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1.
Environ Sci Technol ; 2024 Oct 01.
Artigo em Inglês | MEDLINE | ID: mdl-39353102

RESUMO

Biofiltration is a simple and low-cost method for the cleanup of contaminated water. However, the reduced availability of dissolved chemicals to surface-attached degrader bacteria may limit its efficient use at certain hydraulic loadings. When a direct current (DC) electric field is applied to an immersed packed bed, it invokes electrokinetic processes, such as electroosmotic water flow (EOF). EOF is a surface-charge-induced plug-flow-shaped movement of pore fluids. It acts at a nanometer distance above surfaces and allows the change of microscale pressure-driven flow profiles and, hence, the availability of dissolved contaminants to microbial degraders. In laboratory percolation columns, we assessed the effects of a weak DC electric field (E = 0.5 V·cm-1) on the biodegradation of waterborne naphthalene (NAH) by surface-attached Pseudomonas fluorescens LP6a. To vary NAH bioavailability, we used different NAH concentrations (C0 = 2.7, 5.1, or 7.8 × 10-5 mol·L-1) and Darcy velocities typical for biofiltration (U¯ = 0.2-1.2 × 10-4 m·s-1). In DC-free controls, we observed higher specific degradation rates (qc) at higher NAH concentrations. The qc depended on U¯, suggesting bioavailability restrictions depending on the hydraulic residence times. DC fields consistently increased qc and resulted in linearly increasing benefits up to 55% with rising hydraulic loadings relative to controls. We explain these biodegradation benefits by EOF-altered microscale flow profiles allowing for better NAH provision to bacteria attached to the collectors even though the EOF was calculated to be 100-800 times smaller than bulk water flow. Our data suggest that electrokinetic approaches may give rise to future technical applications that allow regulating biodegradation, for example, in response to fluctuating hydraulic loadings.

2.
Toxicol Res (Camb) ; 13(5): tfae157, 2024 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-39359713

RESUMO

Background: There is growing concern of the potential damage to vital organs after long term exposure to locally formulated pesticides in rural area of Nigeria. This study was designed to assessed the effects of the individual chemical compound and their combination on the kidney and liver of rats' model. Methodology: Fifty-four rats divided into six groups and three sub-groups were exposed to 25, 50 and 75% dose of each of the pesticide's LD50 for 4 h at 3 days interval in an inhalation chamber for 28 days. Alanine aminotransferase (ALT), aspartate aminotransferase (AST), alkaline phosphatase (ALP), total bilirubin (TOT_BIL), creatinine and urea assay showed significant increase at the aforementioned doses in comparison to the control group. The red blood cell counts, hematocrit and hemoglobin concentrations were significantly altered in the rats administered varying doses of the pesticides when compared with the control. Similar result was obtained for the differential white blood cell counts. Histopathological examinations of the liver tissue of rats showed infiltrated sinusoids, traces of karypyknosis, vacuolar degeneration and microvesicular steatosis while that of the renal tissue showed glomeruli atrophy leading to widened Bowman's spaces as well as few shrunken glomeruli and varied level of degenerative tubular changes to tubular necrosis. Conclusion: This study established that individual pesticides and their mixture is toxic to the liver and kidney, as evidenced by the elevated markers of renal and liver functions and distortion of the structure of both organs as revealed by their photomicrographs. Therefore, it is a matter of public health significance to regularly monitor pesticide residues in foods and humans in order to assess the food safety risk and population exposure to pesticides.

3.
Fire Saf J ; 1482024 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-39386260

RESUMO

Through the heat-mass transfer analogy, naphthalene sublimation experiments were conducted in a heated-air wind tunnel to study the effects of aspect ratio and dimensionless separation distance on the convective heat transfer coefficients of three tandem naphthalene cylinders. Nusselt number correlations were presented for the individual naphthalene cylinders and the full configuration of three cylinders. In all the cases studied, the Reynolds number had the strongest effect on the Nusselt number followed by the aspect ratio and the dimensionless separation distance. Nusselt numbers were higher for the smaller aspect ratios. For a given Reynolds number and aspect ratio, the Nusselt number increases with the dimensionless separation distance.

