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Lipophilic Compounds (lipophilic + compound)
Selected AbstractsUptake of pesticides from water by curly waterweed Lagarosiphon major and lesser duckweed Lemna minorPEST MANAGEMENT SCIENCE (FORMERLY: PESTICIDE SCIENCE), Issue 8 2007Renato F de Carvalho Abstract The uptake of pesticides from water by two aquatic plants, the submersed Lagarosiphon major (Ridley) Moss and the floating duckweed Lemna minor L., was measured over periods of up to 72 h. Twelve non-ionised pesticides and analogues, chosen to span a wide range of physicochemical properties, and one analogue (3,5-D) of the phenoxyacetic acid herbicide 2,4-D were studied. Concentrations of the parent compound were determined in the plants following extraction and separation by chromatography. Quantification was by liquid scintillation counting for the 14C-labelled compounds and by high-performance liquid chromatography for the four non-radiolabelled commercial pesticides. Uptake for all compound and plant combinations had reached equilibrium by 24 h. Accumulation of compound in the plant could be described well for most non-ionised compounds by equilibration into the aqueous phase in the plant cells together with partitioning onto the plant solids, this latter process becoming dominant in Lagarosiphon for compounds with log Kow > 1 and in Lemna for compounds with log Kow > 1.8. Lipophilic compounds with log Kow > 4 were concentrated more than 100-fold on a fresh-weight basis. However, the uptake of isoproturon and chlorotoluron was up to threefold less than expected from their Kow values, and their behaviour was better explained using solvation descriptors. Uptake of the acid 3,5-D was dependent on solution pH, this compound being strongly taken up at lower pH by the process of ion trapping, as previously observed in barley roots. Aquatic vegetation can thus rapidly accumulate pesticides, and could be an important sink especially for lipophilic pesticides reaching well-vegetated waters. Copyright © 2007 Society of Chemical Industry [source] Emerging pollutants in the North Sea in comparison to Lake Ontario, Canada, dataENVIRONMENTAL TOXICOLOGY & CHEMISTRY, Issue 6 2007Jens Arne Andresen Abstract In the present study, the concentrations and fate of contaminants such as organophosphate flame retardants and plasticizers, musk compounds such as galaxolide (HHCB), tonalide (AHTN), musk ketone and musk xylene, the bactericide triclosan, as well as the metabolites HHCB-lactone and triclosan-methyl were compared in the aqueous phase of the German Bight (North Sea). The concentrations of these compounds were around 1 to 10 ng/L in nearshore areas, and the concentrations were lower in the more pristine areas. The highest concentrations were determined for tris-(2-chloro- isopropyl) phosphate in the North Sea with concentration exceeding 10 ng/L even for the offshore samples. The samples contained 1 to 20 ng/L chlorinated organophosphates, approximately 1 ng/L nonchlorinated organophosphates, and 0.3 to 3 ng/L fragrance compounds. Some samples from Lake Ontario (Canada) were analyzed in comparison. Per capita emissions were calculated for both regions. These emissions were compared and turned out to be very similar for the Canadian and German locations. For the North Sea, some observations concerning stability, dilution, and degradation, as well as sources of the respective substances, were performed. These data indicate that the chlorinated organophosphates and some musk fragrances exhibit half lives exceeding the residence times and thus can be considered to be persistent in this ecosystem. In the German Bight, the river Elbe is the dominating source for the more hydrophilic compounds, such as chlorinated organophosphate flame retardants, which are diluted only into the North Sea. However, for the more lipophilic compounds such as the musk fragrances, different input patterns as well as distribution patterns are relevant, though the river Elbe is still a major source of pollution to the German Bight of the North Sea. The data seem to indicate either relevant inputs further west of the sampling area or mobilization from the sediments. [source] Shift in birch leaf metabolome and carbon allocation during long-term open-field ozone exposureGLOBAL CHANGE BIOLOGY, Issue 5 2007SARI KONTUNEN-SOPPELA Abstract Current and future ozone concentrations have the potential to reduce plant growth and increase carbon demand for defence and repair processes, which may result in reduced carbon sink strength