PubMed Health⌕ Search

SEARCH · PubMed Health

Results for “Chlorine Compounds”

Explore indexed PubMed citations for clinical trials, systematic reviews and public health research. Read source abstracts and follow each citation to its original PubMed record.

Quote a phrase for an exact phrase match. Source license links do not imply unrestricted reuse.

At least 91 records · Page 5Linked to original sources

Mutagenic compounds in chlorinated pulp bleaching waters and drinking waters.

A review is given of the isolation and identification of the extremely strong bacterial mutagen 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone, coded MX, in wood pulp chlorination waters in 1980. This compound is one of the most potent known mutagens, as determined by the Ames test. In 1986 this compound was found also in chlorinated drinking water. MX accounts for a substantial portion of the mutagenicity of chlorinated drinking waters. Several other compounds related to MX have recently been identified in chlorinated waters, such as the geometric isomer (E-MX), the oxidized and reduced forms of MX and the oxidized form of E-MX. Brominated analogues of MX may be formed by chlorination in the presence of bromide ions. Unanswered questions pertaining to the chemistry and genotoxicity of MX and related chlorinated mutagens are examined.

Furans↗

pH stability of some mutagens produced by aqueous chlorination of organic compounds.

Aqueous chlorination of many organic substances has been found to produce substantial mutagenicity in Salmonella typhimurium TA100. An effective way to decrease such mutagenicity is to raise the pH of the solutions to neutrality or higher. The effect of pH on the mutagenicity of the filtrate from the chlorination of unbleached kraft wood pulp and of certain mutagens found in such filtrates has been investigated. The decay of mutagenicity of the known mutagens has been shown to proceed by cleavage of organically bound chlorine by hydroxide ion. Caution is recommended with respect to the practice of raising the pH of solutions for mutagenesis assays.

Drug Stability↗

Susceptibility of glycolytic enzyme activity and motility of spermatozoa from rat, mouse, and human to inhibition by proven and putative chlorinated antifertility compounds in vitro.

Nonhormonal contraceptives that act by blocking energy metabolism within sperm have the advantage over spermatogenic inhibitors by their fast onset of infertility and their almost immediate restoration of fertility after withdrawal of the contraceptive agent. This study was done to test new chlorinated compounds for their contraceptive potency on rodent and human sperm in vitro. Cells were incubated in a medium containing glucose as the sole energy source with 1-chloro-3-hydroxypropanone (CHOP) and 1,6-dichloro-1,6-dideoxy-D-fructose (DCDF), chlorinated analogues of glycolytic substrates, as well as racemic (R,S)-alpha-chlorohydrin (ACH). After incubation, enzymatic activity and kinematic parameters were estimated. A dose-dependent inhibition of the glycolytic enzyme, glyceraldehyde 3-phosphate dehydrogenase (GAPDH), of rat and mouse distal cauda epididymidal and human ejaculated sperm by ACH, CHOP, and DCDF was demonstrated. Triosephosphate isomerase (TPI) was inhibited by ACH, but not by CHOP and DCDF, irrespective of species. All compounds inhibited sperm motility and kinematic parameters with increasing concentration. The results confirm that inhibition of glycolytic enzymes of sperm, including those of human, can be effectively brought about by a variety of chloro-compounds that can be converted to (S)-3-chlorolactaldehyde, the stereospecific chloro-derivative of the enzyme's natural substrate, (R)-glyceraldehyde 3-phosphate, and could be developed into contraceptive agents for men.

Acetone↗

The role of syntrophic associations in sustaining anaerobic mineralization of chlorinated organic compounds.

