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PubMed2005

Detection of thyroid system-disrupting chemicals using in vitro and in vivo screening assays in Xenopus laevis.

We developed a thyroid hormone (TH) inducible primary screening assay for the identification and assessment of man-made chemicals that interfere with the TH-signalling pathway within target cells. The assay was developed in a Xenopus laevis cell line that was transduced with a self-inactivating (SIN) lentivirus vector (LV) containing a luciferase gene. The luciferase activation in this cell line was TH-specific: 3,3',5-L-triiodothyronine (T(3)) > 3,3'5-L-triiodothyroacetic acid (Triac) > 3,3',5-D-triiodothyronine (D-T(3)), > L-thyroxine (T(4)) > 3,3',5'-L-triiodothyronine (rT(3)). The application of the ligand-dependent luciferase assay for screening for thyroid system-disrupting chemicals revealed that three phthalates (dicyclohexyl phthalate, n-butylbenzyl phthalate, and di-n-butyl phthalate), two herbicides (ioxynil and pentachlorophenol) and a miticide (dicofol) had 3,3',5-L-triiodothyronine- T(3)- antagonist activity at concentrations ranging from 10(-6) to 10(-5) M. These chemicals also inhibited the expression of the endogenous primary T(3)-response TH nuclear receptor beta (TRbeta) gene. The inhibitory characteristics of these chemicals were similar for both assays performed, although the assay for T(3)-dependent activation of TRbeta gene was more sensitive than the luciferase assay. These results indicate that the luciferase assay was a rapid method with a small intra-assay variation for the primary screening of thyroid system-disrupting chemicals. Of the six chemicals, only n-butylbenzyl phthalate and pentachlorophenol exhibited T(3)-antagonist activity in an in vivo metamorphosis-based assay. It should be noted that chemicals elicited thyroid system-disrupting activity in the luciferase assay did not always interfere with the thyroid system in vivo.

Animals↗
PubMed1980

Action of uncouplers of oxidative phosphorylation as chemotactic repellents of Bacillus subtilis.

Bacillus subtilis alternately swims smoothly and tumbles; when administered repellent it only tumbles, but later resumes normal swimming and tumbling. Repellents of B. subtilis include membrane-active agents like uncouplers of oxidative phosphorylation and local anaesthetics and have previously been found to act in a fundamentally different way compared with attractants. It has been suggested previously that uncouplers act as repellents as a result of their ability to depolarize the membrane and that depolarization might effect flagellar function by causing a flux of Ca2+ into the cell. However, we found that there is no correlation between membrane depolarization and chemotaxis and no detectable flux of Ca2+ following tactic stimulation by uncouplers. Experiments with analogues of the uncoupler pentachlorophenol, all of which are weaker acids than pentachlorophenol, indicated that the anionic form of the uncoupler is the potent form and we propose that it binds to a certain membrane protein to cause release into the cytoplasm of the substance (ion, metabolite or protein) that controls tumbling frequency. Adaptation is assumed to occur when this excess is removed by active transport or metabolism.

Bacillus subtilis↗
PubMed1968

Intermediate reactions of oxidative phosphorylation in mitochondria from cabbage.

Respiratory control ratios between 2.0 and 9.0 were obtained by comparison of the respiratory rates of cabbage mitochondria in the presence and in the absence of individual components of the system used to provide ADP and by comparing the rates before and after exhaustion of added ADP. These results indicate that respiration in cabbage mitochondria is controlled by the availability of ADP, which serves as the phosphate acceptor. Pentachlorophenol (PCP), 2,4-dinitrophenol (DNP), gramicidin and oleic acid inhibited phosphorylation to a greater extent than respiration in the cabbage mitochondria, but these reagents did not stimulate respiration in the absence of a phosphate acceptor. Respiration was stimulated by DNP only in the presence of added ATP.2,4-Dinitrophenol, pentachlorophenol, dicumarol and gramicidin did not stimulate ATPase activity either in the presence or absence of added Mg(2+). Oleic acid stimulated ATPase activity in the presence of added Mg(2+), but did not stimulate respiration even in the presence of added ATP. The ATP-(32)Pi exchange rate was increased many fold in the presence of added Mg(2+). Oleic acid and 2,4-dinitrophenol inhibited the exchange almost completely.

