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1.
Sci Rep ; 11(1): 3555, 2021 02 11.
Article in English | MEDLINE | ID: mdl-33574404

ABSTRACT

Textile wastewater contains large quantities of azo dyes mixed with various contaminants especially heavy metal ions. The discharge of effluents containing methyl orange (MO) dye and Cu2+ ions into water is harmful because they have severe toxic effects to humans and the aquatic ecosystem. The dried algal biomass was used as a sustainable, cost-effective and eco-friendly for the treatment of the textile wastewater. Box-Behnken design (BBD) was used to identify the most significant factors for achieving maximum biosorption of Cu2+ and MO from aqueous solutions using marine alga Fucus vesiculosus biomass. The experimental results indicated that 3 g/L of F. vesiculosus biomass was capable of removing 92.76% of copper and 50.27% of MO simultaneously from aqueous solution using MO (60 mg/L), copper (200 mg/L) at pH 7 within 60 min with agitation at 200 rpm. The dry biomass was also investigated using SEM, EDS, and FTIR before and after MO and copper biosorption. FTIR, EDS and SEM analyses revealed obvious changes in the characteristics of the algal biomass as a result of the biosorption process. The dry biomass of F. vesiculosus can eliminate MO and copper ions from aquatic effluents in a feasible and efficient method.


Subject(s)
Biodegradation, Environmental , Fucus/chemistry , Phaeophyceae/chemistry , Anions/chemistry , Anions/toxicity , Azo Compounds/chemistry , Azo Compounds/toxicity , Cations/chemistry , Cations/toxicity , Copper/chemistry , Copper/toxicity , Fucus/metabolism , Ions/chemistry , Ions/toxicity , Phaeophyceae/metabolism
2.
Int J Biol Macromol ; 165(Pt B): 2684-2692, 2020 Dec 15.
Article in English | MEDLINE | ID: mdl-33086107

ABSTRACT

The polymer adsorbents in the sponge form have the porous structure and high elasticity that endow them with good adsorption capacity and recyclability. The immobilization of nano-materials in the sponges can improve their adsorption properties evidently. The nano-MIL-101(Fe)@chitosan(CS) hybrid sponge was prepared by freeze-drying method. Characterization results indicated that rhombic nano-MIL-101(Fe) particles were uniformly dispersed throughout the hybrid sponge. The hybrid sponge showed higher efficiency for the adsorption of anionic dyes compared with the pristine CS sponge. The maximum adsorption capacity of MIL-101(Fe)@CS sponge for Acid Red 94 reached 4518 mg/g and the rapid suction experiments on different dyes showed that the hybrid sponge could be used as a filter for the quick removal of anionic dyes in low concentration solution.


Subject(s)
Chitosan/chemistry , Coloring Agents/isolation & purification , Polymers/chemistry , Water Pollutants, Chemical/isolation & purification , Adsorption/drug effects , Anions/isolation & purification , Anions/toxicity , Chitosan/pharmacology , Coloring Agents/toxicity , Humans , Kinetics , Metal-Organic Frameworks/chemistry , Polymers/pharmacology , Water Pollutants, Chemical/toxicity
3.
Ecotoxicol Environ Saf ; 198: 110604, 2020 Jul 15.
Article in English | MEDLINE | ID: mdl-32339924

ABSTRACT

With the extensive use of ionic liquids (ILs) in various industrial fields, their potential toxicity to aquatic ecosystem has attracted considerable attention. In this work, biotoxicity of ILs with different cations and anions was evaluated by using a freshwater green alga Chlorella pyrenoidosa. Results showed that 1-butyl-3-methylimidazolium chloride ([C4mim]Cl), 1-octyl-3-methylimidazolium chloride ([C8mim]Cl), 1-octyl-3-methylimidazolium nitrate ([C8mim]NO3), 1-octyl-3-methylimidazolium tetrafluoroborate ([C8mim]BF4), and 1-dodecyl-3-methylimidazolium chloride ([C12mim]Cl) had a significant inhibition on the algal growth with EC50 values of 23.48, 4.72, 3.80, 4.44, and 0.10 mg L-1 at the 72 h of exposure, respectively. These data suggested that the toxicity of ILs increased with the increase of side alkyl chain length, while anions had little influences on their toxicity to this alga. Moreover, changes in chlorophyll a content and chlorophyll fluorescence parameters (Fv/Fm and ΦPSII) indicated that the five ILs could damage the photosynthetic system of this alga resulting in the decrease of photosynthetic efficiency. The increased soluble protein content and antioxidase activity could be considered as an active response mechanism of this alga against the exposure of ILs. Content of malondialdehyde (MDA) in this alga increased significantly when it was exposed to ILs, suggesting that reactive oxygen species (ROS) were accumulated in the algal cells, which would cause injury of the algal biofilm and chloroplast. Therefore, results obtained in this work would help to explain the possible underlying toxic mechanisms of ILs to C. pyrenoidosa, and provide a significant theoretical support for assessing the toxicity of ILs to aquatic organisms.


