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Green Efficient One-Pot Synthesis and Separation of Nitrones in Water Assisted by a Self-Assembled Nanoreactor.

ABSTRACT: This article reports an alternative method for preparing nitrones using a tetrahedral capsule as a nanoreactor in water. Using the hydrophobic cavity of the capsule allowed us to reduce the reaction times and easily separate the nitrones from the reaction mixture, obtaining reaction yields equal or comparable to those obtained with the methods already reported. Furthermore, at the basis of this methodology, there is an eco-friendly approach carried out that can certainly be extended to other synthesis methods for the preparation of other substrates by exploiting various types of macrocyclic hosts, suitably designed and widely used in supramolecular chemistry.

SUBMITTER: Patamia V

PROVIDER: S-EPMC8745384 | biostudies-literature |

REPOSITORIES: biostudies-literature

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Microwave assisted one-pot green synthesis of cinnoline derivatives inside natural sporopollenin microcapsules.

Project description:We present a green and efficient approach for the synthesis of novel cinnoline derivatives inside natural Lycopodium clavatum sporopollenin (LCS) microcapsules via a one-pot microwave (MW) assisted reaction for the first time. We also propose the concept that the robust micrometre-sized sporopollenin microcapsules can act as MW microreactors. We demonstrate the feasibility of this concept by in situ synthesising 8-hydroxy-7-nitro-6-(3-nitrophenyl)-3-oxo-2-(p-tolyl)-2,3,5,6-tetrahydrocinnoline-4-carbonitrile inside the LCS microcapsules via a microwave (MW) assisted reaction of ethyl 5-cyano-4-methyl-6-oxo-1-(p-tolyl)-1,6-dihydropyridazine-3-carboxylate with 1-nitro-2-phenylethylene in the presence of piperidine as a base at 100 °C for 20 minutes. The LCS microparticles are extensively characterised before and after the MW induced reaction using several techniques. The formation of the cinnoline compound inside the LCS microcapsules is confirmed by laser scanning confocal microscopy (LSCM), X-ray diffraction (XRD) and fourier-transform infrared spectroscopy (FTIR) analyses. Using liquid chromatography-mass spectrometry (LCMS) analyses, we show that the structural integrity of the cinnoline compound, recovered from the cinnoline loaded (cinn-loaded) LCS, is preserved. The pure cinnoline is found to show promising optical properties with two λ max absorption peaks at 310 and 610 nm. Both the pure cinnoline and cinn-loaded LCS show promising antibacterial activity against Pseudomonas aeruginosa (Gram-negative) and Bacillus cereus (Gram-negative) human pathogenic bacterial strains. The successful MW induced reaction of the prominent cinnoline derivative inside the biocompatible LCS microreactors can open up intriguing applications in materials and pharmaceutical sciences.

| S-EPMC9081757 | biostudies-literature

Microwave-Assisted, One-Pot Synthesis of Doxycycline under Heterogeneous Catalysis in Water.

Project description:The selective synthesis of active pharmaceutical molecules is a challenging issue, particularly when attempting to make the reactions even more sustainable. The present work focuses on the microwave-assisted hydrogenolysis of oxytetracycline to selectively produce α-doxycycline. Although the combination of microwave irradiation and a heterogeneous rhodium catalyst provided good conversions, the selective synthesis of active α-doxycycline was only achieved when an oxytetracycline-cyclodextrin complex was used as the starting material, giving the desired product at 34.0% yield in a one-step reaction under very mild conditions.

| S-EPMC8466421 | biostudies-literature

Green, Biodegradable, Underwater Superoleophobic Wood Sheet for Efficient Oil/Water Separation.

