Microplastics loaded with phenanthrene and derivatives are widely detected in aquatic environments,and the coating of natural minerals or organic macromolecules may change the environmental behavior of microplastics.I...Microplastics loaded with phenanthrene and derivatives are widely detected in aquatic environments,and the coating of natural minerals or organic macromolecules may change the environmental behavior of microplastics.In this study,three kinds of composites with different coverage were prepared by coating goethite on the surface of polyvinyl chloride microplastics to investigate the adsorption and desorption behavior of phenanthrene(PHE)and 1-hydroxyphenanthrene(1-OHPHE),and the effect of mucin on desorption was inves-tigated.The results showed that goethite promoted the adsorption of PHE and 1-OHPHE by increasing the specific surface area of the composites.With the increase of the cover de-gree,the adsorption of PHE decreased because of the decrease in hydrophobicity;while the adsorption of 1-OHPHE initially increased and then decreased with the contributions of hydrophobic interaction and hydrogen bond.The adsorption of 1-OHPHE could be influenced by the pH and ionic strength primarily through electrostatic interactions and Ca2+bridg-ing.The goethite significantly increased the desorption hysteresis for two chemicals due to the complicated pore structures and increased adsorption affinity.Mucin promoted the desorption of PHE through competitive adsorption,and inhibit the desorption of 1-OHPHE through hydrophobic interaction,hydrogen bonding and Ca2+bridging.This study elucidated the effects of natural minerals on the adsorption and desorption behavior of organic pollutants on microplastics,briefly discussed the effects of organic macromolecules on the desorption behavior of pollutants with different properties,and emphasized the different environmental behaviors of pollutants.展开更多
Phenanthrene(Phe)is one of the common polycyclic aromatic hydrocarbons in the environment,and recent studies show that it can cause cardiac developmental toxicity and immunotoxicity.However,it is still unknown whether...Phenanthrene(Phe)is one of the common polycyclic aromatic hydrocarbons in the environment,and recent studies show that it can cause cardiac developmental toxicity and immunotoxicity.However,it is still unknown whether it can affect the hematopoietic development in aquatic organisms.To address this question,zebrafish(Danio rerio)were chronically exposed to Phe at different concentrations.We found that Phe caused structural damage to the renal tubules in the kidney,induced malformed erythrocytes in peripheral blood,and decreased the proportion of myeloid cells in adult zebrafish,suggesting possible negative impacts that Phe posed to hematopoietic development.Then,using in situ hybridization technology,we found that Phe decreased the expression of primitive hematopoietic marker genes,specifically gata1 and pu.1,accompanied by an obstruction of primitive erythrocyte circulation.Furthermore,Phe impaired definitive hematopoiesis,increased aberrations of the transient hematopoietic site(PBI),and reduced the generation of hematopoietic stem cells,ultimately influencing the number of erythrocytes and myeloid cells.The findings suggested that Phe could induce hematopoietic toxicity in zebrafish embryos and pose unknown ecological risks.展开更多
Ketoesters were successfully utilized as the bifunctionalization reagents to react with diaryl alkynes under visible light and photocatalyst or additives free conditions. A series of phenanthrenes containing acyl and ...Ketoesters were successfully utilized as the bifunctionalization reagents to react with diaryl alkynes under visible light and photocatalyst or additives free conditions. A series of phenanthrenes containing acyl and ester groups were obtained in high yields. This protocol features with excellent regioselectivity, high efficiency, and atomic economy.展开更多
Cometabolic degradation is currently an effective and extensively way to remove high molecular weight polycyclic aromatic hydrocarbons(HMW-PAHs).Unfortunately,due to low bio-accessibility and high biotoxicity,the come...Cometabolic degradation is currently an effective and extensively way to remove high molecular weight polycyclic aromatic hydrocarbons(HMW-PAHs).Unfortunately,due to low bio-accessibility and high biotoxicity,the cometabolic degradation rate of HMW-PAHs is limited.Glycine-β-cyclodextrin(GCD)was obtained through amino modification ofβ-cyclodextrin(BCD)and added to cometabolic system of phenanthrene(PHE)and pyrene(PYR)to assist PYR biodegradation.Results show that the addition of GCD(100 mg/L)effectively improved the removal rate of PYR(20 mg/L)by 42.3%.GCD appeared to increase the bio-accessibility and reduce the biotoxicity of PHE and PYR,and then promoted the growth of Pseudomonas stutzeri DJP1 and stimulated the elevation of dehydrogenase(DHA)and catechol 12 dioxygenase(C12O)activities.The phthalate metabolic pathway was accelerated,which improved the cometabolic degradation.This study provided a new reference for the cometabolic degradation of HMW-PAHs.展开更多
Five novel(9,10-dihydro)phenanthrene and bibenzyl trimers,as well as two previously identified biphenanthrenes and bibenzyls,were isolated from the tubers of Bletilla striata.Their structures were elucidated through c...Five novel(9,10-dihydro)phenanthrene and bibenzyl trimers,as well as two previously identified biphenanthrenes and bibenzyls,were isolated from the tubers of Bletilla striata.Their structures were elucidated through comprehensive analyses of NMR and HRESIMS spectroscopic data.The absolute configurations of these compounds were determined by calculating rotational energy barriers and comparison of experimental and calculated ECD curves.Compounds 5b and 6 exhibited inhibitory effects on LPS-induced NO production in BV-2 cells,with IC_(50) values of 12.59±0.40 and 15.59±0.83μmol·L^(-1),respectively.A mechanistic study suggested that these compounds may attenuate neuroinflammation by reducing the activation of the AKT/IκB/NF-κB signaling pathway.Additionally,compounds 3a,6,and 7 demonstrated significant PTP1B inhibitory activities,with IC_(50) values of 1.52±0.34,1.39±0.11,and 1.78±0.01μmol·L^(-1),respectively.Further investigation revealed that compound 3a might inhibit LPS-induced PTP1B overexpression and NF-κB activation,thereby mitigating the neuroinflammatory response in BV-2 cells.展开更多
