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1.
Appl Microbiol Biotechnol ; 108(1): 276, 2024 Mar 27.
Article in English | MEDLINE | ID: mdl-38536521

ABSTRACT

The massive usage of phthalate esters (PAEs) has caused serious pollution. Bacterial degradation is a potential strategy to remove PAE contamination. So far, an increasing number of PAE-degrading strains have been isolated, and the catabolism of PAEs has been extensively studied and reviewed. However, the investigation into the bacterial PAE uptake process has received limited attention and remains preliminary. PAEs can interact spontaneously with compounds like peptidoglycan, lipopolysaccharides, and lipids on the bacterial cell envelope to migrate inside. However, this process compromises the structural integrity of the cells and causes disruptions. Thus, membrane protein-facilitated transport seems to be the main assimilation strategy in bacteria. So far, only an ATP-binding-cassette transporter PatDABC was proven to transport PAEs across the cytomembrane in a Gram-positive bacterium Rhodococcus jostii RHA1. Other cytomembrane proteins like major facilitator superfamily (MFS) proteins and outer membrane proteins in cell walls like FadL family channels, TonB-dependent transporters, and OmpW family proteins were only reported to facilitate the transport of PAEs analogs such as monoaromatic and polyaromatic hydrocarbons. The functions of these proteins in the intracellular transport of PAEs in bacteria await characterization and it is a promising avenue for future research on enhancing bacterial degradation of PAEs. KEY POINTS: • Membrane proteins on the bacterial cell envelope may be PAE transporters. • Most potential transporters need experimental validation.


Subject(s)
Phthalic Acids , Phthalic Acids/metabolism , Membrane Transport Proteins , ATP-Binding Cassette Transporters/metabolism , Bacteria/metabolism , Esters , Dibutyl Phthalate/chemistry , China
2.
Biodegradation ; 33(1): 59-70, 2022 02.
Article in English | MEDLINE | ID: mdl-34751871

ABSTRACT

Phthalic acid esters are predominantly used as plasticizers and are industrially produced on the million ton scale per year. They exhibit endocrine-disrupting, carcinogenic, teratogenic, and mutagenic effects on wildlife and humans. For this reason, biodegradation, the major process of phthalic acid ester elimination from the environment, is of global importance. Here, we studied bacterial phthalic acid ester degradation at Saravan landfill in Hyrcanian Forests, Iran, an active disposal site with 800 tons of solid waste input per day. A di-n-butyl phthalate degrading enrichment culture was established from which Paenarthrobacter sp. strain Shss was isolated. This strain efficiently degraded 1 g L-1 di-n-butyl phthalate within 15 h with a doubling time of 5 h. In addition, dimethyl phthalate, diethyl phthalate, mono butyl phthalate, and phthalic acid where degraded to CO2, whereas diethyl hexyl phthalate did not serve as a substrate. During the biodegradation of di-n-butyl phthalate, mono-n-butyl phthalate was identified in culture supernatants by ultra-performance liquid chromatography coupled to electrospray ionization quadrupole time-of-flight mass spectrometry. In vitro assays identified two cellular esterase activities that converted di-n-butyl phthalate to mono-n-butyl phthalate, and the latter to phthalic acid, respectively. Our findings identified Paenarthrobacter sp. Shss amongst the most efficient phthalic acid esters degrading bacteria known, that possibly plays an important role in di-n-butyl phthalate elimination at a highly phthalic acid esters contaminated landfill.


Subject(s)
Dibutyl Phthalate , Phthalic Acids , Biodegradation, Environmental , Dibutyl Phthalate/analysis , Dibutyl Phthalate/chemistry , Dibutyl Phthalate/metabolism , Esters/metabolism , Forests , Humans , Iran , Phthalic Acids/metabolism , Waste Disposal Facilities
3.
Bull Environ Contam Toxicol ; 109(5): 776-782, 2022 Nov.
Article in English | MEDLINE | ID: mdl-35920850

ABSTRACT

Microplastics (MPs) are a widely distributed pollutant and have been attracting global attention. The increasing abundance of MPs in marine environments has raised concern about their adverse effects on marine organisms and influence on the fate of contaminants in seawater. In this study, we investigated the effects of natural aging on the adsorption of di (2-ethylhexyl) phthalate (DEHP), one of the most widely used phthalic acid esters (PAEs), in two types of MPs (polyethylene and polystyrene). Biofilm was observed on the surface of MPs after 3-month exposure in seawater. Atomic force microscopy revealed there were significant physical changes in the MPs after aging. Aging in coastal seawater for 3 months significantly reduced the MPs' surface roughness and adhesion, and increased the Young's modulus at the same time. Adsorption isotherms of DEHP indicated that aged MPs had stronger binding capacity of the organic contaminant than pristine MPs. Our data shed some light on the biogeochemical role of MPs in marine environments.


