Analysis of variance (ANOVA)-simultaneous component analysis (ASCA) is a method of choice for factorial design studies of environmental impacts on plant metabolomes and can be used to quantitatively carry out this comparative analysis. The impacts of seven mixture design extractor systems made up of ethanol, dichloromethane, and hexane and their 1:1 binary and 1:1:1 ternary solvents for several replicate experiments (n = 3, 4, 5) were assessed using ASCA models determined from Fourier-transform infrared (FTIR), near-infrared (NIR), and UV-Vis spectroscopic measurements on yerba mate leaf extracts. This analysis considered two-factor effects: secondary sexual dimorphism (male and female plants) and cultivation systems (monoculture and agroforestry), as well as their interaction effect. The three binary solvents were found to be more efficient extractor systems for all four detectors as they found 83 main and interaction effects significant at or above the 95% confidence level compared with only 47 for the pure solvent extracts. Binary solvent extracts resulted in averages between 44.04 and 86.61% for the ASCA total effect variances compared with 40.62 to 71.07% for pure extractors. Of the 60 significant effects found for experiments with 5 repetitions 53 or 88% were obtained with only triplicate determinations. The choice of spectroscopic technique and solvent system have large impacts on metabolomic analysis results. ANOVAsimultaneous ANOVA simultaneous (ASCA ethanol dichloromethane 11 1 1: 111 1:1: n 3 4 Fouriertransform Fourier transform FTIR, FTIR , (FTIR) nearinfrared near NIR, NIR (NIR) UVVis UV Vis twofactor two factor male plants monoculture agroforestry, agroforestry agroforestry) 8 95 4404 44 04 44.0 8661 86 61 86.61 4062 40 62 40.6 7107 71 07 71.07 extractors 6 88 determinations results (FTIR (NIR 9 440 0 44. 866 86.6 406 40. 710 7 71.0 86. 71.

The use of materials such as organofunctionalized silica for application in solid phase extraction (SPE) allows the preconcentration of several ions, including Pt, and subsequent detection. This work aims to synthesize and characterize an organofunctionalized silica (Sil-TMSDT) with the silylant N’(trimethoxysilyl)propylethylenetriamine and its application as a solid phase in the preconcentration Pt4+ ions in aqueous media, using detection by flame atomization atomic absorption spectroscopy (FAAS). The Fourier-transform infrared spectroscopy (FTIR) spectra and scanning electron microscopy (SEM) coupled with energy-dispersive spectroscopy (EDS) confirmed the aminofunctionalization of the silica. For the adsorption process, a preconcentration mini-column with 200 mg of Sil-TMSDT, a solution of 0.485 mg L−1 of K2[PtCl6] at pH 10 and HNO3 0.5 mol L−1 as eluent were used, obtaining an enrichment factor of 15-fold with retention efficiency higher than 99%. The Pt4+ ion determined by FAAS showed a linear response between 0.02 and 0.40 mg L−1; a linear coefficient where R = 0.9981; a 16-fold preconcentration factor; a limit of quantification (LOQ) and limit of detection (LOD) of 0.045 and 0.014 mg L−1, respectively. The proposal system showed analytical applicability to determining Pt4+ ion in an aqueous medium and could be used to detect traces of this potentially toxic metal in biological fluids such as urine and blood. SPE (SPE Pt SilTMSDT Sil TMSDT (Sil-TMSDT Ntrimethoxysilylpropylethylenetriamine N trimethoxysilyl propylethylenetriamine Pt4 media FAAS. . (FAAS) Fouriertransform Fourier transform FTIR (FTIR SEM (SEM energydispersive energy dispersive EDS (EDS process minicolumn mini column 20 SilTMSDT, TMSDT, Sil-TMSDT 0485 0 485 0.48 L1 L 1 L− K2PtCl6 KPtCl K2 PtCl6 K PtCl K2[PtCl6 HNO 05 5 0. 15fold fold 15 99 99% 002 02 0.0 040 40 0.4 0.9981 09981 9981 16fold 16 LOQ (LOQ LOD (LOD 0045 045 0.04 0014 014 0.01 respectively blood (FAAS 2 048 48 K2PtCl K2[PtCl 9 00 04 4 0.998 0998 998 004 001 01 0.99 099 0.9 09