Stable associations of syntrophic fermentative organisms and populations that consume fermentation products play key roles in the anaerobic biodegradation of chlorinated organic contaminants. The involvement of these syntrophic populations is essential for mineralization of chlorinated aromatic compounds under methanogenic conditions. The fermentative production of low levels of hydrogen (H2) can also be used to selectively deliver a limiting electron donor to dehalogenating organisms and achieve complete dehalogenation of chlorinated aliphatic contaminants such as tetrachloroethene. Thus, tracking the abundance of syntrophically coupled populations should aid in the development and monitoring of sustainable bioremediation strategies. In this study, two complementary nucleic acid-based methods were used to identify and assess relative changes or differences in the abundance of potentially important populations in complex anaerobic microbial communities that mineralized chlorinated aromatic compounds. Population dynamics were related to the consumption and production of key metabolic substrates, intermediates, and products. Syntrophus-like populations were detected in 3-chlorobenzoate-degrading communities derived from sediment or sludge digesters. In the presence of H2-consuming populations, characterized Syntrophus species ferment benzoate, a central intermediate in the anaerobic metabolism of 3-chlorobenzoate and 2-chlorophenol. A DNA probe that targeted characterized Syntrophus species was developed and used to quantify rRNA extracted from the 3-chlorobenzoate- and 2-chlorophenol-degrading communities. The level of rRNA targeted by the Syntrophus-specific probe tracked with the formation of benzoate during metabolism of the parent compounds. Hybridizations with an Archaea-specific probe and/or measurement of methane production demonstrated that methanogens directly benefited from the influx of benzoate-derived electron donors, and the activities of Syntrophus-like and methanogenic populations in the contaminant-degrading communities were closely linked.

Archaea↗

Adsorption from aqueous solutions of chlorinated organic compounds onto activated carbons.

The adsorption capacities of five chlorinated organic compounds, chloroform (CHCl3), 1,1,2,2-tetrachloroethane (S-TET), 1,1,2,2-tetrachloroethylene (PER), 1,2-dichloropropane (DCP), and bis(1-chloroisopropyl) ether (BCIPE) for DTO, WD-EXTRA, and AG-5 activated carbons were investigated. Moreover, the effective molecular diameters of investigated chlorocompounds were calculated. The Freundlich and Langmuir equations of adsorption isotherms describe the experimental data with good correlation for each studied system. The equilibrium data were also analyzed using the equations of Dubinin and Radushkevich and of Dubinin and Astakhov. The degree of filling of the micropores and the average free energy for adsorption in the investigated systems were determined based on these models. It was found that the highest adsorption capacity in relation to all investigated compounds is exhibited by DTO activated carbon. For DTO activated carbon the adsorption affinity of the compounds decreases in the order BCIPE>PER approximately S-TET>DCP>CHCl3, whereas for WD-EXTRA S-TET>BCIPE>PER>DCP>CHCl3 and for AG-5 S-TET>PER>BCIPE>DCP>CHCl3. The obtained adsorption isotherms are generally L-type according to the Giles classification.

Journal Article↗

Competitive interactions of chlorinated phenol compounds with 3,3',5-triiodothyronine binding to transthyretin: detection of possible thyroid-disrupting chemicals in environmental waste water.

Chlorinated phenol compounds, such as the chlorinated derivatives of bisphenol A, have been detected in effluents from paper manufacturing plants. We investigated the effects of bisphenol A, nonylphenol, and their seven chlorinated derivatives on 3,3',5-[(125)I]triiodothyronine ([(125)I]T(3)) binding to purified chicken and bullfrog transthyretin (cTTR and bTTR) and to the ligand-binding domains of chicken and bullfrog thyroid hormone receptor beta (cTR LBD and bTR LBD). The concentrations at which the chlorinated derivatives displaced [(125)I]T(3) from TTR were 10-10(3) times less than those of their parent molecules. 2,6-Dichloro-4-nonylphenol and 3,3',5-trichlorobisphenol A were the most potent competitors of T(3) binding to cTTR and to bTTR, respectively. The interactions of the chlorinated derivatives with the cTR and the bTR LBDs were weaker than those of the chlorinated derivatives with cTTR and bTTR. Chlorinated derivatives with a greater degree of chlorination were more efficient competitors of T(3) binding to TTR and TR. A structure-activity relationship between the phenol compounds and TTR (TTR assay) and TR (TR assay) was established. Structures with chlorine in either ortho position or both ortho positions, with respect to the hydroxy group, were more efficient competitors. Chemicals that interacted with bTTR, cTTR, and Japanese quail TTR were detected in water downstream of effluents from paper manufacturing plants using the TTR assay. As some of the chlorinated bisphenols and nonylphenols were potent competitors of T(3) binding to TTRs, the TTR assay could be applied as primary screening for possible thyroid-disrupting chemicals in environmental waste water.

