One-Pot Two-Step Research Articles

Ultrasound-Assisted Synthesis of Pyrazoline Derivatives as Potential Antagonists of RAGE-Mediated Pathologies: Insights from SAR Studies and Biological Evaluations.

In the context of age-related disorders, the receptor of advanced glycation end products (RAGE), plays a pivotal role in the pathogenesis of these conditions by triggering downstream signaling pathways associated with chronic inflammation and oxidative stress. Targeting this inflammaging phenomenon with RAGE antagonists holds promise for interventions with broad implications in healthy aging and the management of age-related conditions. This study explores the structure-activity relationship (SAR) of pyrazoline-based RAGE antagonists synthesized using an ultrasound-assisted green one-pot two-steps methodology. Our investigation identifies phenylurenyl-pyrazoline 2g as a promising candidate, demonstrating superior efficiency compared to the reference antagonist Azeliragon (IC50 = 13 µM). Compound 2g exhibits potent inhibition of the AGE2-BSA/sRAGE interaction (IC50 = 22 µM) and favorable affinity in Microscale Thermophoresis (MST) assays (Kd = 17.1 µM), along with a favorable safety profile, with no apparent cytotoxicity observed in vitro in the MTS assay. These findings underscore the potential of pyrazoline-derived RAGE antagonists as therapeutic agents for addressing age-related disorders.

A One-Pot Two-Step Three-Component Stereoselective Mechanosynthesis of Ester-Functionalized Multisubstituted Δ2-Pyrazolines and Their Application in the Detection of Fluoride Ions

A One-Pot Two-Step Three-Component Stereoselective Mechanosynthesis of Ester-Functionalized Multisubstituted Δ²-Pyrazolines and Their Application in the Detection of Fluoride Ions

Design of pH/Redox Co-Triggered Degradable Diselenide-Containing Polyprodrug via a Facile One-Pot Two-Step Approach for Tumor-Specific Chemotherapy.

The diselenide bond has attracted intense interest for drug delivery systems (DDSs) for tumor chemotherapy, owing to it possessing higher redox sensitivity than the disulfide one. Various redox-responsive diselenide-containing carriers have been developed for chemotherapeutics delivery. However, the premature drug leakage from these DDSs was significant enough to cause toxic side effects on normal cells. Here, a pH/redox co-triggered degradable polyprodrug was designed as a drug self-delivery system (DSDS) by incorporating drug molecules as structural units in the polymer main chains, using a facile one-pot two-step approach. The proposed PDOX could only degrade and release drugs by breaking both the neighboring acid-labile acylhydrazone and the redox-cleavable diselenide conjugations in the drug's structural units, triggered by the higher acidity and glutathione (GSH) or reactive oxygen species (ROS) levels in the tumor cells. Therefore, a slow solubility-controlled drug release was achieved for tumor-specific chemotherapy, indicating promising potential as a safe and efficient long-acting DSDS for future tumor treatment.

Alkaline electrochemical oxygen reduction boosted by trimetallic palladium–copper–gold nanoparticles

A Pd-Cu-Au/C nanocatalyst with a low content of Cu (8.2 at %) and Au (4.4 at %), and an average crystallite size of about 2 nm was synthesized by employing a one-pot two-steps borohydride reduction method in the presence of sodium citrate, characterized by energy-dispersive X-ray spectroscopy, X-ray diffraction, transmission electron microscopy and X-ray photoelectron spectroscopy and examined for the oxygen reduction reaction (ORR) in an alkaline solution. Pd/C and Pd-Cu/C catalyst with 17 at % Cu, which were synthesized by the same method, and a commercial Pt/C were used for comparison. In addition, Pd-Cu-Au/C and Pd-Cu/C nanocatalysts were treated in acid with a purpose of their dealloying. The electrochemically active surface area of Pd was determined from COads desorption. It was found that the ORR on all catalysts follows first order kinetics with respect to O2 with four electrons transferred per O2 molecule. The catalysts were subjected to a short-term cycling stability test. Pd-Cu/C and Pd-Cu-Au/C were more active for ORR than Pd/C and Pt/C. The acid-treated catalysts exhibited higher activity compared to their untreated counterparts; both initially and after the stability test (up to 1.7 times in specific activity and 2 times in mass activity). The catalyst with the highest specific and mass activity after the stability test was the acid-treated Pd-Cu-Au/C which surpassed Pd/C by a factor of up to 2.5 in specific activity and 5.7 in mass activity. It was concluded that the acid treatment leads to a major dissolution of Cu from the nanoparticles, thus leaving a highly disordered Pd structure exhibiting increased activity for the ORR, while Au stabilizes Pd structure contributing to better performance after the stability test.

