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29 pages, 1067 KB  
Article
Synthesis, Purification, Characterization, and ABTS Antioxidant Evaluation of Novel Azo Dyes
by Jeremy A. Rodríguez-Vargas, Sebastián H. Díaz-Rodríguez, Víctor G. Vergara-Rodríguez, Ángel Vidal-Rosado, Cristtian Rivera-Torres, Alejandra Ríos-Rodríguez, Martín Rodríguez-Del Valle, Daliana Agosto-Disdier, Marielys Torres-Díaz, Kai H. Griebenow and Raúl R. Rodríguez-Berríos
Organics 2025, 6(3), 39; https://doi.org/10.3390/org6030039 - 2 Sep 2025
Abstract
The search for bioactive compounds with antioxidant properties is critical in combating oxidative stress-related diseases and advancing novel therapeutic agents. Azo dyes, traditionally used in textiles, food, and cosmetics, have recently attracted attention due to their emerging biological activities, including antioxidant potential. In [...] Read more.
The search for bioactive compounds with antioxidant properties is critical in combating oxidative stress-related diseases and advancing novel therapeutic agents. Azo dyes, traditionally used in textiles, food, and cosmetics, have recently attracted attention due to their emerging biological activities, including antioxidant potential. In this study, we synthesized and characterized 267 azo dyes derived from natural phenolic cores such as salicylic acid, syringol, and 5,6,7,8-tetrahydro-2-naphthol. Eighteen of these compounds are novel. Structural characterization was performed using NMR, UV-Vis, IR spectroscopy, and mass spectrometry. Antioxidant activity was assessed using in vitro assays with ABTS radical scavenging method. SAR analysis revealed that dyes derived from syringol and 5, 6, 7, 8-tetrahydro-2-naphthol showed the most consistent and potent antioxidant activity. Notably, azo dyes bearing fluoro and nitro substituents in the para position exhibited the lowest IC50 values, highlighting the influence of electron-withdrawing groups and substitution patterns on antioxidant behavior. This work establishes a precedent for SAR-driven evaluation of azo dyes using ABTS and supports their further exploration as functional antioxidant agents in medicinal chemistry. Full article
14 pages, 3161 KB  
Article
Efficient Electrolytic Refining of Crude Solder Assisted by Additives in a Fluosilicic Acid System
by Yuantao Yang, Zhaoyi Wang, Xuanbing Wang, Wanli Xu, Haibin Yuan, Qingdong Liu, Ruidong Xu and Linjing Yang
Materials 2025, 18(17), 4122; https://doi.org/10.3390/ma18174122 - 2 Sep 2025
Abstract
Current electrolytic refining processes for crude solder commonly employ fluosilicic acid (H2SiF6) as the electrolyte with bone glue and β-naphthol additives yet suffer from poor electrolyte stability, coarse cathode crystallization, low current efficiency, and high energy consumption, adversely affecting [...] Read more.
Current electrolytic refining processes for crude solder commonly employ fluosilicic acid (H2SiF6) as the electrolyte with bone glue and β-naphthol additives yet suffer from poor electrolyte stability, coarse cathode crystallization, low current efficiency, and high energy consumption, adversely affecting product quality and economic viability. In order to solve these limitations, electrochemical techniques, XRD, SEM, and ICP-OES were used to study the effects of gelatin and sodium lignosulfonate on the deposition overpotential and cathode morphology, as well as the effects of process parameters on current efficiency and energy consumption. A novel approach was developed using an H2SiF6 system enhanced by gelatin and sodium lignosulfonate for crude solder refining. After optimization, 120 h electrolysis achieved a current efficiency >97.8%, smooth/dense cathode surface, average cell voltage of 0.24 V, and energy consumption of 98.15 kWh/t. Efficient deposition of 81.2% Sn and 75.2% Pb on the cathode was realized, while >93.3% of Sb, Bi, Ag, Cu, and As were enriched in anode slime to facilitate valuable metal recovery, and >90.6% of In/Al concentrated in the electrolyte enabled effective Sn-Pb impurity separation. This study provides theoretical and technical foundations for advancing sustainable and economical electrolytic refining of crude solder. Full article
(This article belongs to the Section Electronic Materials)
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22 pages, 7522 KB  
Article
Application of the Semi-Automatic Titration Method Using a Webcam for the Determination of Calcium in Milk and Dairy Products
by Alexander Shyichuk, Dorota Ziółkowska, Iryna Shyychuk and Maria Kowalska
Molecules 2025, 30(17), 3553; https://doi.org/10.3390/molecules30173553 - 30 Aug 2025
Viewed by 274
Abstract
Quantitative determination of calcium content in milk and dairy products is an important analytical task due to the great importance of this element in the human diet. Calcium determination in milk and dairy products was performed using semi-automatic complexometric titration with a webcam [...] Read more.
