RESUMEN

Endophytic fungi from desert plants belong to a unique microbial community that has been scarcely investigated chemically and could be a new resource for bioactive natural products. In this study, 13 secondary metabolites (1-13) with diverse carbon skeletons, including a novel polyketide (1) with a unique 5,6-dihydro-4H,7H-2,6-methanopyrano[4,3-d][1,3]dioxocin-7-one ring system and three undescribed polyketides (2, 7, and 11), were obtained from the endophytic fungus Neocamarosporium betae isolated from two desert plant species. Different approaches, including HR-ESI-MS, UV spectroscopy, IR spectroscopy, NMR, and CD, were used to determine the planar and absolute configurations of the compounds. The possible biosynthetic pathways were proposed based on the structural characteristics of compounds 1-13. Compounds 1, 3, 4, and 9 exhibited strong cytotoxicity toward HepG2 cells compared with the positive control. Several metabolites (2, 4-5, 7-9, and 11-13) were phytotoxic to foxtail leaves. The results support the hypothesis that endophytic fungi from special environments, such as desert areas, produce novel bioactive secondary metabolites.

RESUMEN

The escalating prevalence of antibiotic-resistant bacteria has led to a serious global public health problem; therefore, there is an urgent need for the development of structurally innovative antibacterial agents. In our study, a series of biphenyl and dibenzofuran derivatives were designed and synthesized by Suzuki-coupling and demethylation reactions in moderate to excellent yields (51-94% yield). Eleven compounds exhibited potent antibacterial activities against the prevalent antibiotic-resistant Gram-positive and Gram-negative pathogens, among which compounds 4'-(trifluoromethyl)-[1,1'-biphenyl]-3,4,5-triol (6i) and 5-(9H-carbazol-2-yl) benzene-1,2,3-triol (6m) showed the most potent inhibitory activities against methicillin-resistant Staphylococcus aureus and multidrug-resistant Enterococcus faecalis with MIC (minimum inhibitory concentration) values as low as 3.13 and 6.25 µg/mL, respectively. Compounds 3',5'-dimethyl-[1,1'-biphenyl]-3,4,4',5-tetraol (6e), 4'-fluoro-[1,1'-biphenyl]-3,4,5-triol (6g), and 4'-(trifluoromethyl)-[1,1'-biphenyl]-3,4,5-triol (6i) showed comparable inhibitory activities with ciprofloxacin to Gram-negative bacterium carbapenems-resistant Acinetobacter baumannii. Study of the structure-activity relationship indicated that a strong electron-withdrawing group on the A ring and hydroxyl groups on the B ring of biphenyls were beneficial to their antibacterial activities, and for benzo-heterocycles, N-heterocycle exhibited optimal antibacterial activity. These results can provide novel structures of antibacterial drugs chemically different from currently known antibiotics and broaden prospects for the development of effective antibiotics against antibiotic-resistant bacteria.

RESUMEN

The fungus Emericella sp. XL029 isolated from leaves of Panax notoginseng was investigated for agents with potential antibacterial and antifungal activities using a one strain-many compounds (OSMAC) strategy. Fifteen compounds, including seven undescribed structures, were obtained from this species. Their structures were confirmed by extensive spectroscopic data, single-crystal X-ray crystallography and quantum chemistry calculations. Emerlactam A exhibited better antibacterial activity against multidrug-resistant Enterococcus faecium and antifungal activity against Helminthosporium maydis, with an MIC value of 12.5 µg/mL. Quiannulatic acid displayed significant antibacterial activity against multidrug-resistant Enterococcus faecium and multidrug-resistant Enterococcus faecalis with MIC values of 1.56 µg/mL and 3.13 µg/mL, respectively. 5-alkenylresorcinol exhibited significant antifungal activity against all tested phytopathogenic fungi with MIC values ranging from 6.25 to 12.5 µg/mL.