Direct Access to Thio- and Seleno-acetamides Bearing (Benzo)thiazoles by a Base-Promoted One-Pot Two-Step Three-Component Reaction of 2-Amino(benzo)thiazoles with Aryl Acetyl Chlorides and Dichalcogenides.

Highly efficient and practical carbon-chalcogen (S, Se) and amide bonds formation methodologies for the synthesis of thio- and seleno-acetamides were developed, via the base-promoted one-pot two-step reactions of 2-amino(benzo)thiazoles and aryl acetyl chlorides with dichalcogenides. This cross-coupling reaction afforded the goal products that had been chalcogenated regioselectively in moderate to good yields. Further transformations of the new synthesized compounds, DFT calculations and preliminary mechanism studies are discussed as well.

One-pot Twostep Chemobiocatalytic Synthesis of a Furan Amino Acid from 5-Hydroxymethylfurfural.

Recently, catalytic valorization of biomass-derived furans has received growing interest. 5-Aminomethyl-2-furancarboxylic acid (AMFC), a furan amino acid, holds great promise in the aeras of polymer and pharmaceutical, but its synthesis remains limited. In this work, we report a chemobiocatalytic route toward AMFC by combining laccase-TEMPO system and recombinant Escherichia coli (named E. coli_TAF) harboring ω-transaminase (TA), L-alanine dehydrogenase (L-AlaDH) and formate dehydrogenase (FDH), starting from 5-hydroxymethylfurfural (HMF). In the cascade, HMF is oxidized into 5-formyl-2-furancarboxylic acid (FFCA) by laccase-TEMPO system, and then the resulting intermediate is converted into AMFC by E. coli_TAF via transamination with cheap ammonium formate instead of costly organic amine donors, theoretically generating H2O and CO2 as by-products. The tandem process was run in a one-pot twostep manner, affording AMFC with approximately 81 % yield, together with 10 % 2,5-furandicarboxylic acid (FDCA) as by-product. In addition, the scale-up production of AMFC was demonstrated, with 0.41 g/L h productivity and 8.6 g/L titer. This work may pave the way for green manufacturing of the furan-containing amino acid.

One-Pot Sequential Two-Step Photo-Biocatalytic Deracemization of sec-Alcohols Combining Photocatalytic Oxidation and Bioreduction

One-Pot Sequential Two-Step Photo-Biocatalytic Deracemization of <i>sec</i>-Alcohols Combining Photocatalytic Oxidation and Bioreduction

Enantiocomplementary C–H bond hydroxylation through a dual-enzyme catalyzed one-pot two-step process

A one-pot, two-step C–H bond hydroxylation process that integrates HRP-catalyzed oxidation and carbonyl reductase-catalyzed reduction for the enantiocomplementary synthesis of benzyl alcohols.

Multifunctional Halogen-Free Guanidine-Based Ionic Liquids for the One-Pot Two-Step Synthesis of Glycerol Carbonate from CO2 and Glycerol under Mild Conditions

Multifunctional Halogen-Free Guanidine-Based Ionic Liquids for the One-Pot Two-Step Synthesis of Glycerol Carbonate from CO₂ and Glycerol under Mild Conditions

One-Pot Two-Step Synthesis of Citronellal

One-Pot Two-Step Synthesis of Citronellal

Pullulan-stabilized gold nanoparticles tablet as a nanozyme sensor for point-of-care applications

