RESUMO
Eight new sesquiterpene derivatives (2, 4-6 and 10-13), along with five known analogues were isolated from the mangrove endophytic fungus Phomopsis sp. SYSU-QYP-23. Their structures of new compounds were established by spectroscopic methods, and the absolute configurations were confirmed by single-crystal X-ray diffraction analysis and comparison of the experimental ECD spectra. The absolute configuration of the side chain in 1 was first defined by modified Mosher's method. Compounds 1-7 showed potent inhibitory activities against nitric oxide (NO) production in lipopolysaccharides (LPS) induced RAW 264.7 cells with IC50 values ranging from 8.6 to 14.5 µM. The molecular docking results implied that the bioactive sesquiterpenes may directly bind with targeting residues in the active cavity of iNOS protein.
Assuntos
Inibidores Enzimáticos/farmacologia , Óxido Nítrico Sintase Tipo II/antagonistas & inibidores , Óxido Nítrico/antagonistas & inibidores , Phomopsis/química , Sesquiterpenos/farmacologia , Animais , Inibidores Enzimáticos/síntese química , Inibidores Enzimáticos/isolamento & purificação , Inibidores Enzimáticos/metabolismo , Humanos , Ligação de Hidrogênio , Camundongos , Simulação de Acoplamento Molecular , Óxido Nítrico Sintase Tipo II/química , Óxido Nítrico Sintase Tipo II/metabolismo , Ligação Proteica , Células RAW 264.7 , Sesquiterpenos/química , Sesquiterpenos/isolamento & purificação , Sesquiterpenos/metabolismoRESUMO
Four new isobenzofuranone monomers, (+)-epicoccone C ((+)-1), (-)-epicoccone C ((-)-1), epicoccone D (2), epicoccone E (3) and one new isobenzofuranone dimer, epicolactone A (4), together with four known related dimers were obtained from the fermentation of an endophytic fungus, Epicoccum nigrum SCNU-F0002, which was isolated from the fresh fruit of the mangrove plant Acanthus ilicifolius L. Their structures were elucidated on the basis of spectroscopic methods, single-crystal X-ray diffraction analysis, and electronic circular dichroism calculations. These isolated compounds (1-8) were evaluated for their antioxidant activity and α-glucosidase enzyme inhibitory activity. All of the compounds except 5 exhibited more potent α-glucosidase inhibitory effect than acarbose. Most of the compounds showed superior antioxidant activity with IC50 values ranging from 10.2 to 15.3⯵M than positive control, gallic acid and vitamin C.
Assuntos
Antioxidantes/uso terapêutico , Ascomicetos/patogenicidade , Frutas/química , Fungos/patogenicidade , Extratos Vegetais/química , alfa-Glucosidases/uso terapêutico , Antioxidantes/farmacologia , alfa-Glucosidases/farmacologiaRESUMO
Six new polyketides, including one coumarin (1), two isocoumarins (2 and 3), dihydroradicinin (4), and two benzofuranone derivatives (7 and 8), together with seven known analogues (5-6 and 9-13) were isolated from the culture of the mangrove endophytic fungus Epicoccum nigrum SCNU-F0002. The structures were elucidated on the interpretation of spectroscopic data. The absolute configuration of Compounds 2 and 3 were determined by comparison of their ECD spectra with the data of their analogue dihydroisocoumarins described in the literature. The absolute configuration of 4 was determined by single-crystal X-ray diffraction. All the compounds were screened for their antioxidant, antibacterial, anti-phytopathogenic fungi and cytotoxic activities. Using a DPPH radical-scavenging assay, Compounds 10-13 showed potent antioxidant activity with IC50 values of 13.6, 12.1, 18.1, and 11.7 µg/mL, respectively. In addition, Compounds 6 and 7 showed antibacterial effects against Bacillus subtilis (ATCC 6538), Escherichia coli (ATCC 8739), and Staphylococcus aureus (ATCC 6538), with MIC values in the range of 25-50 µg/mL.
Assuntos
Organismos Aquáticos/química , Ascomicetos/química , Endófitos/química , Policetídeos/farmacologia , Acanthaceae/microbiologia , Antibacterianos/química , Antibacterianos/isolamento & purificação , Antibacterianos/farmacologia , Antineoplásicos/química , Antineoplásicos/isolamento & purificação , Antineoplásicos/farmacologia , Bacillus subtilis/efeitos dos fármacos , Linhagem Celular Tumoral , Escherichia coli/efeitos dos fármacos , Sequestradores de Radicais Livres/química , Sequestradores de Radicais Livres/isolamento & purificação , Sequestradores de Radicais Livres/farmacologia , Humanos , Testes de Sensibilidade Microbiana , Estrutura Molecular , Policetídeos/química , Policetídeos/isolamento & purificação , Staphylococcus aureus/efeitos dos fármacos , Áreas AlagadasRESUMO
We report the observation of an electric field in twisted-bilayer molybdenum disulfide (MoS2) and elucidate its correlation with local polar domains using four-dimensional scanning transmission electron microscopy (4D-STEM) and first-principles calculations. We reveal the emergence of in-plane topological vortices within the periodic moiré patterns for both commensurate structures at small twist angles and the incommensurate quasicrystal structure that occurs at a 30° twist. The large-angle twist leads to mosaic chiral vortex patterns with tunable characteristics. A twisted quasicrystal bilayer, characterized by its 12-fold rotational symmetry, hosts complex vortex patterns and can be manipulated by picometer-scale interlayer displacement. Our findings highlight that twisting 2D bilayers is a versatile strategy for tailoring local electric polar vortices.