To study the antioxidant constituents from the stems of Dendrobium nobile, and to discuss theft structure-activity relationship. Compounds were isolated from a 60% ethanolic extract by various chromatographic techniqu...To study the antioxidant constituents from the stems of Dendrobium nobile, and to discuss theft structure-activity relationship. Compounds were isolated from a 60% ethanolic extract by various chromatographic techniques and were identified by spectral analysis. The antioxidant activities of compounds were evaluated by DPPH free radical scavenging assay. Five phenanthrenes and four lignans were obtained from the active fractions ofD. nobile. Their structures were identified as fimbriatone (1), confusarin (2), flavanthrinin (3), 2,5-dihydroxy-4,9-dimethoxyphenanthrene (4), 3,7-dihydroxy-2,4-dimethoxyphenanthrene (5), syringaresinol (6), pinoresinol (7), medioresinol (8) and lirioresinol-A (9), respectively. Compounds 2 and 6 exhibited more potent DPPH scavenging activities than vitamin C. All the above compounds were reported from this plant for the first time, and compounds 3, 4 and 9 were reported for the first time from the genus of Dendrobiurn. For all phenanthrenes and lignans, an electron-donating methoxyl group in the ortho position to the phenolic hydroxyl group exhibits enhanced antioxidant activities.展开更多
A phytochemical investigation on the stems and rhizomes of Sinomenium acutum led to the isolation of 19 compounds, including three phenanthrenes, six anthraquinones, and ten phenolic derivatives. The structures of the...A phytochemical investigation on the stems and rhizomes of Sinomenium acutum led to the isolation of 19 compounds, including three phenanthrenes, six anthraquinones, and ten phenolic derivatives. The structures of the isolated compounds were elucidated by analysis of the MS and NMR spectroscopic data and comparison with the literature. Compounds 1 and 2 are two new natural products, and their 1H and 13C NMR spectral data were fully assigned for the first time, with the help of2D NMR. All of the isolates were obtained from genus Sinomenium for the first time and the phenanthrene and anthraquinone are the structure type first reported from this genus plants.展开更多
Adsorption experiments were carried out to investigate the sorption behaviors of naphthalene and phenanthrene in six different soils and to determine the effects of temperature, linear alkylbenzene sulfonate (LAS) a...Adsorption experiments were carried out to investigate the sorption behaviors of naphthalene and phenanthrene in six different soils and to determine the effects of temperature, linear alkylbenzene sulfonate (LAS) and cetylrimethyl ammonium bromide (CTAB) on sorption. The results show that for a given sorbent phenanthrene exhibited greater nonlinear and stronger sorption than naphthalene. There was a strong negative correlation for the Koc values with organic carbon content (foc). The increase of temperature was not favorable to sorption. Sorption decreased along with the increasing aqueous LAS concentration from 0 to 1000 mg/L. At low CTAB concentration (〈 100 mg/L), the adsorption increased as CTAB hemimicelles formed on the soil surface. At high concentration, CTAB decreased the adsorption by occupying active hydrophobic adsorption sites and solubilization of naphthalene and phenanthrene.展开更多
The effects of maize root exudates and low-molecular-weight-organic anions (LMWOAs) on the desorption of phenanthrene from eight artificially contaminated soils were evaluated. A significant negative correlation was...The effects of maize root exudates and low-molecular-weight-organic anions (LMWOAs) on the desorption of phenanthrene from eight artificially contaminated soils were evaluated. A significant negative correlation was observed between the amounts of phenanthrene desorbed and the soil organic carbon (SOC) contents (P 〈 0.01), and the influences of soil pH and clay content on phenanthrene desorption were insignificant (P 〉 0.1). Neither maize root exudates nor oxalate and citrate anions influenced desorption of phenanthrene with the addition of NaN3. A faster phenanthrene desorption occurred without the addition of NaN3 in the presence of maize root exudates than oxalate or citrate due to the enhanced degradation by root exudates. Without the addition of NAN3, oxalate or citrate at different concentrations could inhibit phenanthrene desorption to different extents and the inhibiting effect by citrate was more significant than by oxalate. This study leads to the conclusion that maize root exudates can not enhance the desorption under abiotic condition with the addition of NaN3 and can promote the desorption of phenanthrene in soils without the addition of NaN3.展开更多
Phytoremediation of soil contaminated with phenanthrene and pyrene was investigated using twelve plant species. Plant uptake and accumulation of these chemicals were evaluated. At the end of the experiment(45 d), the ...Phytoremediation of soil contaminated with phenanthrene and pyrene was investigated using twelve plant species. Plant uptake and accumulation of these chemicals were evaluated. At the end of the experiment(45 d), the remaining respective concentrations of soil phenanthrene and pyrene in spiked vegetated soils, with initial phenanthrene of 133 3 mg/kg and pyrene of 171 5 mg/kg, were 8 71—16 4 and 44 9—65 0 mg/kg, generally 4 7%—49 4% and 7 1%—35 9% lower than their concentrations in the non vegetated soils. The loss of phenanthrene and pyrene in vegetated spiked soils were 88 2%—93 0% and 62 3%—73 8% of the added amounts of these contaminants, respectively. Although plant uptake and accumulation of these compounds were evident, and root concentrations and RCFs(root concentration factors; defined as the ratio of PAH concentrations in roots and in the soils on a dry weight basis) of these compounds significantly positively correlated to root lipid contents, plant uptake and accumulation only accounted for less than 0 01% and 0 23% of the enhanced loss of these chemicals in vegetated versus non vegetated soils. In contrast, plant promoted microbial biodegradation was the dominant mechanism of the phytoremediation for soil phenanthrene and pyrene contamination. Results from this study suggested a feasibility of the establishment of phytoremediation for soil PAH contamination.展开更多