Mitochondria↗
PubMed1991

Inhibition of pure cultures of methanogens by benzene ring compounds.

The inhibition of methane production by Methanosaeta concilii GP6, Methanospirillum hungatei GP1, Methanobacterium espanolae GP9, and Methanobacterium bryantii M.o.H. during short-term (6-h) exposure to eight benzene ring compounds was studied. The concentration that caused 50% inhibition of the methane production rate (IC50) was dependent on the species and the toxicant. Pentachlorophenol was the most toxic of the tested compounds, with an IC50 of less than 8 mg/liter for all species except M. hungatei. Abietic acid was the next most toxic compound for all the species, with an IC50 in the range of 21.4 to 203 mg/liter. Sodium benzoate was generally the least toxic, with an IC50 in the range of 1,225 to 32,400 mg/liter. 3-Chlorobenzoate was substantially more toxic (IC50, 450 to 1,460 mg/liter) than benzoate. The inhibition by benzene, phenol, vanillic acid, and toluene was intermediate to that of pentachlorophenol and benzoate. Long-term incubation (days) studies to determine effect on growth indicated that all eight compounds were usually much more toxic than predicted from the short-term data. In these latter studies, there was generally a good correlation in the observed inhibition as determined from growth and methane production.

Abietanes↗
PubMed1994

Rapid and sensitive pollutant detection by induction of heat shock gene-bioluminescence gene fusions.

Heat shock gene expression is induced by a variety of environmental stresses, including the presence of many chemicals. To address the utility of this response for pollutant detection, two Escherichia coli heat shock promoters, dnaK and grpE, were fused to the lux genes of Vibrio fischeri. Metals, solvents, crop protection chemicals, and other organic molecules rapidly induced light production from E. coli strains containing these plasmid-borne fusions. Introduction of an outer membrane mutation, tolC, enhanced detection of a hydrophobic molecule, pentachlorophenol. The maximal response to pentachlorophenol in the tolC+ strain was at 38 ppm, while the maximal response in an otherwise isogenic tolC mutant was at 1.2 ppm. Stress responses were observed in both batch and chemostat cultures. It is suggested that biosensors constructed in this manner may have potential for environmental monitoring.

Bacterial Outer Membrane Proteins↗
PubMed2002

Isolation and characterization of Novosphingobium sp. strain MT1, a dominant polychlorophenol-degrading strain in a groundwater bioremediation system.

A high-rate fluidized-bed bioreactor has been treating polychlorophenol-contaminated groundwater in southern Finland at 5 to 8 degrees C for over 6 years. We examined the microbial diversity of the bioreactor using three 16S ribosomal DNA (rDNA)-based methods: denaturing gradient gel electrophoresis, length heterogeneity-PCR analysis, and restriction fragment length polymorphism analysis. The molecular study revealed that the process was dependent on a stable bacterial community with low species diversity. The dominant organism, Novosphingobium sp. strain MT1, was isolated and characterized. Novosphingobium sp. strain MT1 degraded the main contaminants of the groundwater, 2,4,6-trichlorophenol, 2,3,4,6-tetrachlorophenol, and pentachlorophenol, at 8 degrees C. The strain carried a homolog of the pcpB gene, coding for the pentachlorophenol-4-monooxygenase in Sphingobium chlorophenolicum. Spontaneous deletion of the pcpB gene homolog resulted in the loss of degradation ability. Phenotypic dimorphism (planktonic and sessile phenotypes), low growth rate (0.14 to 0.15 h(-1)), and low-copy-number 16S rDNA genes (single copy) were characteristic of strain MT1 and other MT1-like organisms isolated from the bioreactor.