In this article, we first report the fabrication of pullulan-stabilized gold nanoparticles tablet (AuNPs-pTab) as a point-of-care (POC) analytical device using pullulan-AuNPs solution (AuNPs-pSol) without any additional tablet forming ingredient and then use AuNPs-pTab as a colorimetric sensor for glucose detection in human saliva samples. The AuNPs-pTab sensor fabrication comprises three steps: 1) synthesis of AuNPs-pSol, 2) formation of AuNPs-pTab in an oven at 50 °C for 30 min, and 3) colorimetric detection of glucose using AuNPs-pTab as peroxidase-mimic enzymatic activity employing TMB-H2O2 system. AuNPs-pSol was synthesized by one-pot two-steps method using gold (III) chloride and pullulan as an all-in-one reagent; reducing/stabilizing/tablet forming agent followed by casting of AuNPs-pTab. The fabricated tablet was characterized using UV–vis, FTIR, TEM, DLS, and zeta potential analysis, and results were compared with AuNPs-pSol. The morphology of nanoparticles in tablet was similar to the AuNPs in solution phase. The AuNPs-pTab is stable for >6 months as compared to AuNPs-pSol which lost stability after one month. The peroxidase-mimic enzymatic behavior of AuNPs-pTab was 25% better than AuNPs-pSol as depicted by the development of intense blue color of oxidized TMB. The effect of pH, temperature, and concentration of TMB as well as AuNPs-pTab was studied to see their impact on glucose assay. The reaction rate was calculated using Michaelis Menten's model of TMB oxidation while the calibration curve for glucose monitoring is fitted using a dose-response equation with a linear range of 0–5 μM of glucose. The limit of detection (LoD) for H2O2 was found to be 28.7 μM in the buffer while it was 38.2 and 163.04 μM for glucose in buffer and artificial human saliva, respectively. Percentage recovery for real human saliva was calculated as 93.6–107.7%. Our newly proposed AuNPs-pTab sensor has shown excellent peroxidase-like activity and provides an easy substitute for AuNPs solution with enhanced catalytic efficiency. Moreover, the AuNPs-pTab sensor is a promising platform for POC devices due to its fulfillment of ASSURED criteria. AuNPs-pTab sensor opens a new horizon in disease diagnosis due to its ability to detect H2O2 which is a potential biomarker for many diseases. Our work is appealing to researchers working in nanotechnology, and the development of new bioassays as well as POC devices.

Preparation of Sustainable Polar Aprotic Solvents from Biomass: One-Pot Two-Step Catalytic Reaction of Cellulose with N,N-Dimethylurea over Ru/C

Preparation of Sustainable Polar Aprotic Solvents from Biomass: One-Pot Two-Step Catalytic Reaction of Cellulose with <i>N</i>,<i>N</i>-Dimethylurea over Ru/C

Conversion of levulinic acid to γ-valerolactone over Zr-containing metal-organic frameworks: Evidencing the role of Lewis and Brønsted acid sites

Zr-containing UiO-66 and MOF-808 are evaluated for converting levulinic acid (LA) into γ-valerolactone (GVL) through various routes: (i) Step-wise esterification of LA to n-butyl levulinate (nBuL) and Meerwein-Ponndorf-Verley (MPV) reduction to GVL; (ii) One-pot two-steps esterification with n-butanol followed by MPV reduction with sec-butanol; and (iii) direct conversion of LA into GVL through a tandem reaction. Selection of this multistep complex reaction evidences the participation of the different acid sites (Lewis or Brønsted) of the material in each individual step: Brønsted-induced acid sites catalyze esterification reaction efficiently, while Lewis acid sites are the preferred sites for the MPV step. Sulfation of MOF-808 is used to enhance the Brønsted acidity of MOF-808, which improves the performance for esterification. However, the sulfate groups introduced are detrimental for the MPV step, since they reduce the intra-pore space available to form the required bulky transition state. These results evidence the need to find the best equilibrium between Brønsted and Lewis acid sites to optimize the outcome of this multistep reaction.

Bio-based ABA triblock copolymers with central degradable moieties

A set of (poly-α-methylene-γ-butyrolactone)–co-(poly-δ-decalactone)–co-(poly-α-methylene-γ-butyrolactone) (PMBL-co-PDL-co-PMBL) ABA block copolymers containing different stimuli cleavable groups at the central point of the poly(δ-decalactone) (PDL) block were synthesized by a combination of Ring Opening Transesterification Polymerization (ROTEP) of DL, diol end-group functionalization as α-bromoester and Atom Transfer Radical Polymerization (ATRP) of α -methylene-γ-butyrolactone (MBL). Diols containing acetal, spiroacetal, thioacetal and disulphide units were used as initiators for the bulk room temperature controlled polymerization of δ-decalactone (DL) using 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) as catalyst. PDL diols were functionalized in a one-pot two-steps procedure using N-(2-bromoisobutyryl)imidazole (BiB-Im). The resulting macroinitiators were chain extended by atom transfer radical polymerization (ATRP) in DMF at 50 °C using MBL as methacrylic-like monomer and the conventional CuCl/CuCl2/2,2′-bipyridine catalyst system. The cleavage behaviour of the copolymers under reductive, acidic and photooxidative conditions has been studied and the resulting AB block copolymers structurally characterized.

