Sulfadimethoxine and sulfaguanidine: Their sorption potential on natural soils (original) (raw)
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Sorption of Sulfonamide Pharmaceutical Antibiotics on Whole Soils and Particle-Size Fractions
Journal of Environment Quality, 2004
Sørensen, 2000). Consequently, residues of potentially harmful pharmaceutical antibiotics are found in soils Residues of pharmaceutical antibiotics are found in the environand adjacent environmental compartments (Hirsch et ment, whose fate and effects are governed by sorption. Thus, the extent and mechanisms of the soil sorption of p-aminobenzoic acid and al., 1999; Hamscher et al., 2002). Numerous pharmaceufive sulfonamide antibiotics (sulfanilamide, sulfadimidine, sulfadia-tical antibiotics are persistent in the environment (Gazine, sulfadimethoxine, and sulfapyridine) were investigated using topvalchin and Katz, 1994; Hamscher et al., 2002). Hence, soils of fertilized and unfertilized Chernozem and their organic-minthey can enter the food chain via uptake by plants or eral particle-size fractions. Freundlich adsorption coefficients (K f) translocation into ground water (Migliore et al., 1995; ranged from 0.5 to 6.5. Adsorption increased with aromaticity and Boxall et al., 2002). In addition, antibiotics can provoke electronegativity of functional groups attached to the sulfonyl-phenylthe formation of resistant microorganisms (Huysman et amine core. Adsorption to soil and particle-size fractions increased al., 1993; Gavalchin and Katz, 1994). The translocation in the sequence: coarse silt Ͻ whole soil Ͻ medium silt Ͻ sand Ͻ and bioactivity of antibiotics are influenced by soil sorpclay Ͻ fine silt and was influenced by pH. Sorption nonlinearity (1/n Յ tion, governing the distribution and transfer between 0.76) indicated specific interactions with functional groups of soil organic matter (SOM). Phenolic and carboxylic groups, N-hetero-phases and thus the resulting mobile and bioavailable cyclic compounds, and lignin decomposition products were tentatively fractions of the antibiotics. However, knowledge about assigned as preferred binding sites using statistical analysis of pyrolythe extent and mechanisms of antibiotic sorption in soils sis-mass spectra and adsorption coefficients. Adsorption of sulfonis still scarce (Thiele-Bruhn, 2003). amides to mineral soil colloids was weaker and resulted in a stronger As is with many other pharmaceuticals, sulfonamides desorption from clay-size fractions. Moreover, steric accessibility of are both fairly water-soluble and polar compounds, which organic-mineral complexes in clay-size fractions was significantly reionize depending on the pH of the matrix. In addition duced. With a quantitative structure-property relationship (QSPR) to hydrophobic partitioning, these compounds may sorb model, combining the organic carbon concentration, the sulfonamides' to soils via cation exchange, cation bridging, surface chromatographic capacity factor (k), and nondissociated species concentration (CF a), distribution coefficients (K d) were estimated with a complexes, and hydrogen bonding (Tolls, 2001). Accordcross-validated regression coefficient Q 2 ϭ 0.71. Modeling and molecingly, sorption of sulfonamides, such as sulfapyridine, ular mechanics calculations of antibiotic-SOM complexes showed varies between soils and is affected by the quantity, compreferred site-specific sorption via hydrogen bonds and van der Waals position, and structure of soil colloids (Thiele, 2000). The interactions. Distinct chemical structural properties, such as aromaticeffects of the variation in quantity and quality of soil ity and van der Waals volumes, correlated with the sorption data. components can be elucidated in sorption experiments using particle-size fractions obtained from physical separation of whole-soil samples. These fractions contain A ntibiotic pharmaceuticals are widely used for the mineral colloids and soil organic matter (SOM) of differ
Pharmaceuticals' sorptions relative to properties of thirteen different soils
Science of The Total Environment, 2015
Adsorption isotherms of 7 selected pharmaceuticals were measurement for 13 soils. • Adsorption of ionizable compounds was highly affected by soil pH. • Depending on compound pKa diverse properties correlated with adsorption coefficients. • Functions for estimating adsorption coefficients from soil properties were obtained.
Co-contaminants and factors affecting the sorption behaviour of two sulfonamides in pasture soils
Environmental Pollution, 2013
We investigated the effect of soil pH, organic carbon, ionic strength and steroid hormones on the sorption of sulfamethoxazole (SMO) and sulfachloropyridazine (SCP) in three pastoral soils of New Zealand. A model linking sorbate speciation with species-specific sorption coefficients describing the pH dependence of the apparent sorption coefficients was used to derive the fraction of each species of SMO. All soils displayed a decrease in sorption when pH was increased, with SMO exhibiting the highest sorption at pH 2. The cationic form of SMO appeared to sorb more close to pH ! pK a1 and, when pH ! pK a2 (6.5, 7.5 and 8.5) the anionic species seems to dominate, however, its sorption affinity to all soils was low. SMO sorption was affected by ionic strengths and organic carbon content, while the presence of hormones showed only a subtle decrease in SCP sorption in a selected model pasture soil.