Subject(s)
Diethylhexyl Phthalate , Phthalic Acids , Microplastics , Plastics , Adsorption , Esters , Phthalic Acids/chemistry , Seawater/chemistry , Dibutyl Phthalate/chemistry
4.
Microb Cell Fact ; 19(1): 163, 2020 Aug 12.
Article in English | MEDLINE | ID: mdl-32787860

ABSTRACT

BACKGROUND: Cinnamyl alcohol is not only a kind of flavoring agent and fragrance, but also a versatile chemical applied in the production of various compounds. At present, the preparation of cinnamyl alcohol depends on plant extraction and chemical synthesis, which have several drawbacks, including limited scalability, productivity and environmental impact. It is therefore necessary to develop an efficient, green and sustainable biosynthesis method. RESULTS: Herein, we constructed a recombinant Escherichia coli BLCS coexpressing carboxylic acid reductase from Nocardia iowensis and phosphopantetheine transferase from Bacillus subtilis. The strain could convert cinnamic acid into cinnamyl alcohol without overexpressing alcohol dehydrogenase or aldo-keto reductase. Severe product inhibition was found to be the key limiting factor for cinnamyl alcohol biosynthesis. Thus, a biphasic system was proposed to overcome the inhibition of cinnamyl alcohol via in situ product removal. With the use of a dibutyl phthalate/water biphasic system, not only was product inhibition removed, but also the simultaneous separation and concentration of cinnamyl alcohol was achieved. Up to 17.4 mM cinnamic acid in the aqueous phase was totally reduced to cinnamyl alcohol with a yield of 88.2%, and the synthesized cinnamyl alcohol was concentrated to 37.4 mM in the organic phase. This process also demonstrated robust performance when it was integrated with the production of cinnamic acid from L-phenylalanine. CONCLUSION: We developed an efficient one-pot two-step biosynthesis system for cinnamyl alcohol production, which opens up possibilities for the practical biosynthesis of natural cinnamyl alcohol at an industrial scale.


Subject(s)
Escherichia coli/genetics , Escherichia coli/metabolism , Oxidoreductases/metabolism , Propanols/metabolism , Transferases/metabolism , Bacillus subtilis/genetics , Bacterial Proteins , Biosynthetic Pathways/genetics , DNA, Bacterial , Dibutyl Phthalate/chemistry , Gene Expression Regulation, Bacterial , Genetic Engineering , Industrial Microbiology , Nocardia/genetics , Oxidoreductases/genetics , Phenylalanine/metabolism , Propanols/chemistry , Transferases/genetics , Water/chemistry
5.
Ecotoxicol Environ Saf ; 190: 109143, 2020 Mar 01.
Article in English | MEDLINE | ID: mdl-31865203

ABSTRACT

Phthalate esters (PAEs) are one of the most frequently detected organic pollutants in soils. In this work, the adsorption behaviors of di-ethyl phthalate (DEP) and dibutyl phthalate (DBP) on soils, humins (HM) and Clay organo-mineral complexes (Clay-OM) from four regions in China, Changchun (CC), Cangzhou (CZ), Yinchuan (YC), and Changsha (CS) were studied. The surface and structural properties of these sorbents were characterized using Brunauer-Emmett-Teller specific surface area, Fourier transform infrared spectroscopy, X-ray diffraction spectroscopy, and 13C nuclear magnetic resonance methods. The results showed that the CC soil has the largest pore volume (PV) and specific surface area (SSA). PV, SSA, and aliphatic carbon content of the samples ranked as Clay-OM > HM > soil. Adsorption experiments indicated that the Clay-OM exhibited the strongest adsorption affinity for both DBP and DEP, followed by HM, and then the soil samples. Furthermore, DEP and DBP adsorption amounts on the samples declined as follows: CC > CS > CZ > YC. To illustrate the dominant mechanisms for PAEs adsorption onto soil, the soil organic carbon content normalized adsorption coefficient (LogKoc) was correlated with several possible parameters using multiple parameter linear regression and significance testing. The R2 values of the DBP and DEP in multi-regression equations were 0.825 and 0.741 respectively, and the significance test suggested that pore structure and specific surface area had crucial influences on the adsorption progress.