Identification of an α-Oxoamine Synthase and a One-Pot Two-Step Enzymatic Synthesis of α-Amino Ketones.

Alb29, an α-oxoamine synthase involved in albogrisin biosynthesis in Streptomyces albogriseolus MGR072, was characterized and responsible for the incorporation of l-glutamate to acyl-coenzyme A substrates. Combined with Alb29 and Mgr36 (an acyl-coenzyme A ligase), a one-pot enzymatic system was established to synthesize seven α-amino ketones. When these α-amino ketones were fed into the alb29 knockout strain Δalb29, respectively, the albogrisin analogs with different side chains were observed.

One-Pot Two-Step Catalytic Asymmetric Michael Addition/Hydrogenation

Key words dual catalysis - one-pot synthesis - organocatalysis - ruthenium catalysis - asymmetric catalysis - Michael addition

Synthesis of Naphthoxazinones in a One-Pot Two-Step Manner by the Application of Propylphosphonic Anhydride (T3P®)

A sequential one-pot two-step protocol has been elaborated for the synthesis of naphthoxazinones from 2-naphthol, methyl carbamate, and aromatic aldehydes. First, a three-component reaction was optimized with the dehydrating additive propylphosphonic anhydride (T3P®), resulting in 1-carbamatoalkyl 2-naphthols in good to excellent yields. Following the successful multicomponent approach, intramolecular acylation was performed at high temperature, again with the contribution of T3P®, resulting in naphthoxazinone derivatives in moderate yields. These two steps were optimized together in one-pot as well, and the sequential rise in the requisite temperature eventuated the optimal procedure for the multistep cascade.

Study of the Two Steps and One-Pot Two-Step Mechanochemical Synthesis of Annulated 1,2,4-Triazoles

The mechanochemical synthesis of 1,2,4-triazoles by using a planetary ball-mill is studied starting from hydralazine hydrochloride. Excellent conditions were found for achieving total conversion to...

Transformation of Alkynes into α- or β-Difluorinated Alkyl Azides by an Efficient One-Pot Two-Step Procedure.

Reported herein an unprecedented 1,2-azide migratory hydroazidation and subsequent gem-difluorination of alkynes accessing β-difluorinated alkyl azides. Importantly, functional group controlled 1,2-azide or 1,2-aryl migration was observed in the case of aromatic alkynes. Moreover, the azide group is sustained up to the final product. The method can be easily adapted for large-scale preparation, and the resulting products can be readily transformed into gem-difluoro group containing amine and triazole derivatives.

Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy.

CO2 transformations using a one-pot two-step method are presented herein. The purpose of the method is to give access to a variety of value-added products and notably to generate chiral carbon centers. The crucial first step consists in the selective double hydroboration of CO2 catalyzed by an iron hydride complex. The product obtained with this 4 e- reduction is a rare bis(boryl)acetal, compound 1, which is subjected in situ to three different reactions in a second step. The first reaction concerns a condensation reaction with (diisopropyl)phenylamine affording the corresponding imine 2. In the second and third reaction, intermediate 1 reacts with triazol-5-ylidene (Enders' carbene) to afford compounds 3 or 4, depending on the reaction conditions. In both compounds, C-C bonds are formed, and chiral centers are generated from CO2 as the only source of carbon. Compound 4 exhibits two chiral centers obtained in a diastereoselective manner in a formose-type mechanism. We proved that the remaining boryl fragment plays a key role in this unprecedented stereocontrol. The interest of the method stands on the reactive and versatile nature of 1, giving rise to various complex molecules from a single intermediate. The complexity of a two-step method is compensated by the overall short reaction time (2 h for the larger reaction time), and mild reaction conditions (25 °C to 80 °C and 1 to 3 atm of CO2).