Alphaproteobacteria↗
PubMed1964

Degradation of Wood Preservatives by Fungi.

Wood-inhabiting fungi, not necessarily responsible for major decay, are shown to be capable of degrading a toxic compound into a less potent form, thus rendering it less effective in protecting wood from decay by less-tolerant basidiomycetous wood-destroyers. Sweetgum or pine sapwood blocks treated with preservatives (ammoniacal copper arsenate, fluor-chrome-arsenate-dinitrophenol, a creosote or pentachlorophenol) were exposed progressively to two different wood-inhabiting fungi with sterilization between the first and second exposure. The fungus in the first exposure was usually an Ascomycete or a Fungi Imperfecti-Chaetomium globosum, Phoma, Orbicula, Graphium, Pestalozzia, or Trichoderma species, isolated from wood below the ground. In one experiment, the fungus in the first exposure was a basidiomycete, Lenzites trabea or Polyporus versicolor. The second fungus, a prominent Basidiomycete-Coniophora puteana, Lentinus lepideus, or Lenzites trabea-was the bioassay fungus, since its purpose was to show whether the first fungus had degraded the preservative. Generally, the treated block, except where exposed to another fungus, remained virtually untouched by the bioassay fungus. Clearly, therefore, the first fungus had rendered the preservative ineffective but without appreciably decaying the wood itself Chemical analyses of treated blocks indicated that in the first exposure the fungi had substantially depleted sodium arsenate and pentachlorophenol.

Journal Article↗
PubMed1983

Carbonyl cyanide-m-chlorophenyl hydrazone-resistant Escherichia coli mutant that exhibits a temperature-sensitive unc phenotype.

Two spontaneous Escherichia coli mutant strains which are resistant to an oxidative phosphorylation uncoupler, carbonyl cyanide-m-chlorophenyl hydrazone, were isolated. Strain CM22 (ccr-2) was resistant to another uncoupler, pentachlorophenol, and to the inhibitors of proton-translocating ATPase, namely tributyltin and sodium azide. Carbonyl cyanide-m-chlorophenyl hydrazone or pentachlorophenol administered to cell suspensions of strain CM22 did not cause a pH change induced by H+ influx, and a similar result was obtained with everted particles. The respiratory rate of strain CM22 with succinate was twice that of wild-type strain KH434. When carbonyl cyanide-m-chlorophenyl hydrazone was administered, a stimulation of O2 uptake was observed in wild-type strain KH434 but not in the mutant strain CM22. Strain CM22 did not grow on succinate at 42 degrees C. Isolation of a true revertant at a frequency of 10(-8) demonstrated that the pleiotropic phenotype was induced by a single mutation. P1 transduction indicated that the mutant allele, ccr-2, was cotransduced with the ilv genes at a frequency of about 55%.

Adenosine Triphosphatases↗
PubMed1996

Assessment of the biodegradation potential of psychrotrophic microorganisms.