Quantitative determination of calcium content in milk and dairy products is an important analytical task due to the great importance of this element in the human diet. Calcium determination in milk and dairy products was performed using semi-automatic complexometric titration with a webcam as a color change detector. The color changes were registered directly in turbid dairy dispersions, creating a white background. The analytical signals tested were the color component (R, G, B) read from the titration beaker images and the calculated Hue parameter. For the calcein indicator, the optimal signals are Green and Hue. For the HNB indicator, the optimal signals are Red and Hue. The developed method of titration using an RGB camera detector is characterized by excellent linearity (R2 = 0.9999) and accuracy. RSD values range from 0.3 to 2.9%. Recovery values range from 105 to 113%. Examples of calcium determination in commercial products include milk, fermented products, cream, and cottage cheese. Full article
(This article belongs to the Section Analytical Chemistry)
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41 pages, 11294 KB  
Article
Decolorization and Detoxification of Azo and Triphenylmethane Dyes Damaging Human Health by Crude Laccase from White-Rot Fungus Pleurotus ostreatus Yang1 and Molecular Docking Between Laccase and Structurally Diverse Dyes
by Qingchen Li, Yuguo Feng, Siying Zhuang, Linman Kang and Yang Yang
Int. J. Mol. Sci. 2025, 26(17), 8363; https://doi.org/10.3390/ijms26178363 - 28 Aug 2025
Viewed by 238
Abstract
This study systematically investigated the decolorization efficacy and detoxification effect of crude laccase derived from Pleurotus ostreatus yang1 on azo and triphenylmethane dyes. This research encompassed decolorization efficiencies for 15 dyes (7 azo dyes and 8 triphenylmethane dyes), time course decolorization kinetics, and [...] Read more.
This study systematically investigated the decolorization efficacy and detoxification effect of crude laccase derived from Pleurotus ostreatus yang1 on azo and triphenylmethane dyes. This research encompassed decolorization efficiencies for 15 dyes (7 azo dyes and 8 triphenylmethane dyes), time course decolorization kinetics, and detoxification assessment using rice (Oryza sativa) and wheat (Triticum aestivum) seed germination as phytotoxicity indicators for both single-dye and mixed-dye systems. Molecular docking was employed to elucidate the laccase–dye interaction mechanisms. The results demonstrated that crude laccase from Pleurotus ostreatus yang1 exhibited significant decolorization efficiency and effective detoxification capacity toward both azo dyes and triphenylmethane dyes. It also displayed considerable decolorization efficiency for mixtures of azo and triphenylmethane dyes (mixture of two types of dyes), along with strong detoxification capability against the phytotoxicity of mixed dyes. Crude laccase showed robust continuous batch decolorization capability for azo dyes Alpha-naphthol Orange (α-NO) and Mordant Blue 13 (MB13). Similarly, it achieved high continuous batch decolorization efficiency for triphenylmethane dyes (e.g., Cresol Red, Acid Green 50) while maintaining stable laccase activity throughout the decolorization process. Crude laccase demonstrated excellent reusability and sustainable degradation performance during the continuous batch decolorization. The decolorization of crude laccase could significantly reduce or completely eliminate the