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1.
Sci Total Environ ; : 172394, 2024 Apr 16.
Artículo en Inglés | MEDLINE | ID: mdl-38636850

RESUMEN

Microplastics (MPs) and persistent pollutants (POPs) are new pollutants that are extensively studied worldwide. To fill the gaps that the degradation processes and mechanisms of polycyclic aromatic hydrocarbons (PAHs) on the surface of most MPs are still unclear, the photochemical transformation of benzo(a)anthracene (BaA) on polyvinyl chloride (PVC) MPs and polystyrene (PS) MPs in water were investigated and compared. The photolysis of BaA on the surface of PS in water proceeded easier than that on PVC within the 48 h irradiation period, with the pseudo-first-order rate constant of 0.0489 min-1 and 0.0181 min-1, respectively, which can be ascribed to the smaller particle size and more OH production of PS MPs. Due to the light competition between the chromophore and BaA as well as the light-shielding effect, aged MPs showed an inhibitory effect on the degradation of BaA compared with pristine MPs. For BaA/PVC MPs system, the degradation of BaA in real water was not significantly affected by coexisting ions and humic acid (HA) (p < 0.05), while slight inhibitory effect on the degradation of BaA appeared for PS MPs in different water matrices (UP: 86.97 %, YR: 84.47 %, PR: 81.42 % and HR: 83.21 %). According to the electron paramagnetic resonance (EPR) test, quenching experiment and probe experiment, the relative contribution of direct photolysis (PVC: 82.02 %; PS: 69.54 %) and indirect photolysis (PVC: 17.98 %; PS: 30.46 %) was confirmed. A total of 14 products were identified, and the product types were not affected by plastics aging. The results of the toxicity assessment indicated that although some intermediate products remained toxic to aquatic organisms, the toxicity of most products was lower than that of BaA. This study provides new insights into the environmental fate of PAHs and the role of MPs in the photolysis process of contaminants in surface water.

2.
J Fluoresc ; 2024 Apr 24.
Artículo en Inglés | MEDLINE | ID: mdl-38656644

RESUMEN

In present work our group has synthesized two novel Schiff-bases, Di-Carbazole based Schiff-base (DB-1) and Di-Anthracene based Schiff-base (DB-2) using condensation reaction and characterized thorough different spectroscopic techniques such as mass spectrometry, IR spectroscopy, 1H and 13C NMR spectroscopy. Furthermore, the AIE(Aggregation induced emission) studies were done using water-THF mixture. As compared to pure THF, the DB-2 showed a 17.8-fold increase in fluorescence intensity with a bathochromic shift of 64 nm in 80% water: THF mixture. For DB-1increase was seen at 70% water-THF combination. The analysis of the dynamic light scattering (DLS) further supported this excellent AIEE (Aggregation induced enhanced emission) characteristic. Furthermore, the spectrofluorometric techniques were used to examine the capacity of both Schiff bases to detect the heavy metals. It was discovered that only DB-1, with a detection limit of 2.4 × 10-8 M, was selective for the Cu2+ ion, whereas DB-2 had no sensing capability for metal ions. The Job's plot was used to determine the stoichiometry ratio of the DB-1 with Cu2+ to further examine the process. It was discovered that the ratio was 1:1 (DB-1:Cu2+). Additionally, the association constant of DB-1 for Cu2+ was 5.1 × 1011 M-1, demonstrating the excellent binding affinity of DB-1 for the Cu2+ ion.

