Search Results (61)

Thirteen new decaline polyketides, namely, zosteropenillines T–W (1–4), 8-hydroxypallidopenilline A (5), 13-epi-zosteropenilline P (6), 11-epi-zosteropenilline N (7), 15-hydroxyzosteropenilline M (8), 8-hydroxyzosteropenilline M (9), 11-epi-zosteropenilline M (10), and zosteropenillines X–Z (11–13), along with 17 known related compounds (14–30) were isolated from the ethyl acetate extract of the marine-derived fungus Penicillium yezoense KMM 4679 cultivated on MgCl₂-containing nutrient medium. The structures of the isolated compounds were established based on spectroscopic methods. The absolute configurations of zosteropenillines T (1) and V (3) were determined using time-dependent density functional theory (TD-DFT) calculations of the ECD spectra. X-ray diffraction analysis data were obtained for the known zosteropenilline S (28). A biogenetic pathway for 1–13 was proposed. The effects of the compounds on Staphylococcus aureus and Candida albicans growth and biofilm formation were observed. Zosteropenillines U (2), Y (12) and Z (13) with higher activity against C. albicans biofilms were nontoxic for normal cardiomyocyte H9c2 cells, making them promising anti-candidal agents. Moreover, zosteropenillines U and Y demonstrated cardioprotective effects in acute ischemia/reperfusion and CoCl₂-mimicking hypoxia in vitro models. Full article

Concentrated solutions of polycarbosilane (PCS) are critically important for the development of continuous SiC precursor fibers, where solvent–polymer interactions govern rheology, viscoelastic stability, and spinnability. In this work, PCS solutions in two nonpolar hydrocarbon solvents with different molecular architectures as linear n-heptadecane and bicyclic decalin were systematically investigated over a wide concentration range, with emphasis on the semi-dilute entangled and concentrated regimes relevant to solution-based fiber spinning. A combined experimental approach involving steady and oscillatory rheometry and Fourier transform infrared (FTIR) spectroscopy was used to elucidate the influence of solvent structure on solvation, viscoelastic response, microstructural organization, and local intermolecular interactions. Despite similar dilute-solution interaction parameters, the concentrated regimes exhibit pronounced solvent-dependent differences in elasticity and flow behavior. For the first time, linear heptadecane is identified as a viable and technologically promising solvent for PCS, enabling the formation of thermostable homogeneous concentrated solutions with enhanced deformability. This behavior opens a realistic pathway toward a new solution-based fiber-spinning route based on elasticity-controlled processing. The results demonstrate that solvent molecular geometry governs the structure–rheology–processability relationship of concentrated PCS systems rather than solubility parameters alone, providing a new framework for solvent selection in SiC precursor fiber technologies. Full article

A novel two-step strategy was developed for the efficient synthesis of decalin and octahydroindene from lignocellulose-derived platform compounds. In the first step, bicyclic intermediates were directly generated via a cascade dehydration/Robinson annulation of 4-hydroxy-2-butanone with cyclohexanone (or cyclopentanone). Among the evaluated catalysts, CaO demonstrated the highest activity and selectivity. Based on CO₂-TPD results, the excellent performance of CaO can be rationalized by its proper basicity. In the second step, these intermediates were selectively hydrodeoxygenated to decalin (or octahydroindene) over Ni/H-ZSM-5 catalyst. Under the investigated reaction conditions, ~90% overall yields of decalin and octahydroindene were achieved. This work provides a viable strategy for the selective conversion of lignocellulose-derived platform compounds to the additives for improving the thermal stability of aviation fuel. Full article