4.
Food Chem ; 463(Pt 2): 141215, 2024 Sep 10.
Artigo em Inglês | MEDLINE | ID: mdl-39278078

RESUMO

Endogenous enzymes play a crucial role in determining fish product aroma. However, the attached microorganisms can promote enzyme production, making it challenging to identify specific aromatic compounds resulting from endogenous enzymes. Thus, we investigated the aroma transformation of Japanese sea bass through enzymatic incubation by controlling attached microorganisms during the lag phase. Our results demonstrate that enzymatic incubation significantly enhances grassy and sweet notes while reducing fishy odors. These changes in aroma are associated with increased levels of 10 volatile compounds and decreased levels of 3 volatile compounds. Among them, previous studies have reported enzyme reaction pathways for octanal, 1-nonanal, vanillin, indole, linalool, geraniol, citral, and 6-methyl-5-hepten-2-one; however, the enzymatic reaction pathways for germacrene D, beta-caryophyllene, pristane, 1-tetradecene and trans-beta-ocimene remain unclear. These findings provide novel insights for further study to elucidate the impact of endogenous enzymes on fish product aromas.

5.
Macromol Rapid Commun ; : e2400566, 2024 Sep 28.
Artigo em Inglês | MEDLINE | ID: mdl-39340480

RESUMO

The pursuit of innovative organic materials and the examination of the "structure-function" correlation in lithium-ion batteries (LIBs) are crucial and highly desirable. Current research focuses on the creation of novel conjugated organic polymers with polycarbonyl groups and examining the impact of electrode structure on the function of lithium-ion batteries. In this paper, two novel cyanovinylene-based conjugated organic polymers, NBA-TFB and NBA-TFPB, are synthesized using a Knoevenagel condensation reaction with naphthalene diimide as the integral unit. The performance of NBA-TFB and NBA-TFPB as cathodes in lithium-ion batteries is investigated. Improved conductivity and increased active site density in NBA-TFPB resulted in superior electrochemistry compared to NBA-TFB. Specifically, NBA-TFPB exhibited a larger reversible capacity (87.58 mAh g-1 at 0.2C and 88.34% retention after 100 cycles), exceptional rate capability (66.13 mAh g-1 at 5C), and robust cycling stability (99.58% coulombic efficiency at 1C and 60.71% retention after 2000 cycles). This study expands the family of diimide-based naphthalene polymers and provides a strategy for enhancing the performance of organic electrode materials containing polycarbonyl structure.

6.
Artigo em Inglês | MEDLINE | ID: mdl-39312118

RESUMO

Polycyclic aromatic hydrocarbons (PAHs) are one of the most common groups of pollutants that have toxic and carcinogenic effects. Black alder trees (Alnus glutinosa L.) have been used to remediate contaminated soils from industrial pollutants and heavy metals; however, their usefulness for PAH remediation is unclear. In this study, we examined the response of seedlings from four alder half-sib families (genetic groups sharing the same mother but different fathers) to exposure to four PAHs-phenanthrene, pyrene, naphthalene, and fluoranthene-each at three concentrations. Plant growth parameters were evaluated, and concentration of secondary metabolites and antioxidant activity were measured. The results of the morphological parameters showed that in general, higher PAH concentrations had a more negative effect on tree vitality than lower concentrations (shoot growth reduction by up to 76%). Each half-sib family also exhibited distinct responses in total phenol content (TPC) when exposed to varying concentrations of pollutants, with reductions in TPC ranging from 4 to 52% across different genetic lineages. Enzyme activity also varied between families, pollutants, and their concentrations; for example, while phenanthrene generally increased glutathione S-transferase (GST) activity in the 13-99-1K and 38-61-7K half-sib families, it unexpectedly decreased GST levels by 23% and 29% in the seedlings of the 26-133-6K and 41-65-7K families, respectively, emphasizing the nuanced and divergent enzymatic responses observed in this study. Further secondary metabolite and antioxidant activity analysis revealed distinct variations in the way PAHs impact the defense mechanism of alder seedlings from different genetic groups-prioritizing either enzymatic or non-enzymatic systems. To sum up, analyzing the varying effects of PAHs on distinct half-sib families of alders can prove advantageous in identifying the most efficient black alder genetic families for phytoremediation purposes.