Animals↗

Cooperative anaerobic catabolism of chlorinated organic compounds: implications for sustainable bioremediation.

Biodegradation research historically followed a reductionist approach focused on axenic (pure) cultures capable of catabolizing the specific contaminant(s) of interest. While this approach has substantially advanced our understanding of the microbiology, physiology, biochemistry, and genetics of contaminant degradation under laboratory conditions, it does not capture the complexity of natural and engineered environments. During in situ bioremediation, microbiomes are exposed to mixtures of contaminants, and microbial interactions profoundly influence contaminant transformation and fate. In anoxic environments, degradation of chlorinated compounds is often sustained by metabolic cooperation among taxonomically and physiologically distinct microorganisms. Through the exchange of metabolites such as hydrogen, formate, acetate, and other nutrients, microbial populations establish interdependent networks that overcome thermodynamic and physiological constraints, enabling self-sustaining systems of contaminant transformations that would be inefficient or impossible with individual organisms. We highlight examples of microbial interactions that underpin anaerobic catabolism of chlorinated contaminants, including systems resulting in self-sustained anaerobic bioremediation.

Biodegradation, Environmental↗

Biodegradation of chlorinated aliphatic compounds.

During the past year, the range of environmentally relevant chlorinated aliphatic compounds known to serve as growth substrates for pure cultures of bacteria has been extended and novel reactions for the aerobic co-metabolic transformation of chloroaliphatics have been reported. The biochemistry of chloroaliphatics degradation in the new aerobic isolates is still unexplored, but progress has been made in understanding some of the anaerobic dehalogenation reactions.

Bacteria, Aerobic↗

Development of a hollow waveguide sampler for detection of chlorinated aromatic compounds in soils.

In this paper, a Fourier transform infrared (FT-IR) spectroscopic method for detection of chlorinated aromatic compounds in soils was developed. The sensing device of this method was based on an infrared hollow waveguide, the inner surface of which was coated with a hydrophobic film. Vaporized chlorinated aromatic compounds from soils were trapped onto the hydrophobic film of the hollow waveguide sampler following detection by FT-IR spectrometry. The extraction process in this method was similar to the headspace solid-phase microextraction (HSSPME) in principle. Means of increasing the speed of transfer of the vaporized organic species to the sampler were also studied. Results indicated that, with a negative pressure on the end of the sampler, the speed of transfer increased significantly. Vapor pressures of the analytes were used as an indication to test the limitation of this method in the analysis of organic compounds in soils. Results showed that analytes with vapor pressures lower than 12 Torr could be detected quantitatively. The typical R-square of the regression on the concentration and IR signals was around 0.99 and the typical detection limits were in the range of hundreds of parts per billion.

Hydrocarbons, Aromatic↗

Analysis of hydroxylated metabolites of PCBs (OH-PCBs) and other chlorinated phenolic compounds in whole blood from Canadian inuit.