RESUMO
Atmospheric water harvesting (AWH) is a possible solution for the current water crisis on the Earth, and the key process of AWH has been widely applied in commercial dehumidifiers. To improve the energy efficiency of the AWH process, applying a superhydrophobic surface to trigger coalescence-induced jumping could be a promising technique that has attracted extensive interest. While most previous studies focused on optimizing the geometric parameters such as nanoscale surface roughness (<1 µm) or microscale structures (10 µm to a few hundred µm range), which might enhance AWH, here, we report a simple and low-cost approach for superhydrophobic surface engineering, through alkaline oxidation of copper. The prepared medium-sized microflower structures (3-5 µm) by our method could fill the gap of the conventional nano- and microstructures, simultaneously act as the preferable nucleation sites and the promoter for the condensed droplet mobility including droplet coalescence and departure, and eventually benefit the entire AWH performances. Moreover, our AWH structure has been optimized with the aid of machine learning computer vision techniques for droplet dynamic analysis on a micrometer scale. Overall, the alkaline surface oxidation and medium-scale microstructures could provide excellent opportunities for superhydrophobic surfaces for future AWH.
RESUMO
Two new compounds, an abscisic acid-type sesquiterpene (1), and one asterric acid derivative (2), together with three known compounds (3-5) were isolated from mangrove endophytic fungus Pleosporales sp. SK7. The structures of these metabolites were determined by NMR, X-ray crystal diffraction, CD and HR-ESI-MS. All compounds were tested for their antibacterial, antioxidant and cytotoxic activities, among these compounds, 5 showed cytotoxicity against MDA-MB-435 cell with an IC50 of 25.96 ± 0.32 µM.
Assuntos
Endófitos/metabolismo , Fungos/metabolismo , Áreas Alagadas , Antibacterianos/química , Antibacterianos/isolamento & purificação , Antibacterianos/farmacologia , Antineoplásicos/química , Antineoplásicos/isolamento & purificação , Antineoplásicos/farmacologia , Antioxidantes/química , Antioxidantes/isolamento & purificação , Antioxidantes/farmacologia , Ascomicetos/química , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Éteres Fenílicos/isolamento & purificação , Sesquiterpenos/isolamento & purificaçãoRESUMO
A pair of uncommon fused multicyclic polyketides with a two- spiro-carbon skeleton, (±)-isoepicolactone, (±)-1, and one new isobenzofuranone monomer (4), together with four other known biosynthetically related compounds were isolated from the fermentation of an endophytic fungus, Epicoccum nigrum SCNU-F0002, which was isolated from the fresh fruit of the mangrove plant Acanthus ilicifolius L. Comprehensive spectroscopic analysis, X-ray crystallography, together with calculated ECD, were employed to define the structures. The antibacterial and COX-2 inhibitory activities of the compounds (1-6) were evaluated. A possible biogenetic pathway of (±)-isoepicolactone was confirmed.
RESUMO
Four new compounds, asperisocoumarin G (1), asperisocoumarin H (2), (±)-asperisocoumarin I [(±)-3], along with the known pergillin (4) and penicisochroman L (5) were isolated from a mangrove endophytic fungus Aspergillus sp. 085242 by further chemical investigation. The structures of the new compounds, including their absolute configurations, were established by analysis of HR-ESI-MS and NMR spectroscopic data, and ECD calculation. Asperisocoumarins G-I (1-3) were new isocoumarins belonging to the class of furo[3, 2-h]isocoumarins which are rarely found in natural sources. All of the isolated compounds were evaluated for their α-glucosidase inhibitory effects, and compounds 1 and 4 showed moderate α-glucosidase inhibitory activity, respectively. In an antimicrobial test, the racemate of 3 showed antibacterial activity against Salmonella.
Assuntos
Antibacterianos/farmacologia , Aspergillus/química , Inibidores de Glicosídeo Hidrolases/farmacologia , Isocumarinas/química , Isocumarinas/isolamento & purificação , Isocumarinas/farmacologia , Estrutura MolecularRESUMO
Chemical investigation of the mangrove endophytic fungus Cladosporium sp. SCNU-F0001 resulted in the isolation and identification of a new macrolide compound named thiocladospolide E (1) and a novel macrolide lactam named cladospamide A (2), along with the known cladospolide B (3). The structures were elucidated based on spectroscopic methods, and the absolute configurations were determined by X-ray diffraction and HPLC analysis after chemical derivatization. All compounds were tested for their antibacterial and cytotoxic activity.