Subject(s)
Anions/toxicity , Cations/toxicity , Chlorella/drug effects , Ionic Liquids/toxicity , Toxicity Tests , Anions/chemistry , Cations/chemistry , Chlorophyll A/metabolism , Chloroplasts/drug effects , Ecosystem , Fresh Water , Growth/drug effects , Imidazoles/toxicity , Ionic Liquids/chemistry , Photosynthesis/drug effects , Reactive Oxygen Species/metabolism
4.
Int J Biol Macromol ; 123: 587-599, 2019 Feb 15.
Article in English | MEDLINE | ID: mdl-30447358

ABSTRACT

Herein, we report a new composite magnetic-adsorbent made of doped spinel ferrite (15%) dispersed throughout a matrix of chitosan (CS) cross-linked with glutaraldehyde (GA). The composite material was well characterized by using instrumental methods of physical-chemical analysis (SEM, EDX, FTIR and VSM). The produced adsorbent was applied for the removal of Acid Orange 7 (AO7) dye from aqueous solutions. Aspects of adsorption kinetics, isotherms and thermodynamics were detailed. According to the Dubinin-Radushkevich (D-R) isotherm, the mean free energy of adsorption ranged from 14.37 to 16.59 (kJ/mol), suggesting ion-exchange dominating phenomena. In addition, we developed an artificial neural network (ANN) model to explore extensively the effects of factors on the adsorption performance. The coupling of ANN model with a genetic algorithm provided optimal conditions of adsorption. A maximal color removal efficiency of 98.01% was observed experimentally under optimal conditions (pH 2.51, sorbent dosage 3.88 g/L, initial dye concentration 25.3 mg/L, contact time 204 min). To unveil interaction mechanism, we employed molecular docking simulations. Computational outcomes suggested the formation of hydrophobic contacts and hydrogen bonds between AO7 dye molecule and CS-GA receptor. Molecular docking results agreed with the D-R isotherm findings, highlighting that electrostatic forces were greater than Van-der-Waals interactions.


Subject(s)
Adsorption/drug effects , Anions/chemistry , Chitosan/chemistry , Coloring Agents/chemistry , Anions/toxicity , Coloring Agents/toxicity , Magnetics , Molecular Docking Simulation , Neural Networks, Computer , Solubility , Water/chemistry
5.
Bull Environ Contam Toxicol ; 101(1): 99-104, 2018 Jul.
Article in English | MEDLINE | ID: mdl-29858623

ABSTRACT

In order to develop models that can predict the environmental behavior and effects of chemicals, reliable experimental data are needed. However, for anionic surfactants the number of ecotoxicity studies is still limited. The present study therefore aimed to determine the aquatic ecotoxicity of three classes of anionic surfactants. To this purpose we subjected daphnids (Daphnia magna) for 48 h to alkyl carboxylates (CxCO2-), alkyl sulfonates (CxSO3-), and alkyl sulfates (CxSO4-) with different carbon chain lengths (x). However, all surfactants with x > 11 showed less than 50% immobility at water solubility. Hence, EC50 values for only few surfactants could be gathered: C9CO2- (16 mg L-1), C11CO2- (0.8 mg L-1) and C11SO4- (13.5 mg L-1). Data from these compounds showed an increase in ecotoxicity with a factor 4.5 per addition of a hydrocarbon unit to the alkyl chain, and a factor 20 when replacing the sulfate head group by a carboxylate head group. Unfortunately, we could not test carboxylates with a broader variety of chain lengths because solubility limited the range of chain length that can be tested.


Subject(s)
Surface-Active Agents/toxicity , Toxicity Tests , Water Pollutants, Chemical/toxicity , Alkanesulfonates/toxicity , Animals , Anions/toxicity , Daphnia/drug effects , Lethal Dose 50 , Solubility
6.
Int J Biol Macromol ; 107(Pt A): 283-289, 2018 Feb.
Article in English | MEDLINE | ID: mdl-28867229

ABSTRACT

A novel composite film with efficient removal of anionic dye (Congo red) was developed using chitosan and dialdehyde microfibrillated cellulose nano fibrils. Microfibrillated cellulose with three dimensional network structure was prepared from microcrystalline cellulose by high-pressure homogenization. Then it was surface modified by periodate to prepare dialdehyde microfibrillated cellulose (DAMFC). DAMFC/chitosan composite films were prepared by solvent-casting. During the compounding of DAMFC with chitosan, a Schiff base was formed through the reaction between the aldehyde groups of DAMFC and amino groups of chitosan. A giant network structure was therefore formed. The addition of DAMFC resulted in remarkably increased adsorption capacity of the chitosan material as well as drastically improved stability in dye solution. The adsorption performance was investigated with respect to pH, temperature, contact time, and the initial dye concentration. The possible adsorption mechanism was proposed. Various isotherm models have been used to fit the data, and kinetic parameters were evaluated.