Asunto(s)

RESUMEN

Fourteen eremophilane sesquiterpenoids (1-14), including nine new congeners, septoreremophilanes A-I (1-9), together with three known sesquiterpenes (15-17), two known tetralone derivatives (18, 19), and two known cholesterol analogues (20, 21), were isolated from the endophytic fungus Septoria rudbeckiae. Compounds 1-6 and 7a belong to the family of the highly oxygenated eremophilane sesquiterpenoids with a 6/6/5 tricyclic system and bearing a hemiacetal moiety. The inhibitions of all metabolites against eight bacteria were estimated in vitro, and nine new metabolites (1-9) were tested for antineuroinflammatory activity. Notably, the effects of 4 against Pseudomonas syringae pv. actinidae and 20 against Bacillus cereus displayed potent inhibitory, with the MIC values of 6.25 and 6.25 µM, respectively. Further, scanning electron microscopy analyses indicated that 4 and 20 were to change the outer configuration of bacterial cells, respectively, and the investigations demonstrated that 4 and 20 may act as potential structure templates for the development of the agrochemical bactericides. Additionally, compound 6 displayed potent inhibition of NO generation in lipopolysaccharide-induced BV-2 microglial cells (IC50 = 12.0 ± 0.32 µM), and the conceivable anti-inflammatory mechanisms implicated were also investigated by molecular docking. Thus, the bioactive metabolites of the strain S. rudbeckiae may serve as a novel resource to be developed.

Asunto(s)

RESUMEN

The remediation of metalliferous mine tailings remains a challenge in many regions of the world. A field experiment was conducted on representative Pb-Zn mine tailings with different species richness (1-, 4-, 8-, and 16-species) to evaluate the potential roles of species diversity in the phytoremediation of metalliferous mine tailings. The main results were ① high species diversity greatly enhanced vegetation cover and biomass. For example, the average vegetation cover and biomass were 33.4% and 66.7 g ·m-2 in 1-species plots and reached 78.4% and 183.8 g ·m-2 in 16-species plots, respectively. ② Plant species diversity had significant effects on nutrient accumulation. Total organic carbon (TOC), water organic carbon (SOC), total nitrogen (TN) and total phosphorus (TP) significantly increased with the species diversity (TOC:r=0.30,P<0.001; SOC:r=0.20,P<0.05; TN:r=0.24,P<0.05; TP:r=0.20,P<0.05). ③ Species diversity not only reduced the concentration of diethylenetriamine pentaacetate (DTPA)-extracted metals in the mine tailings, but also decreased heavy metal transfer and accumulation in the soil-plant system. With enhanced species diversity, DTPA-extracted Cd, Cu, Pb, and Zn decreased significantly (DTPA-Cd:r=0.20,P<0.05; DTPA-Cu:r=0.19, P<0.05; DTPA-Pb:r=0.23, P<0.05; DTPA-Zn:r=0.23, P<0.05). With increasing species diversity, a slightly decreasing trend was observed for Cd, Cu, Pb, and Zn concentrations in the aboveground parts of plants (Cd:r=-0.16, P<0.01; Cu:r=-0.23, P<0.001; Pb:r=-0.15, P<0.05; Zn:r=-0.18, P<0.001). In conclusion, plant diversity can play an important role in mine reclamation.

Asunto(s)

RESUMEN

With unique advantages, the small-molecule anticancer drugs have recently gained growing attention. Particular strategies, exemplified by high-throughput screening, fragment-based drug discovery, virtual screening and knowledge-based design, have been developed to identify active compounds. However, such screens generally rely on sophisticated and expensive instrumentations. Herein, we developed a simple spheroids 3D culture system to enable direct screening of small molecules with reliable results. Using this system, we screened 27 fungal natural products and three fungal crude extracts for their inhibitory effects on cancer cell growth, and invasion. We identified that the compound M23 (epitajixanthone hydrate, a derivative of prenylxanthone) and the crude extracts (MPT-191) from the fungi Taxus chinensis showed potential anticancer activity. The effect of epitajixanthone hydrate on cancer cell growth and invasion were further confirmed by the assays of cells viability, trans-well migration and invasion, colony formation and cells reattachment. Overall, Epitajixanthone hydrate was identified as an effective inhibitor of cancer cell growth and invasion by our simple and fast screening platform.

Asunto(s)

RESUMEN

Three new inositol angelate compounds (1-3) and two new tirucallane-type alkaloids (4 and 5) were isolated from the Amoora dasyclada, and their structures were established mainly by means of combination of 1D and 2D nuclear magnetic resonance and HR-ESI-MS. Based on cytotoxicity testing, compounds 4 and 5 exhibited significant cytotoxic activity against human cancer cell line HepG2 with IC50 value at 8.4 and 13.2 µM. In addition, compounds 4 and 5 also showed remarkable growth inhibitory activity to Artemia salina larvae.