phytotoxicity of both single dyes and mixtures of two dyes (pairwise mixtures of different types of dyes, totaling 18 different combinations). The results of molecular docking between the laccase protein and structurally diverse dyes further elucidated the underlying causes and potential mechanisms for variations in the catalytic ability of laccase toward different structural dyes. In summary, crude laccase from Pleurotus ostreatus yang1 possessed great application value and potential for efficiently degrading and detoxifying dye pollutants of different structural types. Full article
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21 pages, 12700 KB  
Article
Optimization of Developed TiO2 NWs-Fe2O3 Modified PES Membranes for Efficient NBB Dye Removal
by Mouna Mansor Hussein, Qusay F. Alsalhy, Mohamed Gar Alalm and M. M. El-Halwany
ChemEngineering 2025, 9(4), 82; https://doi.org/10.3390/chemengineering9040082 - 1 Aug 2025
Viewed by 424
Abstract
Current work investigates the fabrication and performance of nanocomposite membranes, modified with varying concentrations of hybrid nanostructures comprising titanium nanowires coated with iron nanoparticles (TiO2 NWs-Fe2O3), for the removal of Naphthol Blue Black (NBB) dye from industrial wastewater. [...] Read more.
Current work investigates the fabrication and performance of nanocomposite membranes, modified with varying concentrations of hybrid nanostructures comprising titanium nanowires coated with iron nanoparticles (TiO2 NWs-Fe2O3), for the removal of Naphthol Blue Black (NBB) dye from industrial wastewater. A series of analytical tools were employed to confirm the successful modification including scanning electron microscopy and EDX analysis, porosity and hydrophilicity measurements, Fourier-transform infrared spectroscopy, and X-Ray Diffraction. The incorporation of TiO2 NWs-Fe2O3 has enhanced membrane performance significantly by increasing the PWF and improving dye retention rates of nanocomposite membranes. At 0.7 g of nanostructure content, the modified membrane (M8) achieved a PWF of 93 L/m2·h and NBB dye rejection of over 98%. The flux recovery ratio (FRR) analysis disclosed improved antifouling properties, with the M8 membrane demonstrating a 73.4% FRR. This study confirms the potential of TiO2 NWs-Fe2O3-modified membranes in enhancing water treatment processes, offering a promising solution for industrial wastewater treatment. These outstanding results highlight the potential of the novel PES-TiO2 NWs-Fe2O3 membranes for dye removal and present adequate guidance for the modification of membrane physical properties in the field of wastewater treatment. Full article
(This article belongs to the Special Issue New Advances in Chemical Engineering)
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18 pages, 3862 KB  
Article
Synthesis and Photocatalytic Application of Hydrotalcites as an Environmentally Friendly Catalyst for the Elimination of Dye
by Sarra Hamouda, Nourredine Bettahar, Miloud Aissat, Mika Sillanpää, Saleh AL-Farraj and Abdellah Bahmani
Catalysts 2025, 15(7), 616; https://doi.org/10.3390/catal15070616 - 22 Jun 2025
Viewed by 667
Abstract
Layered double hydroxide Ti-Zn-CO3 was synthesized by the co-precipitation method with a molar ratio of 2. The synthesized material was characterized by X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FTIR), thermal analysis (TGA/DTG), UV–vis diffuse reflection spectroscopy (DRS), and Scanning Electron Microscopy [...] Read more.