This paper presents the results of a study of the catalytic hydrogenation of phenanthrene using catalysts based on chrysotile modified with nickel and titanium (chrysotile/NiTi), as well as coal shale. Complex characterization of catalysts in terms of acid, texture and morphological properties was carried out. Pre-reduction in the catalysts has been found to increase the yield of partially and fully hydrogenated products, including tetrahydronaphthalene, trans-decalin and dihydrophenanthrene. Particular attention is paid to the role of coal shale as a donor source of hydrogen in thermolysis conditions. The results of hydrogenation revealed complex mechanisms of phenanthrene transformations, including partial saturation of aromatic rings, desulfurization and the formation of alkyl-substituted compounds. The obtained data emphasize the prospects of using the studied catalysts in the processes of processing heavy and solid hydrocarbon raw materials, which opens up opportunities for creating new technologies for the production of liquid fuel. Full article

Two new decalin-tetramic acid hybrid metabolites, zopfiellamides C (1) and D (2) were isolated from the marine-derived fungus Aspergillus sp. NF666. The structure determination was accomplished on the basis of HRESIMS and NMR spectral data analyses including COSY, HSQC, HMBC, and NOESY experiments. Both isolated metabolites (1 and 2) exhibited significant growth inhibition against four clinically relevant bacterial strains with minimum inhibitory concentration (MIC) values of about 12.5 μΜ. Moreover, we proposed a plausible biosynthetic pathway of zopfiellamide D (2) in this work. Full article

Fusarium wilt of banana (FWB), caused by Fusarium oxysporum f. sp. cubense (Foc) tropical race 4 (TR4), poses a severe threat to the global banana industry. The screening of endophytic fungi from the mangrove plant led to the identification of Medicopsis sp. SCSIO 40440, which exhibited potent antifungal activity against Fusarium. The further fraction of the extract yielded ten compounds, including MK8383 (1) and nine new analogues, MK8383s B-J (2–10). The structures of 1–10 were elucidated using extensive spectroscopic data and single-crystal X-ray diffraction analysis. In vitro antifungal assays revealed that 1 showed strongly antifungal activities against Foc TR4, with an EC₅₀ of 0.28 μg/mL, surpassing nystatin and hygromycin B (32 and 16 μg/mL, respectively). Pot experiments showed that 1 or spores of SCSIO 40440 could significantly reduce the virulence of Foc TR4 on Cavendish banana. Full article

The behavior of the energy of the peaks of the first UV/Vis absorption band and the presence or absence of isosbestic points in this band with changing temperature for all-trans-DPH and all-trans-β-carotene, dissolved in 1-chlorobutane or hydrocarbon solvents, allows us to show conclusively whether these compounds transform their all-trans-molecular structures into a structure of their conformers. From these analyses, it is concluded that in these solvents, all-trans-DPH is not thermally transformed to its conformer s-cis-DPH in a temperature range from 133 K to 350 K. On the other hand, all-trans-β-carotene, as a model-compound, does show changes in its molecular structure in these solvents with changing temperature. We also show that a portion of all-trans-DPH dissolved in cis-Decalin, at room temperature, slowly transforms into its conformer s-cis-DPH. Full article

Fusarium avenaceum is an aggressive pathogen of pulse crops and a causal agent in root rot disease that negatively impacts Canadian agriculture. This study reports the results of a targeted metabolomics-based profiling of secondary metabolism in an 18-strain panel of Fusarium avenaceum cultured axenically in multiple media conditions, in addition to an in planta infection assay involving four strains inoculated on two pea cultivars. Multiple secondary metabolites with known roles as virulence factors were detected which have not been previously associated with F. avenaceum, including fungal decalin-containing diterpenoid pyrones (FDDPs), fusaoctaxins, sambutoxin and fusahexin, in addition to confirmation of previously reported secondary metabolites including enniatins, fusarins, chlamydosporols, JM-47 and others. Targeted genomic analysis of secondary metabolite biosynthetic gene clusters was used to confirm the presence/absence of the profiled secondary metabolites. The detection of secondary metabolites with diverse bioactivities is discussed in the context of virulence factor networks potentially coordinating the disruption of plant defenses during disease onset by this generalist plant pathogen. Full article