7.
Forensic Sci Int ; 363: 112181, 2024 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-39111058

RESUMO

The use of protein stains to enhance fingermark ridge detail in blood is a common technique used by forensic practitioners around the world. Amido Black is one of the most favoured protein stains due to its strong staining ability. The most common formulation of Amido Black is methanol based, with an ability to simultaneously fix and stain the blood impression, however methanol is toxic and can disrupt some surfaces, potentially compromising fingermark detail. If the surface is suspected of being a material that is impacted by methanol, there is an alternative aqueous formulation, which requires a fixative step to set the blood prior to staining so as not to wash away potential ridge detail. The multi-step process of aqueous protein stains is tedious and numerous studies have been conducted to improve the formula to achieve a combined fixing/staining solution that performs like the methanolic reagent. A combined fixative and stain formulation of aqueous based Amido Black was compared to a multi-step formulation with a separate sulfosalicylic acid fixative. Of the 243 split fingermark impressions analysed the majority (63.5 %) showed no preference to either treatment, with a marginally greater proportion of the remaining marks slightly favouring the combined fixative and stain formulation. Given that the new combined formulation performed broadly similarly to the existing multi step formulation, the potential time savings of this simpler approach may be beneficial to implement into operational use.


Assuntos
Negro de Amido , Dermatoglifia , Fixadores , Humanos , Corantes , Coloração e Rotulagem/métodos , Masculino , Feminino , Manchas de Sangue
8.
Water Res ; 264: 122251, 2024 Oct 15.
Artigo em Inglês | MEDLINE | ID: mdl-39146851

RESUMO

Riparian infiltration zones are crucial for maintaining water quality by reducing the aqueous concentrations of polycyclic aromatic hydrocarbons (PAHs) through adsorption and biodegradation within the aquatic ecosystem. Dissolved organic matter (DOM) are ubiquitous in riparian infiltration zones where they extensively engage in the adsorption and biodegradation of PAHs, thereby influencing PAHs natural attenuation potential within riparian infiltration zones. Few studies have explored the natural attenuation mechanisms of PAHs influenced by DOM in riparian infiltration zones. In this study, the natural attenuation mechanisms of naphthalene (a typical PAHs component), under the influence of DOM, were explored, based on a case riverside source area. Analysis of microbial community structures, and the electron acceptor (e.g., Fe(III), DO/NO3-, SO42-)/electron donor (naphthalene and DOM) concentration changes within the riparian infiltration zone revealed a competitive inhibition relationship between DOM and naphthalene during microbial metabolism. Biodegradation experiments showed that when the concentration of DOM is higher than 4.0 mg·L-1, it inhibits the biodegradation of naphthalene. DOM competitively inhibits the biodegradation of naphthalene through the following mechanisms: (i) triggering microbial antioxidative defense mechanisms, diminishing the available resources for microbial participation in naphthalene degradation; (ii) altering microbial community structure; (iii) modulating microbial EPS composition, reducing the efficiency of microorganisms in utilizing carbon sources; and (iv) inhibiting the expression levels of downstream genes involved in naphthalene degradation. The competitive inhibition constants of DOM with concentrations of 1.0, 2.0, 4.0, 8.0, and 16.0 mg·L-1 on naphthalene biodegradation are -2.0 × 10-3, -5.0 × 10-3,1.0 × 10-3, 4.0 × 10-4, and 1.0 × 10-4, respectively. These findings enhance understanding of PAHs attenuation in riparian infiltration zone, providing a basis for assessing and managing PAHs pollution risks during riparian extraction.