The investigation of dissolved organic matter (DOM) on urease, catalase and polyphenol oxidase activity in a phenanthrene (Phe)- contaminated soil was conducted under laboratory incubation conditions. Values of so...The investigation of dissolved organic matter (DOM) on urease, catalase and polyphenol oxidase activity in a phenanthrene (Phe)- contaminated soil was conducted under laboratory incubation conditions. Values of soil enzymatic activity depended mainly on incubation time. In the initial 16 days, urease activity increased, and was followed by a decrease. In the initial 8 days, catalase activity decreased and then increased. Variation of polyphenol oxidase activity was just the reverse of catalase activity. After 30 days of incubation, no pronounced difference among treatments with Phe, Phe and DOM, and control were detected in urease, catalase and polyphenol oxidase activity. Phe might inhibit urease and catalase, and stimulate polyphenol oxidase. DOM could improve inhibition of Phe in soil urease and catalase activity during the initial period of applying DOM. Nevertheless, DOM had no significant effect on polyphenol oxidase activity in the Phe contaminated soil. There was a negative correlation between catalase and polyphenol oxidase (r = -0.761***), and catalase and urease (r = -0.554**). Additionally, a positive correlation between polyphenol oxidase and urease was also detected (r = 0.701***). It is implied that the formed DOM after application of organic wastes into soils may counteract the inhibition of polycyclic aromatic hydrocarbons in soil enzyme activities.展开更多
Phenanthrene was solubilized in two different nonionic surfactants, Tween80 and Triton X-100. The bioavailability of phenanthrene to the bacteria isolated from the petroleum contaminated soils was studied based on the...Phenanthrene was solubilized in two different nonionic surfactants, Tween80 and Triton X-100. The bioavailability of phenanthrene to the bacteria isolated from the petroleum contaminated soils was studied based on the rotary flasks experiments. The results showed that the concentration of nonionic surfactants above the critical micelle concentration(CMC) can increase the solubility of phenanthrene in water and were innoxious to the phenanthrene-degrading bacteria; phenanthrene solubilized in the micelles of Tween80 was bioavailable and biodegradable. The research demonstrated the potential of surfactant-enhanced bioremediation of soils contaminated by hydrophobic organic compounds(HOCs).展开更多
Seedling emergence tests were conducted in a meadow brown soil using five plant species(i.e., Chinese cabbage, green onion, tomato, turnip and wheat) to determine the phytotoxicity of phenanthrene, pyrene and their mi...Seedling emergence tests were conducted in a meadow brown soil using five plant species(i.e., Chinese cabbage, green onion, tomato, turnip and wheat) to determine the phytotoxicity of phenanthrene, pyrene and their mixtures. The soil was amended with up to 1000 mg/kg soil of phenanthrene or 600 mg/kg soil of pyrene. Seedling emergence and root growth were measured. The results indicated that root elongation was more sensitive than seedling emergence. Root length decreased with increasing phenanthrene or pyrene concentrations(p≤0 05). Phenanthrene was more phytotoxic than pyrene. The lowest observable adverse effect concentration(LOAEC) was 10 mg/kg for phenanthrene when tested with green onion, and 50 mg/kg for pyrene when tested with wheat. Among the five species, wheat was found to be the most sensitive. When amended jointly at or below their respective LOAEC, phenanthrene and pyrene produced a synergistic toxic effect.展开更多
Phytoremediation has long been recognized as a cost-effective method for the removal of polycyclic aromatic hydrocarbons (PAHs) from soil. A study was conducted to investigate the uptake and accumulation of PAHs in ...Phytoremediation has long been recognized as a cost-effective method for the removal of polycyclic aromatic hydrocarbons (PAHs) from soil. A study was conducted to investigate the uptake and accumulation of PAHs in root and shoot of Lolium perenne L. Pot experiments were conducted with series of concentrations of 3.31-378.37 mg/kg for phenanthrene and those of 4.22-365.38 mg/kg for pyrene in a greenhouse. The results showed that both ryegrass roots and shoots did take up PAHs from spiked soils, and generally increased with increasing concentrations of PAH in soil. Bioconcentration factors(BCFs) of phenanthrene by shoots and roots were 0.24- 4.25 and 0.17-2.12 for the same treatment. BCFs of pyrene by shoots were 0.20-1.5, except for 4.06 in 4.32 mg/kg treatment, much lower than BCFs of pyrene by roots (0.58-2.28). BCFs of phenanthrene and pyrene tended to decrease with increasing concentrations of phenanthrene and pyrene in soil. Direct uptake and accumulation of these compounds by Lolium perenne L. was very low compared with the other loss pathways, which meant that plant-promoted microbial biodegradation might be the main contribution to plant-enhanced removal of phenanthrene and pyrene in soil. However, the presence of Lolium perenne L. significantly enhanced the removal of phenanthrene and pyrene in spiked soil. At the end of 60 d experiment, the extractable concentrations of phenanthrene and pyrene were lower in planted soil than in non-planted soil, about 83.24%-91.98% of phenanthrene and 68.53%-84.10% of pyrene were removed from soils, respectively. The results indicated that the removal of PAHs in contaminated soils was a feasible approach by using Lolium perenne L.展开更多
Bacterium strain EVA17 was isolated from an oil-contaminated soil, and identified as Sphingomonas sp. based on analysis of 16S rDNA sequence,cellular fatty acid composition and physiological-chemical tests. The salicy...Bacterium strain EVA17 was isolated from an oil-contaminated soil, and identified as Sphingomonas sp. based on analysis of 16S rDNA sequence,cellular fatty acid composition and physiological-chemical tests. The salicylate hydroxylase and catechol 2,3-dioxygenase(C23O) were detected in cell-free lysates, suggesting a pathway for phenanthrene catabolism via salicylate and catechol. Alignment showed that both of the C23O and GST genes of the strain EVA17 had high similarity with homologues of strains from genus Sphingomonas. The phylogenetic analysis based on 16S rDNA and C23O gene sequence indicated that EVA17 should be classified into genus Sphingomonas, although the two phylogenetic trees were slightly different from each other. The results of co-amplification and sequence determination indicated that GST gene should be located upstream of the C23O gene.展开更多