Layered double hydroxide Ti-Zn-CO3 was synthesized by the co-precipitation method with a molar ratio of 2. The synthesized material was characterized by X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FTIR), thermal analysis (TGA/DTG), UV–vis diffuse reflection spectroscopy (DRS), and Scanning Electron Microscopy (SEM). The photocatalytic degradation of Trypan Blue (TB) and Naphthol Green B (NGB) dyes from aqueous solutions under UV irradiation was investigated. The effects of contact time, photocatalyst dose, dye concentration, solution pH, scavenger effect, and regeneration of catalyst were investigated. The kinetic study showed that the equilibrium was reached within 30 min and 40 min for TB and NGB dyes, respectively, with photodegradation efficiency of around 91% and 83% for TB and NGB dyes, respectively, for dye concentration of 25 mg∙L−1, and the pseudo-first order showed good agreement with the reaction. The optimum photocatalyst dose is 20 mg (1 g∙L−1) and 30 mg (1.5 g∙L−1) for TB and NGB dyes, respectively, and the optimal pH of reaction was found to be 7 for both TB and NGB dyes. This study was established to highlight the photodegradation performance of the prepared catalyst Ti-Zn-CO3 for the degradation of (TB and NGB) dyes chosen as pollutants, and the fact that it can be used many times, which has an economical effect. This mean that the prepared sample is a potential catalyst with good photocatalytic activity, stability, and reusability. Full article
(This article belongs to the Section Photocatalysis)
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22 pages, 3601 KB  
Article
Fast Removal of Naphthol Blue Black B Dye from Water Using Polyethyleneimine Functionalized Zinc, Iron, and Manganese Porphyrinic Complexes: Structural Characterization, Kinetic, and Isotherms Studies
by Sahar Y. Rajeh, Aljazi Abdullah Alrashidi, Raoudha Soury and Mahjoub Jabli
Polymers 2025, 17(11), 1494; https://doi.org/10.3390/polym17111494 - 28 May 2025
Viewed by 437
Abstract
In the present work, meso-tetrakis(2,4,6-trimethylphenyl) porphyrinato)zinc(II): ([Zn(TMP)] (1), meso-tetrakis-(tetraphenyl)porphyrin iron(III))chloride): [Fe(TPP)Cl] (2), and meso-tetrakis(phenyl)porphyrin manganese(III) chloride): [Mn(TPP)Cl] (3) were synthesized. Then, the three prepared porphyrinic complexes (13) were functionalized with branched polyethyleneimine (PEI). The prepared complexes were thoroughly analyzed [...] Read more.
In the present work, meso-tetrakis(2,4,6-trimethylphenyl) porphyrinato)zinc(II): ([Zn(TMP)] (1), meso-tetrakis-(tetraphenyl)porphyrin iron(III))chloride): [Fe(TPP)Cl] (2), and meso-tetrakis(phenyl)porphyrin manganese(III) chloride): [Mn(TPP)Cl] (3) were synthesized. Then, the three prepared porphyrinic complexes (13) were functionalized with branched polyethyleneimine (PEI). The prepared complexes were thoroughly analyzed using several analytical techniques, including 1H NMR, FT-IR, UV-vis, XRD, XRF, TGA-DTA, SEM, and EDX. The presence of sharp main peaks at 2θ between 10° and 80°, in XRD analysis, for all studied compounds suggested the crystalline nature of the porphyrinic complexes. The morphological properties of the porphyrininc complexes were significantly affected by the chemical modification with polyethyleneimine. EDX result confirmed the complexation of zinc, iron, and manganese metals with the porphyrinic core. The increase in carbon and nitrogen contents after the addition of polyethyleneimine to the complexes (13) was noticeable. After thermal decomposition, the total mass loss was equal to 92.97%, 66.77%, and 26.78% for complexes (1), (2), and (3), respectively. However, for the complex (1)-PEI, complex (2)-PEI, and complex (3)-PEI, the total mass losses were 83.12%, 81.88%, and 35.78%, respectively. The synthetic compounds were additionally utilized for the adsorption of Naphthol blue black B from water. At optimum adsorption conditions (T = 20 °C, time = 60 min, pH = 5), the highest adsorption capacities were 154 mg/g, 139 mg/g, and 119 mg/g for complex (3)-PEI, complex (2)-PEI, and complex (1)-PEI, respectively. The adsorption mechanism followed the pseudo second order, the Freundlich, and the Temkin models. The results indicated that the adsorption process is reliant on chemical interactions. It was also governed by intraparticular diffusion and other kinetic phenomena. Full article
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21 pages, 2898 KB  
Article
Bacillus sp. GLN Laccase Characterization: Industry and Biotechnology Implications
by Asemahle Gogotya, Nonso E. Nnolim and Uchechukwu U. Nwodo
Appl. Sci. 2025, 15(9), 5144; https://doi.org/10.3390/app15095144 - 6 May 2025
Viewed by 827
Abstract
Laccases are multicopper oxidases that exhibit a broad substrate spectrum, making them excellent biocatalysts for clean technological processes. The study isolated novel laccase-producing bacteria from decomposed wood samples and characterized the enzyme for potential industrial and biotechnological applications. The results showed that three [...] Read more.
