Acetoacetate Research Articles

Higher myocardial mitochondrial ketone body oxidation capacity in human heart failure

Abstract Introduction/Purpose Recent studies suggest that the ketone bodies (KB) beta-hydroxybutyrate (HBA) and acetoacetate (ACA) are relevant substrates for myocardial energy metabolism in heart failure (HF). However, the amount of KB-dependent mitochondrial respiration in HF has not yet been quantified. High-resolution respirometry (HRR) is the gold-standard method for quantifying substrate-dependent mitochondrial oxidative capacity. Therefore, we aimed to evaluate the association between myocardial KB-dependent oxidative capacity and human HF using HRR. Methods The primary endpoint of this single-center prospective cohort study was KB-dependent and overall mitochondrial oxidative capacity in permeabilized myocardium. We used two different protocols for our measurements. In the first HRR protocol, conventional respirometry substrates including fatty acids, complex I- and complex II substrates were used to quantify the maximum coupled oxidative phosphorylation capacity (OXPHOS). Leak respiration was quantified using oligomycin to calculate the respiratory control ratio (RCR, state 3/state 4o), and leak control ratio (LCR, state 4o/state u). In the second protocol which was recently established by our working group, HBA and ACA were used as respirometry substrates to quantify KB-dependent respiration down to the enzyme level. The relative contribution of the KBs was obtained by comparing HBA- and ACA-derived respiration to OXPHOS. We applied both protocols to myocardial samples from individuals with advanced HF (HF group, catheter-acquired endomyocardial biopsies from non-ischemic HF patients or samples of explanted hearts collected during orthotopic heart transplantation surgery in end-stage heart failure patients) as well as previously heart transplanted individuals without current heart failure (Control group). Results Controls and HF had similar demographic characteristics, with comparable age distribution (mean±SD, 56.3±10.3 vs. 54.2±10.7 years, p=0.36), sex (68.75% vs. 66.67% male, p=0.87), or body mass index (25.0±5.8 vs. 29.0±10.6 kg/m2, p=0.08) and differed significantly in cardiac index (3.06±0.67 vs. 1.93±0.44) and ejection fraction (55.8±10.2 vs. 26.6±9.1) (both p<0.0001). The HF group exhibited lower OXPHOS and respiration for all substrate combinations tested (Fig. 1A). In contrast, KB-dependent respiration did not differ between HF and controls (Fig. 1B). The relative HBA-dependent respiration (Fig. 1C) and the relative and absolute ACA-dependent respiration (Fig. 1C and D) were higher in the HF group compared to controls. Mitochondrial uncoupling (LCR) (0.47±0.29 vs. 0.44±0.09 [AU], p=0.79) and coupling efficiency (RCR) (2.75±1.38 vs. 2.11±0.39 [AU], p=0.15) were not different between the groups. Conclusion These findings suggest that mitochondria in the failing heart can utilize KBs for OXPHOS to a greater extent and further hint towards KB metabolism as a potential therapeutic target for HF.

Synthesis and application of Fe3O4@RHA nanocatalyst in the synthesis of polyhydroquinolines and dihydropyrimidinones (statistical approach to optimize parameters)

In this study, rice husk ash as silica source was obtained and then, by adding Fe3O4, Fe3O4@RHA core-shell nanocatalyst was prepared. The Fe3O4@RHA nanocatalyst was identified using VSM, XRD, FE-SEM, EDX, and FT-IR analysis, and the optimization of the effective parameters in the reaction was done using response surface methodology (RSM). This nanocatalyst had spherical particles with an average particle size of about 30 nm and good magnetic properties of about 42 emu/gr. The Fe3O4 particles encapsulated in RHA were easily recovered and showed good catalytic activity. Using Fe3O4@RHA biosynthesized nanocatalyst, polyhydroquinoline derivatives were obtained through multi-component condensation of ammonium acetate, aldehyde, ethyl acetoacetate, and dimedone, under solvent-free conditions at 80 °C, as well as dihydropyrimidinone derivatives through multi-component reactions by condensation of urea, aromatic aldehyde, and β-Keto ester under solvent-free conditions at 70 °C. Fe3O4@RHA nanocatalyst was introduced as a heterogeneous, stable, and environmentally compatible catalyst; in its production, dangerous materials, reagents, and solvents were avoided and it is environmentally friendly. In addition, it has the advantage of being recyclable, resulting in short reaction time, high product yield, and economically good performance.