Polyporus sp. S133, a fungus collected from contaminated soil, was used to degrade phenanthrene, a polycyclic aromatic hydrocarbon, in a mineral salt broth liquid culture. A maximal degradation rate (92%) was obtain...Polyporus sp. S133, a fungus collected from contaminated soil, was used to degrade phenanthrene, a polycyclic aromatic hydrocarbon, in a mineral salt broth liquid culture. A maximal degradation rate (92%) was obtained when Polyporus sp. S133 was cultured for 30 days with agitation at 120 r/min, as compared to 44% degradation in non-agitated cultures. Furthermore, the degradation was affected by the addition of surfactants. Tween 80 was the most suitable surfactant for the degradation of phenanthrene by Polyporus sp. S 133. The degradation rate increased as the amount of Tween 80 added increased. The rate in agitated cultures was about 2 times that in non-agitated cultures. The mechanism of degradation was determined through the identification of metabolites; 9,10-phenanthrenequinone, 2,2'-diphenic acid, phthalic acid, and protocatechuic acid. Several enzymes (manganese peroxidase, lignin peroxidase, laccase, 1,2-dioxygenase and 2,3-dioxygenase) produced by Polyporus sp. S133 were detected during the incubation. The highest level of activity was shown by 1,2-dioxygenase (187.4 U/L) after 20 days of culture.展开更多
Sorption and desorption of phenanthrene (PHE) onto black carbon (BC) extracted from sediments were studied in the presence of three types of dissolved organic matter (DOM), including L-phenylalanine (L-PH), pe...Sorption and desorption of phenanthrene (PHE) onto black carbon (BC) extracted from sediments were studied in the presence of three types of dissolved organic matter (DOM), including L-phenylalanine (L-PH), peptone and citric acid. The nonlinearity of the sorption isotherms increased in the presence of DOM. The presence of L-PH reduced the sorption capacity and desorption hysteresis because of the solubilization of PHE in L-PH solution. Peptone at 50-500 mg/L also led to a decrease in sorption attributed to solubilization, although the sorbed peptone on the BC surface could slightly increase PHE sorption. Unlike L-PH and peptone, citric acid enhanced the sorption capacity and irreversibility of PHE on BC mainly due to the strong sorption of citric acid on the BC surface. Our results may help to understand the different impacts of DOM on the distribution and transport of PAH in the environment.展开更多
The effect of nanometer anatase TiO2 was investigated on the photocatalytic degradation of phenanthrene on soil surfaces under a variety of conditions. After being spiked with phenanthrene, soil samples loaded with di...The effect of nanometer anatase TiO2 was investigated on the photocatalytic degradation of phenanthrene on soil surfaces under a variety of conditions. After being spiked with phenanthrene, soil samples loaded with different amounts of TiO2 (0 wt.%, 1 wt.%, 2 wt.%, 3 wt.%, and 4 wt.%) were exposed to UV-light irradiation for 25 hr. The results indicated that the photocatalytic degradation of phenanthrene followed the pseudo first-order kinetics. TiO2 significantly accelerated the degradation of phenanthrene with the half-life reduced from 45.90 to 31.36 hr for TiO2 loading of 0 wt.% and 4 wt.%, respectively. In addition, the effects of H202, light intensity and humic acid on the degradation of phenanthrene were investigated. The degradation of phenanthrene increased with the concentration of H202, light intensity and the concentration of humic acids. It has been demonstrated that the photocatalytic method in the presence of nanometer anatase TiO2 was a very promising technology for the treatments of soil polluted with organic substances in the future.展开更多
The sorption behavior was determined for a model polycyclic aromatic hydrocarbon(PAH), i.e., phenanthrene(PHN), from water to three humic acids(HAs) and three sediments in different reacting time. The chemical composi...The sorption behavior was determined for a model polycyclic aromatic hydrocarbon(PAH), i.e., phenanthrene(PHN), from water to three humic acids(HAs) and three sediments in different reacting time. The chemical compositions of HA samples were measured using cross polarization magic angle spinning carbon 13(CPMAS 13 C NMR along with elemental analysis. The dissolved humic substances dissociating from solid HAs and sediments were characterized by 1 H NMR. The experiments indicated that the sorption modes and mechanisms of natural sorbents for PHN varied significantly between short(<7 d) and long contact time and the reaction time should be taken into consideration in studying the overall sorption process. The sorption capacity( K ′ f) and exponent( n ) might be relative to the properties of dissolved humic materials in initial stage but the solid aromatic organic matter after long time reaction. According to the experiments performed in this investigation and the previous researches, a conceptive sorption model was established.展开更多
A microbial consortium (named W4) capable of aerobic biodegradation of solid phenanthrene as the sole source of carbon and energy was isolated by selective enrichment from petroleum-contaminated soil in the Henan oi...A microbial consortium (named W4) capable of aerobic biodegradation of solid phenanthrene as the sole source of carbon and energy was isolated by selective enrichment from petroleum-contaminated soil in the Henan oilfield, China. The strains of the consortium were identified as Sphingomonas cloacae, Rhizobium sp., Pseudomonas aeruginosa and Achromobacter xylosoxidans respectively by means of genetic methods. The major metabolites of phenanthrene were analyzed by gas chromatography-mass spectrometry (GC-MS). The biodegradation percentage of solid phenanthrene at 200 mg/L in liquid medium after 7 days of growth was greater than 99%. The degradation of phenanthrene was compared between individual predominant strains and the microbial consortium in different treatment processes. The microbial consortium showed a significant improvement of phenanthrene degradation rates in either static or shaking culture. The degradation percentage of phenanthrene by the consortium W4 decreased to some degree when C 16 coexisted, however it was hardly affected by C30. Furthermore, the ability of consortium W4 to remediate oil sludge from the Dagang oil refinery was studied by composting, and it was found that the consortium W4 could obviously remove polycyclic aromatic hydrocarbons (PAils) and paraffinic hydrocarbons. All the results indicated that the microbial consortium W4 had a promising application in bioremediation of oil-contaminated environments and could be potentially used in microbial enhanced oil recovery (MEOR).展开更多
基金supported by the National Natural Science Foundation of China(Nos.42077337 and 42277228)the Guangdong Basic and Applied Basic Research Foundation(No.2020A1515011560)the Science and Technology Planning Project of Guangzhou(Nos.202002030297 and 202002020072).