The species Oryza sativa (rice) and Musa cavendishii (banana) are sources of cellulose-rich waste biomass in the Amazon region, Tocantins State. This research investigates the nanoscale production of cellulose through the interactions between three choline amino acid ionic liquids Ch[AA]IL and the respective fibers by pretreatment. To this end, the synthesis of three ILs was carried out: choline arginate Ch[Arg], choline glycinate Ch[Gly] and choline lysinate Ch[Lys], characterized by Fourier transform infrared spectroscopy (FTIR). The samples resulting from the pretreatment were analyzed by scanning electron microscopy (SEM), transmission electron microscopy (TEM), X-ray diffraction (XRD) and thermogravimetric analysis (TGA). It was possible to infer from the SEM micrographs that Ch[Arg] caused greater fiber breakage than the other ILs. The TEM analyses identified fibers up to 16 nm in diameter. Positive effects were observed in the diffractograms, although no crystallinity was obtained in the pretreated samples. Thermogravimetry curves showed that the fibers treated with Ch[Arg] showed higher thermal stability. rice (rice banana (banana celluloserich rich region State ChAAIL Ch AA IL end out ChArg, ChArg Arg , ChGly Gly Ch[Gly ChLys, ChLys Lys Ch[Lys] FTIR. FTIR . (FTIR) SEM, (SEM) TEM, (TEM) Xray X ray XRD (XRD TGA. TGA (TGA) Ch[Arg 1 diameter diffractograms stability Ch[Lys (FTIR (SEM (TEM (TGA

The metal-organic frameworks (MOFs) UiO-66-NH2, UiO-66-2,5-(OH)2, UiO-66-NO2, UiO-66-NDC, and UiO-66-BPDC were synthesized under solvothermal conditions using different functionalized organic linkers. The structures and properties of the samples were characterized by X-ray diffraction, Fourier transform infrared spectroscopy, thermogravimetric analysis, scanning electron microscopy, and nitrogen adsorption-desorption isotherms. The crystal structures of these functionalized UiO-66(Zr) forms were similar. A series of functionalized UiO-66(Zr) samples were used in the adsorption of carbon dioxide (CO2). UiO-66-NH2 had the highest CO2 adsorption capacity (about 3.35 mmol g-1) due to its small polar -NH2 group. The performance of UiO-66-NH2 in CO2 adsorption at different temperatures was also determined. The amino-functionalized material possessed better adsorption properties at 273 K than at 303 K, while the CO2 working capacity of UiO-66-NH2 was fully recovered after cyclic regeneration. metalorganic metal MOFs (MOFs UiO66NH2, UiO66NH2 UiONH UiO 66 NH2, NH2 NH UiO662,5OH2, UiO6625OH2 UiOOH 2,5 OH 2, 2 5 UiO-66-2,5-(OH)2 UiO66NO2, UiO66NO2 UiONO NO2, NO2 NO UiO-66-NO2 UiO66NDC, UiO66NDC UiONDC NDC, NDC UiO-66-NDC UiO66BPDC UiOBPDC BPDC linkers Xray X ray diffraction spectroscopy analysis microscopy adsorptiondesorption desorption isotherms UiO66Zr UiOZr Zr UiO-66(Zr similar CO2. CO . (CO2) UiO-66-NH about 335 3 35 3.3 g1 g 1 g-1 -NH group determined aminofunctionalized amino 27 30 regeneration UiO66NH 6 UiO662 5OH2 UiO662,5OH2 UiO6625OH 25 UiO-66-2,5-(OH) UiO66NO UiO-66-NO (CO2 33 3. g- UiO66 5OH UiO662,5OH UiO-66-2,5-(OH (CO UiO6