of forest trees in long-term. Still, there is limited understanding regarding the alterations in plant metabolism and variation in ozone tolerance among tree species and genotypes. Therefore, this paper aims to study changes in birch leaf metabolome due to long-term realistic ozone stress and to relate these shifts in the metabolism with growth responses. Two European white birch (Betula pendula Roth) genotypes showing different ozone sensitivity were growing under 1.4,1.7 × ambient ozone in open-field conditions in Central Finland. After seven growing seasons, the trees were analysed for changes in leaf metabolite profiling, based on 339 low molecular weight compounds (including phenolics, polar and lipophilic compounds, and pigments) and related whole-tree growth responses. Genotype caused most of the variance of metabolite concentrations, while ozone concentration was the second principal component explaining the metabolome profiling. The main ozone caused changes included increases in quercetin-phenolic compounds and compounds related to leaf cuticular wax layer, whereas several compounds related to carbohydrate metabolism and function of chloroplast membranes and pigments (such as chlorophyll-related phytol derivatives) were decreasing. Some candidate compounds such as surface wax-related squalene, 1-dotriacontanol, and dotriacontane, providing growth-related tolerance against ozone were demonstrated. This study indicated that current growth-based ozone risk assessment methods are inadequate, because they ignore ecophysiological impacts due to alterations in leaf chemistry. [source] Condition-adapted stress and longevity gene regulation by Caenorhabditis elegans SKN-1/NrfAGING CELL, Issue 5 2009Riva P. Oliveira Summary Studies in model organisms have identified regulatory processes that profoundly influence aging, many of which modulate resistance against environmental or metabolic stresses. In Caenorhabditis elegans, the transcription regulator SKN-1 is important for oxidative stress resistance and acts in multiple longevity pathways. SKN-1 is the ortholog of mammalian Nrf proteins, which induce Phase 2 detoxification genes in response to stress. Phase 2 enzymes defend against oxygen radicals and conjugate electrophiles that are produced by Phase 1 detoxification enzymes, which metabolize lipophilic compounds. Here, we have used expression profiling to identify genes and processes that are regulated by SKN-1 under normal and stress,response conditions. Under nonstressed conditions SKN-1 upregulates numerous genes involved in detoxification, cellular repair, and other functions, and downregulates a set of genes that reduce stress resistance and lifespan. Many of these genes appear to be direct SKN-1 targets, based upon presence of predicted SKN-binding sites in their promoters. The metalloid sodium arsenite induces skn-1- dependent activation of certain detoxification gene groups, including some that were not SKN-1-upregulated under normal conditions. An organic peroxide also triggers induction of a discrete Phase 2 gene set, but additionally stimulates a broad SKN-1-independent response. We conclude that under normal conditions SKN-1 has a wide range of functions in detoxification and other processes, including modulating mechanisms that reduce lifespan. In response to stress, SKN-1 and other regulators tailor transcription programs to meet the challenge at hand. Our findings reveal striking complexity in SKN-1 functions and the regulation of systemic detoxification defenses. [source] Multidrug resistance modulator interactions with neutral and anionic liposomes: membrane binding affinity and membrane perturbing activityJOURNAL OF PHARMACY AND PHARMACOLOGY: AN INTERNATI ONAL JOURNAL OF PHARMACEUTICAL SCIENCE, Issue 5 2005Madeleine Castaing A variety of cationic lipophilic compounds (modulators) have been found to reverse the multidrug resistance of cancer cells. In order to determine the membrane perturbing efficacy and the binding affinity of such drugs in neutral and anionic liposomes, the leakage of Sulfan blue induced by five modulators bearing different electric charges was quantified using liposomes with and without phosphatidic acid (xEPA = 0 and 0.1), at four lipid concentrations. The binding isotherms were drawn up using the indirect method based on the dependency of the leakage rate on the modulator and the lipid concentrations. Upon inclusion of negatively charged lipids in the liposomes: (i) the binding of cationic drugs was favoured, except in a case where modulator