Laccases are multicopper oxidases that exhibit a broad substrate spectrum, making them excellent biocatalysts for clean technological processes. The study isolated novel laccase-producing bacteria from decomposed wood samples and characterized the enzyme for potential industrial and biotechnological applications. The results showed that three bacteria, SP-2, SP-1, and WP-2, out of the eight isolated bacteria, oxidized both guaiacol and α-naphthol in the plate assay and exhibited extracellular laccase activity of 7.0 ± 0.01, 6.67 ± 0.02, and 7.40 ± 0.04 (U/mL), respectively. WP-2 was selected for further study and was identified as Bacillus sp. GLN (accessioned number: MK290989). Strain GLN maximally secreted laccase 48 h post-fermentation, with an enzyme yield of 36.83 ± 2.47 U/mL in optimized conditions. The crude laccase was optimally active at pH 9.0 and 90 °C and showed excellent pH and thermal stability, retaining approximately 65% residual activity at 100 °C for 270 min. GLN laccase demonstrated remarkable stability after treatment with organic solvents and metal ions, retaining more than 50% of its original activity in the presence of 100 mM inhibitors. The data from this study highlight the relevance of Bacillus sp. GLN and its laccase in promoting clean technology. Full article
(This article belongs to the Special Issue Pollution Control and Environmental Remediation)
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12 pages, 2948 KB  
Article
Green Synthesis and Particle Size Control of High-Purity Alumina Based on Hydrolysis of Alkyl Aluminum
by Shuang Zheng, Yao Lu and Huanyu Zhao
Materials 2025, 18(9), 2100; https://doi.org/10.3390/ma18092100 - 3 May 2025
Viewed by 675
Abstract
This study introduces a green synthesis strategy for producing high-purity alumina (≥99.99%) through the controlled hydrolysis of aluminum isopropoxide, coupled with a novel impurity removal protocol to address persistent challenges in conventional methods, such as residual silicon/iron impurities and particle agglomeration. The experimental [...] Read more.
This study introduces a green synthesis strategy for producing high-purity alumina (≥99.99%) through the controlled hydrolysis of aluminum isopropoxide, coupled with a novel impurity removal protocol to address persistent challenges in conventional methods, such as residual silicon/iron impurities and particle agglomeration. The experimental results indicate that La2O3, 1-(2-pyridylazo)-2-naphthol (PAN), and phenolphthalein exhibit effective removal capabilities for silicon/iron impurities. The addition of 1 wt% La2O3 reduces silicon content from 99.7 ppm to 16.4 ppm, whereas 0.6 wt% PAN and 0.2 wt% phenolphthalein, employed as iron-binding agents, lower iron content from 66.4 ppm to 20.7 ppm and 9.7 ppm, respectively. Through optimized dropwise hydrolysis and subsequent calcination at 1200 °C for 4 h, nanosized alumina powders with uniform morphology and controlled particle sizes (274–832 nm) were successfully synthesized. The proposed method offers a scalable and efficient pathway for synthesizing high-purity alumina with tailored particle characteristics. Full article
(This article belongs to the Section Green Materials)
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12 pages, 6442 KB  
Article
Tandem Visual Recognition of Cu2+ and Chiral Tartaric Acid by Sequence Gel Formation and Collapse
by Jian Zeng, Yixuan Jiang, Xiao-Qi Yu and Shanshan Yu
Gels 2025, 11(5), 340; https://doi.org/10.3390/gels11050340 - 1 May 2025
Viewed by 421
Abstract
A chiral gelator (R)-H6L with multiple carboxyl groups based on a 1,1′-bi-2,2′-naphthol (BINOL) skeleton was prepared, and it could form a supramolecular gel under the induction of water in DMSO/H2O and DMF/H2O (1/1, v/ [...] Read more.