Poly(amidoamine)-type dendrimers (PAMAM) were synthesized by divergent routes, and generations (G0.5, G1.0, G1.5, G2.0 and G2.5) along with hydroxylated half-generation polymers (G0.5-OH, G1.5-OH and G2.5-OH) were characterized by Fourier-transform infrared spectroscopy, thermogravimetric analysis and differential scanning calorimetry. Carbon dioxide (CO2) capture tests were performed using thermogravimetric analysis. Among the absorption temperatures tested, 60 °C was the most promising: 0.77, 1.08, and 1.14 mol CO2 L 1 for G0.5-OH, G1.5-OH and G2.5-OH, respectively, of CO2 and partial pressure of 45 kPa. This showed that dendrimers with larger molecular structures have more hydroxyl groups and consequently capture more CO2. However, at low partial pressures (< 2 kPa), CO2 solubility in PAMAM increased with temperature reduction, confirmed by Henry’s solubility constant (398.4 mol m3 kPa 1, in G2.5-OH at 40 °C). According to the thermodynamic properties of CO2 solubilization, the process was spontaneous (∆Gsol < 0) and exothermic (∆Hsol < 0). Polyamidoaminetype Poly amidoamine type (PAMAM routes G0.5, G05 G G0 5 (G0.5 G10 G1 0 G1.0 G15 G1.5 G20 G2 G2. G2.5 G25 halfgeneration half generation G0.5OH, G05OH GOH G0.5 OH, OH (G0.5-OH G1.5OH G15OH G2.5OH G25OH Fouriertransform Fourier transform spectroscopy calorimetry CO (CO2 tested 6 C promising 077 77 0.77 108 08 1.08 114 14 1.1 G0.5-OH G2.5OH, respectively 4 However ( kPa, , kPa) reduction Henrys Henry s 398.4 3984 398 (398. m °C. . °C) solubilization ∆Gsol Gsol ∆Hsol Hsol 0. (G0. G1. 5OH G0.5OH G0. (CO 07 7 0.7 10 1.0 11 1. 398. 39 (398 (G0 3 (39 (G (3

Parthenolide (PTN) is a secondary metabolite of the plant Tanacetum parthenium (L.) Schulz Bip. and is considered the chemical marker of this species. This sesquiterpene lactone (germacrene skeleton) has been described as responsible for the biological activity of the leaf extract. In addition, several studies in the literature have demonstrated its antiparasitic and antineoplastic activity. However, there is a need for knowledge of other safety parameters, such as pharmacokinetic, pharmacodynamic and toxicity evaluations. Therefore, in this investigation, the in vitro metabolism of parthenolide was performed with rat liver microsomes and biomimetic metabolism (such as cytochrome P-450 system) using organometallic catalysts. The biomimetic procedure was validated since the major compound of biomimetic oxidative reaction with meta-chloroperbenzoic acid catalyzed by metalloporphyrin 5,10,15,20-tetrakis(pentafluorophenyl)-porphyrin iron(III) chloride was also observed with rat liver microsomes. Previous chemoenzymatic synthesis studies of PTN afforded the same epoxide formation, this major oxidative compound was isolated and fully characterized as (1 R,10R)-epoxyparthenolide based on experimental and theoretical calculations of infrared (IR) and vibrational circular dichroism (VCD) data at the B3PW91/6-311G. Furthermore, for the first time, this metabolite was evaluated for trypanocidal and leishmanicidal activity. The mean inhibitory concentration (IC50) values were lower for PTN than its metabolite and showed significant cytotoxic effects for both parasites. This finding holds promise for addressing neglected diseases. (PTN L. L (L. Bip species germacrene skeleton extract addition However parameters pharmacokinetic evaluations Therefore investigation P450 P 450 P-45 system catalysts metachloroperbenzoic meta chloroperbenzoic 5,10,15,20tetrakispentafluorophenylporphyrin 5101520tetrakispentafluorophenylporphyrin tetrakispentafluorophenylporphyrin 5,10,15,20 tetrakis pentafluorophenyl porphyrin 5 10 15 20 ironIII iron III iron(III formation 1 ( R,10Repoxyparthenolide R10Repoxyparthenolide RRepoxyparthenolide R,10R epoxyparthenolide R 10R IR (IR VCD (VCD B3PW91/6311G. B3PW916311G BPWG B3PW91/6 311G. B3PW91 6 311G B PW G B3PW91/6-311G Furthermore time IC50 IC (IC50 parasites diseases (L P45 45 P-4 20tetrakispentafluorophenylporphyrin 5101520 5,10,15,2 2 10Repoxyparthenolide Repoxyparthenolide R10R RR 6311G B3PW91/6311G B3PW916 BPW B3PW91/ B3PW9 IC5 (IC5 P4 4 P- 510152 5,10,15, B3PW (IC 51015 5,10,15 5101 5,10,1 510 5,10, 51 5,10 5,1 5,