Project description:Superwettable (by water or oil) materials have been used in oil/water separation to cope with the growing oily industrial sewage discharge and oil spill accidents. The artificial superwetting materials for oil/water separation that have been previously reported are expensive, and using them usually causes secondary pollution, so practical, large-scale uses of those materials are limited. Here, we find that wood sheet shows underwater superoleophobicity and low oil adhesion in water, resulting from its strong capacity of absorbing water. A through-microhole array was created on the wood sheet surface by a simple mechanical drilling process. The prewetted porous sheet had great ability to separate the mixtures of water and oil with high separation efficiency. Wood is a low cost, green, and natural eco-friendly material; therefore, we believe that such a simple, low-cost, efficient, and green route of large-scale oil/water separation has great potential to practically solve the pollution problems caused by oil spill and oily industrial wastewater.

| S-EPMC6641444 | biostudies-literature

Fluorous-Assisted One-Pot Oligosaccharide Synthesis.

Project description:A new method for oligosaccharide assembly that combines the advantages of one-pot synthesis and fluorous separation is described. After one-pot glycosylations are completed, a fluorous tag is introduced into the reaction mixture to selectively "catch" the desired oligosaccharide, which is rapidly separated from non-fluorous impurities by fluorous solid-phase extraction (F-SPE). Subsequent "release" of the fluo rous tag and F-SPE achieved the purification of the desired oligosaccharide without the use of time- and solvent-consuming silica gel chromatography. Linear and branched oligosaccharides have been synthesized with this approach in just a few hours (for the overall oligosaccharide assembly and purification process).

| S-EPMC3324286 | biostudies-literature

NH4F-assisted one-pot solution synthesis of hexagonal ZnO microdiscs for efficient ultraviolet photodetection.

Project description:One-pot solution method to grow large hexagonal ZnO microdiscs with the aid of ammonium fluoride (NH4F) mineralizer has been realized. The size, morphology, crystallinity and optical properties of the synthesized ZnO microdiscs can be efficiently modulated by the concentration of NH4F. X-ray diffraction and scanning electron microscopy analyses illustrate that hexagonal ZnO microdiscs achieved at 0.03 M NH4F concentration have larger disc size and narrower full-width value at half maximum of (002) peak. It implies better crystal quality compared with those from other additive concentrations. Photoluminescence results also demonstrate the same trend. These results indicate that with proper addition of NH4F, the crystal quality of ZnO microdiscs has been improved and defects have been suppressed. Furthermore, a UV photodetector has been fabricated by simply transferring the ZnO microdiscs grown with 0.03 M NH4F onto a p-type silicon substrate. The device exhibits photosensitive behaviour at 365 nm UV light illuminating when -0.6 V is applied. The response time as well as recovery time is less than 0.1 s. The relatively large photoresponsivity of 1.19 A W-1 with power consumption less than 10 nW makes it possible in application field of highly efficient low power consumption UV detection.

| S-EPMC6170531 | biostudies-literature

Dihydropyrimidinones: efficient one-pot green synthesis using Montmorillonite-KSF and evaluation of their cytotoxic activity.

Project description:A simple, efficient, cost-effective, recyclable and green approach has been developed for the synthesis of new dihydropyrimidinone analogs via the Biginelli reaction. The methodology involves a multicomponent reaction catalyzed by "HPA-Montmorillonite-KSF" as a reusable and heterogeneous catalyst. This method gives an efficient and much improved modification of the original Biginelli reaction, in terms of yield and short reaction times under solvent free conditions. All the derivatives were subjected to cytotoxicity screening against a panel of four different human cancer cell lines viz. colon (Colo-205), prostate (PC-3), leukemia (THP-1) and lung (A549) to check their effect on percentage growth. MTT [3-(4,5-dimethylthiazol-yl)-diphenyl tetrazoliumbromide] cytotoxicity assay was employed to check IC50 values. Of the synthesized analogs, 16a showed the best activity with IC50 of 7.1 ± 0.8, 13.1 ± 1.4, 13.8 ± 0.9 and 14.7 ± 1.1 μM against lung (A549), leukemia (THP-1), prostate (PC-3) and colon (Colo-205) cancer lines, respectively. The 16a analog was further checked for its effect on cancer cell properties through clonogenic (colony formation) and scratch motility (wound healing) assays and thereby was found that it reduced both the colony formation and migratory properties of the lung cancer cell line (A549). Further, molecular docking studies were performed with 16a to show its binding mode.

| S-EPMC9057999 | biostudies-literature

Efficient Microwave-assisted One-pot Three-component Synthesis of 2,3-Disubstituted Benzofurans under Sonogashira Conditions.