Subject(s)
Dibutyl Phthalate/chemistry , Phthalic Acids/chemistry , Soil Pollutants/chemistry , Adsorption , Carbon/analysis , China , Clay/chemistry , Esters , Humic Substances , Minerals/chemistry , Soil/chemistry
6.
Ecotoxicol Environ Saf ; 198: 110665, 2020 Jul 15.
Article in English | MEDLINE | ID: mdl-32353604

ABSTRACT

Due to the wide use of plastic products and the releasability of plasticizer into surrounding environment, the hazards, residues and effects of phthalic acid esters (PAEs) in ecosystems have been paid more and more attention. Little information is available about the effects of PAEs on the normal wastewater treatment, although the distribution of PAEs in soil and other ecosystems is closely related to the discharge of sewage. In this study, the effects of high concentrations of di-n-butyl phthalate (DBP) and di-2-ethylhexyl phthalate (DEHP) on pollutant removal and the microbial community during landfill leachate treatment was investigated. After domestication, the activated sludge was used in the co-treatment of landfill leachate and simulated domestic wastewater. We verified that this process reduced the toxicity of landfill leachate. However, high concentrations of added DBP and DEHP were removed first, while the removal of these pollutants from raw landfill leachate was limited. The results of high-throughput sequencing revealed that the bacterial diversity was diminished and the microbial community structure was significantly affected by the addition of DBP and DEHP. The DBP and DEHP samples had 79.05% and 82.25% operational taxonomic units (OTU), respectively, in common with the raw activated sludge. Many genera of PAE-degrading bacteria that had no significant evolutionary relationship were found in the raw activated sludge. And the widespread presence of PAE-degrading bacteria could effectively keep the concentrations of PAEs low during the wastewater treatment.


Subject(s)
Dibutyl Phthalate/toxicity , Diethylhexyl Phthalate/toxicity , Microbiota/drug effects , Waste Disposal, Fluid/methods , Water Pollutants/toxicity , Dibutyl Phthalate/chemistry , Esters/chemistry , Phthalic Acids , Plasticizers , Plastics , Sewage/chemistry , Soil/chemistry , Soil Pollutants/analysis , Wastewater , Water Pollutants, Chemical , Water Purification
7.
Ecotoxicol Environ Saf ; 195: 110517, 2020 Jun 01.
Article in English | MEDLINE | ID: mdl-32220793

ABSTRACT

Phthalate esters (PAEs), a class of toxic anthropogenic compounds, have been predominantly used as additives or plasticizers, and great concern and interests have been raised regarding its environmental behavior and degradation mechanism. In the present study, a bacterial consortium consisting of Microbacterium sp. PAE-1 and Pandoraea sp. PAE-2 was isolated by the enrichment method, which could degrade dibutyl phthalate (DBP) completely by biochemical cooperation. DBP was converted to phthalic acid (PA) via monobutyl phthalate (MBP) by two sequential hydrolysis steps in strain PAE-1, and then PA was further degraded by strain PAE-2. Strain PAE-1 could hydrolyze many dialkyl Phthalate esters (PAEs) including dimethyl, diethyl, dibutyl, dipentyl, benzyl butyl, dihexyl, di-(2-ethyhexyl) and their corresponding monoalkyl PAEs. Two esterase genes named dpeH and mpeH, located in the same transcription unit, were cloned from strain PAE-1 by the shotgun method and heterologously expressed in Escherichia. coli (DE3). The Km and kcat values of DpeH for DBP were 9.60 ± 0.97 µM and (2.72 ± 0.06) × 106 s-1, while those of MpeH for MBP were 18.61 ± 2.00 µM and (5.83 ± 1.00) × 105 s-1, respectively. DpeH could only hydrolyze dialkyl PAEs to the corresponding monoalkyl PAEs, which were then hydrolyzed to PA by MpeH. DpeH shares the highest similarity (53%) with an alpha/beta hydrolase from Microbacterium sp. MED-G48 and MpeH shows only 25% identity with a secreted lipase from Trichophyton benhamiae CBS 112371, indicating that DpeH and MpeH are two novel hydrolases against PAEs.


Subject(s)
Dibutyl Phthalate/analysis , Environmental Pollutants/analysis , Esterases/genetics , Microbial Consortia/drug effects , Plasticizers/analysis , Actinobacteria/drug effects , Actinobacteria/enzymology , Burkholderiaceae/drug effects , Burkholderiaceae/enzymology , Dibutyl Phthalate/chemistry , Environmental Pollutants/chemistry , Genes, Bacterial , Hydrolysis , Lipase/genetics , Microbial Consortia/genetics , Phthalic Acids/analysis , Plasticizers/chemistry
8.
J Am Chem Soc ; 141(43): 17287-17294, 2019 10 30.
Article in English | MEDLINE | ID: mdl-31596077