3.
Biol Trace Elem Res ; 2024 Apr 24.
Artículo en Inglés | MEDLINE | ID: mdl-38656682

RESUMEN

Environmental contaminants such as polycyclic aromatic hydrocarbon (PAH) and heavy metals are major contaminants of food such as fish thus serving as source of exposure to human. This study was designed to evaluate the carcinogenic risk and other risks associated with long-term consumption of environmentally relevant dose of nickel and benzo [a] anthracene in rats. Thirty-six (36) male rats weighing between 80 and 100 g were assigned into 6 groups of 6 animals each; normal, nickel-, and benzo [a] anthracene-exposed groups for 12 and 24 weeks, respectively. Micronucleus and comet analyses were done in the blood, liver, and bone marrow. Liver function, redox, and inflammatory markers (AST, ALT, GGT, SOD, GSH, MDA, protein carbonyl, protein thiol, total protein, IL-10, 1L-1ß, TNF-α, TGF-ß NF-Ƙß, and 8-oxodeoxyguansine) were analysed by standard methods. Immuno-histochemical quantification of Bax, Bcl2, and Erk 1/2 as well as mRNA expression of cyclin D1 was done in liver. From the results, weight gain was observed in varying degrees throughout the exposure period. The polychromatic erythrocytes/normochromatic erythrocytes ratio > 0.2 indicates no cytotoxic effects on the bone marrow. Percentage-MnPCE in blood significantly (p < 0.05) increased throughout exposure duration. Percentage tail DNA in blood was significantly (< 0.05) increased at weeks 20 and 24 in the exposed groups and in liver at weeks 12 (16.22 ± 0.47) and 24 (17.00 ± 0.36) of nickel-exposed rats. The aspartate amino transferase (AST):alanine amino transferase (ALT) ratio indicated fatty liver disease in the benzo [a] anthracene (0.90) and acute liver injury in the nickel (> 10 times greater than the upper limits of the reference group) exposed groups during the first 12 weeks. Observation from the histological and cytological data of the liver revealed the presence of inflammation, fibrosis, and high nuclear/cytoplasmic ratio, respectively, in the nickel and benzo [a] anthracene groups. Only benzo [a] anthracene induced liver oxidative stress with significant (p < 0.05) decrease in SOD (0.64 ± 0.02) activity and increase in protein carbonyl (7.60 ± 0.80 × 10-5) and MDA (57.10 ± 6.64) concentration after 24 weeks. Benzo [a] anthracene up-regulated the cyclin D1 expression and significantly (p < 0.05) increased the levels of the cytokines. Nickel and benzo [a] anthracene significantly (p < 0.05) increased the Bax (183.45 ± 6.50 and 199.76 ± 10.04) and Erk 1/2 (108.25 ± 6.41 and 136.74 ± 4.22) levels when compared with the control (37.43 ± 22.22 and 60.37 ± 17.86), respectively. Overall result showed that the toxic effects of nickel and benzo [a] anthracene might involve fibrosis, cirrhosis, apoptosis, and inflammation of the liver. As clearly demonstrated in this study, benzo [a] anthracene after the 24 weeks of exposure stimulates carcinogenic process by suppressing the liver antioxidant capacity, altering apoptotic, cell proliferation, and differentiation pathways.

4.
Sci Total Environ ; : 172615, 2024 Apr 22.
Artículo en Inglés | MEDLINE | ID: mdl-38657801

RESUMEN

Benz[a]anthracene (BaA), a prevalent environmental contaminant within the polycyclic aromatic hydrocarbon class, poses risks to both human health and aquatic ecosystems. The impact of BaA on neural development and subsequent social behavior patterns remains inadequately explored. In this investigation, we employed the zebrafish as a model to examine the persisting effects of BaA exposure on social behaviors across various developmental stages, from larvae, juveniles to adults, following embryonic exposure. Our findings indicate that BaA exposure during embryogenesis yields lasting neurobehavioral deficits into adulthood. Proteomic analysis highlights that BaA may impair neuro-immune crosstalk in zebrafish larvae. Remarkably, our proteomic data also hint at the activation of the aryl hydrocarbon receptor (AHR) and cytochrome P450 1A (CYP1A) pathway by BaA, leading to the hypothesis that this pathway may be implicated in the disruption of neuro-immune interactions, contributing to observable behavioral disruptions. In summary, our findings suggest that early exposure to BaA disrupts social behaviors, such as social ability and shoaling behaviors, from the larval stage through to maturity in zebrafish, potentially through the detrimental effects on neuro-immune processes mediated by the AHR-CYP1A pathway.