Subject(s)
Cellulose/analogs & derivatives , Chitosan/chemistry , Adsorption , Anions/chemistry , Anions/toxicity , Cellulose/chemical synthesis , Cellulose/chemistry , Chitosan/chemical synthesis , Coloring Agents/chemistry , Coloring Agents/toxicity , Congo Red/chemistry , Congo Red/toxicity , Hydrogen-Ion Concentration , Kinetics , Schiff Bases/chemistry , Temperature
7.
Ecotoxicol Environ Saf ; 139: 394-403, 2017 May.
Article in English | MEDLINE | ID: mdl-28189781

ABSTRACT

Ionic liquids (ILs), a new class of solvents with unique and tunable physicochemical properties, were initially envisioned as working alternatives to traditional organic solvents. However, they have now proven to have a wide range of alternative chemical and biochemical applications. Due to their increasing use, environmental and toxicity concerns are growing, but resolutions are hindered by the sheer number of possible variants. In order to assess and possibly predict IL-toxicity, a structure-activity relationship (SAR) approach was adopted using defined structural motifs. These included varied cationic alkyl side-chain lengths, cation lipophilicity and diverse anion effects. The predictive powers of such SARs in respect of antibacterial effects were compared using a total of 28 ILs on six Gram-negative and six Gram-positive pathogenic bacteria. Endpoints were minimum inhibitory (MIC) and minimum bactericidal concentrations (MBC). Results indicate that while certain limited IL-toxicity responses in bacteria can be predicted from SARs, they caution that predictions cannot be generalized across species. This study demonstrates the complex species-specific nature of IL-toxicity and the current limitations of SAR predictability.


Subject(s)
Gram-Negative Bacteria , Gram-Positive Bacteria , Ionic Liquids/chemistry , Ionic Liquids/toxicity , Structure-Activity Relationship , Anions/chemistry , Anions/toxicity , Cations/chemistry , Cations/toxicity , Microbial Sensitivity Tests , Molecular Structure , Predictive Value of Tests
8.
Ecotoxicol Environ Saf ; 125: 1-8, 2016 Mar.
Article in English | MEDLINE | ID: mdl-26650419

ABSTRACT

The environmental risk of surfactants requires toxicity measurements. As different test organisms have different sensitivity to the toxics, it is necessary to establish the most appropriate organism to classify the surfactant as very toxic, toxic, harmful or safe, in order to establish the maximum permissible concentrations in aquatic ecosystems. We have determined the toxicity values of various anionic surfactants ether carboxylic derivatives using four test organisms: the freshwater crustacean Daphnia magna, the luminescent bacterium Vibrio fischeri, the microalgae Selenastrum capricornutum (freshwater algae) and Phaeodactylum tricornutum (seawater algae). In addition, in order to compare and classify the different families of surfactants, we have included a compilation of toxicity data of surfactants collected from literature. The results indicated that V. fischeri was more sensitive to the toxic effects of the surfactants than was D. magna or the microalgae, which was the least sensitive. This result shows that the most suitable toxicity assay for surfactants may be the one using V. fischeri. The toxicity data revealed considerable variation in toxicity responses with the structure of the surfactants regardless of the species tested. The toxicity data have been related to the structure of the surfactants, giving a mathematical relationship that helps to predict the toxic potential of a surfactant from its structure. Model-predicted toxicity agreed well with toxicity values reported in the literature for several surfactants previously studied. Predictive models of toxicity is a handy tool for providing a risk assessment that can be useful to establish the toxicity range for each surfactant and the different test organisms in order to select efficient surfactants with a lower impact on the aquatic environment.


Subject(s)
Aquatic Organisms/drug effects , Environmental Monitoring/methods , Surface-Active Agents/toxicity , Toxicity Tests, Acute/methods , Water Pollutants, Chemical/toxicity , Aliivibrio fischeri/drug effects , Animals , Anions/toxicity , Daphnia/drug effects , Diatoms/drug effects , Microalgae/drug effects
9.
Sci Rep ; 5: 18444, 2015 Dec 17.
Article in English | MEDLINE | ID: mdl-26675424