文摘Microplastics loaded with phenanthrene and derivatives are widely detected in aquatic environments,and the coating of natural minerals or organic macromolecules may change the environmental behavior of microplastics.In this study,three kinds of composites with different coverage were prepared by coating goethite on the surface of polyvinyl chloride microplastics to investigate the adsorption and desorption behavior of phenanthrene(PHE)and 1-hydroxyphenanthrene(1-OHPHE),and the effect of mucin on desorption was inves-tigated.The results showed that goethite promoted the adsorption of PHE and 1-OHPHE by increasing the specific surface area of the composites.With the increase of the cover de-gree,the adsorption of PHE decreased because of the decrease in hydrophobicity;while the adsorption of 1-OHPHE initially increased and then decreased with the contributions of hydrophobic interaction and hydrogen bond.The adsorption of 1-OHPHE could be influenced by the pH and ionic strength primarily through electrostatic interactions and Ca2+bridg-ing.The goethite significantly increased the desorption hysteresis for two chemicals due to the complicated pore structures and increased adsorption affinity.Mucin promoted the desorption of PHE through competitive adsorption,and inhibit the desorption of 1-OHPHE through hydrophobic interaction,hydrogen bonding and Ca2+bridging.This study elucidated the effects of natural minerals on the adsorption and desorption behavior of organic pollutants on microplastics,briefly discussed the effects of organic macromolecules on the desorption behavior of pollutants with different properties,and emphasized the different environmental behaviors of pollutants.
基金supported by the National Natural Science Foundation of China(Nos.22276117 and 22076108)the Science and Technology Innovation Talent Team Project of Shanxi Province(No.202204051002024).
文摘Phenanthrene(Phe)is one of the common polycyclic aromatic hydrocarbons in the environment,and recent studies show that it can cause cardiac developmental toxicity and immunotoxicity.However,it is still unknown whether it can affect the hematopoietic development in aquatic organisms.To address this question,zebrafish(Danio rerio)were chronically exposed to Phe at different concentrations.We found that Phe caused structural damage to the renal tubules in the kidney,induced malformed erythrocytes in peripheral blood,and decreased the proportion of myeloid cells in adult zebrafish,suggesting possible negative impacts that Phe posed to hematopoietic development.Then,using in situ hybridization technology,we found that Phe decreased the expression of primitive hematopoietic marker genes,specifically gata1 and pu.1,accompanied by an obstruction of primitive erythrocyte circulation.Furthermore,Phe impaired definitive hematopoiesis,increased aberrations of the transient hematopoietic site(PBI),and reduced the generation of hematopoietic stem cells,ultimately influencing the number of erythrocytes and myeloid cells.The findings suggested that Phe could induce hematopoietic toxicity in zebrafish embryos and pose unknown ecological risks.
文摘Ketoesters were successfully utilized as the bifunctionalization reagents to react with diaryl alkynes under visible light and photocatalyst or additives free conditions. A series of phenanthrenes containing acyl and ester groups were obtained in high yields. This protocol features with excellent regioselectivity, high efficiency, and atomic economy.
基金Supported by the National Natural Science Foundation of China(No.51979255)。
文摘Cometabolic degradation is currently an effective and extensively way to remove high molecular weight polycyclic aromatic hydrocarbons(HMW-PAHs).Unfortunately,due to low bio-accessibility and high biotoxicity,the cometabolic degradation rate of HMW-PAHs is limited.Glycine-β-cyclodextrin(GCD)was obtained through amino modification ofβ-cyclodextrin(BCD)and added to cometabolic system of phenanthrene(PHE)and pyrene(PYR)to assist PYR biodegradation.Results show that the addition of GCD(100 mg/L)effectively improved the removal rate of PYR(20 mg/L)by 42.3%.GCD appeared to increase the bio-accessibility and reduce the biotoxicity of PHE and PYR,and then promoted the growth of Pseudomonas stutzeri DJP1 and stimulated the elevation of dehydrogenase(DHA)and catechol 12 dioxygenase(C12O)activities.The phthalate metabolic pathway was accelerated,which improved the cometabolic degradation.This study provided a new reference for the cometabolic degradation of HMW-PAHs.