Asunto(s)

RESUMEN

A field trial was conducted with abandoned Pb-Zn mine tailings to evaluate the effectiveness of amendments with different C/N/P ratios on plant growth, soil nutrients and enzyme activities, and heavy metal concentrations in plant tissues and the mine tailings. The following results were noted. ①The application of amendments with different C/N/P ratios promoted plant growth and development. The vegetation cover and biomass increased from 2.0%-20.0% and 9.4-115 g·m-2 at 6 months to 62.5%-98.5% and 389-2358.3 g·m-2 at 30 months, respectively. ②When compared with the control tailings, the mean values of organic carbon, water organic carbon, nitrate nitrogen, and available phosphorus in the treatments with different C/N/P ratios increased 6.0%-93.3%, 1.3%-49.3%, 12.3%-214.7%, and 2.7%-81.3%, respectively. Similarly, the addition of amendments with different C/N/P ratios enhanced the soil enzyme activities of dehydrogenase, ß-glucosidase, urease, and phosphatase 0.3-2.8, 0.1-1.4, 0.1-0.6, and 0.1-0.5 times those in the tailings. ③The addition of amendments with different C/N/P ratios decreased the concentrations of diethylenetriamine pentaacetate (DTPA)-extracted Cd, Cu, Pb, and Zn in the mine tailings and the accumulation of Cd, Cu, Pb, and Zn in plant tissues in different degrees. DTPA-Cd, DTPA-Cu, DTPA-Pb, and DTPA-Zn decreased 2.5%-40.2%, 1.4%-25.6%, 1.4%-15.2%, and 0.4%-24.9%, respectively, compared with the control tailings. ④Pearson's correlation coefficients showed that the vegetation cover and biomass were correlated positively with the soil nutrient elements and enzyme activities and negatively with DTPA-extractable metal concentrations. No correlations were observed between the plant metal concentrations and soil DTPA-extractable metal concentrations, nutrient elements, and enzyme activities. Generally, amendments with different C/N/P ratios aided phytostabilization of some types of mine tailings is the preferred option for full remediation of these mine wastelands.

Asunto(s)

RESUMEN

Two new C13 -polyketides, aureonitols A and B (1 and 2), along with five known compounds (3-7), were isolated from the solid fermentation culture of the plant endophytic fungus Chaetomium globosum from the aerial parts of Salvia miltiorrhiza. The structures and absolute configurations of 1 and 2 were determined by comprehensive spectroscopic data analysis and computed methods. Compound 5 was found to display the remarkable antimicrobial activities against four multidrug-resistant bacteria (Enterococcus faecalis, Enterococcus faecium, Staphylococcus aureus, and Staphylococcus epidermidis) with MIC values of 3.13-6.25 µg/mL (ciprofloxacin: 0.78-1.56 µg/mL), and also against all tested fungal strains with MIC values of 3.13-25 µg/mL (ketoconazole: 0.78-12.50 µg/mL).

Asunto(s)

RESUMEN

To date, very few attempts have been made to systematically compare the effectiveness of agricultural and nonagricultural organic wastes for aided phytostabilization of mine tailings under field conditions. In this study, we performed a field trial to compare the effectiveness of three agricultural organic wastes: chicken manure (CM), crop straw (CS), and spent mushroom compost (SMC), with that of three nonagricultural organic wastes, municipal sludge (MS), medicinal herb residues (MHR), and sweet sorghum vinasse (SSV) for aided phytostabilization of a Pb-Zn mine tailings pond in Hunan Province, China. Eight plant species naturally established in the vicinity of the mine were selected and seeded onto trial plots. It was found that the CM-amended plots had the highest (p < 0.05) vegetation cover (86%) and biomass production (881 g m-2), compared to other treatments. CM was also one of the best amendments in terms of improving soil nutrient status, increasing activities of soil enzymes, and immobilizing soil Pb. In addition, CM-amended plots were characterized by their higher microbial diversity and distinct microbial community structure as compared to the control plots. MS was the second best amendment in promoting vegetation cover (71%) and biomass production (461 g m-2), and it performed as well as CM for improving nutrient status, immobilizing heavy metals, and increasing the activities of enzymes in the mine tailings. Suggestions for further lines of research are made in order to develop future investigations.