The applications of nanocatalysts in the synthesis of heterocyclic compounds

Nanocatalysts in heterocyclic synthesis are a very important direction in producing eco-friendly compounds. These catalysts can be reused up to six times without losing their quantity and efficiency. Most of these nanocatalysts are cheap, available, economical and safe for the environment. In this review, I focused on the synthesis of furans, pyrans, chromenes and thiazoles from nanocatalysts. For example, pyranopyrazoles 8a-c were synthesized by the multicomponent reactions between aldehydes 4a-c, malononitrile (5), ethyl acetoacetate (6) and hydrazine hydrate (7) using titanium dioxide as a nanocatalyst. KEY WORDS: Heterocyclic, Chromenes, Nanocatalysts, Eco-friendly compounds Bull. Chem. Soc. Ethiop. 2025, 39(1), 123-129. DOI: https://dx.doi.org/10.4314/bcse.v39i1.10

Synthesis, characterization, and color performance of bis-azo and bis-pyrazole derivatives for dyeing of polyester

In this study, a novel series of bis-azo dyes 3–10 were synthesized via a two-step process. Initially, benzene-1,4-bis(diazonium) chloride was reacted with several active methylene compounds, such as ethyl acetoacetate, acetyl acetone, ethyl cyanoacetate, and malononitrile. yielding the corresponding bis-azo dyes 3–6. Subsequently, these dyes were cyclized through condensation with phenylhydrazine, resulting in the formation of bis-pyrazole derivatives 7–10. Comprehensive spectroscopic characterization, employing techniques like infrared (IR), nuclear magnetic resonance (NMR), and ultraviolet-visible (UV–Vis) spectroscopy, along with elemental analysis, elucidated the structural features, and electronic transitions of the synthesized dyes. The electronic absorption properties were investigated experimentally and computationally, revealing bathochromic and hypsochromic shifts influenced by substituents and tautomeric forms. The dyes showcased excellent dyeing performance on polyester fabrics, exhibiting notable color strength, perspiration fastness, light fastness, and wash fastness. Theoretical investigations of the electronic properties were conducted utilizing Density Functional Theory (DFT) methodology, employing the B3LYP functional with the 6–31G(d,p) basis set, enabling a comprehensive understanding of the structure-performance relationships governing the dyeing behavior of these dyes on polyester.

Ketone body oxidation and susceptibility to ethyl acetoacetate in a novel hemolytic multidrug-resistant strain Leptospira interrogans KeTo originated from sewage water

Terrestrial and aquatic environments contaminated with animal urine may contribute to the transmission of Leptospira, a causative agent of leptospirosis in humans and wild/domesticated animals. Although enormous amounts of work have been done decoding the ecophysiology, the factors governing the cell growth and virulence in Leptospires derived from environmental samples still remain elusive. Here, we show oxidation of a wide array of organic acids including acetoacetate by a new strain of Leptospira interrogans designated as KeTo, isolated from a sewage sample originating from a wildlife enclosure located at Mangalore, India. We further demonstrate the susceptibility of KeTo to ethyl ester of acetoacetate (ethyl acetoacetate, EA). A 4.7 Mbp genome of KeTo shared the highest relatedness to pathogenic L. interrogans RGAT (99.3%), followed by L. kirschneri 3522CT (91.3%) and other related species of Leptospira (80.8‒74.3%), and harbored genes encoding acetoacetyl-CoA synthetase and acetoacetate decarboxylase respectively involved in the acetoacetate utilization and acetone formation. In line with this, strain KeTo oxidized acetoacetate when supplied as a sole carbon. Aqueous EA suppressed biofilm formation (p < 0.0001) of KeTo in basal Ellinghausen–McCullough–Johnson–Harris (EMJH) medium. Similarly, significant inhibition in the growth/biofilm of Leptospira was recorded in semisolid EMJH with/without blood supplementation when exposed to volatile EA. The extent of ketone body oxidation and susceptibility to EA was found to vary with strain as evident through the analysis of L. interrogans serogroup Australis sv. Australis strain Ballico and L. interrogans serogroup Icterohaemorrhagiae sv. Lai Like strain AF61. In conclusion, our study demonstrated the ketone body metabolic ability and susceptibility to an esterified derivative of a major ketone body in the tested strains of L. interrogans. Molecular aspects governing EA-driven growth inhibition warrant further investigations to develop optimal therapeutics for leptospirosis.