5.
Chemphyschem ; : e202300867, 2024 Mar 21.
Artículo en Inglés | MEDLINE | ID: mdl-38514906

RESUMEN

Crystal engineering of π-conjugated molecules has attracted much attention because of their electronic, photonic, and mechanical properties. However, reproducibility is a problem in conventional printing techniques because controlling solvent evaporation is difficult. We investigated the phase diagrams of two anthracene derivatives in synthesized ionic liquids for non-volatile crystal engineering to determine the critical points for nucleation and crystal growth. Anthracene and 9,10-dibromoanthracene were used as representative π-conjugated molecules that form crystal structures with different packing types. Ionic liquids with an alkylpyridinium cation and bis(fluorosulfonyl)imide were good solvents for the anthracene derivatives from ca. 0 °C to 200 °C. The solubilities (critical points for crystal growth) of the anthracene derivatives in the ionic liquids reached the 100 mM level, which is similar to those in organic solvents. Ionic liquids with phenyl and octyl groups tended to show high-temperature dependence (a high dissolution entropy) with 9,10-dibromoanthracene. The precipitation temperature (critical point for crystal nucleation) at each 9,10-dibromoanthracene concentration was lower than the dissolution temperature. The differences between the dissolution and precipitation temperatures (supersaturated region) in the ionic liquids were greater than those in an organic solvent.

6.
Artículo en Inglés | MEDLINE | ID: mdl-38515384

RESUMEN

OBJECTIVES: Sesamum indicum L. seeds; rich in zinc and lignans are endowed with antioxidant and immunomodulatory properties which attract research on their anticancer potential. Although many studies have reported the in vitro antitumor potential of S. indicum and its phytoconstituents, much is yet to be known about its in vivo effects. To fill this gap, the effects of dietary supplementation with seeds of S. indicum in 7,12-dimethylbenz(a)anthracene-exposed rats was assessed. METHODS: 42 rats aged 30-35 days were randomized into six groups (n=6) as follows: the normal (NOR) and negative (DMBA) control groups were fed with standard diet; the positive control group (DMBA + Zinc) was fed with standard diet supplemented with commercial zinc (0.01 %); the test groups were fed with standard diet supplemented with S. indicum seeds in different proportions (6.25 , 12.5 and 25 %). Breast cancer was induced by a single administration of DMBA (50 mg/kg BW, s.c.) diluted in corn oil. The experiment lasted 20 weeks and afterward, tumor incidence; tumor burden, tumor volume, tumor micro-architecture and some biochemical parameters were evaluated. RESULTS: As salient result, 100 % of rats in the DMBA group developed tumors, while rats feed with rat chow supplemented with S. indicum seeds (25 %) had a reduced incidence of tumors (33.3 %) and tumor volume (2.71 cm3 in sesame 25 % vs. 4.69 cm3 in the DMBA group, p˂0.01). The seeds (25 %) also slowed DMBA-induced neoplasm expansion in mammary ducts as compared to rats of DMBA group. CONCLUSIONS: In summary, supplementation with S. indicum seeds slowed breast tumorigenesis via its antioxidant capacity.

7.
Int J Biochem Mol Biol ; 15(1): 8-19, 2024.
Artículo en Inglés | MEDLINE | ID: mdl-38505130

RESUMEN

OBJECTIVES: Accumulative effects of heavy metals and polycyclic aromatic hydrocarbon could result in various toxicities. This study evaluated the effects of long-term exposure to low doses of nickel and benzo [a] anthracene on the kidney of rats, simulating human exposure through food. METHODS: Thirty-six (36) Male rats weighing between 80-100 g were assigned into six groups of 6 animals each; Group A (normal), Group B1 and B2 (fed nickel contaminated feed for 12 and 24 weeks), Group C1 and C2 (fed benzo [a] anthracene contaminated feed for 12 and 24 weeks). Blood and kidney of the rats were harvested after animal sacrifice. Serum creatinine and urea concentration and renal Superoxide Dismutase (SOD) activity, GSH, MDA, protein carbonyl, and total protein concentration by spectrophotometric methods. While the concentration of 8-oxodeoxyguanosine in kidney was determined by ELISA method and protein carbonyl by colorimetric method. Renal histological analysis was done with H and E staining. Statistical analysis was performed with Statistical Package for Social Sciences (SPSS) and statistical significance was accepted 95 percent confidence level. RESULT: From the results, urea concentration increased significantly (P<0.05) in the nickel exposed group after 24 weeks exposure whereas creatinine concentration increased significantly (P<0.05) after 12 weeks of exposure when compared with the control. Comparison of the serum urea and creatinine level of the benzo [a] anthracene exposed group with the control showed no significant (P>0.05) difference. Histological observations indicate glomerular atrophy and widened capsular space haemorrhagic areas, visceral and parietal layer of the Bowman's capsule, the proximal convoluted tubule in the nickel exposed group while the kidney of benzo (a) anthracene exposed rats showed deviation in the histo-architecture of the renal parenchyma as evidenced by glomerular atrophy and widened Bowman's capsular space and focal haemorrhagic areas. Protein thiol level and Superoxide dismutase activity was significantly (P<0.05) depleted in the benzo [a] anthracene exposed groups. The levels of total protein, protein carbonyl, and 8-oxodeoxyguanosine were significantly (P<0.05) elevated in the nickel and benzo [a] anthracene exposed groups. CONCLUSION: This study demonstrated the oxidative stress causing effects of benzo [a] anthracene and nickel in the kidney. It also shows that consistent exposure to low doses of the contaminants for a lifetime might result in renal oxidative stress with consequential loss of renal function.