ABSTRACT

We report an air-stable diradical dication of chiral D2-symmetric conjoined bis[5]diazahelicene with an unprecedented high-spin (triplet) ground state, singlet triplet energy gap, ΔEST = 0.3 kcal mol-1. The diradical dication possesses closed-shell (Kekulé) resonance forms with 16 π-electron perimeters. The diradical dication is monomeric in dibutyl phthalate (DBP) matrix at low temperatures, and it has a half-life of more than 2 weeks at ambient conditions in the presence of excess oxidant. A barrier of ∼35 kcal mol-1 has been experimentally determined for inversion of configuration in the neutral conjoined bis[5]diazahelicene, while the inversion barriers in its radical cation and diradical dication were predicted by the DFT computations to be within a few kcal mol-1 of that in the neutral species. Chiral HPLC resolution provides the chiral D2-symmetric conjoined bis[5]diazahelicene, enriched in (P,P)- or (M,M)-enantiomers. The enantiomerically enriched triplet diradical dication is configurationally stable for 48 h at room temperature, thus providing the lower limit for inversion barrier of configuration of 27 kcal mol-1. The enantiomers of conjoined bis[5]diazahelicene and its diradical dication show strong chirooptical properties that are comparable to [6]helicene or carbon-sulfur [7]helicene, as determined by the anisotropy factors, |g| = |Δε|/ε = 0.007 at 348 nm (neutral) and |g| = 0.005 at 385 nm (diradical dication). DFT computations of the radical cation suggest that SOMO and HOMO energy levels are near-degenerate.


Subject(s)
Aza Compounds/chemistry , Electron Spin Resonance Spectroscopy/methods , Heterocyclic Compounds, 4 or More Rings/chemistry , Anisotropy , Aza Compounds/pharmacokinetics , Bignoniaceae , Cations/chemistry , Density Functional Theory , Dibutyl Phthalate/chemistry , Electrochemistry , Half-Life , Heterocyclic Compounds, 4 or More Rings/chemical synthesis , Heterocyclic Compounds, 4 or More Rings/pharmacokinetics , Models, Chemical , Models, Molecular , Molecular Structure , Oxidants/chemistry , Oxidation-Reduction , Spin Labels , Temperature
9.
Ecotoxicol Environ Saf ; 181: 284-291, 2019 Oct 15.
Article in English | MEDLINE | ID: mdl-31201960

ABSTRACT

Phytoremediation is an ecologically sustainable method for remediating contaminated soils, however, research on phytoremediation and its mechanisms are still rarely reported. The highest dibutyl phthalate (DBP) dissipation rate was 91% in 0-3mm bok choy rhizosphere via a 45-day rhizo-box experiment, and bok choy could regulate soil nutrients by increasing soil ammonia nitrogen (AN) and available phosphorus (AP). The biochemistry mechanism of interaction between dissolved organic matter (DOM) and DBP was also elucidated by various spectroscopy techniques. It was found that the alkyl ester in DBP produced the fastest response during the binding process, and the aromatic, hydroxyl and phenolic groups of the DOM humic-like substances preceded amide in DOM protein-like substance. It was found that DBP pollution reduced the Chao1 richness and Shannon index of bacteria in black soil via a pot experiment and high-throughput sequencing, which disturbed the metabolic activities and functional diversity of microorganisms in Mollisol. The microbial abundance increased in bok choy amendments, which has a specific microbial community structure and a high abundance of Actinobacteria and Acidobacteria. We concluded that some enriched genera were responsible for DBP dissipation, Alsobacter, Lacibacter, Myceligenerans, Schrenkiella parvula and Undibacterium. The findings of this study revealed that the possible biochemistry and microbial mechanisms of phytoremediation promoting the DBP dissipation in rhizosphere Mollisol and provided more useful information for phytoremediation of organic pollutants.


Subject(s)
Brassica rapa/metabolism , Dibutyl Phthalate/metabolism , Soil Microbiology , Soil Pollutants/metabolism , Bacteria/isolation & purification , Bacteria/metabolism , Biodegradation, Environmental , Dibutyl Phthalate/chemistry , Microbiota , Rhizosphere , Soil/chemistry , Soil Pollutants/chemistry
10.
Ecotoxicol Environ Saf ; 174: 658-666, 2019 Jun 15.
Article in English | MEDLINE | ID: mdl-30875559