The role of microwave radiation in extractive desulfurization of real diesel fuel for green environment: an experimental and computational investigation

The process of removing sulfur compounds and aromatic compounds to produce clean fuel is an important and effective contribution to the processes of mitigating and adapting to climate change. In contrast, it is necessary to find an innovative way to remove sulfur and carcinogenic aromatic compounds because clean, low-sulfur diesel is commonly used in all countries of the world at the present time. Therefore, in this work, we have studied the effect of the microwave radiation power and the irradiation time with the use of more than one type of organic solvent; methanol, acetonitrile and ethyl acetoacetate; as an extractant and solvent to feed ratio impact on the removal of sulfur and aromatic compounds of a real diesel fuel feed which has 450 ppm sulfur content and 16 wt% aromatic Content. The results showed that the best solvent used during this work was ethyl acetoacetate. According to the results, high sulfur removal (≈ 92%) was accomplished with microwave-assisted extractive desulfurization technique under the following ideal conditions: the irradiation time is 7 min, the solvent feed ratio is 3:1 and the microwave intensity is 180 W. To reveal the mechanism of microwave-assisted extractive desulfurization via different organic solvents, a theoretical study including structural examination and interaction energy analysis on the interaction between dibenzothiophene (DBT) or dimethyl dibenzothiophene (DMDBT) and the different organic solvents was also conducted.

Environmentally Benign and Expeditious Access to 4‐Aryl Methylene‐isoxazole‐5(4H)‐Ones Using Magnetically Separable Nanoparticles

AbstractAn environmentally benign and expeditious protocol was developed for the one‐pot multicomponent synthesis of 4‐aryl‐3‐methylisoxazol‐5(4H)‐ones by the condensation of aldehyde, hydroxyl amine hydrochloride, and ethyl acetoacetate in 50% aq. ethanol at 50 °C. The reaction was catalyzed by magnetically separable carbon microspheres co‐decorated with nanosized iron sulfide and magnetite nanoparticles in 10 wt% amount. The FeS1‐x‐Fe3O4/C nanocatalyst was prepared from iron(III) sulfate loaded iminodiacetate group functionalized styrene‐divinylbenzene based ion exchanger by pyrolysis reaction performed at 600 °C for 4 h. The use of magnetically separable heterogeneous catalyst, aqueous ethanol, short reaction time (30 min), and nonchromatographic purification methods are the striking features of the developed protocol. The isolated yield of the condensation products varied between 81% and 96%. Furthermore, the protocol exhibits high functional group tolerance and includes the use of noncorrosive, nonhazardous reaction conditions affording the product in excellent yields and short reaction time.

Statistical Evaluation of Flotation Behavior of Chalcopyrite in the Presence of SIPX and Acetoacetic Acid n-Octyl Ester as a Novel Collector Blend: A Sustainable Approach

The chalcopyrite deposit in Malanjkhand, India, is the largest copper ore producer in the country. However, its flotation performance has room for improvement. This study used standard flotation experiments using a mechanical flotation cell using a conventional collecting reagent and a collector blend consisting of xanthate and ester. A three-factor, three-level Box-Behnken design was used to statistically evaluate the experimental design. The obtained data were analyzed using an ANOVA, cubic plots, and response surface methods. The goal was to evaluate the effects and interactions of three key process parameters in chalcopyrite flotation: the dosages of sodium silicate (depressant), sodium isopropyl xanthate (collector), and acetoacetic acid n-Octyl ester (co-collector/modifier). The results implied that introducing acetoacetic acid n-Octyl ester along with minor tweaks in the dosages of sodium isopropyl xanthate helped increase copper grades by at least 15%, with good recovery percentiles. Among the three parameters tested, the copper’s grade and recovery were considerably positively influenced by the AoE dosage in the collector blend. Employing 0.006 kg/t sodium silicate and 0.0065 kg/t sodium isopropyl xanthate with 0.005 kg/t of acetoacetic acid n-Octyl ester, an optimum copper recovery of 88.87% could be achieved. However, with a sodium silicate dosage of 0.0048 kg/t, a SIPX dosage of 0.008 kg/t, and an AoE dosage of 0.005 kg/t, optimized copper grade (1.55%) could be achieved, which is a 78.1% increase from the feed sample grade. To validate the expected results, verification experiments were carried out, and the experimental findings were found to be on at par with the statistical model predictions. Furthermore, the calculated SPI value of 0.0000147cap Kg−1 for a global index per resident lies between 0 and 1.