A chiral gelator (R)-H6L with multiple carboxyl groups based on a 1,1′-bi-2,2′-naphthol (BINOL) skeleton was prepared, and it could form a supramolecular gel under the induction of water in DMSO/H2O and DMF/H2O (1/1, v/v). In the EtOH/H2O system, the original partial gel transformed into a stable metal–organic gel (MOG), specifically with Cu2+ among 20 metal ions. It is proposed that Cu2+ coordinates with the carboxyl groups of (R)-H6L to form a three-dimensional network structure. With the addition of a variety of α-hydroxy acids and amino acids, the Cu2+-MOG collapsed with merely 0.06 equivalents of L-tartaric acid (L-TA), while other acids required much larger amounts to achieve the same effect, realizing the visual chemoselective and enantioselective recognition of tartaric acid. Therefore, the chiral gelator (R)-H6L achieved the tandem visual recognition of Cu2+ and chiral tartaric acid by sequence gel formation and collapse, offering valuable insights for visual sensing applications and serving as a promising model for future chiral sensor design. Full article
(This article belongs to the Special Issue Design of Supramolecular Hydrogels)
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16 pages, 2622 KB  
Article
Pulsed and Cyclic Voltammetric Studies of Phenols and Naphthols in Dimethylformamide in Presence of Sodium 4-Vinylbenzenesulfonate
by László Kiss and András Kiss
Chemistry 2025, 7(3), 69; https://doi.org/10.3390/chemistry7030069 - 23 Apr 2025
Viewed by 472
Abstract
The influence of sodium 4-vinylbenzenesulfonate on the electrooxidation of phenols and naphthols was studied in dimethylformamide (DMF). The usually observed deactivation of phenol in non-aqueous environments was suppressed upon addition of sodium 4-vinylbenzenesulfonate, and signals of all studied compounds were highlighted due to [...] Read more.
The influence of sodium 4-vinylbenzenesulfonate on the electrooxidation of phenols and naphthols was studied in dimethylformamide (DMF). The usually observed deactivation of phenol in non-aqueous environments was suppressed upon addition of sodium 4-vinylbenzenesulfonate, and signals of all studied compounds were highlighted due to the diminished background current. As in other cases, the latter is attributable to the solvent. The 4-vinylbenzenesulfonate salt underwent electroinitiated polymerization close to the electrode surface excluding all other compounds from it within the timescale of the measurements. The polymeric products were partially removed by dissolution; therefore, improved signal reproducibilities could be reached. The investigation was extended to pulsed voltammetric techniques widely used in analytical chemistry (differential pulse, normal pulse, square wave voltammetry). Among these techniques, differential pulse voltammetry showed the best performance. Therefore, during its use, the analytical usefulness of adding the unsaturated additive in optimal concentration was estimated in the case of some phenols and naphthols. Successful calibration for picric acid was attained in DMF. Full article
(This article belongs to the Section Electrochemistry and Photoredox Processes)
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13 pages, 4116 KB  
Article
Excited-State-Altering Ratiometric Fluorescent Probes for the Response of β-Galactosidase in Senescent Cells
by Ya-Nan Han, Lei Dong, Lu-Lu Sun, Wen-Jia Li, Jianjing Xie, Congyu Li, Shuhui Ren, Zhan Zhang, Hai-Hao Han and Zhong Zhang
Molecules 2025, 30(6), 1221; https://doi.org/10.3390/molecules30061221 - 8 Mar 2025
Cited by 1 | Viewed by 1311
Abstract
β-galactosidase (β-Gal) has emerged as a pivotal biomarker for the comprehensive investigation of diseases associated with cellular senescence. The development of a fluorescent sensor is of considerable importance for precisely detecting the activity and spatial distribution of β-Gal. In [...] Read more.