Gold and platinum bimetallic nanoparticles, Au@PtNPs, have gained attention due to their plasmonic properties. The controlled synthesis of Au@PtNPs involves complex parameters, and the resulting synergy between Au and Pt introduces possibilities for tailoring their properties. This study explores the effects of key-parameters of synthesis (gold core diameters, reaction time, and Pt concentration) on the final properties of Au@PtNPs. Gold nanoparticles of varying diameters were synthesized and used as cores for the reduction of hexachloroplatinic acid, forming a surrounding shell of Pt nanoparticles. The parameters were systematically tuned to understand their impact on morphology, dimension, stability, and plasmonic properties of Au@PtNPs. Increasing Pt precursor concentration resulted in thicker and denser Pt shells, broadening the localized surface plasmon resonance (LSPR) band and improving Au@PtNPs stability. These properties are essential for applications such as photothermal treatment. The synthesis achieved satisfactory products within just 1 h of Pt4+ reduction at mild temperature without using surfactants. Only limited changes in plasmonic properties were observed after 4 h of synthesis, suggesting an optimal reaction period. Manipulating Au core diameter provided LSPR band control, with smaller cores exhibiting greater broadening towards the infrared region. This systematic exploration provided valuable insights for understanding key-parameters governing the synthesis and properties of Au@PtNPs. AuPtNPs PtNPs keyparameters key gold time acid morphology dimension stability shells (LSPR treatment Pt4 surfactants period control region

The selective separation of precious metals from complex aqueous solutions is important in protecting the environment, aquatic ecosystems, water resources and recycling resources. In this study, cysteine-containing polymeric nanoparticles were synthesized using the molecular imprinting (MIP) technique with the mini-emulsion polymerization method. The basis of the polymer design is inspired by affinity of silver to cysteine in biological systems. The synthesized silver ion imprinted (Ag+-IIP) poly(hydroxyethylmethacrylate-N -methacryloyl-L-cysteine) poly(HEMA-MAC) nanoparticles were characterized by elemental analysis, zeta sizer, Fourier transform infrared (FTIR) spectroscopy, atomic force microscopy (AFM), and scanning electron microscopy (SEM). The effects of pH, ionic strength and interaction time on adsorption of Ag+ ions were investigated. In experimental studies, the highest adsorption amount (196.9 mg g1 nanoparticle) was reached in a short period of 40 min at pH 5.0 and 150 mg L-1 concentration. Selectivity studies of synthesized Ag+-IIP nanoparticles against silver (Ag+) ions were carried out in the presence of lithium (Li+), barium (Ba2+), mercury (Hg2+) and cadmium (Cd2+) ions. Experimental results indicate that nanoparticles adsorb Ag+ ions with high selectivity. Ag+-IIP nanoparticles have 3.7, 3.1, 2.4, and 2.6 times more selective or higher affinity for Ag+ ions compared to Li+, Ba2+, Hg2+ and Cd2+ ions, respectively, compared to Ag+-non-imprinted (NIP) nanoparticles. environment ecosystems study cysteinecontaining containing MIP (MIP miniemulsion mini emulsion method systems Ag+IIP AgIIP IIP Ag (Ag+-IIP polyhydroxyethylmethacrylateN poly hydroxyethylmethacrylate N methacryloylLcysteine methacryloyl L -methacryloyl-L-cysteine polyHEMAMAC HEMA MAC poly(HEMA-MAC analysis sizer FTIR (FTIR spectroscopy AFM, AFM , (AFM) SEM. SEM . (SEM) investigated 196.9 1969 196 9 (196. g nanoparticle 4 50 5 0 5. 15 L1 1 L- concentration (Ag+ Li Li+ (Li+) Ba2 Ba Ba2+ (Ba2+) Hg2 Hg (Hg2+ Cd2 Cd (Cd2+ selectivity 37 3 7 3.7 31 3.1 24 2 2.4 26 6 2. respectively Ag+nonimprinted Agnonimprinted non NIP (NIP (AFM (SEM 196. 19 (196 (Ag (Li+ (Ba2+ (Hg2 (Cd2 3. nonimprinted (19 (Li (Ba2 (Hg (Cd (1 (Ba (