ABSTRACT

In the present study, the toxic effects of 1-octyl-3-methylimidazolium chloride ([Omim]Cl), 1-octyl-3-methylimidazolium bromide ([Omim]Br) and 1-octyl-3-methylimidazolium tetrafluoroborate ([Omim]BF4) in soil on Vicia faba (V. faba) seedlings at 0, 100, 200, 400, 600 and 800 mg kg(-1) were assessed for the first time at the cellular and molecular level. Moreover, the toxicity of these three ionic liquids (ILs) was evaluated, and the influence of anions on the toxicity of the ILs was assessed. The results showed that even at 100 mg kg(-1), the growth of V. faba seedlings was inhibited after exposure to the three ILs, and the inhibitory effect was enhanced with increasing concentrations of the three ILs. The level of reactive oxygen species (ROS) was increased after exposure to the three ILs, which resulted in lipid peroxidation, DNA damage and oxidative damage in the cells of the V. faba seedlings. In addition, the anion structure could influence the toxicity of ILs, and toxicity of the three tested ILs decreased in the following order: [Omim]BF4 > [Omim]Br > [Omim]Cl. Moreover, oxidative damage is the primary mechanism by which ILs exert toxic effects on crops, and ILs could reduce the agricultural productivity.


Subject(s)
DNA Damage , Imidazoles/toxicity , Ionic Liquids/toxicity , Seedlings/drug effects , Soil/chemistry , Vicia faba/drug effects , Anions/chemistry , Anions/toxicity , Ascorbic Acid/metabolism , Carotenoids/metabolism , Catalase/metabolism , Chlorophyll/metabolism , Chlorophyll A , Comet Assay , Dose-Response Relationship, Drug , Glutathione/metabolism , Hydrogen Peroxide/metabolism , Imidazoles/chemistry , Ionic Liquids/chemistry , Lipid Peroxidation/drug effects , Reactive Oxygen Species/metabolism , Seedlings/genetics , Seedlings/metabolism , Superoxide Dismutase/metabolism , Superoxides/metabolism , Vicia faba/genetics , Vicia faba/metabolism
10.
Toxicol Ind Health ; 31(4): 377-85, 2015 Apr.
Article in English | MEDLINE | ID: mdl-23406962

ABSTRACT

To understand the genotoxic consequences of chemical agents, random amplification of polymorphic DNA (RAPD) as a useful biomarker to be used as an investigation tool for environmental toxicology. In this study, sodium dodecyl sulfate (SDS) was used as a toxic anionic surfactant, and glutamic acid-based cationic bicatanar surfactant (GS) was used as less toxic cationic amino acid-based surfactant. Experimental results show significant correlations between the RAPD profile changes with root growth, mitotic activity and chromosomal aberration test. The inhibitory rates of root growth at 400 ppm of SDS and GS were 85% and 32%, respectively. Mitotic activity results showed a drastic decrease in SDS exposures, whereas there was no significant decrease in GS treatment. Comparison of the chromosomal aberration test results, rates were indicated at 100, 200 and 400 ppm of SDS and GS; 10, 17, 26 (SDS) and 6, 9, 9 (GS) consequently. Also DNA alterations started at 100 and 200 ppm during SDS and GS exposures, respectively. These preliminary findings encourage the utilization of GS as an environmental friendly surfactant detected by these tools in the investigation of genotoxicity potentials of SDS and GS on maize and the other crops.


Subject(s)
DNA Damage , Mutagens/toxicity , Sodium Dodecyl Sulfate/toxicity , Surface-Active Agents/toxicity , Anions/chemistry , Anions/toxicity , Cations/chemistry , Cations/toxicity , Genetic Markers/genetics , Glutamic Acid/chemistry , Mitotic Index , Mutagens/chemistry , Plant Roots/chemistry , Plant Roots/drug effects , Plant Roots/metabolism , Polymerase Chain Reaction , Random Amplified Polymorphic DNA Technique , Sodium Dodecyl Sulfate/chemistry , Surface-Active Agents/chemistry , Zea mays/drug effects , Zea mays/genetics
11.
Environ Toxicol Chem ; 33(7): 1552-62, 2014 Jul.
Article in English | MEDLINE | ID: mdl-24648306

ABSTRACT

Anionic polyacrylamide (PAM) products are commonly used to remove suspended materials from turbid waters and to help mitigate soil erosion. In the present study, juvenile rainbow trout (Oncorhynchus mykiss) were exposed to 3 mg/L to 300 mg/L of 10 commercially available PAM products (Clearflow Water Lynx Polymer Log and Clearflow Soil Lynx Granular Polymer; Clearflow Enviro Systems Group), and gill histological parameters were measured following either 7 d or 30 d of polymer exposure. A cationic polymer product (≤0.38 mg/L MagnaFloc 368; Ciba Specialty Chemical) was also tested for comparison. Mild gill lesions were observed in fish exposed to polymer products. Lamellar fusion, interlamellar hyperplasia, epithelial lifting, mucous cell metaplasia, and cell counts of epithelial swelling and necrosis/apoptosis were minimal in fish exposed to environmentally relevant concentrations of anionic polymer (≤30 mg/L). Gill morphology was largely unaffected by exposure to concentrations up to 300 mg/L of many PAM products. Several anionic polymer products noticeably affected gill tissue by increasing epithelial hypertrophy, interlamellar hyperplasia, mucous cell metaplasia, and the frequency of necrotic cells. The severity of the lesions lessened with time, suggesting that fish may have experienced a short-term irritant effect. Similar levels of gill pathology were frequently observed in fish exposed to cationic polymer MagnaFloc 368 despite the concentration being 1000-fold lower than that of the PAM products. These observations highlight the increased toxicity of cationic polymers to aquatic life compared with anionic PAMs.


