average size of 5.55 ± 0.50 µm, and infrared spectroscopy showed no chemical reaction between bixin and galactomannan during the encapsulation process. The values for the encapsulation efficiency were higher than 90 %, indicating that galactomannan was a good encapsulating agent. A stability test revealed that microencapsulation provides significant protection for bixin. It was observed that the microparticles were capable of releasing the pigment homogeneously and gradually. The absence of toxicity of these materials allows for their use within the food industry, since there is a need for new products that combine low toxicity, efficiency, and low cost.

Dibenzalacetone derivatives are organic compounds formed by two α , α ′ active sites that provide a large relocation of π-electrons. They have great polarizability that make them excellent chromophore and draw attention for their biological properties, mainly for their activity against nasopharyngeal, oral, colon, prostate and cervical cancer. Two dibenzalacetone derivatives, (1E,4E)-1,5-bis(4-ethoxyphenyl)penta-1,4-dien-3-one and (1E,4E)-1,5-bis(4-chlorophenyl)penta-1,4-dien-3-one, were synthesized. Spectroscopic characterizations as well as vibrational assignments were predicted using density Functional Theory (DFT) calculations with B3LYP exchange-correlation functional. Cytotoxicity assays of the synthesized compounds were performed against HCT-116, SNB and PC3 cells, showing promising results against cancer cells HCT-116.

Zebrafish is a model animal that is used for neurobehavioral studies. It is an excellent model organism for pharmacological studies and/or safety research at an early stage of drug development. In this work, the chalcone (2E, 4E)-1-(2‑hydroxy-3,4,6-trimethoxyphenyl)-5-phenylpenta-2,4‑dien‑1-one, was synthesized by the Claisen-Schmidt condensation from two natural products: 2‑hydroxy-3,4,6-trimethoxyacetophenone and cinnamaldehyde. The molecular structure of this compound was confirmed by spectroscopic methods such as NMR, Infrared, UV–vis, and quantum chemical calculations. In addition, the anxiolytic-like effect of the cinnamaldehyde chalcone in adult zebrafish (Danio rerio) was evaluated. The results showed that chalcone caused an approximately 80% reduction in zebrafish locomotor activity and induced maximum permanence of zebrafish in the clear zone (61.16%) at a dose of 0.5 mg kgl−1. The data suggest that the cinnamaldehyde chalcone has anxiolytic activity.

The molecule N-{4’-[(E)-3-(Fluorophenyl)-1-(phenyl)-prop-2-en-1-one]} chalcone (PAAPFBA) was recently synthesized due to the growing interest in the chemistry of the chalcone. The quantum chemical calculations were carried out to make a complete theoretical characterization (structural, spectroscopy, nonlinear optical, and electronic properties) employing three Density Functional Theory (DFT) methods like B3LYP, mPW1PW91, and M06–2X at 6–311++G(d,p) basis set. After all these characterizations, the antioxidant activity was studied using the reaction with the compound DPPH in methanol solution and the mechanism was investigated theoretically. All the three DFT methods used can describe with great accuracy the PAAPFBA chalcone: the results of infrared spectroscopy and the 1H and 13C isotropic shielding demonstrate to be in excellent agreement with the experimental data. The nonlinear optical (NLO) properties show that the title chalcone can be used with great potential in NLO devices and this result is in good agreement with the Natural Bond Orbital (NBO) analysis, which shows how the electronic density is delocalized within the molecule. Finally, the experimental data of the antioxidant activity showed a moderate rate of reaction with the DPPH molecule (50.92%) and this fact was proved by the theoretical mechanisms with the Hydrogen Atom Transfer (HAT) mechanism more favorable.

The structural, electronic, and optical properties of homogeneous and inhomogeneous Ca 1 − x Mg x O alloys are studied with the density functional theory (DFT) under the assumption of polymorphism. Large supercells ( 2 × 2 × 2 and above) with different lattice symmetries and varying Mg molar fraction x were constructed, representing distinct solid phases that may coexist in micro/nanodomains of inhomogeneous alloys. We demonstrate that these polymorphs exhibit rich phenomenology like similar formation enthalpies for a given concentration x, but different electronic and optical properties. For example, Ca 0.5 Mg 0.5 O may have crystallites with four possible lattice symmetries using a 2 × 2 × 2 supercell for its description, with bandgaps varying between 3.26 eV (direct) and 4.46 eV (indirect). The DFT-simulated X-ray diffraction shows that polymorphism causes broadening and shift of the diffraction peaks. We also performed a detailed calculation of the bandgaps, optical absorption, and dielectric constants as a function of x for each polymorph, and they exhibit a structured bandgap behavior with maxima and minima in the 0.0 < x < 1.0 range, which is in marked contrast to Vegard’s law rule of mixtures. We also report a direct-to-indirect bandgap transition occurring between 0.072 ≤ x ≤ 0.1094 for the F M 3 ¯ M symmetry.