Synthesis of pyrazolopyrano pyrimidines via one-pot solvent free greener approach utilizing lanthanum trifluoroacetate and trichloroacetate Lewis acids supported on mesoporous silica: An experimental and DFT studies

Herein, an economic, environment-benign and sustainable greener protocol was developed for the production of pyrazolopyrano pyrimidines utilizing water competent Lanthanum trifluoroacetate and trichloroacetate Lewis acids based over silica via one-pot reaction involving aromatic aldehydes, ethyl acetoacetate, hydrazine hydrate and barbituric acid. The capability to incorporate a broad spectrum of functional groups, fast reaction times, best product yield, gentle reaction medium, solvent-free synthesis and the easy recoverability and multiple-time reusability of catalysts are notable advantages of the present synthetic approach. Furthermore, DFT studies was employed to study the pyrazolopyrano pyrimidines (5a-l), highlighting role of computational methods in predicting and understanding reactivity. Consequently, the integration of DFT studies with synthesis has proven to be a potent strategy for creating the current synthesis method.

Green synthesis of coumarins via Pechmann condensation catalyzed by reusable functionalized organosilica

Oxygen-containing heterocycles hold diverse uses in biology and organic chemistry. Herein, a method utilizing a functionalized pyridinium protic ionic liquid framework (PMO-Py-IL) was developed for the solvent-free Pechmann synthesis of coumarins from phenols and ethyl or methyl acetoacetate. High to excellent product yields were obtained under the investigated conditions. PMO-Py-IL remained stable and reactive across multiple reaction runs (up to 12 times), showcasing its stability and efficiency. The ionic nature of the catalyst can increase the polarity of the reaction mixture, leading to improved solubility of reactants and facilitating their interaction. This ultimately stabilizes the intermediates and accelerates the reaction, resulting in higher yields of the desired product. This can further speed up the reaction and increase the yield of the desired product. The proposed approach provides an efficient, simple and easy work-up methodology for coumarin synthesis, with outstanding nanocatalyst's reusability, offering environmental and economic advantages.

Crosslinked Cation Exchange Resin with -SO3H Groups as an Efficient Solid Catalyst for the Ketalization of Ethyl Acetoacetate with Glycols

Crosslinked Cation Exchange Resin with -SO3H Groups as an Efficient Solid Catalyst for the Ketalization of Ethyl Acetoacetate with Glycols

Experimental Antioxidant Activities of Synthetic 3,4-Dihydropyrimidine Derivatives.

The synthesized of five new pyrimidine derivatives was prepared from the condensation in one pot reaction of ethyl acetoacetate, substituted aromatic aldehydes, urea, and FeCL3.6H2O, with 5 to 10 drops of hydrochloride acid as catalyst in reflexing ethanol. The yield of the product was found to be in the range of 55 to 90%. The antioxidant efficiency of synthesized compounds was estimated by using the 2, 2-diphenyl-1-picrylhydrazyl (DPPH) method, hydroxyl method, nitric oxide method, and superoxide radical scavenging assay method. The compounds 6a, 6e, and 6c demonstrated considerable radical scavenging activity, resulting in the presence of electron-donating substituent on replaced aldehydes. The confirmation compounds by spectral data by proton and 13C-nuclear magnetic resonance, infrared spectra, and MS spectra.