Bioremediation of polluted temperate and cold temperature environments may require the activity of psychrotrophic bacteria, because their low temperature growth range parallels the ambient temperatures encountered in these environments. In the present study, 135 psychrotrophic microorganisms isolated from a variety of ecosystems in Canada were examined for their ability to mineralize 14C-labelled toluene, naphthalene, dodecane, hexadecane, 2-chlorobiphenyl, and pentachlorophenol. A number of the psychrotrophic strains mineralized toluene, naphthalene, dodecane, and hexadecane. None of the psychrotrophs were capable of mineralizing 2-chlorobiphenyl or pentachlorophenol. Those strains demonstrating mineralization activity were subsequently screened by the polymerase chain reaction (PCR) and Southern hybridization of PCR products for the presence of catabolic genes (alkB, ndoB, todCl, and xylE) involved in known bacterial biodegradative pathways for these compounds. Some of the psychrotrophs able to mineralize toluene and naphthalene possessed catabolic genes that hybridized to xylE or todCl, and ndoB, respectively. The alkB PCR fragments obtained from the strains that mineralized dodecane and hexadecane did not hybridize to an alkB gene probe derived from Pseudomonas oleovorans. Psychrotrophic strain Q15, identified as a Rhodococcus sp., also mineralized the C28 n-paraffin octacosane. A gene probe constructed from the "alkB" PCR fragment from strain Q15 did hybridize with the alkB PCR fragments from most of the psychrotrophic alkane biodegraders, indicating that the alkB primers may be amplifying another gene(s), perhaps with low homology to P. oleovorans alkB, which may be involved in the biodegradation of both short chain (dodecane) and longer chain alkanes (hexadecane, octacosane). All of the psychrotrophic biodegradative isolates examined were capable of mineralization activity at both 23 and 5 degrees C, indicating their potential for low temperature bioremediation of petroleum hydrocarbon contaminated sites.

Arthrobacter↗
PubMed2000

Serum polychlorinated dibenzo-p-dioxins and polychlorinated dibenzofurans among people eating contaminated home-produced eggs and beef.

We compared serum polychlorinated dibenzo-p-dioxins (PCDDs) and polychlorinated dibenzofurans (PCDFs) among residents of two homes to levels among age- and sex-matched comparison subjects. The residents of the two homes consumed contaminated eggs and beef from animals raised at the homes. The animals had greater soil contact than those raised with conventional commercial husbandry practices. The comparison subjects were from a similar rural area, but did not consume home-produced beef and eggs. Serum levels of 2,3,7, 8-substituted tetra-, penta-, and hexaCDDs and penta-, hexa-, and heptaCDFs were increased between 2- and 6-fold in residents from one home; contaminated eggs and beef were consumed by residents for 2-15 years. Elevations were less for those in the other index home, where only home-produced eggs were consumed for 2 years; a 3-fold elevation of 1,2,3,7,8,9-hexaCDD as compared to controls was most apparent. Very strong bivariate correlations among all of the 2,3,7, 8 penta- and hexaCDDs/CDFs were observed. The elevations observed verify that PCDD/PCDF-contaminated food contributed to the body burden of these compounds. The blood levels among the highest exposed participants are generally higher than those observed in other studies of U.S. contaminated-fish consumers and higher than average adipose tissue levels observed in U.S. urban populations. There are sufficient animal toxicologic and human epidemiologic data to recommend that exposures be reduced. In the study area, pentachlorophenol and pentachlorophenol incineration sources have been identified, and the animal contamination and blood elevations probably reflect these sources. Soil reference values and site-specific risk assessments should include estimates of exposures to contamination in home-produced animal products. Such estimates can be verified with limited PCDD/PCDF sampling of animals and humans.

Adolescent↗
PubMed2005

Biodegradation of simple chemical mixtures in soil.

Exogenous microorganisms often are used to enhance bioremediation. This study compared the capabilities of two exogenous microbial cultures and an indigenous population to detoxify a Weswood silt loam soil amended with a simple chemical mixture. The first three treatments were unamended soils inoculated with either indigenous microorganisms, Pseudomonas aeruginosa, or Phanerochaete sordida. Three additional treatments consisted of soil amended with benzo[a]pyrene, pentachlorophenol, and 2,4,6-trinitrotoluene, which were inoculated with either indigenous microorganisms, P. aeruginosa, or P. sordida. Samples were collected from the soils at several time points from 0 through 540 or 720 d, sequentially extracted with methylene chloride and methanol, and analyzed for genotoxicity (using the Salmonella/microsome assay) and chemical degradation. Although the indigenous microorganisms were effective for removal of benzo[a]pyrene, the Pseudomonas bacteria exhibited slightly greater removal rates for 2,4,6,-trinitrotoluene. The fungal cultures were significantly more effective at degrading pentachlorophenol. The day 540 extracts from all model chemical-amended treatments were genotoxic. In most cases, the day 540 extracts were more genotoxic than the day 0 extracts. The results suggest that, under appropriate conditions, enriched cultures of microorganisms may have an increased capacity to degrade individual chemicals. However, the products of degradation in some cases might be more genotoxic than the parent compounds.