Assuntos
Biodegradação Ambiental , Naftalenos , Poluentes Químicos da Água , Hidrocarbonetos Policíclicos Aromáticos/metabolismo , Rios
9.
Toxics ; 12(8)2024 Jul 24.
Artigo em Inglês | MEDLINE | ID: mdl-39195639

RESUMO

This study utilized activated carbon fibers (ACFs) as adsorbents to investigate the removal efficiency of naphthalene and toluene at elevated temperatures and their competitive adsorption behavior. Three types of ACFs, inlet concentrations of naphthalene (343, 457, and 572 mg·Nm-3), and toluene (2055, 2877, and 4110 mg·Nm-3) were investigated to determine the adsorption capacities of naphthalene and toluene. To study the reaction mechanisms of naphthalene and toluene on the ACFs, the BET, SEM, FTIR, and TGA methods were used to examine the physical and chemical characteristics of ACFs. Results showed ACF-A's superior adsorption capacity for naphthalene that was attributed to its mesoporous structure and hydrophobicity. Adsorption equilibrium studies indicated multilayer adsorption behavior. Competitive adsorption experiments demonstrated the displacement of toluene by naphthalene on ACF-A, highlighting its higher selectivity for naphthalene. Functional group analysis revealed changes in ACF surfaces after naphthalene adsorption, suggesting π-π dispersion and electron donor-acceptor interactions. Overall, this study underscores the importance of pore structure and surface properties in designing ACFs for the efficient adsorption of high-boiling-point organic pollutants.

10.
ACS Appl Mater Interfaces ; 16(35): 46654-46663, 2024 Sep 04.
Artigo em Inglês | MEDLINE | ID: mdl-39175443

RESUMO

Inspired by the versatility of the direct laser writing carbonization (DLWc) technique as well as the metal-ion-assisted coordination polymer of 3,4,9,10-perylene tetracarboxylic dianhydride (PTCDA), in the present study, we present a DLWc-enabled approach for cost-effectively fabricating a poly-peri-naphthalene (PPN) thin film with the advantages of patternability, environmental benignity, and scalability. Optical and scanning electron microscopy, as well as ultraviolet-visible-near-infrared, Fourier transform infrared, Raman, and X-ray photoelectron spectroscopies, were performed to confirm that the spray-coated thin film of the Mg-PTCDA coordination polymer can be in situ converted into a PPN thin film upon CO2 laser irradiation. The effects of the laser power and Mg2+ concentration on the structure and electrical properties of the laser-processed PPN thin films were investigated. Lastly, we demonstrated that the laser-processed PPN thin films can be used for humidity sensing with characteristics of a rapid response time and excellent hysteresis. It is expected that this new method for fabricating PPN thin films will lead to a wide range of applications of PPN in the fields of sensing, electronics, and energy storage.

11.
Sci Total Environ ; 951: 175520, 2024 Nov 15.
Artigo em Inglês | MEDLINE | ID: mdl-39147064

RESUMO

Polycyclic aromatic hydrocarbons (PAHs) are associated with micropores in sediments and soils. This limits the bioaccessibility of these compounds via existing bioremediation technologies, as biodegradation is strongly influenced by the ability of bacteria to access different sizes of pores. In this work, we employed naphthalene and pyrene as model contaminants to evaluate the transformation capacity of the soil bacterium Pseudomonas putida G7 (2 × 1 µm) via mineralization and co-metabolic activity, respectively. Under non-growing conditions and in the absence of hydraulic flow, we examined how the tactic behavior of this motile bacterium influenced biodegradation of these two PAHs when passing through membranes with micrometer-sized pores (3 and 5 µm). The bacteria were spontaneously retained by the membranes, which blocked the contaminants away from a passive dosing source. However, the cells were mobilized through 5 µm pores after the application plant root exudate components (γ-aminobutyric acid, citrate and fructose) as strong chemoeffectors, which enhanced the mineralization of naphthalene and co-metabolism of pyrene. The tactic-mediated biodegradation enhancement did not occur through 3 µm pores, possibly due a physical constrain to the gradient sensing mechanism. Our results suggest that bacterial transport by chemotaxis may enhance the biotransformation of poorly bioaccessible contaminants present in micro-meter scale environments.


