Antibacterial Profile in vitro and in vivo of New 1,4-Naphthoquinones Tethered to 1,2,3-1H-Triazoles against the Planktonic Growth of Streptococcus mutans

The cariogenic processes are mainly caused by the bacterium Streptococcus mutans (S. mutans) and consist of the demineralization of the tooth that occurs when the acid production overcomes the natural repair or if a problem occurs in the last one. In this work, we performed the synthesis of twenty-one 1,4-naphthoquinones tethered to 1,2,3-1H-triazoles (8a-8k and 9a-9j), antibacterial evaluation against the S. mutans in vitro and the acute toxicity of the better ones in vivo. We observed strong inhibition results in the disc diffusion test ranging, the halos of inhibitions, from 18.66 (± 0.57) to 29 (± 2.64) mm, and good values in the minimum inhibitory concentration (5 to 50 μg), for the compounds 9e, 9h, 9i and 9j. Furthermore, they do not have a cytotoxic effect at the concentrations tested. Besides that, in the in vivo test, they show some slight alteration in the histopathological analyses and the biochemistry. Thus, we found four potential candidates to become instruments for the treatment of cavities.

Ultrasound Assisted Pretreatments Applied to Cupuaçu Husk (Theobroma grandiflorum) from Brazilian Legal Amazon for Biorefinery Concept

Cupuaçu husk (CH) is the waste of a common fruit from a native species of the Brazilian Legal Amazon. The current study investigated the influence of ultrasound (US) combined with aqueous, acid, alkaline, and ionic liquid (IL) pretreatments on the chemical and physical aspects of CH and the yield of chemical platforms production, 5-hydroxymethylfurfural (HMF) and furfural (FF), using IL. Scanning electron microscopy, X-ray diffraction (XRD) and Fourier transform infrared spectroscopy were used to feature the raw and pretreated biomass. The highest levels of glucose (9.90 g L-1) were observed in the liquid fraction resulting from the acid + US pretreatment followed by acid hydrolysis. The IL + US pretreatment recorded the best performance in removing lignin. Based on XRD analyses, ultrasound increased crystallinity of all pretreated samples as a result of the removal of cellulose’s amorphous fraction. However, it promoted accessibility to adopted reagents by increasing biomass exposure due to cavitation. The best yields of HMF and FF were recorded from hydrolysis of the solid fraction resulting from the acid + US (12.94%) and alkaline + US (48.84%) pretreatment, respectively. These results indicate satisfactory performance of ultrasound assisted pretreatments to the simplified and economic conversion of biomass into value-added products.

Diesel-Like Biofuels Production Using Fatty Waste

According to the waste-to-energy (WTE) valorization and circular economy principles, the use of waste oil and grease (WOG) for obtaining biofuels shows the tendency towards sustainability, makes the interest in green chemistry, and the development of environmentally friendly processes grow. Three different fatty wastes (from the fat trap of a sewage station, lard waste, and frying oil) were analyzed and this work showed they have no potentially toxic metals. The frying oil sample and residual lard waste showed a higher percentage of triacylglycerides resulting in higher biodiesel conversion. The samples showed physical and chemical properties (density, viscosity, and ash) within the limits established by current regulations. Bio-oil samples formed a mixture of carboxylic acids, with high acidity. However, the parameters that deviated from the maximum permitted by the standard could be adjusted blending with petroleum diesel, replacing partially the fossil energy carriers with biomass-derived energy carriers which could bring positive impacts from multiple perspectives, i.e., economic, environmental, and health.

Novel Greener Microwave-Assisted Deprotection Methodology for the 1,3-Dioxolane Ketal of Isatin Using Calix[n]arenes

In this work, the combined use of p-sulfonic acid-calix[n]arene and microwave energy to hydrolyze the 1,3-dioxolane ketal of isatin was evaluated with excellent results. This is the first time that p-sulfonic acid-calix[n]arene has been used as the catalyst in a ketal hydrolysis reaction and the deprotection of the ketone carbonyl of isatin is reported. The presence of 2.5 mol% of p-sulfonic acid-calix[4,6]arene at 160 ºC resulted in over 96% conversion of this ketal in 10 min, with the additional advantage of using water as a solvent. This catalytic system (aqueous phase containing p-sulfonic acid-calix[4]arene) was reused for five consecutive cycles, with a conversion above 96% maintained. This reusable system is not practicable using p-toluenesulfonic acid and p-hydroxybenzenesulfonic acid as catalysts since both are extracted to the organic phase with the reaction product. The hydrolysis of 1,3-dioxolane ketal of isatins with different substituents (CH3, I, Br, Cl, F, NO2) in the aromatic ring was also evaluated. The protecting group of 5-methyl-isatin was removed with 73% conversion using 2.5 mol% of p-sulfonic acid-calix[4]arene at 160 ºC for 5 min. In contrast, the ketal of 5-nitro-isatin reached 80% conversion using the same conditions after 40 min.