Subject(s)
Acrylic Resins/toxicity , Gills/drug effects , Gills/ultrastructure , Oncorhynchus mykiss/anatomy & histology , Water Pollutants, Chemical/toxicity , Animals , Anions/toxicity , Oncorhynchus mykiss/growth & development
12.
Chemosphere ; 104: 51-6, 2014 Jun.
Article in English | MEDLINE | ID: mdl-24268343

ABSTRACT

In search of environmentally-friendly ionic liquids (ILs), 14 were prepared based on the imidazolium, pyridinium and choline cations, with bromide and several amino acids as anions. Good yields were obtained in the synthesis of pyridinium ILs and those prepared from choline and amino acids. Four of the ILs synthesized from choline and the amino acids arginine, glutamine, glutamic acid and cystine are described here for the first time. The toxicity of the synthesized ILs was checked against organisms of various levels of organization: the crustacean Artemia salina; Human cell HeLa (cervical carcinoma); and bacteria with different types of cell wall, Bacillus subtilis and Escherichia coli. The toxicity was observed to depend on both the cation and anion. Choline-amino acid ILs showed a remarkable low toxicity to A. salina and HeLa cell culture, ten times less than imidazolium and pyridinium ILs. None of ionic liquids exhibited marked toxicity to bacteria, and the effect was 2-3 orders of magnitude smaller than that of the antibiotic chloramphenicol.


Subject(s)
Amino Acids/toxicity , Biocompatible Materials/toxicity , Bromides/toxicity , Ionic Liquids/toxicity , Amino Acids/chemistry , Animals , Anions/chemistry , Anions/toxicity , Artemia/drug effects , Bacillus subtilis/drug effects , Biocompatible Materials/chemistry , Bromides/chemistry , Cations/chemistry , Cations/toxicity , Escherichia coli/drug effects , HeLa Cells , Humans , Ionic Liquids/chemistry
13.
J Am Chem Soc ; 135(42): 15873-9, 2013 Oct 23.
Article in English | MEDLINE | ID: mdl-24059469

ABSTRACT

Chemotherapeutic agents with low toxicity to normal tissues are a major goal in cancer research. In this regard, the therapeutic activities of cationic dyes, such as rhodamine 6G, toward cancer cells have been studied for decades with observed toxicities toward normal and cancer cells. Herein, we report rhodamine 6G-based organic salts with varying counteranions that are stable under physiological conditions, display excellent fluorescence photostability, and more importantly have tunable chemotherapeutic properties. Our in vitro studies indicate that the hydrophobic compounds of this series allow production of nanoparticles which are nontoxic to normal cells and toxic to cancer cells. Furthermore, the anions, in combination with cations such as sodium, were observed to be nontoxic to both normal and cancer cells. To the best of our knowledge, this is the first demonstration that both the cation and anion play an extremely important and cooperative role in the antitumor properties of these compounds.


Subject(s)
Antineoplastic Agents/pharmacology , Rhodamines/pharmacology , Anions/chemical synthesis , Anions/chemistry , Anions/pharmacology , Anions/toxicity , Antineoplastic Agents/chemical synthesis , Antineoplastic Agents/chemistry , Cell Death/drug effects , Cell Line , Cell Proliferation/drug effects , Dose-Response Relationship, Drug , Drug Screening Assays, Antitumor , Fibroblasts , Humans , Hydrophobic and Hydrophilic Interactions , MCF-7 Cells , Mitochondria/drug effects , Molecular Structure , Phosphorylation/drug effects , Rhodamines/chemical synthesis , Rhodamines/chemistry , Rhodamines/toxicity , Structure-Activity Relationship
14.
Water Res ; 47(9): 2921-8, 2013 Jun 01.
Article in English | MEDLINE | ID: mdl-23561501