ABSTRACT

The potential effects of dibutyl phthalate (DBP) on soil ecosystems and biological processes have recently aroused great concern because of the ubiquitous nature of this pollutant. However, the effects of DBP-associated disturbance on rhizosphere and non-rhizosphere soil microbial communities remain poorly understood. In the present study, we investigated the effects of DBP contamination on microbial function and soil enzyme activities in rhizosphere and non-rhizosphere soils throughout the growing season of wheat. We conducted pot experiments under glasshouse conditions and used different concentrations of DBP: 10, 20, and 40 mg kg-1. We found that the average well color development value and McIntosh index in rhizosphere and non-rhizosphere soils increased in the 10 and 20 mg kg-1 DBP treatments, but declined in the 40 mg kg-1 DBP treatment at the seedling and tillering stages, particularly, in the non-rhizosphere soil. DBP addition enhanced the Shannon-Wiener and Simpson indexes in rhizosphere and non-rhizosphere soils throughout the growing period of wheat. A principal component analysis clearly differentiated the treatments from the control, indicating that DBP led to different patterns of potential carbon utilization in rhizosphere and non-rhizosphere soils. The microbial use of amino acids was significantly increased in rhizosphere and non-rhizosphere soils after DBP addition, while the use of carbohydrates was significantly declined (p < 0.05). The dehydrogenase, urease, and acid phosphatase activities were significantly stimulated (p < 0.05) at the seedling stage, while the phenol oxidase and ß-glucosidase activities were inhibited. The 40 mg kg-1 DBP treatment significantly decreased the phenol oxidase and ß-glucosidase activities in rhizosphere and non-rhizosphere soils at the seedling stage, particularly in non-rhizosphere soil (p < 0.05). The microbial function and soil enzymatic activities were gradually restored following the wheat growing stage. These results offer a better understanding of the effects of DBP on the activities and functional diversity of microbial communities in farmland soils.


Subject(s)
Dibutyl Phthalate/toxicity , Microbiota/drug effects , Soil Microbiology , Soil Pollutants/toxicity , Triticum/growth & development , Biodiversity , Carbon/metabolism , Dibutyl Phthalate/chemistry , Dose-Response Relationship, Drug , Rhizosphere , Seedlings/growth & development , Seedlings/metabolism , Soil Pollutants/chemistry , Triticum/metabolism
11.
J Sci Food Agric ; 99(4): 1586-1595, 2019 Mar 15.
Article in English | MEDLINE | ID: mdl-30151848

ABSTRACT

BACKGROUND: Migration is a mass transfer process in which chemical substances with a low molecular weight are transferred from packaging into food. This phenomenon has received great attention from a food safety point of view because these chemicals could potentially represent a risk for consumers' health. The present study investigated the process of migration of two common plasticizers [tributyl acetylcitrate (ATBC) and dibutyl phthalate (DBP)] and one antioxidant [butylated hydroxytoluene (BHT)] from a common plastic material used in food packaging (low density polyethylene) into 50% ethanol (v/v), 95% ethanol (v/v) and isooctane. A mathematical model based on Fick's second law was used to determine the partition and diffusion coefficients. In addition, the effect of temperature on the diffusion was studied by applying the Arrhenius equation. RESULTS: High-performance liquid chromatography with diode-array detection and gas chromatography-mass spectrometry methods were applied to measure the amount of ATBC, DBP and BHT that migrated into the food simulants. A mathematical model based on Fick's second law of diffusion was used to estimate key migration parameters: diffusion and partition coefficients (DP and KP/F ), which were determined for each migrant and food simulant at three temperatures (10, 20 and 40 °C). The results showed that the diffusion process is significantly influenced by temperature, although the type of simulant also plays an important role in the migration process. CONCLUSION: The model investigated is shown to be appropriate for predicting the migration from food packaging into real foodstuffs at common storage temperatures. © 2018 Society of Chemical Industry.


Subject(s)
Butylated Hydroxytoluene/chemistry , Citrates/chemistry , Dibutyl Phthalate/chemistry , Food Packaging/instrumentation , Plastics/chemistry , Diffusion , Food Contamination/analysis , Models, Theoretical , Molecular Weight , Plasticizers/chemistry , Temperature
12.
Pharm Dev Technol ; 24(3): 276-282, 2019 Mar.
Article in English | MEDLINE | ID: mdl-29688126

ABSTRACT

In the current study, the influence of type of plasticizer used with Eudragit® RS 30D on the drug release was investigated in solid dosage form extrusion/spheronization, and film coating. The drug pellets were coated for controlling drug release with Eudragit® RS 30D containing dibutyl phthalate and compared with dibutyl sebacate as an alternative plasticizer. To study the influence of pH of the dissolution medium on the drug release profile, capsules are tested for drug release profile at pH 1.2, 4.4, and 6.3. Additionally, the aging effect on the curing of Eudragit® RS 30D is evaluated by exposing the capsules dosage form to room temperature (25 °C ± 2 °C/60% ± 5% RH) for time 0, 3, 6, and 9 months, accelerated temperature (40 °C ± 2 °C/75% ± 5% RH) for time 0, 3, and 6 months, and intermediate temperature (30 °C ± 2 °C/65% ± 5% RH) for time 0, 6, and 9 months. The replacement of dibutyl phthalate, with dibutyl sebacate for polymer coating system in similar concentration is comparable with respect to plasticization effect. The coalescence of the polymer particles is not changed and requires no additional processing parameter control or additional curing time.