RESUMEN

Two new ent-atisanediterpenoids, ent-atisane-16ß, 17-isopropylidenedioxy-19-ol-3-one (1) and ent-atisane-16ß, 17-isopropylidenedioxy-11ß, 18-dihydroxyl-3-one (2) were isolated from the whole plants of Euphorbia wallichii. Their structures were elucidated on the basis of extensive spectroscopic analyses.

Asunto(s)

RESUMEN

A field trial was conducted in an abandoned Pb/Zn mine tailings to evaluate the effectiveness of three industrial wastes [sweet sorghum vinasse (SSV), medicinal herb residues (MHR) and spent mushroom compost (SMC)] as organic amendments on plant growth, soil nutrients and enzyme activities, and heavy metal concentrations in plant tissues and the mine tailings. (1) The main findings were as follows: (1) The mean concentrations of diethylene-triamine-pentaacetic acid (DTPA)-extractable Cd, Cu, Pb and Zn in SSV, MHR and SMC treatments decreased by 24.2%-27.3%, 45.7%-48.3%, 18.0%-20.9% and 10.1%-14.2% as compared to the control tailings. When compared to the control tailings, the mean values of organic matter, ammonium-N and available P in SSV, MHR and SMC treatments increased by 2.27-2.32, 12.4-12.8 and 4.04-4.74 times, respectively. Similarly, the addition of SSV, MHR and SMC significantly enhanced soil enzyme activities (dehydrogenase, beta-glucosidase, urease and phosphatase), being 5.51-6.37, 1.72-1.96, 6.32-6.62 and 2.35-2.62 times higher than those in the control tailings. (2) The application of these wastes promoted seed germination and seedling growth. The vegetation cover reached 84%, 79% and 86% at SSV, MHR and SMC subplots. For Lolium perenne and Cynodon dactylon, the addition of SSV, MHR and SMC led to significant increases in the shoot biomass yields with 4.2-5.6 and 15.7-17.3 times greater than those in the tailings. Moreover, the addition of SSV, MHR and SMC significantly reduced the concentrations of Cd, Cu, Pb and Zn in the shoots of L. perenne and C. dactylon in comparison with the control tailings. (3) Pearson's correlation coefficients showed that the vegetation cover and biomass were positively correlated with soil nutrient elements and enzyme activities. Significant negative correlations were observed between DTPA-extractable metal concentrations and vegetation cover and biomass. The metal concentrations in plants were positively correlated with soil DTPA-extractable metal concentrations and negatively correlated with soil nutrient elements and enzyme activities. The results obtained in this field study confirmed that the three organic-rich industrial wastes could be used as amendments for aided phytostabilization of some types of mine tailings.

Asunto(s)

RESUMEN

Acidification is a major constraint for revegetation of sulphidic metal-contaminated soils, as exemplified by the limited literature reporting the successful phytostabilization of mine soils associated with pH<3 and high acidification potential. In this study, a combination of ameliorants (lime and chicken manure) and five acid-tolerant plant species has been employed in order to establish a self-sustaining vegetation cover on an extremely acid (pH<3) polymetallic pyritic mine waste heap in southern China exhibiting high acidification potential. The results from the first two-year data showed that the addition of the amendments and the establishment of a plant cover were effective in preventing soil acidification. Net acid-generating potential of the mine soil decreased steadily, whilst pH and acid neutralization capacity increased over time. All the five acid-tolerant plants colonized successfully in the acidic metal-contaminated soil and developed a good vegetation cover within six months, and subsequent vegetation development enhanced organic matter accumulation and nutrient element status in the mine soil. The two-year remediation program performed on this extremely acid metalliferous soil indicated that aided phytostabilization can be a practical and effective restoration strategy for such extremely acid mine soils.

Asunto(s)

RESUMEN

A new 1,3-dihydroisobenzofuran derivative (), together with its epimer (), was isolated from marine Streptomyces sp. W007. The structure of the two compounds was established by extensive spectroscopic analysis and comparison with reported data. The absolute configurations of and were determined by a combination of experimental and computational means, including J-coupling analysis and nuclear Overhauser effect spectroscopy (NOESY) spectra, nuclear magnetic resonance (NMR) calculations, electronic circular dichroism (ECD), and optical rotation (OR) calculations. Compound had no cytotoxicity against human lung adenocarcinoma cell line A549, while compound exhibited weak activity, suggesting that the biological activity depends on the configuration of a single chirality center.