ABSTRACT

Ionic liquids (ILs) have attracted great interest in academia and industry during the last decade. So far, several ILs have been used in technological processes, from small scale to industrial applications, which makes it more and more likely that they will be released into the environment. Researchers have been actively studying the environmental and toxicological behaviour of ILs, but their influence on the activated sludge communities of wastewater treatment plants have yet to be investigated. This study aims to fill this knowledge gap by systematically investigating the influence of ILs on activated sewage sludge communities. We tested the inhibition of activated sludge respiration (according to OECD guideline 209) by a selection of 19 different compounds covering the chemical space of ILs as comprehensively as possible. To elicit the differences in sensitivities/tolerances towards ILs we investigated activated sludge from different domestic and industrial sources. Generally speaking, the structure activity relationships of IL toxicity towards activated sludge are in good agreement with those found for other organisms and test systems. The inhibitory potential of tested ILs substituted with short alkyl chains (≤ 4) and polar anions was low. On the other hand, the toxic effects of highly hydrophobic ionic cations and anions were greater - IC50 values were low, some < 50 µM (<10 mg L(-1)). We were able to demonstrate that the EC50 values from Vibrio fischeri can be used for a reliable assessment of the sludge inhibition potential of tested ILs. All the results are discussed in the context of their consequences for biodegradation processes and the performance of wastewater treatment plants.


Subject(s)
Aliivibrio fischeri/drug effects , Anions/toxicity , Cations/toxicity , Ionic Liquids/toxicity , Sewage/microbiology , Wastewater/chemistry , Water Purification , Aerobiosis/drug effects , Biodegradation, Environmental/drug effects , Imidazoles/chemistry , Imidazoles/toxicity , Inhibitory Concentration 50 , Ionic Liquids/chemistry
15.
Environ Toxicol Chem ; 31(6): 1370-4, 2012 Jun.
Article in English | MEDLINE | ID: mdl-22447356

ABSTRACT

In many freshwater systems around the world, the concentrations of major ions (Na(+), K(+), Ca(2+), Mg(2+), Cl(-), HCO(3)(-), CO(3)(2-), and SO(4)(2-)) are exhibiting increasing trends, approaching the concentrations historically found mainly in estuaries. The objectives of the present study were to determine at what concentrations these salts are toxic to an aquatic plant and a green alga, to investigate two potential mechanisms of toxicity, and to determine the usefulness of conductivity as an indicator of salt toxicity. In a series of laboratory trials, Lemna minor and Pseudokirchneriella subcapitata were exposed to a range of concentrations of five different salts. Conductivity levels that caused 10 or 50% reductions in growth-related traits (EC10 and EC50, respectively) were determined, using conductivity of the test solutions as the independent variable. The EC10 values ranged from 0.44 to 2.67 mS/cm for P. subcapitata and from 1.3 to >19 mS/cm for L. minor. The EC50 values ranged from 1.7 to 5.8 mS/cm for P. subcapitata and from 4.2 to >27 mS/cm for L. minor. For both species the EC values varied dramatically among the salts. Pseudokirchneriella subcapitata was most sensitive to KCl and NaCl, whereas L. minor was most sensitive to Na(2)SO(4). The mechanism of toxicity does not appear to be related to production of reactive oxygen species, nor to reduction in chlorophyll concentrations. Because toxicity was strongly influenced by salt composition, regulation and management of specific ions may be preferable to conductivity.


Subject(s)
Araceae/drug effects , Chlorophyta/drug effects , Water Pollutants, Chemical/toxicity , Anions/toxicity , Araceae/physiology , Calcium/toxicity , Cations/toxicity , Chlorophyll/metabolism , Chlorophyta/physiology , Estuaries , Fresh Water/chemistry , Potassium/toxicity , Sodium/toxicity , Sulfates/toxicity
16.
Chem Res Toxicol ; 24(9): 1476-85, 2011 Sep 19.
Article in English | MEDLINE | ID: mdl-21699254

ABSTRACT

The electron affinities (EA) of the 8-aminoquinoline antimalarial drug primaquine and several of its metabolites were studied using the density functional theory method. We first considered six substituents at the 5-position, -CH(3), -OH, -OCH(3), -Ph, -OPh, and -CHO. We found that in the gas phase the adiabatic EAs are similar to that of the parent primaquine for the -CH(3), -OH, and -OCH(3) substituents. In contrast, the -Ph, -OPh, and -CHO substituents all markedly increase the adiabatic EA. However, only the -CHO substituted compound is predicted to form a stable covalently bound radical anion in the gas phase due to its significant positive vertical EA relative to that of the parent primaquine. In addition, when the 8-position is substituted by the N-hydroxyl group or a quinone-imine structure is formed, the electron capture ability is significantly increased. In aqueous solution, all these molecules have significantly larger adiabatic EAs than in the gas phase. In addition, all of the vertical EAs are positive in aqueous solution. The implications of these findings for contributing to our mechanistic understanding of the red cell toxicity of 8-aminoquinoline compounds are further discussed.