Subject(s)
Acrylic Resins/chemistry , Dibutyl Phthalate/chemistry , Dicarboxylic Acids/chemistry , Plasticizers/chemistry , Chemistry, Pharmaceutical/methods , Diltiazem/administration & dosage , Diltiazem/chemistry , Drug Liberation , Hydrogen-Ion Concentration , Polymers/chemistry , Solubility , Temperature , Time Factors
13.
Ecotoxicol Environ Saf ; 161: 129-136, 2018 10.
Article in English | MEDLINE | ID: mdl-29879573

ABSTRACT

This study investigates the interaction between the bok choy root exudates and dibutyl phthalate (DBP) onto mollisol during the adsorption. The result elucidated that the adsorption reached equilibrium within 12 h, the adsorption capacity of rhizosphere mollisol containing root exudates and ordinary mollisol were 243.46 mg kg-1 and 281.95 mg kg-1, separately. The adsorption kinetics and isotherm model followed the pseudo-second order and the Frendlish model, respectively, which hinted that the adsorption process was multi-layer heterogeneous chemisorption. We characterized the root exudates and analyzed its effects on soil physical and chemical properties and structure. The result revealed that the root exudates contained hydrocarbons, sulfur compounds and acids. Root exudates made the dissolved organic matter (DOM) dissolution from soil and the increase of organic matter, which might be one of the reasons that root exudates promote DBP adsorption on mollisol. We selected three-dimensional excitation-emission matrix (3D-EEM), synchronous fluorescence and Fourier transform infrared spectroscopy (FTIR) to analyze the interactions between root exudates and DBP, DOM and DBP, respectively. Fluorescence spectrum revealed that the main component of root exudates was protein, for DOM was humic acid, the fluorescence of root exudates and DOM gradually disappeared with the increase of DBP concentration. FTIR revealed that -COO in root exudates and -CH2 in DOM respectively reacted with DBP. The results of this study are of great importance to reveal that the root exudates are significant in the environmental behavior of DBP adsorption on mollisol, and also provide more useful information for phytoremediation of organic pollutants in the mollisol.


Subject(s)
Brassica/chemistry , Dibutyl Phthalate/chemistry , Humic Substances/analysis , Plant Exudates/chemistry , Soil Pollutants/chemistry , Soil/chemistry , Adsorption , Biodegradation, Environmental , Fluorescence , Kinetics , Plant Proteins/analysis , Rhizosphere , Spectrometry, Fluorescence/methods , Spectroscopy, Fourier Transform Infrared
14.
Bull Environ Contam Toxicol ; 101(3): 338-343, 2018 Sep.
Article in English | MEDLINE | ID: mdl-29909428

ABSTRACT

In the present study, Chlorella vulgaris were cultured in the presence of the common plasticizer dibutyl phthalate (DBP) with different concentrations for 10 days. The cell density, DBP concentrations, neutral lipid concentrations, and lipid morphology in C. vulgaris were studied using optical microscopy, gas chromatography (GC), fluorescence spectrophotometry, and laser scanning confocal microscopy (LSCM). We observed that the neutral lipid contents and cell density of C. vulgaris were negatively influenced by DBP of high concentrations (50 and 100 mg/L), but significantly stimulated by DBP of low concentrations (5, 10, and 20 mg/L). Lipid bodies were destroyed into pieces by DBP of high concentrations (50 and 100 mg/L), but were slightly suppressed by DBP at low concentrations (5, 10, and 20 mg/L). Chlorella vulgaris treated with DBP (50 mg/L) for 2 days showed the highest removal efficiency (31.69%). The results suggested that C. vulgaris could be used in practice to remove DBP and has the potential of being oleaginous microalgae in DBP contaminated water.