This work developed an effective and eco-friendly analytical method to support quality control for Brazilian Bill proposal No. 5332/2009. The bill advocates the creation of the “Brazilian bread” by mandating the incorporation of cassava byproducts into wheat flour, with the aim of reducing Brazil’s external dependency on wheat imports and promoting domestic cassava family farming. For this, a handheld near-infrared (NIR) spectrophotometer was utilized for on-site determination of cassava starch in commercial wheat flour. The quantitative analysis, which utilized NIR spectra pre-processed with offset correction (OFF) combined with linear baseline correction (LBC), alongside the successive projections algorithm for interval selection in partial least squares (iSPA-PLS), exhibited superior predictive capability, achieving a relative error of prediction below 8%. Furthermore, the classification process, which involved NIR spectra pre-processed with LBC and iSPA-PLS for discriminant analysis (iSPA-PLS-DA), yielded an impressive 94% overall accuracy, with only 3 misclassifications in the test set. ecofriendly eco friendly No 53322009 5332 2009 5332/2009 bread flour Brazils Brazil s farming this nearinfrared near infrared (NIR onsite site preprocessed pre processed OFF (OFF LBC, , (LBC) iSPAPLS, iSPAPLS iSPA PLS (iSPA-PLS) capability 8 8% Furthermore process iSPAPLSDA, iSPAPLSDA DA (iSPA-PLS-DA) 94 accuracy set 5332200 533 200 5332/200 (LBC (iSPA-PLS (iSPA-PLS-DA 9 533220 53 20 5332/20 53322 5 2 5332/2 5332/

Nanoparticles of TiO2 doped with low amount of Fe were synthesized from natural ilmenite obtained from alluvial gold mine wastes. The obtained TiO2 were characterized using X-ray diffraction (XRD), X-ray fluorescence (XRF), Fourier-transform infrared spectroscopy (FTIR), UV-Vis diffuse reflectance, thermogravimetric analysis/differential scanning calorimetry (TGA/DSC), N2 adsorption-desorption isotherms, transmission electron microscopy (TEM) and X-ray photoelectron spectroscopy (XPS). The results confirm the formation of mesoporous TiO2 nanoparticles in anatase phase with 0.05 wt.% of iron possibly replacing some titanium places. All the characterizations were performed to the synthesized solid and the reference materials (TiO2 anatase and Degussa P25). The photocatalytic activity of both the synthesized solid and references were evaluated in the photo-oxidation of cyanide in aqueous medium under UV illumination. An experimental design type Box-Behnken was performed choosing three different parameters: the initial concentration of cyanide (50, 150 and 250 ppm) the catalyst load (0.1, 0.5 and 1.0 g L-1) and the oxygen source. The percentage of cyanide conversion was chosen as response in the design obtaining as optimal conditions [CN-]0 = 50 ppm, catalyst load = 0.6 g L-1 and air bubbling. Under these conditions it was reached 32, 32 and 89% of cyanide conversion for Fe-TiO2 synthesized, TiO2 anatase and Degussa P25, respectively. TiO wastes Xray X ray XRD, XRD , (XRD) XRF, XRF (XRF) Fouriertransform Fourier transform FTIR, FTIR (FTIR) UVVis Vis reflectance analysisdifferential analysis differential TGA/DSC, TGADSC TGA/DSC TGA DSC (TGA/DSC) N adsorptiondesorption adsorption desorption isotherms TEM (TEM XPS. XPS . (XPS) 005 0 05 0.0 wt wt. places (TiO P25. P25 P P25) photooxidation photo oxidation illumination BoxBehnken Box Behnken parameters 50, (50 15 25 ppm 0.1, 01 1 (0.1 5 0. 10 1. L1 L source CN0 CN [CN-] 06 6 L- bubbling 3 89 FeTiO2 FeTiO Fe-TiO respectively (XRD (XRF (FTIR (TGA/DSC (XPS 00 P2 (5 2 0.1 (0. [CN- 8 ( (0 [CN