The supported Ni-P catalysts (marked as s-Ni-P/Hβ(3) and s-Ni-P/Ce-β(3)) were prepared by an incipient wetness step-impregnation method, and characterized by XRD, N₂ physisorption, TEM, XPS, and NH₃-TPD. The catalytic hydrodeoxygenation (HDO) performance was assessed using phenol in water (5.0 wt%) or in decalin (1.0 wt%) as the feed. After the introduction of Ce, the conversion of phenol increased due to the high dispersity of the active site. However, compared to s-Ni-P/Hβ(3), the amount of total and strong acid sites of s-Ni-P/Ce-β(3) decreased, restraining the cycloisomerization of cyclohexane to form methyl-cyclopentane. Moreover, the kinetics of the APHDO and OPHDO of phenol catalyzed by s-Ni-P/Hβ(3) and s-Ni-P/Ce-β(3) were investigated. Full article

Ten new decalin polyketides, zosteropenilline M (1), 11-epi-8-hydroxyzosteropenilline M (2), zosteropenilline N (3), 8-hydroxyzosteropenilline G (4), zosteropenilline O (5), zosteropenilline P (6), zosteropenilline Q (7), 13-dehydroxypallidopenilline A (8), zosteropenilline R (9) and zosteropenilline S (10), together with known zosteropenillines G (11) and J (12), pallidopenilline A (13) and 1-acetylpallidopenilline A (14), were isolated from the ethyl acetate extract of the fungus Penicillium yezoense KMM 4679 associated with the seagrass Zostera marina. The structures of isolated compounds were established based on spectroscopic methods. The absolute configurations of zosteropenilline Q (7) and zosteropenilline S (10) were determined using a combination of the modified Mosher’s method and ROESY data. The absolute configurations of zosteropenilline M (1) and zosteropenilline N (3) were determined using time-dependent density functional theory (TD-DFT) calculations of the ECD spectra. A biogenetic pathway for compounds 1–14 is proposed. The antimicrobial, cytotoxic and cytoprotective activities of the isolated compounds were also studied. The significant cytoprotective effects of the new zosteropenilline M and zosteropenillines O and R were found in a cobalt chloride (II) mimic in in vitro hypoxia in HEK-293 cells. 1-Acetylpallidopenilline A (14) exhibited high inhibition of human breast cancer MCF-7 cell colony formation with IC₅₀ of 0.66 µM and its anticancer effect was reduced when MCF-7 cells were pretreated with 4-hydroxitamoxifen. Thus, we propose 1-acetylpallidopenilline A as a new xenoestrogen with significant activity against breast cancer. Full article

In recent years, biofuels have gained considerable prominence in response to growing concerns about resource scarcity and environmental pollution. Previous investigations have revealed that the appropriate blending of iso-propanol–butanol–ethanol (IBE) into diesel significantly improves both the c combustion efficiency and emission performance of internal combustion engines (ICEs). However, the combustion mechanism of IBE–diesel for the numerical studies of engines has not reached maturity. In this study, a skeletal IBE–diesel multi-component mechanism, comprising 157 species and 603 reactions, was constructed using the decoupling method. It was formulated by amalgamating the reduced fuel-related sub-mechanisms derived from diesel surrogates (n-dodecane, iso-cetane, iso-octane, toluene, and decalin) and n-butanol, along with the detailed core sub-mechanisms of C₁, C₂, C₃, CO, and H₂. The constructed mechanism is capable of better matching the physical and chemical properties of actual diesel fuel. Extensive validation, including ignition delay, laminar flame speed, a premixed flame species profile, and engine experimental data, confirms the reliability of the mechanism in engine numerical studies. Subsequent investigations reveal that as the IBE blend ratio and EGR rate increase, the ignition delay exhibits an increase, while the combustion duration experiences a decrease. Blending IBE into diesel, along with a specific EGR rate, proves effective in simultaneously reducing NOx and soot emissions. Full article