Assuntos
Biodegradação Ambiental , Hidrocarbonetos Policíclicos Aromáticos , Poluentes do Solo , Poluentes do Solo/metabolismo , Hidrocarbonetos Policíclicos Aromáticos/metabolismo , Pseudomonas putida/metabolismo , Microbiologia do Solo , Naftalenos/metabolismo , Pirenos/metabolismo
12.
Cureus ; 16(7): e64325, 2024 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-39131009

RESUMO

Naphthalene is a major component of mothballs. Domestically, people use mothballs as an insect repellent. Its deliberate or accidental ingestion leading to toxicity has rarely been reported in the medical literature, despite its widespread use in Southeast Asia. Naphthalene, or mothball poisoning, is a rare but serious condition that can have detrimental effects on human health. This case report presents the clinical course of a 22-year-old male who ingested six naphthalene balls, resulting in severe symptoms including fever, abdominal pain, vomiting, jaundice, and dark-colored urine. Laboratory investigations were suggestive of acute intravascular hemolysis and methemoglobinemia. The patient was promptly admitted to the hospital, where he received supportive care along with specific treatment in the form of red blood cell transfusions, intravenous methylene blue, ascorbic acid, and N-acetyl cysteine. Through this report, the importance of raising awareness about the dangers of naphthalene poisoning and the specific treatment options available is highlighted.

13.
J Gen Appl Microbiol ; 2024 Aug 09.
Artigo em Inglês | MEDLINE | ID: mdl-39135242

RESUMO

Naphthalene is a persistent environmental pollutant for its potential teratogenic, carcinogenic and mutagenic effects. In this study, 10 strains of bacteria capable of degrading naphthalene were isolated from crude-oil contaminated soil. Among them, Pseudomonas plecoglossicida 2P exhibited prominent growth with 1000 mg/L naphthalene as the sole carbon source and degraded 94.15% of naphthalene in 36 h. Whole genome sequencing analysis showed that P. plecoglossicida 2P had a total of 22 genes related to naphthalene degradation, of which 8 genes were related to the salicylic acid pathway only, 5 genes were related to the phthalic acid pathway only, 8 genes were common in both the salicylic acid and phthalic acid pathways, and 1 gene was related to the gentisic acid pathway. P. plecoglossicida 2P was applied in a two-phase partition bioreactor (TPPB) to degrade naphthalene in wastewater. The optimal operating conditions of the reactor were obtained through response surface optimization: initial naphthalene concentration (C0) =1600 mg/L, bacterial liquid concentration (OD600) = 1.3, and polymer-to-wastewater mass ratio (PWR) = 2%. Under these conditions, the naphthalene degradation rate was 98.36% at 24 h. The degradation kinetics were fitted using the Haldane equation with a high coefficient of determination (R2=0.94). The present study laid foundations for naphthalene degradation mechanism of genus Pseudomonas and its potential application in TPPB.