In last decades, technical-scientific investigations into cultural heritage assets have increasingly become part of analysis methodologies accessible to professionals from different areas for a broad understanding of the complex material and historical nature of objects. In this interdisciplinary word, the painting “Costureiras” by Tarsila do Amaral (1886-1973), from 1950, was studied by ultraviolet-induced visible luminescence (UVL), infrared image (IR) and macro X-ray fluorescence scanning (MA-XRF) techniques. UVL and MA-XRF images enabled the exploration of the conservation status of the artwork, the creative process of the artist, and areas featuring materials distinct from the original painting. By combining the results of IR and MA-XRF images, it was confirmed that changes occurred in the creative process during the composition of the artwork. MA-XRF images further allowed the inference of the primary pigments employed by the artist, revealing that, during canvas priming, Tarsila do Amaral utilized pigments based on lead and zinc. decades technicalscientific technical scientific objects word Costureiras “Costureiras 18861973, 18861973 1886 1973 , (1886-1973) 1950 ultravioletinduced ultraviolet induced UVL, (UVL) (IR Xray X ray MAXRF MA XRF (MA-XRF techniques artwork artist priming zinc 1886197 188 197 (1886-1973 195 (UVL 188619 18 19 (1886-197 18861 1 (1886-19 (1886-1 (1886- (1886 (188 (18 (1 (

This study describes the chemical composition and biological activities of extracts and compounds obtained from the roots of Bowdichia virgilioides (Fabaceae). A mixture of very long-chain free fatty acids (VLFAs) and pure compounds, namely isocordoin, cordoin, lupeol, lupenone, β-sitosterol, stigmasterol, and sitostenone, were isolated from the soluble fraction of the methanol extract by using sequential column chromatography procedures. The molecular structures of the compounds were determined using infrared (IR), nuclear magnetic resonance (NMR), and mass spectrometry (MS) techniques. Notably, this is the first report of the occurrence of both chalcones within this plant genus. Besides, the VLFAs were identified by electrospray ionization mass spectrometry (ESIMS) and the presence of these compounds in roots is suggested to be an adaptive response to environmental stress, which exhibited moderate antioxidant properties when tested against the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical and in the β-carotene/linolenic acid auto-oxidation assay. However, the MeOH soluble fraction demonstrated significant toxicity in the brine shrimp lethality assay. Fabaceae. Fabaceae . (Fabaceae) longchain long chain (VLFAs isocordoin cordoin lupeol lupenone βsitosterol, βsitosterol β sitosterol, sitosterol β-sitosterol stigmasterol sitostenone procedures IR, IR , (IR) NMR, NMR (NMR) MS (MS techniques Notably genus Besides ESIMS (ESIMS stress 2,2diphenyl1picrylhydrazyl 22diphenyl1picrylhydrazyl diphenylpicrylhydrazyl 2,2 diphenyl 1 picrylhydrazyl 2 DPPH (DPPH βcarotene/linolenic βcarotenelinolenic carotene/linolenic carotene linolenic autooxidation auto oxidation assay However (Fabaceae (IR (NMR 2diphenyl1picrylhydrazyl 22 2, βcarotene carotenelinolenic