Biodegradation, Environmental↗
PubMedDate not supplied

Limited effect of selected organic pollutants on cytokine production by peripheral blood leukocytes.

To test the hypothesis that some persistent organic pollutants contribute to the increased prevalence of allergic disease, the effects of selected compounds on cytokine production by PBMC from control and allergic donors were evaluated. Cells were cultured for six days in the presence of a xenobiotic (PCB 153, hexachlorobenzene, pentachlorobenzene, pentachlorophenol, lindane, atrazine or DMSO vehicle) with phytohemagglutinin (PHA) or Dermatophagoides pteronyssinus extract, then for one day in the presence of PHA + phorbol 12-myristate 13-acetate. PCB 153 reduced the levels of IL-10, IFN-gamma and TNF-alpha. Hexachlorobenzene reduced the levels of IL-5, IL-10 and IFN-gamma. Pentachlorobenzene reduced IL-6 levels. Pentachlorophenol reduced IL-5 levels. Lindane and atrazine reduced both IL-5 and IFN-gamma. In addition, lindane reduced TNF-alpha levels. As these compounds had similar effects on cells from allergic and non-allergic donors, and as these effects were, in all cases, very limited indeed, the potential deleterious impact of the xenobiotics tested on the allergic response seems unlikely.

Adult↗
PubMed1986

Screening for the ability of hexachlorobenzene metabolites to decrease rat liver porphyrinogen carboxy-lyase.

In order to examine inhibitory effects of hexachlorobenzene metabolites on the hepatic porphyrinogen carboxylyase activity, rat liver cytosol was incubated with uroporphyrinogen III and chlorinated phenols, thiophenols, thioanisoles and benzenes. Then, the occurrence of hepta-, hexa-, penta- and tetracarboxyporphyrinogen = coproporphyrinogen (measured as porphyrins) was determined. Inhibitory effects were exerted by tetrachlorohydroquinone, pentachlorophenol, pentachlorothiophenol, 1,2,3,5- and 1,2,4,5-tetrachlorobenzene. Other compounds including hexachlorobenzene which was tested for comparative reasons did not impair uroporphyrinogen decarboxylation. In the presence of tetrachlorohydroquinone, uroporphyrinogen merely was decarboxylated to hepta- and hexacarboxyporphyrinogen. Under the influence of the other 4 compounds with inhibitory effects, pentacarboxyporphyrinogen and coproporphyrinogen were formed additionally. Coproporphyrinogen formation was inhibited completely by tetrachlorohydroquinone, while pentachlorophenol diminished its formation by about 50% and pentachlorothiophenol, 1,2,3,5- and 1,2,4,5-tetrachlorobenzene by less than 10%.

Animals↗
PubMed1998

Soil immobilization: new concept for biotreatment of soil contaminants.

A new concept for the development of microbial consortia for the degradation of persistent soil pollutants and for pollutant treatment is proposed. The concept defined as "soil immobilization" is based on the entrapment of soil particles, showing microbial activity in degrading the target pollutant, into a solid membrane with a large pore size distribution. The particular hydrodynamic and mass transfer properties of this system result in a very efficient process. A new type of bioreactor is proposed for carrying out the immobilized soil process. The performance of the system was tested by developing a microbial system for the mineralization of pentachlorophenol (PCP). The results show that the volumetric efficiency of the process for PCP mineralization in the immobilized soil bioreactor is 1-3 orders of magnitude higher than reported literature values. Chlorine and carbon atoms of PCP are both nearly completely (99%) mineralized.