Subject(s)
Aminoquinolines/chemistry , Antimalarials/chemistry , Free Radicals/chemistry , Primaquine/analogs & derivatives , Primaquine/chemistry , Aminoquinolines/toxicity , Anions/chemistry , Anions/toxicity , Antimalarials/toxicity , Electrons , Free Radicals/toxicity , Models, Molecular , Primaquine/toxicity , Quantum Theory
17.
Ecotoxicol Environ Saf ; 74(6): 1445-60, 2011 Sep.
Article in English | MEDLINE | ID: mdl-21550112

ABSTRACT

This paper summarizes the environmental hazard assessment of physicochemical properties, environmental fate and behavior and the ecotoxicity of a category of 61 anionic surfactants (ANS), comprised of alkyl sulfates (AS), primary alkane sulfonates (PAS) and alpha-olefin sulfonates (AOS) under the High Production Volume Chemicals Program of the Organisation for Economic Co-operation and Development (OECD). The most important common structural feature of the category members examined here is the presence of a predominantly linear aliphatic hydrocarbon chain with a polar sulfate or sulfonate group, neutralized with a counter-ion. The hydrophobic hydrocarbon chain (with a length between C(8) and C(18)) and the polar sulfate or sulfonate groups confer surfactant properties and enable the commercial use of these substances as anionic surfactants. The close structural similarities lead to physico-chemical properties and environmental fate characteristics which follow a regular pattern and justify the applied read-across within a category approach. Common physical and/or biological properties result in structurally similar breakdown products and are, together with the surfactant properties, responsible for similar environmental behavior. The structural similarities result in the same mode of ecotoxic action. Within each of the three sub-categories of ANS the most important parameter influencing ecotoxicity is the varying length of the alkyl chain. Although the counter-ion may also influence the physico-chemical properties, there is no indication that it significantly affects chemical reactivity, environmental fate and behavior or ecotoxicity of these chemicals. Deduced from physico-chemical and surfactancy properties, the main target compartment for the substances of the ANS category is the hydrosphere. They are quantitatively removed in waste water treatment plants, mainly by biodegradation. Quantitative removal in biological treatment plants is reflected by low AS concentrations measured in effluents of waste water treatment plants (mostly below 10 µg/L). In addition, bioaccumulation of ANS does not exceed regulatory triggers based upon experimental data. A considerable number of reliable aquatic toxicity data for the whole ANS category are available, including chronic and subchronic data for species of all trophic levels. Based upon the highest quality data in hand, there appears to be no singularly most sensitive trophic level in tests on the toxicity of alkyl sulfates, with a large degree of overlap among algae, invertebrates and fish. Algae proved to be more variable in sensitivity to alkyl sulfate exposure compared to fish and daphnia. The key study for the aquatic hazard assessment is a chronic test on Ceriodaphnia dubia, which covers a range of the alkyl chain length from C(12) to C(18). A parabolic response was observed, with the C(14) chain length being the most toxic (7d-NOEC=0.045 mg/L). Responses of aquatic communities to C(12) AS and C(14-15) AS have been studied in high quality stream mesocosm studies containing a broad range of species and ecological interactions. These studies are regarded as a better approximation to reality when extrapolating to the environment. The 56-d chronic NOEC for C(12) AS and C(14-15) AS were 0.224 and 0.106 mg/L, respectively, based on integrated assessments of periphyton (algal, bacterial and protozoan) and invertebrate communities. Taking into account the rapid biodegradation of the ANS compounds as well as the low concentrations measured in different environmental compartments, this category of surfactants is of low concern for the environment.


Subject(s)
Aquatic Organisms/drug effects , Surface-Active Agents/toxicity , Water Pollutants, Chemical/toxicity , Animals , Anions/toxicity , Aquatic Organisms/metabolism , Biodegradation, Environmental , Daphnia/drug effects , Daphnia/metabolism , Environmental Monitoring , Fishes/metabolism , Hazardous Substances/toxicity , Invertebrates/drug effects , Invertebrates/metabolism , Rivers/chemistry , Surface-Active Agents/chemistry , Surface-Active Agents/metabolism , Water Pollutants, Chemical/chemistry , Water Pollutants, Chemical/metabolism
18.
Ecotoxicol Environ Saf ; 74(5): 1089-106, 2011 Jul.
Article in English | MEDLINE | ID: mdl-21463896

ABSTRACT

The category of the anionic surfactants (ANS) consisting of 46 alkyl sulfates, 6 primary alkane sulfonates, and 9 α-olefin sulfonates has been assessed under the high production volume (HPV) chemicals program of the Organisation for Economic Cooperation and Development (OECD) in 2007. In this review the toxicological properties of these chemicals are summarized. The chemicals of this category are used predominantly in detergents, household cleaning products, and cosmetics. These chemicals show low acute and repeat dose toxicity. There was no evidence of genetic or reproductive toxicity, or carcinogenicity. There also was no indication for sensitizing properties. Skin and eye irritating effects in consumers are not to be expected. For consumers, the calculated body burden is about 10,000 times lower than the lowest NOAEL value in experimental animals, so that adverse effects caused by substances of the ANS category can be excluded.