In this study, we identified the main hydroxylated polychlorinated biphenyls (OH-PCBs) and other chlorinated phenolic compounds and we determined their relative concentrations in whole blood from 13 male and 17 female Inuit from northern Quebec, Canada, and from a pooled whole blood sample from southern Quebec. We also determined concentrations of polychlorinated biphenyls (PCBs). Total OH-PCB concentrations were variable among the Inuit samples, ranging over 2 orders of magnitude (0.117-11.6 ng/g whole blood wet weight). These concentrations were equal to and up to 70 times those found for the southern Quebec pooled whole blood sample. Geometric mean concentrations of total OH-PCBs were 1.73 and 1.01 ng/g whole blood for Inuit men and women, respectively, and 0.161 ng/g whole blood for the southern population pool. There are limited data available for comparison, but the levels of OH-PCBs in Inuit are higher than those previously reported in the literature for other populations. There was a significant correlation (p < 0.005) between OH-PCBs and PCBs (r = 0.84) and both correlated significantly (p < 0.005) with age (r = 0.68 and 0.78, respectively). The ratio of OH-PCBs to PCBs was lower in Inuit (0.11) than in the southern Quebec pool (0.33). There is no apparent explanation for the difference. There was considerable variability in the congener pattern of the identified OH-PCBs. The main metabolite, 4-OH-CB109 (4-OH-2,3,3',4', 5-pentachlorobiphenyl), constituted 12-62% of the total OH-PCBs in the samples. Pentachlorophenol (PCP) was the dominant phenolic compound in blood, constituting 46% (geometric mean) of the total quantitated chlorinated phenolic compounds. PCP concentrations in Inuit blood ranged from 0.558 to 7.77 ng/g on a wet weight basis. All but two Inuit samples had lower concentrations than the southern Quebec pool (6.29 ng/g). The possible role of OH-PCBs in mediating PCB-induced adverse effects needs to be investigated further.

Adolescent↗

Mechanisms of bacterial degradation and transformation of chlorinated monoaromatic compounds.

Chloroaromatics are xenobiotic compounds of environmental concern. They can be removed from the environment by (bio)degradation or by (bio)transformation. Recognition of the mechanisms and requirements of their biodegradation is of cardinal importance for understanding the fate of these chemicals in the environment, and for developing methods for biological treatment of wastes containing compounds of this type. Cleavage of the carbon-halogen bond is the critical step in degradation of chloroaromatics. As exemplified with chlorophenols, chlorobenzoates and chlorobenzenes in this review, two distinct strategies are employed by bacteria for degradation of chlorinated aromatic compounds: the particular chlorine substituents are removed either directly from the aromatic ring (as an initial step in degradation) or after oxygenative ring cleavage (from chlorinated aliphatic intermediates). Direct elimination of chlorine substituents from the aromatic ring occurs by displacement with either hydroxyl groups (hydrolytically or oxygenolytically) or hydrogen atoms (reductive dechlorination). Dechlorinations of the latter type require reducing power and are significant in anaerobic environments, but have also been observed with strictly aerobic bacteria. Various biotransformation reactions, with only minor alteration of the parent compound, are an alternative to biogradation. Two environmentally significant transformation reactions discussed here are O-methylation and O-demethylation. The capability to O-methylate chlorinated hydroxybenzenes seems to be widespread in bacteria. O-Methylation is an environmentally important transformation reaction, since methylation increases the lipophilicity of the compound and thus the potential for bioaccumulation. Bacterial O-demethylation of chlorinated methoxylated compounds has been observed under both aerobic and anaerobic conditions.

Bacteria↗

Determination of potentially bioaccumulating complex mixtures of organochlorine compounds in wastewater: a review.

Organic chlorine compounds can be persistent environmental contaminants and may be accumulated through the food chain to the aquatic organisms, to fish and humans, depending basically on their hydrophobic properties. Consequently, there is an interest to measure these organic compounds from both the scientific and regulatory communities. The analytical essays have been improved for measuring specific organic chlorine compounds that present the most toxicological potential (polychlorinated biphenyls [PCBs], certain pesticides and dioxins), although they are tedious and time-consuming procedures. The existing tests to measure adsorbable organic halogens (AOX) or extractable organic halogens (EOX) do not distinguish the more hydrophobic organic chlorine matter. The intention of this paper is to make a review of the existing methods to measure the potentially bioaccumulating organochlorine compounds (OCs) from wastewater and propose a methodology to a standardisation procedure for complex mixtures of OCs in wastewater, such as pulp mill effluents. A new method has been proposed for determining the most hydrophobic part of the extractable organic halogens (EOX(fob)), the lowest reported value is 0.6 microg/l, expressed as chloride, and the relative standard deviation at 20 microg/l is 7% on laboratory samples and 30% on real effluents. This new procedure could be a valuable tool to complement environmental risk assessment studies of wastewater discharges.