基金This research was supported by the National Natural Science Foundation of China(No.81903488)the CAMS Innovation Fund for Medical Sciences(No.CIFMS-2021-I2M-1-026)。
文摘Five novel(9,10-dihydro)phenanthrene and bibenzyl trimers,as well as two previously identified biphenanthrenes and bibenzyls,were isolated from the tubers of Bletilla striata.Their structures were elucidated through comprehensive analyses of NMR and HRESIMS spectroscopic data.The absolute configurations of these compounds were determined by calculating rotational energy barriers and comparison of experimental and calculated ECD curves.Compounds 5b and 6 exhibited inhibitory effects on LPS-induced NO production in BV-2 cells,with IC_(50) values of 12.59±0.40 and 15.59±0.83μmol·L^(-1),respectively.A mechanistic study suggested that these compounds may attenuate neuroinflammation by reducing the activation of the AKT/IκB/NF-κB signaling pathway.Additionally,compounds 3a,6,and 7 demonstrated significant PTP1B inhibitory activities,with IC_(50) values of 1.52±0.34,1.39±0.11,and 1.78±0.01μmol·L^(-1),respectively.Further investigation revealed that compound 3a might inhibit LPS-induced PTP1B overexpression and NF-κB activation,thereby mitigating the neuroinflammatory response in BV-2 cells.
文摘To study the antioxidant constituents from the stems of Dendrobium nobile, and to discuss theft structure-activity relationship. Compounds were isolated from a 60% ethanolic extract by various chromatographic techniques and were identified by spectral analysis. The antioxidant activities of compounds were evaluated by DPPH free radical scavenging assay. Five phenanthrenes and four lignans were obtained from the active fractions ofD. nobile. Their structures were identified as fimbriatone (1), confusarin (2), flavanthrinin (3), 2,5-dihydroxy-4,9-dimethoxyphenanthrene (4), 3,7-dihydroxy-2,4-dimethoxyphenanthrene (5), syringaresinol (6), pinoresinol (7), medioresinol (8) and lirioresinol-A (9), respectively. Compounds 2 and 6 exhibited more potent DPPH scavenging activities than vitamin C. All the above compounds were reported from this plant for the first time, and compounds 3, 4 and 9 were reported for the first time from the genus of Dendrobiurn. For all phenanthrenes and lignans, an electron-donating methoxyl group in the ortho position to the phenolic hydroxyl group exhibits enhanced antioxidant activities.
基金National Natural Sciences Foundation of Chin(NS FCGrant Nos.81222051 and 81473106)National Key Technology R&D Program"New Drug Innovation"of China(Gran No s.2012ZX09301002-002-002 and 2012ZX09304-005)
文摘A phytochemical investigation on the stems and rhizomes of Sinomenium acutum led to the isolation of 19 compounds, including three phenanthrenes, six anthraquinones, and ten phenolic derivatives. The structures of the isolated compounds were elucidated by analysis of the MS and NMR spectroscopic data and comparison with the literature. Compounds 1 and 2 are two new natural products, and their 1H and 13C NMR spectral data were fully assigned for the first time, with the help of2D NMR. All of the isolates were obtained from genus Sinomenium for the first time and the phenanthrene and anthraquinone are the structure type first reported from this genus plants.
基金supported by the National NaturalScience Foundation of China (No. 40372109)the National Basic Research Program (973) of China (No.2004CB418502).
文摘Adsorption experiments were carried out to investigate the sorption behaviors of naphthalene and phenanthrene in six different soils and to determine the effects of temperature, linear alkylbenzene sulfonate (LAS) and cetylrimethyl ammonium bromide (CTAB) on sorption. The results show that for a given sorbent phenanthrene exhibited greater nonlinear and stronger sorption than naphthalene. There was a strong negative correlation for the Koc values with organic carbon content (foc). The increase of temperature was not favorable to sorption. Sorption decreased along with the increasing aqueous LAS concentration from 0 to 1000 mg/L. At low CTAB concentration (〈 100 mg/L), the adsorption increased as CTAB hemimicelles formed on the soil surface. At high concentration, CTAB decreased the adsorption by occupying active hydrophobic adsorption sites and solubilization of naphthalene and phenanthrene.
基金supported by the Knowledge Innovation Program of the Chinese Academy of Sciences (No. kzcx1- yw-06-03)the National Natural Science Foundation of China (No. 40730740, 20621703)
文摘The effects of maize root exudates and low-molecular-weight-organic anions (LMWOAs) on the desorption of phenanthrene from eight artificially contaminated soils were evaluated. A significant negative correlation was observed between the amounts of phenanthrene desorbed and the soil organic carbon (SOC) contents (P 〈 0.01), and the influences of soil pH and clay content on phenanthrene desorption were insignificant (P 〉 0.1). Neither maize root exudates nor oxalate and citrate anions influenced desorption of phenanthrene with the addition of NaN3. A faster phenanthrene desorption occurred without the addition of NaN3 in the presence of maize root exudates than oxalate or citrate due to the enhanced degradation by root exudates. Without the addition of NAN3, oxalate or citrate at different concentrations could inhibit phenanthrene desorption to different extents and the inhibiting effect by citrate was more significant than by oxalate. This study leads to the conclusion that maize root exudates can not enhance the desorption under abiotic condition with the addition of NaN3 and can promote the desorption of phenanthrene in soils without the addition of NaN3.
文摘Phytoremediation of soil contaminated with phenanthrene and pyrene was investigated using twelve plant species. Plant uptake and accumulation of these chemicals were evaluated. At the end of the experiment(45 d), the remaining respective concentrations of soil phenanthrene and pyrene in spiked vegetated soils, with initial phenanthrene of 133 3 mg/kg and pyrene of 171 5 mg/kg, were 8 71—16 4 and 44 9—65 0 mg/kg, generally 4 7%—49 4% and 7 1%—35 9% lower than their concentrations in the non vegetated soils. The loss of phenanthrene and pyrene in vegetated spiked soils were 88 2%—93 0% and 62 3%—73 8% of the added amounts of these contaminants, respectively. Although plant uptake and accumulation of these compounds were evident, and root concentrations and RCFs(root concentration factors; defined as the ratio of PAH concentrations in roots and in the soils on a dry weight basis) of these compounds significantly positively correlated to root lipid contents, plant uptake and accumulation only accounted for less than 0 01% and 0 23% of the enhanced loss of these chemicals in vegetated versus non vegetated soils. In contrast, plant promoted microbial biodegradation was the dominant mechanism of the phytoremediation for soil phenanthrene and pyrene contamination. Results from this study suggested a feasibility of the establishment of phytoremediation for soil PAH contamination.