14.
Water Sci Technol ; 90(3): 908-919, 2024 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-39141041

RESUMO

Fuel oil is widely used within Eskom, a power generation company in South Africa. Eskom's coal-fired power stations use up to 30,000 L of fuel oil per hour during a cold start-up, a consequence of which results in oil leaks to the dams. Oil contamination in water treatment plants causes irreversible membrane fouling, requiring costly replacement. This research work focused on the development of a rapid method for the identification of low concentrations of the water-soluble oil component fraction of crude fuel oil. For the developed method, known volumes of the water-soluble fraction of crude oil were spiked into various matrices of process water. FEEMs were collected using the patented HORIBA Aqualog spectrometer and data were modelled with PARAFAC. The results were well described with a four-component model, which included an oil component and three natural organic matter components, with a split-half validation match of 90%. The oil component was verified using linear regression of the PARAFAC component scores yielding an R2 value of 0.98. From the scores, a qualitative pass/fail test was developed such that process water can be analysed and subjected to the model to indicate the presence of oil contamination beyond a damaging threshold.


Assuntos
Poluentes Químicos da Água , Poluentes Químicos da Água/análise , Análise Fatorial , Petróleo/análise , Espectrometria de Fluorescência/métodos
15.
Small ; : e2311766, 2024 Aug 07.
Artigo em Inglês | MEDLINE | ID: mdl-39109952

RESUMO

The concept of creating room-temperature ferromagnets from organic radicals proposed nearly sixty years ago, has recently experienced a resurgence due to advances in organic radical chemistry and materials. However, the lack of definitive design paradigms for achieving stable long-range ferromagnetic coupling between organic radicals presents an uncertain future for this research. Here, an innovative strategy is presented to achieve room-temperature ferromagnets by assembling π-conjugated radicals into π-π stacking aggregates. These aggregates, with ultra-close π-π distances and optimal π-π overlap, provide a platform for strong ferromagnetic (FM) interaction. The planar aromatic naphthalene diimide (NDI) anion radicals form nanorod aggregates with a π-π distance of just 3.26 Å, shorter than typical van der Waals distances. The suppressed electron paramagnetic resonance (EPR) signal and emergent near-infrared (NIR) absorption of the aggregates confirm strong interactions between the radicals. Magnetic measurements of NDI anion radical aggregates demonstrate room-temperature ferromagnetism with a saturated magnetization of 1.1 emu g-1, the highest among pure organic ferromagnets. Theoretical calculations reveal that π-stacks of NDI anion radicals with specific interlayer translational slippage favor ferromagnetic coupling over antiferromagnetic coupling.

16.
Chemistry ; : e202401944, 2024 Aug 16.
Artigo em Inglês | MEDLINE | ID: mdl-39150693

RESUMO

Fast and sensitive quantification of drugs as emerging pollutants in water bodies is a pressing need in contemporary society, to prevent serious environmental concerns that could negatively impact on human health. This explains the surge of interest in this field, and the need to identify highly selective sensing systems. Addressing this issue, in this work we synthesized two D-glucamine functionalized fluorophores bearing self-assembling cores, as 1,8-naphthalimide and naphthalene diimide. We studied their self-assembly in water solution, and characterized the aggregated formed by determining their stability constant, their morphology and size by scanning electron microscopy, resonance light scattering and dynamic light scattering, as well their solid-state emission ability. Then, we studied their sensing ability, in water, towards pharmaceutically active compounds such as ciprofloxacin, nalidixic acid, carbamazepine and diclofenac sodium salt, by fluorescence investigation. Data collected show that the self-assembling ability is significantly affected by the fluorophore structure, which in turn also determines sensing ability. In particular, the naphtalene diimide-based probe was the most sensitive, with LOD as low as 0.01 mM in the presence of nalidixic acid, which is in line and competitive with more complex sensing systems, recently reported in the literature.