Waste to Wealth Catalyzed Synthesis of 3-methyl-4-(hetero)arylmethyleneisoxazole- 5(4H)-ones and pBR 322 DNA Cleavage Studies

Herein, we demonstrated the synthesis of pharmacologically significant 3-methyl-4-(hetero)arylmethylene isoxazole-5(4H)-one by employing the water extract of lemon fruit shell ash (WELFSA) and glycerol as a solvent medium. The present method explored WELFSA as an eco-friendly catalyst to obtain 3-methyl-4-(hetero)aryl methyleneisoxazole-5(4H)-one derivative by the reaction of substituted aryl/heterocyclic aldehyde, hydroxylamine hydrochloride and ethyl acetoacetate at 60 ◦C on oil bath stirring condition. The completion of the reaction was monitored by thin-layer chromatography, and then the reaction mixture was quenched with ice-cold water, the separated solid was filtered, recrystallized in ethanol, and confirmed by various spectroscopic techniques. Some of the selected derivatives are subjected to DNA cleavage studies against pBR322, and showed comparable activities.

High quantum yield blue fluorescent molecule of hydroxybenzo[c]chromen-6-ones: Synthesis and fluorescence characteristics

Hydroxybenzo[c]chromen-6-ones had been synthesized by the reaction of hydroxy‑substituted chalcone and ethyl acetoacetate in the presence of Cs2CO3 and their optical properties were then investigated. We found it particularly that dimethylamino-substituted hydroxybenzocoumarin 4e had extremely high quantum yield blue fluorescence (λem = 487 nm, ФF = 0.83) in dichloromethane and the fluorescence red shifted with the increase of solvent polarity, which had a good solvatochromic effect on the polarity of the solvent. Additionally, DFT and TD-DFT calculations were applied to explain and verify the good fluorescence properties of hydroxybenzo[c]chromen-6-one 4e.

Synthesis and PASS-assisted evaluation of new heterocyclic compounds containing hydroquinoline scaffolds

Currently, there is a growing interest in the synthesis of heterocyclic compounds containing hydroquinoline fragments. This surge can be attributed to the broad range of pharmaceutical and industrial applications that these compounds possess. In this study, the synthesis of both linear and fused heterocyclic systems that incorporate hydroquinoline fragments was described. Furthermore, the pharmacological activity spectra of the synthesized compounds were predicted using the in silico method, employing the Prediction of Activity Spectra of Substances (PASS) program. Hydroquinolines containing the nitrile functionality 7 and 8 were synthesized through the reaction of the corresponding hydroquinolinecarbaldehyde 5a, 6b with hydroxylamine hydrochloride and iodine in aqueous ammonia under ambient conditions, respectively. 2-Phenyl-1,3-oxazol-5(4 H)-ones 9a, b and 10a, b were synthesized via the condensation of compounds 5a, b and 6a, b with hippuric acid in acetic acid in 30–60% yield. When the methyl activated 7-methylazolopyrimidines 11a, b were reacted with N-alkyl-2,2,4-trimethyl-1,2,3,4-tetrahydroquinoline-6-carbaldehydes 6a, b, 60–70% yield of triazolo/pyrazolo[1,5-a]pyrimidin-6-yl carboxylic acids 12a, b were obtained. The condensation of 7-hydroxy-1,2,3,4-tetramethyl-1,2-dihydroquinoline 3 h with dimethylacetylenedicarboxylate (DMAD) and ethyl acetoacetate afforded cyclic products 16 and 17, respectively. The condensation reaction of 6-formyl-7-hydroxy-1,2,2,4-tetramethyl-1,2-dihydroquinoline 5e with methylene-active compounds such as ethyl cyanoacetate/dimethyl-3-oxopentanedioate/ethyl acetoacetate/diethylmalonate/Meldrum’s acid afforded 3-substituted coumarins 19 and 21 containing dihydroquinoline moiety. The pentacyclic coumarin 22 was obtained via the tandom condensation reaction of malononitrile with 5e in the presence of a catalytic amount of piperidine in ethanol. The biological activities of the synthesized compounds were predicted using the PASS program. Based on the prognosis, compounds 13a, b, and 14 exhibited a high likelihood of being active as inhibitors of gluconate 2-dehydrogenase, as well as possessing antiallergic, antiasthmatic, and antiarthritic properties, with a probability value (Pa) ranging from 0.849 to 0.870. Furthermore, it was discovered that compounds 7 and 8 tended to act as effective progesterone antagonists and displayed antiallergic, antiasthmatic, and antiarthritic effects (Pa = 0.276–0.827). Among the hydroquinolines containing coumarin moieties, compounds 17, 19a, and 19c were predicted to be potent progesterone antagonists, with Pa values of 0.710, 0.630, and 0.615, respectively.Graphical