The sorption and transport of a sulphonamide antibiotic in soil systems
Toxicology letters, 2002
Veterinary medicines are administered to animals to treat disease and protect their health. After administration, the substances can be metabolised and a mixture of the parent compound and metabolites may be excreted in the urine and faeces. For animals on pasture, the excreta will be released directly to soil whereas for intensively reared animals, the main route of entry will be through slurry and manure spreading. Whilst the behaviour of other classes of substance (e.g. pesticides and nutrients) that are applied to soil is well understood, limited information is available on the transport and fate of veterinary medicines applied to soils. Laboratory and field studies were, therefore, performed to investigate the sorption behaviour of the sulfonamide antibiotic, sulfachloropyridazine, in soil and to assess the potential for sulfachloropyridazine to move from soil to surface waters and groundwaters. Sorption coefficients (K D ) for the compound in soil and soil/slurry mixtures were low (ranging from 0.9 to 1.8 l kg − 1 ) and indicated that the substance would be highly mobile. Field studies on a clay field supported these observations and demonstrated that, after application, the compound was rapidly transported to surface waters, concentrations of up to 590 mg l − 1 being observed in drainage waters. Leaching studies at a sandy site indicated that the substance had a low potential to leach to groundwaters, concentrations in the soil pore water being below or close to analytical detection limits. An assessment of currently available models for predicting concentrations of veterinary medicines entering surface waters indicated that for sulfachloropyridazine, the methods provide reasonable estimates, predicted concentrations being within a factor of two of the maximum measured concentrations. The approaches may not, however, be appropriate for use on highly hydrophobic substances or for predicting groundwater concentrations.
Sorption, Fate, and Mobility of Sulfonamides in Soils
Water, Air, & Soil Pollution, 2011
Sulfonamides (SAs) are one of the broadly used antibiotics in domestic animal operations and have a notable potential of entering the environment through animal manure management practices. In this study, sulfamethazine (SMZ) was used as a prototype to study the sorption, fate, and transport of SAs in soil-water systems using batch and miscibledisplacement experiments. Sulfamethazine was degraded to a polar metabolite (PM). The batch experiments indicated that the linear sorption partitioning coefficient (K d ) values for the PM ranged from 7.5 to 206.2 L kg −1 . Strong relationships between the sorption of PM and various soil fractions and organic matter were also observed. The miscibledisplacement experiments showed that 33-70% of SMZ was degraded within 6 h during transport in the soil columns. Also, 69-99.7% of SMZ and PM were recovered in the effluents suggesting their high mobility. Also, the simultaneous degradation, sorption, and transport of SMZ and PM were described using a two-site chemical nonequilibrium fate and transport model, using the K d values obtained from the batch experiments. The parameters of this model were uniquely estimated using a global optimization strategy, the stochastic ranking evolutionary strategy.
The Science of the total environment, 2014
We investigated the sorption potential and transport behaviour of three sulfonamides, namely, sulfamethoxazole (SMO), sulfachloropyridazine (SCP) and sulfamethazine (SM), and a conservative bromide tracer (Br(-)) in two undisturbed soil columns collected from the dairy farming regions in the North Island of New Zealand. Based on the low log Koc values obtained from the sorption study, all three sulfonamides are likely to have high mobility, making them a potential threat to surface and ground water. Soil column studies also showed that the mobility of the sulfonamides varied among soils and antibiotic type. Sulfonamides exhibited a mobility pattern similar to that of conservative Br(-) tracer. Considerable retardation was observed for the Hamilton soil, and the delayed peak arrival time (or maxima) was due to the role of sorption-related retention processes under saturated flow conditions. Residual antibiotic concentrations for SMO and SCP were detected in all soil sections includin...