8.
Environ Res ; 252(Pt 1): 118454, 2024 Feb 20.
Artículo en Inglés | MEDLINE | ID: mdl-38387488

RESUMEN

The oncogenic and genetic properties of anthracene, a member of the polycyclic aromatic hydrocarbons (PAHs) family, pose a significant health threat to humans. This study aims to investigate the photocatalytic decomposition of anthracene under various conditions, such as different concentrations of PAHs, varying amounts of NiO (nickel oxide) nanoparticles, and different pH levels under ultraviolet light and sunlight. The synthesized NiO nanoparticles showed surface plasma resonance at 230 and 360 nm, while XRD and SEM analysis confirmed the nanoparticles were cubic crystalline in structure with sizes ranging between 37 and 126 nm. NiO nanoparticles exhibited 79% degradation of pyrene at 2 µg/mL of anthracene within 60 min of treatment. NiO at 10 µg/mL concentration showed significant adsorption of 57%, while the adsorption method worked efficiently (72%) at 5 pH. Photocatalytic degradation was confirmed by isotherm and kinetic studies through monolayer adsorption and pseudo-first-order kinetics. Further, the absorption process was confirmed by performing GC-MS analysis of the NiO nanoparticles. On the other hand, NiO nanoparticles showed antimicrobial activity against Gram negative and Gram-positive bacteria. Therefore, the present work is one of its kind proving the dual application of NiO nanoparticles, which makes them suitable candidates for bioremediation by treating PAHs and killing pathogenic bacteria.

9.
Reprod Toxicol ; 124: 108553, 2024 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-38307155

RESUMEN

Fetal hepatic dimethylbenz(a)anthracene (DMBA) biotransformation is not defined, thus, this study investigated whether the fetal liver metabolizes DMBA and differs with biological sex. KK.Cg-a/a (lean; n = 20) or KK.Cg-Ay/J (obese; n = 20) pregnant mice were exposed to corn oil (CT) or DMBA (1 mg/kg bw/day) by intraperitoneal injection (n = 10/treatment) from gestation day 7-14. Postnatal day 2 male or female offspring livers were collected. Total RNA (n = 6) and protein (n = 6) were analyzed via a PCR-based array or LC-MS/MS, respectively. The level of Mgst3 was lower (P < 0.05) in livers of female compared to male offspring. Furthermore, in utero DMBA exposure increased (P < 0.1) Cyp2c29 and Gpx3 levels (P < 0.05) in female offspring. In male offspring, the abundance of Ahr, Comt (P < 0.1), Alox5, and Asna1 (P < 0.05) decreased due to DMBA exposure. Female and male offspring had 34 and 21 hepatic proteins altered (P < 0.05) by in utero DMBA exposure, respectively. Opposing patterns for hepatic CD81 and KRT78 occurred, being decreased in females but increased in males, while YWHAG was decreased by DMBA exposure in both. Functional KEGG pathway analysis identified enrichment of 26 and 13 hepatic metabolic proteins in male and female offspring, respectively, due to in utero DMBA exposure. In silico transcription factor analysis of differentially expressed proteins predicted involvement of female NRF1 but male AHR. Thus, hepatic biological sex differences and capacity to respond to toxicants in utero are supported.