Project description:An efficient one-pot method for the synthesis of 2,3-disubstituted benzo[b]furans from commercially available 2-iodophenols, terminal acetylenes and aryl iodides has been developed utilizing Sonogashira reaction conditions. After an initial Sonogashira coupling of the 2-iodophenol with the terminal alkyne, cyclization involving the aryl iodide provides the 2,3-disubstituted benzo[b]furan in good to excellent yields. The use of microwave irradiation shortens the reaction times and minimizes the side products. This methodology is especially useful for the construction of libraries of highly substituted benzo[b]furans and their analogues.

| S-EPMC3594699 | biostudies-literature

Self-assembled magnetic filter for highly efficient immunomagnetic separation.

Project description:We have developed a compact and inexpensive microfluidic chip, the self-assembled magnetic filter, to efficiently remove magnetically tagged cells from suspension. The self-assembled magnetic filter consists of a microfluidic channel built directly above a self-assembled NdFeB magnet. Micrometre-sized grains of NdFeB assemble to form alternating magnetic dipoles, creating a magnetic field with a very strong magnitude B (from the material) and field gradient ?B (from the configuration) in the microfluidic channel. The magnetic force imparted on magnetic beads is measured to be comparable to state-of-the-art microfabricated magnets, allowing for efficient separations to be performed in a compact, simple device. The efficiency of the magnetic filter is characterized by sorting non-magnetic (polystyrene) beads from magnetic beads (iron oxide). The filter enriches the population of non-magnetic beads to magnetic beads by a factor of >10(5) with a recovery rate of 90% at 1 mL h(-1). The utility of the magnetic filter is demonstrated with a microfluidic device that sorts tumor cells from leukocytes using negative immunomagnetic selection, and concentrates the tumor cells on an integrated membrane filter for optical detection.

| S-EPMC3005961 | biostudies-literature

Microwave-assisted efficient and facile synthesis of tetramic acid derivatives via a one-pot post-Ugi cascade reaction.

Project description:A facile microwave-assisted method for the synthesis of tetramic acid derivatives has been developed through an Ugi/Dieckmann cyclization strategy with DBU. This two-step one-pot procedure afforded the targeted tetramic acid analogues in good yields. With commercially available Ugi starting materials, microwave irradiation, a simple operation, excellent yields, and a broad scope, this reaction has the potential to produce a large number of tetramic acid analogues, which cannot be easily accessed by the classic synthetic methods.

| S-EPMC7155898 | biostudies-literature

Sustainable ecofriendly phytoextract mediated one pot green recovery of chitosan.

Project description:Chitin and chitosan are biopolymers that have diverse applications in medicine, agriculture, food, cosmetics, pharmaceuticals, wastewater treatment and textiles. With bio-origins, they easily blend with biological systems and show exemplified compatibility which is mandatory when it comes to biomedical research. Chitin and chitosan are ecofriendly, however the processes that are used to recover them aren't ecofriendly. The focus of this work is to attempt an ecofriendly, sustainable phytomediated one pot recovery of chitosan from commercial chitin and from crab and shrimp shells and squid pen solid wastes. Graviola extracts have been employed, given the fact file that their active ingredients acetogenins actively interact with chitin in insects (resulting in its application as an insecticide). With that as the core idea, the graviola extracts were chosen for orchestrating chitin recovery and a possible chitin to chitosan transformation. The results confirm that graviola extracts did succeed in recovery of chitosan nanofibers from commercial chitin flakes and recovery of chitosan particles directly from solid marine wastes of crab, shrimp and squids. This is a first time report of a phyto-extract mediated novel chitosan synthesis method.

| S-EPMC6761131 | biostudies-literature

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