Michael addition of ethyl acetoacetate on dibenzylideneacetone derivatives: Synthesis, spectroscopy, antimicrobial and in silico studies

A series of trisubstituted cyclohexenones incorporating a styryl framework were synthesized by Michael addition reaction of ethyl acetoacetate onto dibenzylideneacetone derivatives. The reaction was carried out in ethanol in the presence of piperidine as a basic catalyst. The cyclocondensation starts with a 1,4-Michael addition of ethyl acetoacetate on only one ethylenic bond of the Michael acceptors, followed by an intramolecular cyclization of the Michael adduct to form the corresponding cyclohexenones. The structures of the synthesized products were established based on the IR, (1H & 13C) NMR, and HRMS spectral data. The in vitro evaluation of the antimicrobial effect of the synthesized compounds was tested against B. subtilis, S. aureus, C. albicans, and P. mirabilis strains. In silico studies, including molecular docking, ADMET predictions, and molecular dynamics simulations, were additionally performed to correlate observed and computed outcomes of the biological screening, providing further insights into the compounds' potential efficacy.

Design, synthesis, and study of 2-pyridone-based pharmaceutical analogues

2-pyridones are an important class of compounds among the N-heterocycles due to the abundant presence of their structural derivatives in many biologically active compounds. The synthesis of 2-pyridone derivatives (compounds 3A-3C) involves the condensation of aldehyde, malononitrile, and ethyl acetoacetate by a base-catalyzed reaction. Heterocyclic ring rearrangements were carried out using the simplest acid as a catalyst to produce hydroaromatic compounds, followed by dehydrogenation to yield the corresponding aromatic analogues. A sample of the crystals obtained from the synthesized compounds 3A-3C were studied to explore the types of hydrogen bonding and other intermolecular interactions involved in the supramolecular assemblies. Hirsheld surface analyses were also conducted to support the weak interactions and investigate their contributions within the supramolecular assemblies. In silico studies were also performed on the molecular recognition and ADMET properties of the compounds to reveal the most promising compounds for drug development.

Synthesis, characterization, and dyeing performance of Novel Bisazo disperse dyes: A combined spectroscopic and computational study

Disperse dyes are a versatile class of coloring agents with applications spanning textiles to advanced optical materials. This study details the synthesis and spectroscopic characterization of innovative bisazo disperse dyes, which are derived from benzidine-based compounds. The synthetic process involves the use of two distinct couplers, namely acetylacetone and ethyl acetoacetate. The reaction of these couplers with benzidine derivatives yields two specific bisazo dyes: diethyl 2,2′-(2,2′-([1,1′-biphenyl]-4,4′-diyl)bis(hydrazin-2-yl-1-ylidene))bis(3-oxobutanoate) 3 and 3,3′-(2,2′-([1,1′-biphenyl]-4,4′-diyl)bis(hydrazin-2-yl-1-ylidene))bis(pentane-2,4‑dione) 4. The reaction of these azo compounds with hydrazine and phenylhydrazine results in the formation of azo dyes that incorporate a pyrazole ring 5–7. All the disperse azo compounds were characterized and identified through various spectroscopic methods, including UV-visible, FT-IR, NMR (both 1H and 13C), and elemental analysis. Examining the UV–vis profiles of the disperse dyes 3–7 revealed the maximum absorbance values (λmax) were affected by the change of the coupler moieties and more significant sensitivity to changes in pH. The polyester fabric (PE-F) was dyed by disperse dyes 3–7 in presence of the dispersing agent DYEWELL-002 and the fastness data were measured according to the standard procedures. The color strength (K S-1) and exhaustion (%E) values of the dyed fabrics are calculated and discussed. The synthesised bisazo dyes were subjected to computational calculations using DFT with B3LYP method and 6–31G(d,p) basis set to examine the dyeing efficiencies and anticipate the mechanism of the dyeing process. The computational analyses assessed the dipole moment, chemical reactivity descriptors and molecular electrostatic potential. Analysis of the chemical descriptor parameters revealed that the highest dyeing strength was exhibited by dye 3, as indicated by the ELUMO, EHOMO, ∆E, S, and η parameters, while dye 6 had the highest dyeing strength based on the values of χ and µ parameters.