Asunto(s)
9,10-Dimetil-1,2-benzantraceno , Caracteres Sexuales , Embarazo , Ratones , Femenino , Masculino , Animales , Cromatografía Liquida , Espectrometría de Masas en Tándem , Hígado/metabolismo
10.
Macromol Rapid Commun ; : e2300658, 2024 Feb 16.
Artículo en Inglés | MEDLINE | ID: mdl-38362957

RESUMEN

The problem of plastic waste in the environment calls for the development of new polymeric materials designed specifically for easy recycling at the end of their life cycle. Herein, a green polymer system comprising a series of necklace-shaped polydimethylsiloxanes bearing anthracene dimer units is developed. The polymers have low environmental impact and are easily recycled. Further, their flexibility and glass transition temperatures are easy to control. These necklace-shaped inorganic polymers are synthesized by photopolymerizing (dimerizing) anthracene-terminated oligo-dimethylsiloxane monomers. A key achievement of the present work is the successful chemical recovery of the monomers from the polymers through thermal depolymerization, enabling monomer-polymer recycling. By applying equilibrium polymerization with base catalysts, monomers with a controlled distributed chain length are synthesized from monomers with a constant chain length. The necklace-shaped polymers synthesized from these randomized monomers have amorphous structures and readily form transparent films. It is possible to modulate the thermal and mechanical properties of the polymers by controlling the average chain length of the polydimethylsiloxane between the anthracene dimers. This investigation presents a method for the synthesis and cyclic utilization of polymer materials with a wide range of applications, including plastics and elastomers.

11.
Magn Reson Chem ; 2024 Feb 01.
Artículo en Inglés | MEDLINE | ID: mdl-38303612

RESUMEN

Nuclear magnetic resonance (NMR) spectroscopy is one of the most powerful tools in analytical chemistry. An important step in the analysis of NMR data is the assignment of resonance frequencies to the corresponding atoms in the molecule being investigated. The traditional approach considers the spectrum's characteristic parameters: chemical shift values, internuclear couplings, and peak intensities. In this paper, we show how to support the process of assigning a series of spectra of similar organic compounds by using temperature coefficients, that is, the rates of change in chemical shift values associated with given changes in temperature.

12.
Toxicol Res ; 40(1): 11-21, 2024 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-38223676

RESUMEN

Anthraquinone (anthracene-9,10-dione) is a multifaceted chemical used in the paper industry, in the production of synthetic dyes, in crop protection against birds and is released from fossil fuels. Additionally, the anthraquinone scaffold, when substituted with sugars and hydroxyl groups is found in plants as metabolites. Because of these multiple applications, it is produced on a large scale worldwide. However, its toxicological aspects have gained interest, due to the low limits in the foods defined by legislation. Worrying levels of anthracene-9,10-dione have been detected in wastewater, atmospheric air, soil, food packaging and more recently, in actual foodstuffs. Recent investigations aiming to identify the anthracene-9,10-dione contamination sources in teas highlighted the packaging, leaves processing, anthracene metabolism, reactions between tea constituents and deposition from the environment. In this context, this review seeks to highlight the uses, sources, biological effects, analytical and regulatory aspects of anthracene-9,10-dione.

13.
J Mol Model ; 30(1): 25, 2024 Jan 06.
Artículo en Inglés | MEDLINE | ID: mdl-38183499

RESUMEN

CONTEXT: The mesophase pitch prepared by acid catalytic method typically had the advantages of low softening point and high solubility. To fully understand the mechanism of acid-catalyzed reactions and gain a deeper understanding of the microstructure of mesophase pitch, this article studied the mechanism of hydrofluoride/boron trifluoride (HF/BF3)-catalyzed anthracene using molecular simulation methods. The results showed that there might be two types of carbocations present in the system: classical and non-classical carbocations, and five reactions might occur, protonation reaction, chain elongation reaction, intramolecular cyclization reaction, deprotonation reaction, and dehydrogenation reaction. Classical carbocations acted as reactive intermediates in the chain elongation reaction and intramolecular cyclization reaction. When anthracene occurred chain elongation reactions with carbocations to form polymers, the generation of the tetramer required lager energy barriers than that of the dimer and trimer. The stiffness and flatness of molecules could be increased via intramolecular cyclization reactions. The polymers of anthracene might also occurred dehydrogenation reactions when the non-classical carbocations played the role of reactive intermediates. The dehydrogenation reactions required large energy barriers, which might be the reason for the product having a high aliphatic hydrogen content. METHOD: The Materials Studio (MS) 2020 software was used to complete the simulation. The atomic charge distribution calculation and the structure optimization of molecules were carried out using the B3LYP functional and DNP basis. The DFT-D (TS) dispersion corrections were added to calculate the dispersion interaction between aromatic molecules. The complete LST/QST method was used to search the transition states and calculate the reaction energy barrier.