Based on the TraPPE force field, previously unknown values of the parameters of the intermolecular interaction potential of trans-decalin were determined. Parametrization was carried out using experimental data on saturated vapor pressure and density at atmospheric pressure. The found parameters make it possible to adequately describe the boiling and condensation lines of trans-decalin and also predict the critical values of pressure, density, and temperature with satisfactory accuracy. Calculations of vapor-liquid phase equilibrium conditions for a binary CO₂—trans-decalin mixture in supercritical conditions for CO₂ were carried out. When quantitatively comparing the calculated values with experimental data, an underestimation of pressure at a temperature of 345.4 K by 30% is observed, which decreases to 5% for temperatures up to 525 K. Full article

New physicochemical data for trans-perfluorodecalin (trans-PDF) and cis-perfluorodecalin (cis-PFD) are presented. Based on the differential scanning calorimetry, the temperature and heat of the solid−liquid phase transition are determined. The coefficients of Antoine’s equation are calculated based on the experimental temperature–pressure dependence data. This article also presents data on the rheological properties («zero» shear viscosity and apparent activation energy for the viscous flow) of the studied compounds. The dependencies of refractive index and excess volume (density) on temperature are studied. Gas chromatography–mass spectrometry data and FTIR, ¹³C NMR, and ¹⁹F NMR spectra are provided. The dependencies are given for the perfluoro(butylcyclohexane) (BCH)–trans-PFD, BCH–cis-PFD, and trans-PFD–cis-PFD binary systems and BCH–trans-PFD–cis-PFD ternary system: refractive index and density (liquid molar volume and excess molar volume) of composition and temperature. The dependences of the excess molar volume on the composition and temperature of the mixtures are correlated with Redlich-Kister and Kohler equations. Full article

The application of jet fuel in gas turbines and diesel engines adheres to the Army’s single-fuel forward policy, streamlining supply chains. To ensure precise engine combustion numerical studies, surrogate fuels and mechanisms should faithfully replicate real fuel properties and combustion traits. In this work, a new four-component jet fuel surrogate containing 39.05% n-dodecane/21.79% isocetane/11.49% decalin/27.67% toluene by mole fraction is formulated based on a property optimizer. The new-formulated fuel surrogate can satisfactorily emulate the chemical and physical properties of real jet fuel, including cetane number (CN), threshold sooting index (TSI), molecular weight (MW), lower heating value (LHV), the ratio of hydrogen and carbon (H/C), liquid density, viscosity, and surface tension. Furthermore, a reduced and robust kinetic chemical mechanism (containing 124 species and 590 reactions) that could be directly employed in practical engine combustion simulations has also been developed for the proposed surrogate jet fuel. The mechanism is validated through comprehensive experimental data, including ignition delay time (IDT) determined in shock tubes and rapid compression machines (RCMs), species mole fractions measured in premixed flames and jet stirred reactors (JSRs), and laminar flame speeds. Generally, the property deviations of the jet fuel surrogate are less than 2% except for MW (10.73%), viscosity (5.88%), and surface tension (8.71%). The comparison results between the predictions and measurements are in good agreement, indicating that the current kinetic mechanism is capable of reflecting the oxidation process of real jet fuel. The current mechanism can accurately capture variations in the ignition delay time in the negative temperature coefficient (NTC) region as well. In the future, the proposed surrogate jet fuel could be applied in practical engine computational fluid dynamic (CFD) simulations. Full article

The purification of perfluoro(7-methylbicyclo[4.3.0]nonane) industrial fractions with a component content above 0.950 in mass fraction is not effective and requires the use of special separation methods. According to experimental data, the separation factor of the initial mixture during distillation with no additional substances is close to 1. At the same time, the addition of acetone (Ac) makes it possible to significantly intensify the process. Ac allowed for obtaining MBCN with a purity higher than 0.998 in mass fraction in one separation cycle, and the degree of recovery was more than 0.85 by weight. The paper presents data on the distribution of components (target product, identified and unidentified impurities of electrochemical fluorination of decalin) between the distillate and bottom product fractions, separation factor, liquid–liquid phase equilibrium in the MBCN-Ac system, and characteristics of the MBCN-Ac heteroazeotrope. Full article