Investigating the synergetic effect of tungsten oxide doping into the 1,3-dicarbonyl moiety grafted chitosan and phytic acid impregnated sodium alginate for efficient U(VI) adsorption

In this work, chemical modification of the chitosan with ethyl acetoacetate was performed through a base-catalyzed reaction in which epichlorohydrin facilitated the insertion as well as nucleophilic substitution reaction to graft the 1,3-dioxo moiety across the linear chains of the base biopolymer to establish specificity and selectivity for U(VI) removal. The modified chitosan (EAA-CS) was intercalated into phosphate rich alginate matrix (PASA). Later on, the WO3-doped composites with different WO3 to PASA mass ratio were prepared and characterized using FTIR, XPS, SEM-EDS, XRD, and elemental mapping analysis. WO3 significantly contributed to chemically stable inorganic-organic composites with improved porous texture. Among the prepared composites, MCPS-3 microspherical beads, having mass ratio of 30.0 % w/w, exhibited excellent sorption capacity for U(VI) at an optimal pH 4.5. The successful U(VI) sorption was validated by the existence of two U4f peaks at 392.25 and 381.36 eV due to U4f5/2 and U4f7/2 sub-peaks with an intensity ratio of 3:4, respectively. Batch mode sorption kinetics followed pseudo-second-order rate equation (R2 ≈ 0.99, qe,th ≈ 116.88 mg/g, k2 = 0.86 × 10−4 g/mg.min−1) and equilibrium sorption data aligns with Langmuir (R2 = 0.99, qm = 343.85 mg/g at 310 K and pH = 4.5, KL = 2.00 × 10−2 L/mg) and Temkin models (R2 ≈ 0.99). Thermodynamic parameters ΔHo (30.51 kJ/mol), ΔSo (0.19 kJ/mol.K) and ΔGo (−25.64, −26.89, and − 27.91 kJ/mol) at 298, 305, and 310 K, respectively, suggested that the uptake process is feasible, endothermic and spontaneous. Based on these findings, it is reasonable to conclude that MCPS-3 could be a better hydrogel-based biomaterial for appreciable uranium recovery.

Nano silicated-FeAl2O4 functionalized by DL-alaninium nitrate ionic liquid (FeAl2O4-SiO2@[DL-Ala][NO3]) as versatile promotor for aqua-mediated synthesis of spiro[chromenopyrazole-indene-triones and spiro[chromenopyrazole-indoline-diones

In this work, the spinel FeAl2O4 was prepared and functionalized step-by-step with silica and alaninium nitrate ionic liquid ([DL-Ala][NO3]) to produce a bio-based multi-layered nanostructure (nano FeAl2O4-SiO2@[DL-Ala][NO3]). The obtained magnetized inorganic-bioorganic nanohybrid characterized by Fourier transform infrared spectroscopy (FT-IR), vibrating-sample magnetometry (VSM), field emission scanning electron microscopy (FESEM), energy-dispersive X-ray spectroscopy (EDAX), transmission electron microscopy (TEM), thermogravimetric analysis/differential scanning calorimetry (TGA/DSC), X-ray fluorescence (XRF), and X-Ray diffraction (XRD) analysis. A facile synthesis of some tricyclic dihydro-spiro[chromeno[2,3-c]pyrazole-4,2′-indene]triones and dihydro-spiro[chromeno[2,3-c]pyrazole-4,3′-indoline]diones via domino four-component one-pot reaction of various hydrazine derivatives, ethyl acetoacetate, heterocyclic 1,2-ketones (ninhydrin, isatin, 5-bromoisatin) and cyclic 1,3-diketones (dimedone and 1,3-cyclohexanedine), examined in the presence of nano FeAl2O4-SiO2@[DL-Ala][NO3] nanohybrid in refluxing aqueous media, successfully. The multi-aspect characteristics of the nanohybrid which consist of magnetized inorganic and bioorganic parts, could be the reason of its special catalytic efficacy. The recovery and reusability of the FeAl2O4-SiO2@[DL-Ala][NO3] magnetized nanoparticles (MNPs) were performed in two runs without significant activity loss.