β-galactosidase (β-Gal) has emerged as a pivotal biomarker for the comprehensive investigation of diseases associated with cellular senescence. The development of a fluorescent sensor is of considerable importance for precisely detecting the activity and spatial distribution of β-Gal. In this study, we developed two excited-state-altering responsive fluorescent sensors (TF1 and TF2) for ratiometric detection of β-Gal. Two TCF dyes, composed of tricyanofuran (TCF) and naphthol units, feature electron “pull–push” systems and are quenched fluorescence by β-Gal. Upon β-Gal hydrolysis, a significant ratiometric shift in absorption from ca. 475 nm to 630 nm is observed, accompanied by the emergence of a fluorescence signal at ca. 660 nm. The enzyme-responsive optical red-shifts are attributed to the excited-state transition from intramolecular charge transfer (ICT) state to local excited (LE) state, which was confirmed by density functional theory (DFT) calculations. Both fluorescent sensors display exceptional sensitivity and selectivity for the response of β-Gal in PBS solution and are capable of tracking β-Gal within senescent A549 cells. This study introduces a framework for developing multimodal optical probes by systematically modulating excited-state properties, demonstrating their utility in senescence studies, diagnostic assay design, and therapeutic assessment. Full article
(This article belongs to the Special Issue Fluorescent Probes in Biomedical Detection and Imaging)
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12 pages, 2648 KB  
Article
Development of a Rapid-Response Fluorescent Probe for H2S: Mechanism Elucidation and Biological Applications
by Trevor Dvorak, Haley Hernandez-Sandoval, Sunayn Cheku, Marijose Mora Valencia González, Linus Borer, Riley Grieser, Kimberly A. Carlson and Haishi Cao
Biosensors 2025, 15(3), 174; https://doi.org/10.3390/bios15030174 - 7 Mar 2025
Cited by 2 | Viewed by 1147
Abstract
Hydrogen sulfide (H2S) is an important signaling molecule involved in various physiological and pathological processes, making its accurate detection in biological systems highly desirable. In this study, two fluorescent probes (M1 and M2) based on 1,8-naphthalimide were developed for [...] Read more.
Hydrogen sulfide (H2S) is an important signaling molecule involved in various physiological and pathological processes, making its accurate detection in biological systems highly desirable. In this study, two fluorescent probes (M1 and M2) based on 1,8-naphthalimide were developed for H2S detection via a nucleophilic aromatic substitution. M1 demonstrated high sensitivity and selectivity for H2S in aqueous media, with a detection limit of 0.64 µM and a strong linear fluorescence response in the range of 0–22 µM of NaHS. The reaction kinetics revealed a rapid response, with a reaction rate constant of 7.56 × 102 M−1 s−1, and M1 was most effective in the pH range of 6–10. Mechanism studies using 1H NMR titration confirmed the formation of 4-hydroxyphenyl-1,8-naphthalimide as the product of H2S-triggered nucleophilic substitution. M1 was applied in MDA-MB-231 cells for cell imaging, in which M1 provided significant fluorescence enhancement upon NaHS treatment, confirming its applicability for detecting H2S in biological environments. In comparison, M2, designed with extended conjugation for red-shifted emission, exhibited weaker sensitivity due to the reduced stability of its naphtholate product and lower solubility. These results demonstrate that M1 is a highly effective and selective fluorescent probe for detecting H2S, providing a valuable resource for investigating the biological roles of H2S in health and disease. Full article
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14 pages, 391 KB  
Article
Distribution of Environmental Phenols into Follicular Fluid and Urine of Women Attending Infertility Clinic
by Anna Klimowska, Joanna Jurewicz, Michał Radwan, Paweł Radwan, Paweł Pol and Bartosz Wielgomas
J. Xenobiot. 2025, 15(1), 17; https://doi.org/10.3390/jox15010017 - 21 Jan 2025
Cited by 1 | Viewed by 1153
Abstract
Infertility and environmental pollution are two globally prevalent and related issues. To explore women’s reproductive health, the composition of follicular fluid (FF) has been studied and it was found that changes to its composition, including the presence of exogenous chemicals, can adversely affect [...] Read more.