Animals↗

Kinetics of bacterial growth on chlorinated aliphatic compounds.

With the pure bacterial cultures Ancylobacter aquaticus AD20 and AD25, Xanthobacter autotrophicus GJ10, and Pseudomonas sp. strain AD1, Monod kinetics was observed during growth in chemostat cultures on 1,2-dichloroethane (AD20, AD25, and GJ10), 2-chloroethanol (AD20 and GJ10), and 1,3-dichloro-2-propanol (AD1). Both the Michaelis-Menten constants (K(m)) of the first catabolic (dehalogenating) enzyme and the Monod half-saturation constants (K(s)) followed the order 2-chloroethanol, 1,3-dichloro-2-propanol, epichlorohydrin, and 1,2-dichloroethane. The K(s) values of strains GJ10, AD20, and AD25 for 1,2-dichloroethane were 260, 222, and 24 muM, respectively. The low K(s) value of strain AD25 was correlated with a higher haloalkane dehalogenase content of this bacterium. The growth rates of strains AD20 and GJ10 in continuous cultures on 1,2-dichloroethane were higher than the rates predicted from the kinetics of the haloalkane dehalogenase and the concentration of the enzyme in the cells. The results indicate that the efficiency of chlorinated compound removal is indeed influenced by the kinetic properties and cellular content of the first catabolic enzyme. The cell envelope did not seem to act as a barrier for permeation of 1,2-dichloroethane.

Journal Article↗

Short term effects of Clophen A 50 and of dichlorobiphenyl in rats.

In short term experiments, rats were treated with single oral doses of the polychlorinated biphenyls (PCB's), Clophen A 50 (high chlorinated compound) and dichlorobiphenyl (low chlorinated compound). Clophen A 50 treatment resulted in a marked increase in liver weight and in the activities of GPT, GOT and G1DH in rat serum at 1000 mg/kg similar effects were observed, but to a lesser degree. The levels of the serum lipids, cholesterol and triglycerides were significantly elevated at both dose levels and they remained elevated up to seven days. In contrast, one single oral dose of 1000 mg of dichlorobiphenyl per kg did not cause significant changes in the above mentioned parameters. Histological examination of the liver showed irregularly disseminated droplets of fat in both experiments. These results indicate that Clophen A 50 causes liver damage and alters the lipid metabolism of rats, whereas the low chlorinated dichlorobiphenyl does not exert such effects.

Alanine Transaminase↗

Fungicidal effect of 15 disinfectants against 25 fungal contaminants commonly found in bread and cheese manufacturing.

Resistance of 19 mold and 6 yeast species to 15 commercial disinfectants was investigated by using a suspension method in which the fungicidal effect and germination time were determined at 20 degrees C. Disinfectants containing 0.5% dodecyldiethylentriaminacetic acid, 10 g of chloramine-T per 1, 2.0% formaldehyde, 0.1% potassium hydroxide, 3.0% hydrogen peroxide, or 0.3% peracetic acid were ineffective as fungicides. The fungicidal effect of quaternary ammonium compounds and chlorine compounds showed great variability between species and among the six isolates of Penicillium roqueforti var. roqueforti tested. The isolates of P roqueforti var. carneum, P. discolor, Aspergillus versicolor, and Eurotium repens examined were resistant to different quaternary ammonium compounds. Conidia and vegetative cells were killed by alcohols, whereas ascospores were resistant. Resistance of ascospores to 70% ethanol increased with age. Both P. roqueforti var. roqueforti and E. repens showed great variability of resistance within isolates of each species.