aggregation occurred in the lipid phase; (ii) the drugs with a net electric charge greater than 1.1 displayed a greater enhancement in their potency to produce membrane perturbation; and (iii) the EPA effect on membrane permeation was due mainly to that on membrane perturbation (,50%) and, to a lesser extent, to that on the binding affinity (,50%). The present study provides evidence that drug-membrane interactions are the result of a complex interplay between the structural and electrical characteristics of the drugs and those of the membranes. [source] 163 Identification of Euglenoids That Produce Ichthyotoxin(S) (Euglenophyta)JOURNAL OF PHYCOLOGY, Issue 2003R. E. Triemer Diatoms, dinoflagellates, pelagiophytes, prymnesiophytes, and cyanobacteria are the only divisions of microalgae known to produce toxins. We now report toxin production by freshwater members of the genus Euglena. Fish mortalities (sheepshead minnows, catfish, striped bass, and tilapia) have been observed following exposure in the field to Euglena blooms and in the laboratory when exposed to unialgal isolates of two species of Euglena (E. sanguinea Ehrenberg and E. granulata (Klebs) Lemm.). Three toxic fractions have been isolated from unialgal isolates of both species, and include both water soluble and lipophilic compounds having ichthyotoxic activity. The toxins are stable at ,80°C for at least 60 days and are heat stable to 30°C. Erratic swimming behavior of fish suggests a neurological toxin. This is the first report of fish kills by any freshwater algal taxa from both field and laboratory studies. [source] Application of 31P NMR spectroscopy and chemical derivatization for metabolite profiling of lipophilic compounds in human serumMAGNETIC RESONANCE IN CHEMISTRY, Issue S1 2009M. Aruni DeSilva Abstract New methods for obtaining metabolic fingerprints of biological samples with improved resolution and sensitivity are highly sought for early disease detection, studies of human health and pathophysiology, and for better understanding systems biology. Considering the complexity of biological samples, interest in biochemical class selection through the use of chemoselective probes for improved resolution and quantitation is increasing. Considering the role of lipids in the pathogenesis of a number of diseases, in this study fingerprinting of lipid metabolites was achieved by 31P labeling using the derivatizing agent 2-chloro-4,4,5,5-tetramethyldioxaphospholane. Lipids containing hydroxyl, aldehyde and carboxyl groups were selectively tagged with 31P and then detected with good resolution using 31P NMR by exploiting the 100% natural abundance and wide chemical shift range of 31P. After standardizing the reaction conditions using representative compounds, the derivatization approach was used to profile lipids in human serum. The results show that the 31P derivatization approach is simple, reproducible and highly quantitative, and has the potential to profile a number of important lipids in complex biological samples. Copyright © 2009 John Wiley & Sons, Ltd. [source] A high-throughput monolithic HPLC method for rapid Vitamin C phenotyping of berry fruitPHYTOCHEMICAL ANALYSIS, Issue 5 2006Paul G. Walker Abstract A rapid method for the quantification of ,ascorbic acid (1) in berry fruit by HPLC with photodiode array detection is presented. ,Ascorbic acid was resolved on a C18 monolithic column with aqueous buffer, after which the column was washed with acetonitrile to remove lipophilic compounds prior to re-equilibration for analysis of the next sample. Using the monolithic column format with high mobile phase flow rates, the entire separation, wash and re-equilibration were achieved in 3 min. With the exception of gooseberry (Ribes uva-crispa), for which an interfering compound co-eluted, concentrations of 1 could be determined in a wide range of berry fruits after extraction in metaphosphoric acid without further sample preparation. Using this extraction method, recoveries of 1 in excess of 85% were achieved. Fruit or juice extracts were stable in 5% metaphosphoric acid for at least 4 h and stability could be extended to longer than 150 h by the addition of the reducing agent tris(2-carboxethyl)phosphine hydrochloride. Following validation, the method was utilised for the phenotyping of fruit in a Scottish Crop Research Institute (SCRI) Ribes nigrum L. breeding population of 300 individuals. An improved extraction method allowed extraction, quantification of 1 and data analysis to be undertaken in less than one working