Subject(s)
Chlorella vulgaris/metabolism , Dibutyl Phthalate/chemistry , Lipids/chemistry , Plasticizers/chemistry , Microalgae
15.
Water Sci Technol ; 76(5-6): 1124-1131, 2017 Sep.
Article in English | MEDLINE | ID: mdl-28876253

ABSTRACT

Pulse electro-coagulation (PEC) was applied to treat plastic factory wastewater in this study. One representative plasticizer molecule was chosen for the synthetic wastewater: dibutyl phthalate (DBP). Experiments demonstrated that PEC exhibits superior economic efficiency and removal efficiency compared to traditional electro-coagulation in wastewater treatment. Experimental data also indicated that at a given current density, compared with the aluminum electrode, the iron electrode could more efficiently remove DBP from wastewater. With an initial pH of 8-9, the required energy was 2.5 kWh m-3 for 75% DBP removal in the case of iron as the anode type. In general, the pollutants have been successfully reduced to environmentally acceptable levels under the following operating conditions: iron as the anode type, interelectrode distance of 10 mm, duty cycle of 0.6, pH of 8-9 and current density of 15 mA cm-2 for PEC time >15 min.


Subject(s)
Dibutyl Phthalate/chemistry , Electrochemical Techniques/methods , Wastewater/chemistry , Water Pollutants, Chemical/chemistry , Aluminum/chemistry , Electrochemical Techniques/instrumentation , Electrodes , Industrial Waste , Iron/chemistry
16.
Environ Toxicol ; 31(9): 1059-67, 2016 Sep.
Article in English | MEDLINE | ID: mdl-25926096

ABSTRACT

Natural toxins from plant sources with wide ranges of biological activities reflect the upswing of drug design in the pharmaceutical industry. Rubia cordifolia L. is one of the most important red dye yielding plants. Most of the former researches have focused on the bioactive compounds from the roots of R. cordifolia, while no attention was paid towards the fruits. For the first time, here we report the presence of dibutyl phthalate in the fruits of R. cordifolia. Structural characterization was carried out using Ultraviolet-Visible spectrophotometer (UV-Vis), Fourier transform infrared (FTIR), gas chromatography-mass spectrophotometer (GC-MS), Nuclear magnetic resonance (NMR). Acute toxicity of the crude ethanolic extracts of the R. cordifolia fruits was examined in Swiss albino mice. No mortality was observed in all treated mice with 100, 500, 1000 mg/kg body weight of crude extract of R. cordifolia fruit and it indicates that the LD50 value is higher than 1000 mg/kg body weight. This study exhibited a significant change in the body weight. Alanine transaminase (ALT), total protein, triglycerides, glucose, and also the histopathological analysis of liver for all treated mice showed difference from the control group. The dibutyl phthalate was further evaluated for the toxicity study through in silico analysis. Together, the results highlighted that the toxic potential of R. cordifolia fruits extracts and also the toxicity profile of the fruit should be essential for the future studies dealing with the long term effect in animals. © 2015 Wiley Periodicals, Inc. Environ Toxicol 31: 1059-1067, 2016.


Subject(s)
Dibutyl Phthalate/toxicity , Liver/drug effects , Plant Extracts/chemistry , Rubia/chemistry , Alanine Transaminase/metabolism , Animals , Body Weight/drug effects , Dibutyl Phthalate/chemistry , Dibutyl Phthalate/isolation & purification , Female , Fruit/chemistry , Fruit/metabolism , Gas Chromatography-Mass Spectrometry , Liver/metabolism , Liver/pathology , Magnetic Resonance Spectroscopy , Mice , Plant Roots/chemistry , Plant Roots/metabolism , Rubia/metabolism , Spectroscopy, Fourier Transform Infrared , Toxicity Tests, Acute , Triglycerides/metabolism
17.
Dokl Biochem Biophys ; 471(1): 421-422, 2016 Nov.
Article in English | MEDLINE | ID: mdl-28058694

ABSTRACT

Optically active bis-2R(-)ethylhexyl o-phthalate was obtained with 0.18% yield from dry cultured cells of Aconitum baicalense Turcz ex Rapaics 1907 by extraction with petroleum ether followed by silica gel column chromatography. Its structure was confirmed by the analysis of 13C and 1H NMR spectra. Seasonal fluctuations of quantitative phthalate content in A. baicalense cells were identified. The tests were performed under conditions excluding the presence of phthalates in reagents, materials, and laboratory dishes. The same substance was shown to be produced by cultivated cells of other plants. Biosynthesis of esters of ortho-phthalic acid by cultivated plant cells was discovered for the first time.