Infertility and environmental pollution are two globally prevalent and related issues. To explore women’s reproductive health, the composition of follicular fluid (FF) has been studied and it was found that changes to its composition, including the presence of exogenous chemicals, can adversely affect the fertilization process. Two groups of women (idiopathic infertility and controls) who were patients at a fertility clinic were recruited for this study. Samples of urine and FF were gathered from each participant to determine the concentration of 14 common phenols (four parabens, six bisphenols, two benzophenones, and two naphthols). Associations between phenol concentrations (free and total) in both matrices were described using Spearman’s correlation coefficient and were compared between two groups by the Mann–Whitney U test. Eight phenols were quantified in more than 50% of the urine samples, while only three parabens were quantified in hydrolyzed FF samples, and only methylparaben was quantified in non-hydrolyzed FF samples. Conjugates were the predominant form in FF samples. However, a significant correlation of 0.533 (p < 0.0001) was observed between free and total methylparaben concentrations in FF. Differences in concentrations between cases and controls in both matrices were not statistically significant, except for benzophenone-3 in urine, with a higher median observed in the control group (p = 0.04). The total paraben concentrations in urine and FF samples were rather weakly correlated (r = 0.232–0.473), implying that urine concentrations may not be appropriate for predicting their concentration in FF. Full article
(This article belongs to the Section Emerging Chemicals)
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14 pages, 1435 KB  
Article
Concise Synthesis of Naphthalene-Based 14-Aza-12-Oxasteroids
by Smriti Srivastava, Jun Luo, Daniel Whalen, Katherine N. Robertson and Amitabh Jha
Molecules 2025, 30(2), 415; https://doi.org/10.3390/molecules30020415 - 19 Jan 2025
Cited by 1 | Viewed by 1794
Abstract
A concise, transition metal-free four-step synthetic pathway has been developed for the synthesis of tetracyclic heterosteroidal compounds, 14-aza-12-oxasteroids, starting from readily available 2-naphthol analogues. After conversion of 2-naphthols to 2-naphthylamines by the Bucherer reaction, subsequent selective C-acetylation was achieved via the Sugasawa reaction [...] Read more.
A concise, transition metal-free four-step synthetic pathway has been developed for the synthesis of tetracyclic heterosteroidal compounds, 14-aza-12-oxasteroids, starting from readily available 2-naphthol analogues. After conversion of 2-naphthols to 2-naphthylamines by the Bucherer reaction, subsequent selective C-acetylation was achieved via the Sugasawa reaction and reduction of the acetyl group using borohydride, which resulted into the corresponding amino-alcohols. The naphthalene-based amino-alcohols underwent double dehydrations and double intramolecular cyclization with oxo-acids leading to one-pot formation of a C-N bond, a C-O bond and an amide bond in tandem, to generate two additional rings completing the steroidal framework. A series of 14-aza-12-oxasteroids were synthesized using our developed synthetic strategy in moderate yields, and the structure of one of the final products, 12a-Methyl-11-phenyl-11,12a-dihydro-1H-naphtho[2,1-d]pyrrolo[2,1-b][1,3]oxazin-3(2H)-one, was further confirmed by single crystal X-ray crystallography. Full article
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