Asunto(s)

RESUMEN

The present work is to investigate the chemical constitutions of Hyptis rhomboidea and their antifungal activities. The compounds were isolated by Toyopearl HW-40, Sephadex LH-20, MCI-Gel CHP-20, RP-18, PTLC and silica column chromatographic methods and subjected to evaluate some monomers antifungal activity of eight kinds of plant pathogenic bacteria. Eleven compounds were isolated and identified as ethyl caffeate (1), ursolic acid (2), oleanolic acid (3), vanillactic acid (4), methyl rosmarinate (5), kaempferol 3-O-alpha-L-rhamnopyranosyl-(1 --> 6) -beta-D-glucopyranoside (6), kaempferol 3-O-alpha-L-rhamnopyranosyl-(1 --> 6)-beta-D-glucopyranoside (7), ilexgenin A (8), beta-amyrin (9), kaempferol 3-O-beta-D-glucopyranoside (astrgalin, 10) and cholest-5-ene-3beta, 4beta-diol (11). Compound 1 showed the strongest inhibitory effect on Sclerotinia sclerotiorum with the MIC 16.2 mg x L(-1), and compound 5 showed the strongest inhibitory effect on S. minor and Exserohilum turcicum with MIC 16.2, 8.1 mg x L(-1), respectively. All compounds were isolated from the H. rhomboidea for the first time, and compounds 1 and 5 showed antifungal activity.

Asunto(s)

RESUMEN

Three novel azaphilone alkaloids, namely chaetomugilides A-C (1-3), together with three related compounds (4-6) were isolated from the methanol extract of Chaetomium globosum TY1, an endophytic fungus isolated from Ginkgo biloba. Their structures were elucidated on the basis of extensive 1D and 2D NMR as well as HRESI-MS spectroscopic data analysis. The isolated compounds exhibited highly cytotoxic activities against human cancer cell line HePG2 with the IC50 values range from 1.7 to 53.4µM.

Asunto(s)

Asunto(s)

RESUMEN

Heavy metal pollution is a major environmental problem of mine wasteland. Finding out the tolerant plants, which can adapt to the local climate and the soil conditions, is the premise of vegetation restoration. An extensive vegetation survey and sampling were conducted in Huayuan Mn and Pb/Zn mineland, 76 species belonging to 69 genera and 39 families were recorded. The main dominant species and their associated soils were determined for heavy metal concentrations. The results showed that soil Pb, Zn and Cd levels exceeded the threshold levels of Class II of China Environmental Quality Standard for Soils, which suggested minesoils might be polluted by the three elements. The main dominant plants can adapt to the unfavorable edaphic conditions of mineland and were tolerant to heavy metals. There were great variations of metal uptake and accumulation among different plant species. They were classified into three types according to the metal concentrations in the plant shoots and roots: the accumulator, e. g. Camellia oleifera and Dicranopteris dichotoma, absorbed a large amount of heavy metals by the roots and transported to the shoots, which can be used to clean up the soils containing light to moderate toxic metal concentration and with high-value; the root compartment, e. g. Rubus tephrodes, R. corchorifolius, R. chroosepalus, Artemisia princeps and Pteridium aquilinum also absorbed a large amount of heavy metals but held in the roots; and the excluder, e. g. Miscanthus sinensis, Imperata cylindrica, Indocalamus tessellatus and Toddalia asiatica, absorbed less heavy metals than the accumulators. The root compartment and the excluder were more suitable for remediation of the mine wastelands with high heavy metal concentration, low-value and extensive area.

Asunto(s)

RESUMEN

A new azaphilone derivative, named fusarone (1), has been isolated from the ethyl acetate soluble extract of the fermentation broth of an endophytic fungus, Fusarium sp. LN-12, isolated from the leaves of Melia azedarach Linn. The structure of the new compound was established on the basis of extensive spectroscopic analysis, including 1D-NMR and 2D-NMR ((1) H-(1)H COSY, TOCSY, HSQC, HMBC, and NOESY) experiments. The absolute configurations of fusarone (1) and of a second related azaphilone were determined by means of electronic circular dichroism spectroscopy and optical rotation calculations.

Asunto(s)