14.
Chemosphere ; 352: 141248, 2024 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-38280643

RESUMEN

Anthracene belongs to the polycyclic aromatic hydrocarbon (PAH) consisting of benzene rings, unusually highly stable through more π-electrons and localized π-bond in entire rings. Aqueous-phase anthracene adsorption using carbon-based materials such as biochar is ineffective. In this paper, carbon dots (CDs) derived from the acid treatment of coconut shell biochar (CDs/MCSB) decorated with chitosan (CS) are successfully synthesized and applied for anthracene removal from aqueous solutions. The h-CDs/MCSB exhibited fast adsorption of anthracene with significant sorption capacity (Qmax = 49.26 mg g-1) with 95 % removal efficiency at 60 min. The study suggested chemisorption dominated monolayer anthracene adsorption onto h-CDs/MCSB, where a significant role was played by ion-exchange. Density Functional Theory (DFT) suggested the anthracene adsorption was dominated by the electrostatic interactions and delocalized electron, induced by higher polarizability of functional groups on the surface of hybrid CDs/MCSB assisted by chitosan (h-CDs/MCSB). In addition, the aromatic structure of CDs/MCSB and high polarizability of functional groups provided the strong interactions between benzene rings of anthracene and hybrid adsorbent-assisted multiple π-bond through delocalized π-bond and polarization-induced H-bond interactions. The presence of carboxylic and sulfonic groups on the CDs/MCSB surface also contributed to the effective adsorption of anthracene was confirmed by the fluorescence spectra. The results showed that the hybrid adsorbent was an effective material for removing PAHs, usually difficult to remove from water owing to the presence of benzene rings in their structures. Further, consistency in the DFT results suggested the outstanding binding capacity with the anthracene molecules with h-CDs/MCSB.


Asunto(s)
Quitosano , Hidrocarburos Policíclicos Aromáticos , Contaminantes Químicos del Agua , Carbono , Adsorción , Agua , Benceno , Carbón Orgánico/química , Antracenos , Contaminantes Químicos del Agua/química , Cinética
15.
Molecules ; 29(2)2024 Jan 14.
Artículo en Inglés | MEDLINE | ID: mdl-38257320

RESUMEN

Several types of 1,4-diphenylanthracene derivatives 1-4 were prepared, and their photophysical properties were observed in the solid and solution states. Interestingly, the CN-group-substituted 1,4-diphenylanthracene derivative 2 was found to exhibit a higher fluorescence quantum yield (ϕf = 0.71) in the solid state than in the solution state, probably due to the formation of an intermolecular Ar-CN⋯H-Ar hydrogen bond and antiparallel type locked packing structure in the solid state. Furthermore, for some derivatives, an increase in the fluorescence quantum yield was observed in the PMMA film (1 wt%) over both the solid state and the solution state. More interestingly, some of the 1,4-diphenylanthracene derivatives exhibited unusual mechanofluorochromic properties with a "hypsochromic shift" in luminous color depending on the substituents of the phenyl group, and with the derivatives having CF3, OMe, CN, and two F substituents (1d-1f, 2-4) showing a significant luminous color change with a "hypsochromic shift" after grinding. However, no change in the luminous color was observed for the derivatives having H, Me, and one F substituent (1a-1c), and especially for some of the CN-substituted derivatives, a reversible luminous color change with a "hypsochromic shift" was observed, probably due to the formation of an antiparallel type packing structure. These "hypsochromic" anthracene derivatives could probably be utilized as new mechanofluorochromic materials.

16.
Chemistry ; 30(4): e202303037, 2024 Jan 16.
Artículo en Inglés | MEDLINE | ID: mdl-37916673

RESUMEN

The photooxidative stability of a series of doubly bridged anthracenes was evaluated after their preparation via twofold macrocyclization of a bis(resorcinyl)anthracene. Lightfastness correlates with the energy levels of the highest occupied molecular orbital (HOMO), resulting in superior stability of the tetraesters compared to the tetraethers. The lengths and steric demand of the linker only plays a minor role for the ester-based compounds, which can be prepared in reasonable yields and thus tested in proof-of-concept organic light-emitting diodes. Double ester-bridging allows deep blue electro-luminescence, highlighting the importance of the choice of the functional groups used for macrocyclization.