The present work aims to extract and test cashew nut peel oil as a natural antioxidant in the oxidative stabilization of biodiesel. Therefore, determinations of the ideal time of Soxhlet and thermal extractions, Fourier transform infrared spectroscopy (FTIR) analyses, and evaluation of the oxidative stability by Rancimat method were carried out. FTIR analyses revealed that the 3rd cycle of extraction was sufficient to extract all the oil, with an average yield of 30.0%. For the thermal extraction of the laboratory technical cashew nut peel oil, the best extraction, based on statistical analysis, was 60 min, yielding 20.0%. The FTIR analysis of the extracted cashew nut peel oil showed characteristic peaks of phenolic groups and organic acids, showing differences in the intensities of the absorption bands. The oxidative stability showed induction period of 8 h 40 min for the hydraulic press extraction, 10 h 35 min for the Soxhlet extraction, and 10 h 65 min for the industrial technical extraction of the cashew nut peel oil. All values were below the 12-h limit established by the National Agency for Petroleum, Natural Gas and Biofuels (ANP). The technical cashew nut peel oil extracted in the laboratory presented an induction period of 11 h 12 min, close to that recommended by ANP, proving to be a promising natural antioxidant. Cardanol presented satisfactory results with 25 h 22 min, double that suggested by ANP. Thus, cashew nut peel oil showed important and promising results as a natural antioxidant for biodiesel. biodiesel Therefore extractions (FTIR out rd 300 30 0 30.0% 6 200 20 20.0% acids bands 4 1 3 12h Petroleum ANP . (ANP) 2 Thus 30.0 20.0 (ANP 30. 20.

A new alkaloid, named brazoide Ε (6), three known steroids (campesterol, β-sitosterol, stigmasterol), two glucosides (3-O-β-D-glucopyranosylsitosterol and 3-O-β-D-glucopyranosyl stigmasterol) and sucrose were isolated from the leaves and stems of Justicia wasshauseniana. Their structures were characterized using high-resolution electrospray ionization mass spectrometry (HRESIMS), nuclear magnetic resonance (1D and 2D NMR), and infrared (IR) spectroscopy. To reinforce the structural proposal, an acetylated derivative (6a) was obtained and its data compared to 6. Moreover, circular dichroism spectroscopy (CD) analysis was performed to determine the absolute stereochemistry, time-dependent density functional theory (TD-DFT) at the wB97X-D/def2-TZVP level, adopting functionals M06-2X and wB97X-D and base aug-cc-pVDZ, was employed to confirm the CD analysis. alkaloid 6, 6 , (6) campesterol, campesterol (campesterol βsitosterol, βsitosterol β sitosterol, sitosterol β-sitosterol stigmasterol, stigmasterol 3OβDglucopyranosylsitosterol OβDglucopyranosylsitosterol 3 O D glucopyranosylsitosterol 3OβDglucopyranosyl OβDglucopyranosyl glucopyranosyl wasshauseniana highresolution high resolution HRESIMS, HRESIMS (HRESIMS) 1D NMR, NMR NMR) IR (IR proposal 6a a (6a Moreover (CD stereochemistry timedependent time dependent TDDFT TD DFT (TD-DFT wB97XD/def2TZVP wB97XDdef2TZVP wBXDdefTZVP wB97X D/def2 TZVP def2 wB X def level M062X MX M06 2X M wB97XD wBXD augccpVDZ, augccpVDZ aug cc pVDZ, pVDZ aug-cc-pVDZ (6 (HRESIMS def2TZVP XD XDdef wBX Ddef2 Ddef D/def M0 ( defTZVP

Efavirenz, an antiretroviral drug, is a class 2 according to the biopharmaceutics classification system. Many dissolution enhancement systems have been tried and our group had success using wet milling to decrease particle size and granules were obtained by spray and freeze drying. In this paper we present data related to the upgrade in the process, raising the solids concentration in the suspension from 10 to 50% (m/v) and changing the drying step for a fluid bed granulation. After that, tablets were obtained. Granules and tablets were fully evaluated and a pharmacokinetic study was also performed with the granules. By powder X-ray diffraction (PXRD) and Fourier transform infrared spectroscopy (FTIR) it was possible to prove that there was no phase transition in the sample after milling and drying. Dissolution efficiency of 4 from 5 granules was higher than 90%, considering 83% for the raw material. Tablets were technically approved but the dissolution was impacted and just 2 out of 11 showed results > 80%. A high enhancement in the bioavailability was also observed, around 172%. So, it is possible to conclude that efavirenz microcrystals with enhanced dissolution and bioavailability can be formulated into tablets and are a viable system to develop a new drug product. Efavirenz process 1 50 m/v mv m v (m/v granulation Xray X ray PXRD (PXRD FTIR (FTIR 90 90% 83 material 80 80% observed 172 172% So product 9 8 17