week. Copyright © 2006 John Wiley & Sons, Ltd. [source] Exposures associated with serum organochlorine levels among postmenopausal women from Western New York stateAMERICAN JOURNAL OF INDUSTRIAL MEDICINE, Issue 2 2002Kirsten B. Moysich PhD Abstract Background Organochlorines, such as 2,2-bis (4-chlorophenyl)-1,1-dichloroethylene (DDE), polychlorinated biphenyls (PCBs), and hexachlorobenzene (HCB) are lipophilic compounds that are ubiquitous in the environment and may cause adverse health effects in humans. Methods We examined the correlation between epidemiological exposure variables and serum DDE, PCB, and HCB levels in a sample of 192 healthy, female postmenopausal western New York residents; a subset of the control group from a case,control study on breast cancer risk. Usual diet, reproductive and medical histories, and other lifestyle information were obtained by an extensive in person interview. Serum levels (ng/g) of DDE, HCB, and 69 PCB congeners were determined by gas chromatography with electron capture detection. Statistical analyses included computations of crude and age and lipid adjusted correlation coefficients, as well as multiple linear regression analysis. Results Results indicated that the strongest predictors for serum DDE levels were age, serum lipids, parity, and fruit and dairy consumption. Statistically significant predictors of PCB levels included age, serum lipids, parity, and fish consumption. Serum HCB levels were related to age, serum lipids, and fruit and red meat consumption. Conclusions Our findings are consistent with previous investigations that reported strong associations between organochlorine levels and age and serum lipids. The absence of other data showing an association between fruit intake and organochlorine levels make the importance of this finding unclear. Am. J. Ind. Med. 41:102,110, 2002. © 2002 Wiley-Liss, Inc. [source] Pseudomonas putida KT2440 responds specifically to chlorophenoxy herbicides and their initial metabolitesPROTEINS: STRUCTURE, FUNCTION AND BIOINFORMATICS, Issue 11 2006Dirk Benndorf Dr. Abstract Pseudomonas putida,KT2440 is often used as a model to investigate toxicity mechanisms and adaptation to hazardous chemicals in bacteria. The objective of this paper was to test the impact of the chlorophenoxy herbicides 2,4-dichlorophenoxyacetic acid,(2,4-D) and 2-(2,4-dichlorophenoxy)propanoic acid,(DCPP) and their metabolites 2,4-dichlorophenol,(DCP) and 3,5-dichlorocatechol,(DCC), on protein expression patterns and physiological parameters. Both approaches showed that DCC has a different mode of action and induces different responses than DCPP, 2,4-D and DCP. DCC was the most toxic compound and was active as an uncoupler of oxidative phosphorylation. It repressed the synthesis of ferric uptake regulator (Fur)-dependent proteins, e.g. fumarase,C and L -ornithine N5-oxygenase, which are involved in oxidative stress response and iron uptake. DCPP, 2,4-D and DCP were less toxic than DCC. They disturbed oxidative phosphorylation to a lesser extent by a yet unknown mechanism. Furthermore, they repressed enzymes of energy-consuming biosynthetic pathways and induced membrane transporters for organic substrates. A TolC homologue component of multidrug resistance transporters was found to be induced, which is probably involved in the removal of lipophilic compounds from membranes. [source] 4211: Xanthophylls from blood to retinaACTA OPHTHALMOLOGICA, Issue 2010L BRETILLON Xanthophylls are dietary lipophilic compounds. Among them, lutein and zeaxanthin are the major carotenoids found in the human lens and retina, and referred as macular pigment within the retina. Lutein and zeaxanthin cannot be synthesized endogenously. They may therefore be considered as essential and must be provided by adequate dietary intakes. Lutein and zeaxanthin are present in various food items, mainly in plants and fruits such as green vegetables or yellow-orange fruits, as well as in a few animal sources, such as egg yolk. Epidemiological studies consistently suggest that dietary lutein and zeaxanthin are protective factors against the development of Age-Related Maculopathies and Age-related Macular Degeneration. Intervention trials consisting in supplementing the diet with lutein and zeaxanthin demonstrate the bioavailability of those carotenoids in plasma and, in some of them, their efficacy in increasing the density of the macular pigment. An overview will be presented on the mechanisms of xanthophyll bioavailability in blood and retina. [source] | ||||||||||||||||