17.
J Hazard Mater ; 479: 135630, 2024 Nov 05.
Artigo em Inglês | MEDLINE | ID: mdl-39216248

RESUMO

Indoor volatile organic compounds (VOCs) pose considerable health hazards. However, research on hazardous VOCs in Chinese residences has been conducted on a limited spectrum. This study used Monte Carlo simulations with data from Beijing, Shanghai, and Shenzhen to assess VOC health risks in Chinese homes. We identified high-risk VOCs and analyzed the impact of geographic location, age group, activity duration, and inhalation rate on VOC exposure, including lifetime risks. Formaldehyde, acrolein, naphthalene, and benzene posed the highest risks. Notably, acrolein made the leading contribution to non-cancer risks across all megacities. Naphthalene had elevated cancer and non-cancer risks in Shenzhen. This study highlights the need to investigate acrolein and naphthalene, which are currently unregulated but pose substantial health risks. The cumulative cancer risk (TCR) decreases from adults to children, while the cumulative non-cancer risk (HI) is higher for children. In all cities, the average TCR for adults exceeds the tolerable threshold of 10-4, and the average HI values surpass the safety threshold of 1. Nearly 100 % of the population faces a lifetime cancer risk above 10-4, and over 71 % face a non-cancer risk exceeding 10 (tenfold the benchmark). This study underscores the critical need for developing control strategies tailored to VOCs.


Assuntos
Poluição do Ar em Ambientes Fechados , Cidades , Compostos Orgânicos Voláteis , Compostos Orgânicos Voláteis/análise , Humanos , Medição de Risco , China , Poluição do Ar em Ambientes Fechados/análise , Método de Monte Carlo , Adulto , Criança , Neoplasias/induzido quimicamente , Poluentes Atmosféricos/análise , Habitação , Exposição por Inalação/análise
18.
Chem Asian J ; : e202400767, 2024 Jul 29.
Artigo em Inglês | MEDLINE | ID: mdl-39075032

RESUMO

A new naphthalene diimides extended-pillar[6]arene 1 with a large cavity and rich host-guest complexation properties was synthesized in high yield. It can not only form 1:2 complexes with large size polycyclic aromatic hydrocarbons but also form 1:1:1 ternary complex with perylene and 2,7-diazapyrenium. Moreover, the supramolecular exchange reaction from a 1:2 host-guest complex 1•(G3)2 formed by 1 and perylene to a 1:1:1 ternary complex 1•G3•G5 formed by 1 with perylene and 2,7-diazapyrenium salt was also investigated by 1H NMR experiments as well as theoretically calculations.

19.
Angew Chem Int Ed Engl ; : e202411079, 2024 Jul 18.
Artigo em Inglês | MEDLINE | ID: mdl-39022983

RESUMO

We present the design of an anthracenyl⎯naphthyl (ANT⎯NAPH) dyad and its application as a luminescent 4-stage photo switch. Both segments can individually react with singlet oxygen to switch off an optical response. In their initial form the larger ANT component reacts significantly faster and thus an ANTO2⎯NAPH stage is turned on, observed by optical response of the remaining NAPH. To reduce its reactivity, ANT is substituted with two pyridine rings. This concept is first investigated and quantified on ANT and NAPH as separated molecules. Upon protonation the reaction of ANT becomes significantly slower. For the three possible pyridyl isomers this effect increases along the order meta

20.
Chem Biodivers ; : e202401023, 2024 Jul 17.
Artigo em Inglês | MEDLINE | ID: mdl-39015085

RESUMO

A set of novel naphthalene derivatives was synthesized via investment of the electrophilic reaction center of the easily obtainable starting substance, 2-cyano-3-(naphthalen-1-yl)acryloyl chloride (1), with various nitrogen nucleophiles and assessed as potential antitumor agents. The chemical structures of these derivatives were completely specified using several spectral and elemental analyses. The antiproliferative efficacy of the discovered compounds against the human cancer cell lines HepG2 and MCF-7 was investigated. Compounds 12b and 9 have more potent anticancer activity versus MCF-7 breast cancer. DFT calculations for the synthesized compounds were studied to determine molecular geometry, frontier orbital analysis, and molecular electrostatic potential. Compound 2 has the lowest energy gap, the highest softness, and the lowest hardness molecule. Also, the electrophilicity values of the studied molecules provide evidence for their biological effectiveness, as compound 9 had significant antiproliferative activity and a high value of electrophilicity (ω) (0.190 eV).

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