基金supported by the National Natural Science Foundation of China (No.20377024)the National High Technology Research and Development Program (863) of China (No.2007AA061101,2009AA063103)the International Scientific Foundation (No.C/3501-1)
文摘The investigation of dissolved organic matter (DOM) on urease, catalase and polyphenol oxidase activity in a phenanthrene (Phe)- contaminated soil was conducted under laboratory incubation conditions. Values of soil enzymatic activity depended mainly on incubation time. In the initial 16 days, urease activity increased, and was followed by a decrease. In the initial 8 days, catalase activity decreased and then increased. Variation of polyphenol oxidase activity was just the reverse of catalase activity. After 30 days of incubation, no pronounced difference among treatments with Phe, Phe and DOM, and control were detected in urease, catalase and polyphenol oxidase activity. Phe might inhibit urease and catalase, and stimulate polyphenol oxidase. DOM could improve inhibition of Phe in soil urease and catalase activity during the initial period of applying DOM. Nevertheless, DOM had no significant effect on polyphenol oxidase activity in the Phe contaminated soil. There was a negative correlation between catalase and polyphenol oxidase (r = -0.761***), and catalase and urease (r = -0.554**). Additionally, a positive correlation between polyphenol oxidase and urease was also detected (r = 0.701***). It is implied that the formed DOM after application of organic wastes into soils may counteract the inhibition of polycyclic aromatic hydrocarbons in soil enzyme activities.
文摘Phenanthrene was solubilized in two different nonionic surfactants, Tween80 and Triton X-100. The bioavailability of phenanthrene to the bacteria isolated from the petroleum contaminated soils was studied based on the rotary flasks experiments. The results showed that the concentration of nonionic surfactants above the critical micelle concentration(CMC) can increase the solubility of phenanthrene in water and were innoxious to the phenanthrene-degrading bacteria; phenanthrene solubilized in the micelles of Tween80 was bioavailable and biodegradable. The research demonstrated the potential of surfactant-enhanced bioremediation of soils contaminated by hydrophobic organic compounds(HOCs).
文摘Seedling emergence tests were conducted in a meadow brown soil using five plant species(i.e., Chinese cabbage, green onion, tomato, turnip and wheat) to determine the phytotoxicity of phenanthrene, pyrene and their mixtures. The soil was amended with up to 1000 mg/kg soil of phenanthrene or 600 mg/kg soil of pyrene. Seedling emergence and root growth were measured. The results indicated that root elongation was more sensitive than seedling emergence. Root length decreased with increasing phenanthrene or pyrene concentrations(p≤0 05). Phenanthrene was more phytotoxic than pyrene. The lowest observable adverse effect concentration(LOAEC) was 10 mg/kg for phenanthrene when tested with green onion, and 50 mg/kg for pyrene when tested with wheat. Among the five species, wheat was found to be the most sensitive. When amended jointly at or below their respective LOAEC, phenanthrene and pyrene produced a synergistic toxic effect.
基金The Institute of Soil Science ,CAS(No.035116) the Education Bureau of Zhejiang Province Program(No.20040187) andthe National Natural ScienceFoundation of China(No.40271060)
文摘Phytoremediation has long been recognized as a cost-effective method for the removal of polycyclic aromatic hydrocarbons (PAHs) from soil. A study was conducted to investigate the uptake and accumulation of PAHs in root and shoot of Lolium perenne L. Pot experiments were conducted with series of concentrations of 3.31-378.37 mg/kg for phenanthrene and those of 4.22-365.38 mg/kg for pyrene in a greenhouse. The results showed that both ryegrass roots and shoots did take up PAHs from spiked soils, and generally increased with increasing concentrations of PAH in soil. Bioconcentration factors(BCFs) of phenanthrene by shoots and roots were 0.24- 4.25 and 0.17-2.12 for the same treatment. BCFs of pyrene by shoots were 0.20-1.5, except for 4.06 in 4.32 mg/kg treatment, much lower than BCFs of pyrene by roots (0.58-2.28). BCFs of phenanthrene and pyrene tended to decrease with increasing concentrations of phenanthrene and pyrene in soil. Direct uptake and accumulation of these compounds by Lolium perenne L. was very low compared with the other loss pathways, which meant that plant-promoted microbial biodegradation might be the main contribution to plant-enhanced removal of phenanthrene and pyrene in soil. However, the presence of Lolium perenne L. significantly enhanced the removal of phenanthrene and pyrene in spiked soil. At the end of 60 d experiment, the extractable concentrations of phenanthrene and pyrene were lower in planted soil than in non-planted soil, about 83.24%-91.98% of phenanthrene and 68.53%-84.10% of pyrene were removed from soils, respectively. The results indicated that the removal of PAHs in contaminated soils was a feasible approach by using Lolium perenne L.
文摘Bacterium strain EVA17 was isolated from an oil-contaminated soil, and identified as Sphingomonas sp. based on analysis of 16S rDNA sequence,cellular fatty acid composition and physiological-chemical tests. The salicylate hydroxylase and catechol 2,3-dioxygenase(C23O) were detected in cell-free lysates, suggesting a pathway for phenanthrene catabolism via salicylate and catechol. Alignment showed that both of the C23O and GST genes of the strain EVA17 had high similarity with homologues of strains from genus Sphingomonas. The phylogenetic analysis based on 16S rDNA and C23O gene sequence indicated that EVA17 should be classified into genus Sphingomonas, although the two phylogenetic trees were slightly different from each other. The results of co-amplification and sequence determination indicated that GST gene should be located upstream of the C23O gene.