Subject(s)
Alkanesulfonates/toxicity , Sulfates/toxicity , Surface-Active Agents/toxicity , Alkanesulfonates/chemistry , Animals , Anions/chemistry , Anions/toxicity , Eye/drug effects , Household Products/toxicity , Mouth/drug effects , No-Observed-Adverse-Effect Level , Risk Assessment , Skin/drug effects , Sulfates/chemistry , Surface-Active Agents/chemistry , Toxicity Tests
19.
J Pharm Sci ; 100(4): 1525-34, 2011 Apr.
Article in English | MEDLINE | ID: mdl-20891012

ABSTRACT

Elastic anionic niosomes (Tween 61/cholesterol/dicetyl phosphate at 1:1:0.05 molar ratio of 20 mM) with various concentrations of ethanol and edge activators sodium cholate (NaC) and sodium deoxycholate (NaDC) showed larger vesicular size (171.94 ± 63.52 - 683.17 ± 331.47 nm) and higher negative zeta potential (-6.45 ± 2.76 to - 17.40 ± 2.51 mV) than the nonelastic anionic niosomes. The elasticity (deformability index) and entrapment efficiency of all elastic vesicles except the NaDC vesicles were higher than the nonelastic vesicles. The morphology, under transmission electron microscope, of elastic and nonelastic niosomes loaded and not loaded with Tat-green fluorescent protein fusion protein (TG) were in large unilamellar structure. TG loaded in elastic (1 mol% NaC) anionic niosomes gave the highest cell viability both in HT-29 (92.32 ± 3.82%) and KB cells (96.62 ± 5.96%), the highest cumulative amounts (62.75 ± 2.68 µg/cm(2) ) and fluxes (10.46 ± 3.45 µg/cm(2) h) in receiving chamber in rat skin transdermal study by Franz diffusion cells. This study has not only indicated the synergistic enhancement effects of the Tat peptide and the niosomal delivery system on the cellular uptake and transdermal absorption of TG but also 1 mol% NaC as an edge activator to obtain a novel low-toxic elastic anionic niosomes for topical use of therapeutic macromolecules such as proteins, as well.


Subject(s)
Gene Products, tat/administration & dosage , Green Fluorescent Proteins/administration & dosage , Liposomes/chemistry , Recombinant Fusion Proteins/administration & dosage , Skin/metabolism , Administration, Cutaneous , Animals , Anions/chemistry , Anions/toxicity , Cell Line , Elasticity , Gene Products, tat/pharmacokinetics , Green Fluorescent Proteins/pharmacokinetics , Humans , Liposomes/toxicity , Male , Rats , Rats, Sprague-Dawley , Recombinant Fusion Proteins/pharmacokinetics , Skin Absorption
20.
Chemosphere ; 82(11): 1597-603, 2011 Mar.
Article in English | MEDLINE | ID: mdl-21159360

ABSTRACT

We investigated the effects on the growth of the anaerobic bacterium, Clostridium sp., of the ionic liquid, 1-methoxyethyl-3-methyl imidazolium [MOEMIM](+), derived from imidazolium cation and paired with one of a variety of counter-ions, viz., tetrafluoroborate [BF4]⁻, hexafluorophosphate [PF6]⁻(,) trifluoroacetate [CF3COO]⁻, bis(trifluoromethane)sulfonamide [Tf2N]⁻, methane sulfonate [OMS], and 1-butyl-3-methyl imidazolium tetrafluoroborate [BMIM][BF4]. These anions, in association with [MOEMIM](+) lowered the growth rate of the bacterium, showing the following trend: [Tf2N]⁻ ≧ [PF6]⁻ > [BF4]⁻ > [CF3COO]⁻ > [OMS]⁻. Anions incorporating fluorine were more toxic than those without it, and their toxicity rose with an increase in the number of fluorine atoms. Also, [MOEMIM](+)[BF4]⁻ was less toxic than [BMIM](+)[BF4]⁻, probably due to the presence of a methoxyethyl functional group integrated in the cation side chain.


Subject(s)
Clostridium/drug effects , Imidazoles/toxicity , Ionic Liquids/toxicity , Anions/chemistry , Anions/toxicity , Biodegradation, Environmental , Clostridium/growth & development , Dose-Response Relationship, Drug , Green Chemistry Technology , Hydrogen-Ion Concentration , Imidazoles/chemistry , Ionic Liquids/chemistry
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