Bread↗

Anaerobic biodegradation of chlorinated aliphatic compounds using packed bed reactors.

The feasibility of anaerobic packed bed reactors with tezontle (volcanic stone widely available in Mexico) and mineral granular activated carbon (GAC) was explored for the degradation of the main chlorinated aliphatic compounds present in the effluent from chemical industry for ethylene and polyvinyl chloride production. The biofilm on the support materials was developed using as inoculums anaerobic sludge. The biodegradation of the halogenated aliphatic compounds (1,2-dichloroethane; 1, 1, 1 -trichloroethane; trichloroethylene and carbon tetrachloride) was possible without addition of external electron donors. High COD removal was obtained in the reactors with both materials. The use of GAC as a biomass support allows a complete biodegradation of the chlorinated aliphatic compounds at organic loads up to 1.24 kgCOD.m(-3).d(-1), with 94% of COD removal and with a biodegradation rate of 2.062 gCOD.kgGAC(-1).d(-1). The reactor with tezontle also had high biodegradation capacity, but the biodegradation of the 1, 1 -dichloroethene, which appeared as intermediate product, was not reached at the required level in the studied range of organic loads.

Anaerobiosis↗

Prediction of infinite dilution activity coefficients of chlorinated organic compounds in aqueous solution from quantum-chemical descriptors.

A quantitative structure-property relationship (QSPR) model is developed to correlate the natural logarithm of infinite dilution activity coefficients, ln (gamma(infinity)), of 45 chlorinated organic compounds in aqueous solution from quantum-chemical descriptors. The best correlation equation contains five theoretical molecular descriptors. All descriptors were obtained from the chemical structure of the compounds and have definite physical meaning corresponding to different intermolecular interactions. The model predicts ln (gamma(infinity)) with a correlation coefficients of 0.949 and a standard error of 0.442 ln units. The obtained QSPR equation may be applied to the prediction of gamma(infinity) of other chlorinated organic compounds not present in the data set used for the development of the present model. Copyright 2001 John Wiley & Sons, Inc. J Comput Chem 22: 1851-1856, 2001

Journal Article↗

[Bayesian regularized BP neural network model for quantitative relationship between the electrochemical reduction potential and molecular structures of chlorinated aromatic compounds].

Bayesian regularized BP neural network (BRBPNN) technique was applied in QSPR model in environmental field. The BRBPNN model for quantitative relationship between the electrochemical reduction potential (ERP) and chemical structures of 87 chlorinated aromatic compounds was established. The structure descriptor pool is consisted of Cl number (Cl), molecular weight (MW) and 6 quantum chemistry parameters which are calculated by MOPAC2000 built in ChemOffice2004, including energy of the highest occupied molecular orbital (E(HOMO)), energy of the lowest occupied molecular orbital (E(LUMO)), heat of formation(HF), dipole(DIP), electronic energy(EE), core-core repulsion(CCR). The achieved optimal network structure was 6-20-1, which possessed stronger fitting and prediction capacity than that of the stepwise linear regression and with the correlation coefficients square and the mean square error for the training set and the test set as 0.999 and 0.000105, 0.965 and 0.00159 respectively. The sum of square weights between each input neuron and the hidden layer of BRBPNN(6-20-1) indicate the effect of descriptor on the electric potential declining in the order of ELUMO > EHOMO > HF> CCR > EE > DIP. The scatter diagrams show that the EE descriptors had positive effect on ERP, and ELUMO, HF, DIP had negative effects, and EHOMO and CCR showed ambiguous effects. Results show that Bayesian regularized BP neural network is of automated regularization parameter selection capability and thus may ensure the excellent generation ability and robustness. This study threw more light on the applicability of electrochemical treatment for the chlorinated aromatic compounds and the analysis on electrochemical reduction mechanism.

Bayes Theorem↗