基金supported by the Grant-in-aid for Scientific Research from the Ministry of Education,Culture,Sports,Science and Technology of Japan (No.20580178)
文摘Polyporus sp. S133, a fungus collected from contaminated soil, was used to degrade phenanthrene, a polycyclic aromatic hydrocarbon, in a mineral salt broth liquid culture. A maximal degradation rate (92%) was obtained when Polyporus sp. S133 was cultured for 30 days with agitation at 120 r/min, as compared to 44% degradation in non-agitated cultures. Furthermore, the degradation was affected by the addition of surfactants. Tween 80 was the most suitable surfactant for the degradation of phenanthrene by Polyporus sp. S 133. The degradation rate increased as the amount of Tween 80 added increased. The rate in agitated cultures was about 2 times that in non-agitated cultures. The mechanism of degradation was determined through the identification of metabolites; 9,10-phenanthrenequinone, 2,2'-diphenic acid, phthalic acid, and protocatechuic acid. Several enzymes (manganese peroxidase, lignin peroxidase, laccase, 1,2-dioxygenase and 2,3-dioxygenase) produced by Polyporus sp. S133 were detected during the incubation. The highest level of activity was shown by 1,2-dioxygenase (187.4 U/L) after 20 days of culture.
基金The study was supported by the National Science Foundation for Innovative Research Group(No.51121003)the Major Science and Technology Program for Water Pollution Control and Treatment(No.2012ZX07202002)the Open Foundation of State Key Joint Laboratory of Environment Simulation and Pollution Control(Beijing Normal University)(No.10K05ESPCN)
文摘Sorption and desorption of phenanthrene (PHE) onto black carbon (BC) extracted from sediments were studied in the presence of three types of dissolved organic matter (DOM), including L-phenylalanine (L-PH), peptone and citric acid. The nonlinearity of the sorption isotherms increased in the presence of DOM. The presence of L-PH reduced the sorption capacity and desorption hysteresis because of the solubilization of PHE in L-PH solution. Peptone at 50-500 mg/L also led to a decrease in sorption attributed to solubilization, although the sorbed peptone on the BC surface could slightly increase PHE sorption. Unlike L-PH and peptone, citric acid enhanced the sorption capacity and irreversibility of PHE on BC mainly due to the strong sorption of citric acid on the BC surface. Our results may help to understand the different impacts of DOM on the distribution and transport of PAH in the environment.
基金supported by the Open Foundation of Key Laboratory of Industrial Ecology and Environmental Engineering (No. KLIEEE-09-04)the Liaoning Doctoral Funds (No. 20111076)
文摘The effect of nanometer anatase TiO2 was investigated on the photocatalytic degradation of phenanthrene on soil surfaces under a variety of conditions. After being spiked with phenanthrene, soil samples loaded with different amounts of TiO2 (0 wt.%, 1 wt.%, 2 wt.%, 3 wt.%, and 4 wt.%) were exposed to UV-light irradiation for 25 hr. The results indicated that the photocatalytic degradation of phenanthrene followed the pseudo first-order kinetics. TiO2 significantly accelerated the degradation of phenanthrene with the half-life reduced from 45.90 to 31.36 hr for TiO2 loading of 0 wt.% and 4 wt.%, respectively. In addition, the effects of H202, light intensity and humic acid on the degradation of phenanthrene were investigated. The degradation of phenanthrene increased with the concentration of H202, light intensity and the concentration of humic acids. It has been demonstrated that the photocatalytic method in the presence of nanometer anatase TiO2 was a very promising technology for the treatments of soil polluted with organic substances in the future.
文摘The sorption behavior was determined for a model polycyclic aromatic hydrocarbon(PAH), i.e., phenanthrene(PHN), from water to three humic acids(HAs) and three sediments in different reacting time. The chemical compositions of HA samples were measured using cross polarization magic angle spinning carbon 13(CPMAS 13 C NMR along with elemental analysis. The dissolved humic substances dissociating from solid HAs and sediments were characterized by 1 H NMR. The experiments indicated that the sorption modes and mechanisms of natural sorbents for PHN varied significantly between short(<7 d) and long contact time and the reaction time should be taken into consideration in studying the overall sorption process. The sorption capacity( K ′ f) and exponent( n ) might be relative to the properties of dissolved humic materials in initial stage but the solid aromatic organic matter after long time reaction. According to the experiments performed in this investigation and the previous researches, a conceptive sorption model was established.
文摘A microbial consortium (named W4) capable of aerobic biodegradation of solid phenanthrene as the sole source of carbon and energy was isolated by selective enrichment from petroleum-contaminated soil in the Henan oilfield, China. The strains of the consortium were identified as Sphingomonas cloacae, Rhizobium sp., Pseudomonas aeruginosa and Achromobacter xylosoxidans respectively by means of genetic methods. The major metabolites of phenanthrene were analyzed by gas chromatography-mass spectrometry (GC-MS). The biodegradation percentage of solid phenanthrene at 200 mg/L in liquid medium after 7 days of growth was greater than 99%. The degradation of phenanthrene was compared between individual predominant strains and the microbial consortium in different treatment processes. The microbial consortium showed a significant improvement of phenanthrene degradation rates in either static or shaking culture. The degradation percentage of phenanthrene by the consortium W4 decreased to some degree when C 16 coexisted, however it was hardly affected by C30. Furthermore, the ability of consortium W4 to remediate oil sludge from the Dagang oil refinery was studied by composting, and it was found that the consortium W4 could obviously remove polycyclic aromatic hydrocarbons (PAils) and paraffinic hydrocarbons. All the results indicated that the microbial consortium W4 had a promising application in bioremediation of oil-contaminated environments and could be potentially used in microbial enhanced oil recovery (MEOR).