A Reversible Optical Sensor Film for Mercury Ions Discrimination Based on Isoxazolidine Derivative and Exhibiting pH Sensing

Ali, Reham; Ghannay, Siwar; Messaoudi, Sabri; Alminderej, Fahad M.; Saleh, Sayed M.

doi:10.3390/bios12111028

Cited by 8 publications

(4 citation statements)

References 60 publications

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“…Based on the contact, the transducers may detect characteristics that include changes to the pH, electron, mass transfer, temperature, a change in optical qualities, and potential differences. This method turns the receptor’s response into a significant gesture exactly proportional to the presence or quantity of the analyte [ 28 , 29 ]. As a result of its low-priced, simple miniaturization, and rapid output of semi-quantitative data, sensor research has grown in popularity and importance in recent years.…”

Section: Introductionmentioning

confidence: 99%

A New, Extremely Sensitive, Turn-Off Optical Sensor Utilizing Schiff Base for Fast Detection of Cu(II)

et al. 2023

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Throughout this research, a unique optical sensor for detecting one of the most dangerous heavy metal ions, Cu(II), was designed and developed. The (4-mercaptophenyl) iminomethylphenyl naphthalenyl carbamate (MNC) sensor probe was effectively prepared. The Schiff base of the sensor shows a “turn-off” state with excellent sensitivity to Cu(II) ions. This innovative fluorescent chemosensor possesses distinctive optical features with a substantial Stocks shift (about 114 nm). In addition, MNC has remarkable selectivity for Cu(II) relative to other cations. Density functional theory (DFT) and the time-dependent DFT (TDDFT) theoretical calculations were performed to examine Cu(II) chelation structures and associated electronic properties in solution, and the results indicate that the luminescence quenching in this complex is due to ICT. Chelation-quenched fluorescence is responsible for the internal charge transfer (ICT)-based selectivity of the MNC sensing molecule for Cu(II) ions. In a 1:9 (v/v) DMSO-HEPES buffer (20 mM, pH = 7.4) solution, Fluorescence and UV-Vis absorption of the MNC probe and Cu(II) ions were investigated. By utilizing a solution containing several metal ions, the interference of other metal ions was studied. This MNC molecule has outstanding selectivity and sensitivity, as well as a low LOD (1.45 nM). Consequently, these distinctive properties enable it to find the copper metal ions across an actual narrow dynamic range (0–1.2 M Cu(II)). The reversibility of the sensor was obtained by employing an EDTA as a powerful chelating agent.

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Section: Introductionmentioning

confidence: 99%

A New, Extremely Sensitive, Turn-Off Optical Sensor Utilizing Schiff Base for Fast Detection of Cu(II)

et al. 2023

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“…Isoxazolidine derivatives 2a – g were obtained with the simultaneous creation of two stereogenic centers. All of the compounds 2a – f are new except 2g [ 22 ]. The stereochemistry has been proved by the spectroscopic usual methods (1H, 13C NMR, and NOESY 2D analysis).…”

Section: Resultsmentioning

confidence: 99%

“…Methyl 2-hydroxy-3-(((1S,2S,2′R,3a′S,5R)-2-isopropyl-5,5′-dimethyl-4′-oxotetrahydro-2′H-spiro[cyclohexane-1,6′-imidazo[1,5-b]isoxazol]-2′-yl)methyl)-5-methylbenzoate ( 2g ) [ 22 ].…”

Section: Methodsmentioning

confidence: 99%

In Vitro and In Silico Evaluation of Antiproliferative Activity of New Isoxazolidine Derivatives Targeting EGFR: Design, Synthesis, Cell Cycle Analysis, and Apoptotic Inducers

Alminderej,

Ghannay,

Elsamani

et al. 2023

Pharmaceuticals

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A series of novel enantiopure isoxazolidine derivatives were synthesized and evaluated for their anticancer activities against three human cancer cell lines such as human breast carcinoma (MCF-7), human lung adenocarcinoma (A-549), and human ovarian carcinoma (SKOV3) by employing MTT assay. The synthesized compounds were characterized by NMR and elemental analysis. Results revealed that all the synthesized compounds displayed significant inhibition towards the tested cell lines. Among them, 2g and 2f, which differ only by the presence of an ester group at the C-3 position and small EDG (methyl) at the C-5 position of the phenyl ring (2g), were the most active derivatives in attenuating the growth of the three cells in a dose-dependent manner. The IC50 for 2g were 17.7 ± 1 µM (MCF-7), 12.1 ± 1.1 µM (A-549), and 13.9 ± 0.7 µM (SKOV3), and for 2f were 9.7 ± 1.3µM (MCF-7), 9.7 ± 0.7µM (A-549), and 6.5 ± 0.9µM (SKOV3), respectively, which were comparable to the standard drug, doxorubicin. The enzymatic inhibition of 2f and 2g against EGFR afforded good inhibitory activity with IC50 of 0.298 ± 0.007 μM and 0.484 ± 0.01 µM, respectively, close to the positive control, Afatinib. Compound 2f arrested the cell cycle in the S phase in MCF-7 and SKOV3 cells, and in the G2/M phase in the A549 cell; however, 2g induced G0/G1 phase cell cycle arrest, and inhibited the progression of the three cancer cells, together with significant apoptotic effects. The docking study of compounds 2f and 2g into EGFR ATP-active site revealed that it fits nicely with good binding affinity. The pharmacokinetic and drug-likeness scores revealed notable lead-like properties. At 100 ns, the dynamic simulation investigation revealed high conformational stability in the EGFR binding cavity.

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“…Furthermore, with the gradual increase in Hg(II), the emission peak at 475 nm was greatly strengthened. The detection limit was 0.025 mM, and no cation interfered [ 111 ].…”

Section: Optical Biosensor Detection Of Heavy Metalsmentioning

confidence: 99%

Recent Advances in the Application of Bionanosensors for the Analysis of Heavy Metals in Aquatic Environments

Wu,

Ga,

Wang

et al. 2023

Molecules

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Heavy-metal ions (HMIs) as a pollutant, if not properly processed, used, and disposed of, will not only have an influence on the ecological environment but also pose significant health hazards to humans, making them a primary factor that endangers human health and harms the environment. Heavy metals come from a variety of sources, the most common of which are agriculture, industry, and sewerage. As a result, there is an urgent demand for portable, low-cost, and effective analytical tools. Bionanosensors have been rapidly developed in recent years due to their advantages of speed, mobility, and high sensitivity. To accomplish effective HMI pollution control, it is important not only to precisely pinpoint the source and content of pollution but also to perform real-time and speedy in situ detection of its composition. This study summarizes heavy-metal-ion (HMI) sensing research advances over the last five years (2019–2023), describing and analyzing major examples of electrochemical and optical bionanosensors for Hg2+, Cu2+, Pb2+, Cd2+, Cr6+, and Zn2+.

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A Reversible Optical Sensor Film for Mercury Ions Discrimination Based on Isoxazolidine Derivative and Exhibiting pH Sensing

Cited by 8 publications

References 60 publications

A New, Extremely Sensitive, Turn-Off Optical Sensor Utilizing Schiff Base for Fast Detection of Cu(II)

A New, Extremely Sensitive, Turn-Off Optical Sensor Utilizing Schiff Base for Fast Detection of Cu(II)

In Vitro and In Silico Evaluation of Antiproliferative Activity of New Isoxazolidine Derivatives Targeting EGFR: Design, Synthesis, Cell Cycle Analysis, and Apoptotic Inducers

Recent Advances in the Application of Bionanosensors for the Analysis of Heavy Metals in Aquatic Environments

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