Spectrofluorimetric Determination of Hydrochlorothiazide by a Carbon Dots-Based Probe via Inner Filtering Effect and Resonance Rayleigh Scattering

Synthesis of carbon dots (CDs) from natural resources not only enables green synthesis and production of environmentally friendly materials, but also provides a cost-effective probe as a fluorescence nanosensor. The proposed sensor introduces a unique one-pot hydrothermal CDs synthesis from alfalfa leaves, which is promising for sensing hydrochlorothiazide (HCTZ) via inner filter effect (IFE) and resonance Rayleigh scattering (RRS). The as-prepared CDs had wide emission spectra, excitation-dependent emission, high solubility, high stability, and visible fluorescence light with a quantum yield of up to 11%. The absorption of HCTZ overlapped with the excitation spectra of CDs. Therefore, CDs represented excellent quenching due to IFE when HCTZ was gradually added. Furthermore, this fluorescent sensor was successfully used to quantify HCTZ in the linear ranges (0.17-2.50 μg mL-1) with the limit of detection of 0.11 μg mL-1. The sensing system was simple as no surface functionalization was required for CDs, leading to less laborious steps and more cost-effective synthesis. The reaction time was short, i.e., less than 2 min, indicating a simple approach for rapid analysis of HCTZ. By optimizing conditions, successful measurements were carried out on pharmaceutical tablets.

Determination of 3,4,5-Trihydroxybenzoic Acid Exploiting a Visible-Light-Driven Photoelectrochemical Platform: Application in Wine and Tea Samples

The present work is based on the development and application of a photoelectrochemical method for the amperometric determination of 3,4,5-trihydroxybenzoic acid in different samples. The method is based on the use of a photoelectrochemical platform based on a glass slide coated with fluorine-doped tin oxide, which has been modified with cadmium sulfide and poly(D-glucosamine) and subjected to a light-emitting diode (LED) lamp. The photoelectrochemical platform was sensitive to the increase of the concentration of the antioxidant 3,4,5-trihydroxybenzoic acid in the solution. Under the optimized experimental conditions, the photoelectrochemical method presented a linear response for a 3,4,5-trihydroxybenzoic acid concentration ranging from 0.2 up to 500 μmol L-1. The method was applied to 3,4,5-trihydroxybenzoic acid determination in samples of wines and teas with recoveries between 95.88 and 101.72%. The results obtained suggest that the developed platform is a promising tool for quantifying the 3,4,5-trihydroxybenzoic acid.

Effects of Citrus Sudden Death Disease on Fatty Acid Profile of Orange Tree Bark

Citrus sudden death (CSD) is a disease that has affected millions of orange trees in Brazil, leading to economic losses in the order of billions of US dollars. This article examines the effects of CSD on the fatty acid composition of triacylglycerides (TAG) extracted from rootstock and scion bark. The fatty acid profile determined by gas chromatography showed a reduction in oleic and linolenic acids, and an increase in the saturated fatty acids and linoleic acid content, which was in line with the severity of CSD. The reduction in linolenic acid content was related to its role in the biosynthesis of jasmonic acid, which is involved in responses to abiotic and biotic stresses, as well as senescence. These alterations in the fatty acid profile were also used to classify plants both with and without CSD symptoms by using chemometric means. This method represents an alternative to support the diagnosis of CSD disease.

Thermophysical and Transport Properties of the BaCl2-CsCl High Temperature Ionic Liquid Mixtures

High temperature ionic liquids (HTILs) densities and transport properties for mixtures BaCl2‑CsCl, x(BaCl2) = 0-1, have been studied as a function of composition and temperature. In terms of Arrhenius theory, the temperature correlation of all measured properties was made and discussed. Thermodynamic properties (isothermal compressibility, molecular volume, lattice energy, heat capacity, molar Gibbs energy, enthalpy and entropy) were derived for all the studied HTILs from experimental data. The viscosity isotherms show negative deviations from linearity, while conductivity isotherms have positive deviations which may be related to the formation of highly negative changed ion associated species. The evolution of the excess quantities: viscosity deviation (Δη), excess molar viscosity (ΔEη), excess molar conductivity (ΔEκ), show a very good parallelism. The linear behavior between conductivity and viscosity was determined using the fractional Walden rule and the average slope was found far from unity.

An Eco-Friendly Proposal by Integrating Chromatographic Fingerprinting and Multivariate Control Chart in a Non-Target Analysis to Evaluate Grape Juices from Different Farming Practices

A potential eco-friendly method without organic solvents is presented by integrating a chromatographic fingerprint and multivariate control chart based on Q residuals to differentiate grape juices from different farming practices. The sample preparation was only water dilution, and the mobile phase was water acidified with sulfuric acid, which can be readily neutralized before its disposal. The proposed method is shown to be a simple way to distinguish between organic and non-organic grape juices in a non-target way, successfully evaluating an external validation data set, where organic and non-organic samples were correctly assigned. Through the chromatographic profile, it is possible to suggest that one of the species responsible for this distinction may be from the anthocyanins class.