17.
Chem Asian J ; 19(2): e202300775, 2024 Jan 15.
Artículo en Inglés | MEDLINE | ID: mdl-38059381

RESUMEN

The development of high-intensity fluorescent materials is always the focuses and forefront projects because of their important applications in displays, sensing and detection fields. In recent years, the detection of explosives has attracted increasing attention due to security and counterterrorism issues. Herein, two diphenyl-anthracene (DPA) derivatives were designed and synthesized by introducing strong electron withdrawing fluorine atoms and cyano-groups to DPA, which exhibited strong fluorescence both in the solution and solid phase with the absolute quantum yields up to 70.4 % and 45.9 % respectively. The detection behavior of nitroaromatic explosives such as picric acid (PA), 2,4,6-trinitrotoluene (TNT) and 3-Nitropropionic acid (3-NP) also shows good sensitivity with the quenching constant as high as 6.3×104  L mol-1 . Theoretical calculation demonstrates that the fluorescence quenching behavior of the two DPA derivatives is caused by the behavior of photoinduced electron transfer (PET) and the resonance energy transfer (RET) studies explained the higher sensitivity and selectivity of both compounds towards PA than other nitro-containing explosives. Furthermore, the strong solid-state fluorescence of the DPA derivatives also shows excellent advantages in enhancing latent fingerprint recognition.

18.
Chemistry ; 30(9): e202303687, 2024 Feb 12.
Artículo en Inglés | MEDLINE | ID: mdl-38050779

RESUMEN

An efficient method for the synthesis of higher-order iptycenes using an "ambident anthracene" building block is presented. For that purpose, an iterative elongation strategy involving the ring-opening of an endoxide to give a highly reactive anthranoxide, followed by a Diels-Alder reaction with an aryne was used. The method systematically provides higher-order iptycenes, including trideciptycene, which is currently the iptycene with the longest chain to have been synthesized. X-ray crystallography revealed interesting structures in which solvent molecules fill the cavities of these iptycenes, thus creating a "honeycomb" structure with the solvent molecules arranged in tubular spaces.

19.
Fitoterapia ; 172: 105716, 2024 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-37926399

RESUMEN

Four previously undescribed angucyclinones umezawaones A-D (1-4) were isolated from the liquid cultures of Umezawaea beigongshangensis. Their structures were determined by spectroscopic analyses, single crystal X-ray diffraction, quantum chemical 13C NMR and electronic circular dichroism calculations. All compounds displayed strong inhibitory activities against indoleamine 2,3-dioxygenase and tryptophan-2,3-dioxygenase in enzymatic assay, especially compound 2.


Asunto(s)
Actinobacteria , Triptófano Oxigenasa , Triptófano Oxigenasa/química , Triptófano Oxigenasa/metabolismo , Actinomyces/metabolismo , Indolamina-Pirrol 2,3,-Dioxigenasa , Estructura Molecular
20.
Environ Res ; 244: 117911, 2024 Mar 01.
Artículo en Inglés | MEDLINE | ID: mdl-38104919

RESUMEN

Poly aromatic hydrocarbons (PAHs) are considered as hazardous compounds which causes serious threat to the environment dua to their more carcinogenic and mutagenic impacts. In this study, Pseudomonas aeruginosa PP4 strain and synthesized iron nanoparticles were used to evaluate the biodegradation efficiency (BE %) of residual anthracene. The BE (%) of mixed degradation system (Anthracene + PP4+ FeNPs) was obtained about 67 %. The FTIR spectra result revealed the presence of functional groups (C-H, -CH3, CC, =C-H) in the residual anthracene. The FESEM and TEM techniques were used to determine the surface analysis of the synthesized FeNPs and the average size was observed by TEM around 5-50 nm. The crystalline nature of the synthesized iron nanoparticles was confirmed by the observed different respective peaks of XRD pattern. The various functional constituents (OH, C-H, amide I, CH3) were identified in the synthesized iron nanoparticles by FTIR spectrum. In conclusion, this integrated nano-bioremediation approach could be an promising and effective way for many environmental fields like cleanup of hydrocarbon rich environment.


Asunto(s)
Antracenos , Pseudomonas aeruginosa , Antracenos/metabolismo , Hierro , Biodegradación Ambiental , Nanopartículas Magnéticas de Óxido de Hierro
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