Simultaneous sorption of four ionizable pharmaceuticals in different horizons of three soil types
Environmental Pollution, 2016
Soils may be contaminated by human or veterinary pharmaceuticals. Their behaviour in soil environment is largely controlled by sorption of different compounds in a soil solution onto soil constituents. Here we studied the sorption affinities of 4 pharmaceuticals (atenolol, trimethoprim, carbamazepine and sulfamethoxazole) applied in solute mixtures to soils taken from different horizons of 3 soil types (Greyic Phaeozem on loess, Haplic Luvisol on loess and Haplic Cambisol on gneiss). In the case of the carbamazepine (neutral form) and sulfamethoxazole (partly negatively charged and neutral), sorption affinity of compounds decreased with soil depth, i.e. decreased with soil organic matter content. On the other hand, in the case of atenolol (positively charged) and trimethoprim (partly positively charged and neutral) compound sorption affinity was not depth dependent. Compound sorption affinities in the foursolute systems were compared with those experimentally assessed in topsoils, and were estimated using the pedotransfer rules proposed in our previous study for single-solute systems. While sorption affinities of trimethoprim and carbamazepine in topsoils decreased slightly, sorption affinity of sulfamethoxazole increased. Decreases in sorption of the two compounds could be attributed to their competition between each other and competition with atenolol. Differences between carbamazepine and atenolol behaviour in the one-and four-solute systems could also be explained by the slightly different soil properties in this and our previous study. A great increase of sulfamethoxazole sorption in the Greyic Phaeozem and Haplic Luvisol was observed, which was attributed to elimination of repulsion between negatively charged molecules and particle surfaces due to cation sorption (atenolol and trimethoprim) on soil particles. Thus, our results proved not only an antagonistic but also a synergic affect of differently charged organic molecules on their sorption to soil constituents.
Chemistry Central Journal, 2014
The increased use of veterinary antibiotics in modern agriculture for therapeutic uses and growth promotion has raised concern regarding the environmental impacts of antibiotic residues in soil and water. The mobility and transport of antibiotics in the environment depends on their sorption behavior, which is typically predicted by extrapolating from an experimentally determined soil-water distribution coefficient (Kd). Accurate determination of Kd values is important in order to better predict the environmental fate of antibiotics. In this paper, we examine different analytical approaches in assessing Kd of two major classes of veterinary antibiotics (sulfonamides and macrolides) and compare the existing literature data with experimental data obtained in our laboratory. While environmental parameters such as soil pH and organic matter content are the most significant factors that affect the sorption of antibiotics in soil, it is important to consider the concentrations used, the an...
Sulfamethazine Sorption to Soil: Vegetative Management, pH, and Dissolved Organic Matter Effects
Journal of Environment Quality, 2013
Elucidating veterinary antibiotic interactions with soil is important for assessing and mitigating possible environmental hazards. Th e objectives of this study were to investigate the eff ects of vegetative management, soil properties, and >1000 Da dissolved organic matter (DOM >1000 Da ) on sulfamethazine (SMZ) behavior in soil. Sorption experiments were performed over a range of SMZ concentrations (2.5-50 μmol L −1 ) using samples from three soils (Armstrong, Huntington, and Menfro), each planted to one of three vegetation treatments: agroforestry buff ers strips (ABS), grass buff er strips (GBS), and row crops (RC). Our results show that SMZ sorption isotherms are well fi tted by the Freundlich isotherm model (log K f = 0.44-0.93; Freundlich nonlinearity parameter = 0.59-0.79). Further investigation of solid-to-solution distribution coeffi cients (K d ) demonstrated that vegetative management signifi cantly (p < 0.05) infl uences SMZ sorption (ABS > GBS > RC). Multiple linear regression analyses indicated that organic carbon (OC) content, pH, and initial SMZ concentration were important properties controlling SMZ sorption. Study of the two most contrasting soils in our sample set revealed that increasing solution pH (pH 6.0-7.5) reduced SMZ sorption to the Armstrong GBS soil, but little pH eff ect was observed for the Huntington GBS soil containing 50% kaolinite in the clay fraction. Th e presence of DOM >1000 Da (150 mg L −1 OC) had little signifi cant eff ect on the Freundlich nonlinearity parameter; however, DOM >1000 Da slightly reduced SMZ K d values overall. Our results support the use of vegetative buff ers to mitigate veterinary antibiotic loss from agroecosystems, provide guidance for properly managing vegetative buff er strips to increase SMZ sorption, and enhance understanding of SMZ sorption to soil.
Chemosphere, 2018
The sorption of 3 pharmaceuticals, which may exist in 4 different forms depending on the solution pH (irbesartan in cationic, neutral and anionic, fexofenadine in cationic, zwitter-ionic and anionic, and citalopram cationic and neutral), in seven different soils was studied. The measured sorption isotherms were described by Freundlich equations, and the sorption coefficients, K(for the fixed n exponent for each compound), were related to the soil properties to derive relationships for estimating the sorption coefficients from the soil properties (i.e., pedotransfer rules). The largest sorption was obtained for citalopram (average Kvalue for n = 1 was 1838 cm g) followed by fexofenadine (K = 35.1 cmμgg, n = 1.19) and irbesartan (K = 3.96 cmμgg, n = 1.10). The behavior of citalopram (CIT) in soils was different than the behaviors of irbesartan (IRB) and fexofenadine (FEX). Different trends were documented according to the correlation coefficients between the Kvalues for different comp...