Subject(s)
Aconitum/chemistry , Phthalic Acids/chemistry , Plant Extracts/chemistry , Alkanes/chemistry , Carbon-13 Magnetic Resonance Spectroscopy , Cells, Cultured , Chromatography, Gel , Dibutyl Phthalate/chemistry , Dibutyl Phthalate/isolation & purification , Diterpenes , Freeze Drying , Gas Chromatography-Mass Spectrometry , Hexanes/chemistry , Indoles , Phthalic Acids/isolation & purification , Plant Extracts/isolation & purification , Proton Magnetic Resonance Spectroscopy , Silicon Dioxide , Solvents/chemistry
18.
J Neurochem ; 133(1): 53-65, 2015 Apr.
Article in English | MEDLINE | ID: mdl-25522164

ABSTRACT

Cultures of dissociated hippocampal neurons are often used to study neuronal cell biology. We report that the development of these neurons is strongly affected by chemicals leaching from commonly used disposable medical-grade syringes and syringe filters. Contamination of culture medium by bioactive substance(s) from syringes and filters occurred with multiple manufacturing lots and filter types under normal use conditions and resulted in changes to neurite growth, axon formation and the neuronal microtubule cytoskeleton. The effects on neuronal morphology were concentration dependent and significant effects were detected even after substantial dilution of the contaminated medium. Gas chromatography-mass spectrometry analyses revealed many chemicals eluting from the syringes and filters. Three of these chemicals (stearic acid, palmitic acid and 1,2-ethanediol monoacetate) were tested but showed no effects on neurite growth. Similar changes in neuronal morphology were seen with high concentrations of bisphenol A and dibutyl phthalate, two hormonally active plasticisers. Although no such compounds were detected by gas chromatography­mass spectrometry, unknown plasticisers in leachates may affect neurites. This is the first study to show that leachates from laboratory consumables can alter the growth of cultured hippocampal neurons. We highlight important considerations to ensure leachate contamination does not compromise cell biology experiments.


Subject(s)
Axons/drug effects , Cytoskeleton/drug effects , Hippocampus/cytology , Hippocampus/drug effects , Microtubules/drug effects , Neurites/drug effects , Plastics/chemistry , Syringes , Animals , Axons/ultrastructure , Benzhydryl Compounds/chemistry , Benzhydryl Compounds/pharmacology , Cells, Cultured , Dibutyl Phthalate/chemistry , Dibutyl Phthalate/pharmacology , Disposable Equipment , Filtration/instrumentation , Mice , Neurites/ultrastructure , Neurogenesis/drug effects , Phenols/chemistry , Phenols/pharmacology
19.
Biotechnol Lett ; 37(8): 1703-9, 2015 Aug.
Article in English | MEDLINE | ID: mdl-25893325

ABSTRACT

OBJECTIVE: To develop a biphasic system for use in plant tissue-mediated biotransformations to overcome the low water solubilities of substrates and inhibitory effects of products. RESULTS: Commonly-used organic solvents and ionic liquid were assayed using the biphasic system to reduce water-insoluble benzoyl cyanide by Daucus carota (wild carrot) tissue. Dibutyl phthalate was the most suitable solvent. The optimal moisture content of dibutyl phthalate, the ratio of biomass to substrate, and the concentration of benzoyl cyanide were 50 % (v/v), 100 g mM(-1), and 12 mM l(-1), respectively. Under these conditions, 91 % of molar conversion and 99 % ee of the optical purity of the product were obtained; a high (R)-cyanohydrin concentration of 1.36 g l(-1) was achieved. CONCLUSION: The proposed biphasic system can be used in industrial applications, particularly in the biotransformation of water-insoluble compounds. This method can also be used to prepare a wide range of value-added products by synthetically manipulating the final chiral (R)-mandelic acid and its derivatives.


Subject(s)
Cyanides/toxicity , Daucus carota/metabolism , Nitriles/metabolism , Biotransformation , Cell Culture Techniques , Culture Media/chemistry , Dibutyl Phthalate/chemistry , Oxidation-Reduction , Solvents/chemistry
20.
ScientificWorldJournal ; 2014: 547076, 2014.
Article in English | MEDLINE | ID: mdl-25133244

ABSTRACT

New solid polymer electrolytes (SPE) based on poly(ethylene oxide) (PEO) doped with lithium trifluoromethanesulfonate (LiCF3SO3), dibutyl phthalate (DBP) plasticizer, and zirconium oxide (ZrO2) nanoparticles were prepared by solution-casting technique. The conductivity was enhanced by addition of dibutyl phthalate (DBP) plasticizer and ZrO2 nanofiller with maximum conductivity (1.38 × 10(-4) Scm(-1)). The absorption edge and band gap values showed decreases upon addition of LiSO3CF3, DBP, and ZrO2 due to the formation of localized states in the SPE and the degree of disorder in the films increased.


Subject(s)
Dibutyl Phthalate/chemistry , Nanoparticles/chemistry , Polyethylene Glycols/chemistry , Zirconium/chemistry , Ions/chemistry , Optical Phenomena
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