Biodegradation, Environmental↗
PubMedDate not supplied

Inhibition of sulfotransferase affecting in vivo genotoxicity and DNA adducts induced by safrole in rat liver.

The effect of pretreatment with pentachlorophenol (PCP), a known inhibitor of sulfotransferases, on the induction of chromosomal aberrations, sister chromatid exchanges (SCEs), replicative DNA synthesis (RDS), and the formation of DNA adducts was studied in the liver of rats treated with safrole (1-allyl-3,4-methylenedioxy-benzene). Rats were given a single oral dose (1,000 mg/kg body weight) or 5 repeated doses (500 mg/kg body weight) of safrole, with or without intraperitoneal pretreatment with PCP (10 mg/kg body weight). Hepatocytes were isolated 24 hr after administration of safrole and allowed to proliferate in Williams' medium E supplemented with epidermal growth factor to test for chromosomal aberrations and SCEs. For examination of RDS, hepatocytes were incubated in Williams' medium E containing 5-bromo-2'-deoxyuridine. Safrole-DNA adducts were detected by a nuclease P1-enhanced 32P-postlabeling assay. A single dose of safrole induced significant SCEs and RDS, while chromosomal aberrations were induced by 5 repeated doses. Two major and 2 minor DNA adducts were detected by both a single dose and 5 repeated doses. PCP significantly decreased safrole-induced cytogenetic effects and RDS, and caused a decrease in DNA adducts formed by safrole. These results suggest that safrole is capable of inducing SCEs, chromosomal aberrations, and RDS in the rat liver in vivo and that these effects may be induced by the sulfuric acid ester metabolite that can bind DNA.

Animals↗
PubMed1985

Health hazards of natural and introduced chemical components of boatbuilding woods.

The major components of untreated wood--cellulose, hemicellulose, and lignin--have not been implicated as toxicants, but extractive substances, especially in heartwood, can be toxic. Decay-resistant woods are more likely to contain irritants or sensitizers than nondurable woods. Short-term exposures to certain wood dusts may result in asthma, conjunctivitis, rhinitis, or allergic dermatitis, but long-term effects may include nasal cancer and Hodgkin's disease. Some thermophilic microorganisms found in wood are human pathogens, and septic splinters (chromomycosis) and inhalation of ascomycete spores from stored wood chips have been implicated in human illnesses. Reconstituted wood can contain formaldehyde resins, which pose health risks in enclosed humid areas. Pentachlorophenol (PCP)-treated wood is particularly toxic--short-term exposures to PCP-treating solutions can lead to aplastic anemia and mortality, while diseases such as Hodgkin's disease are associated with long-term exposures. Since much commercial lumber is dipped in PCP, the separation of the chronic effects of wood dust from PCP exposure is difficult. Chromated copper arsenate (CCA)- and ammoniacal copper arsenite (ACA)-treated wood may leach arsenic. CCA-treated wood is potentially safer, since it contains the pentavalent arsenic, which is a common constituent in the environment. ACA contains the trivalent arsenic, which is more toxic.

Arsenates↗
PubMed2003

Hepatocyte metabolism of coenzyme Q1 (ubiquinone-5) to its sulfate conjugate decreases its antioxidant activity.

Previous studies on the metabolism of coenyzme Q (CoQ) have focused on products found in the urine, bile or feces. However, the metabolites found in these samples were end products from a multitude of catabolic processes which did not necessarily reflect CoQ intracellular metabolism (e.g. in the liver, the major site of CoQ synthesis or metabolism). Using isolated rat hepatocytes, we have found that the sulfation of coenzyme Q1 (CoQ1) was the initial and dominant step following its reduction to the hydroquinone. This metabolic process is important as conjugation may occur on the hydroquinone metabolites of any coenzyme10 scission product retaining the quinone ring. By using rat liver cytosol, we were able to identify the monosulfated metabolite of CoQ1. The CoQ1 sulfate conjugate was identified by mass spectrometry followed by tandem mass spectrometry. The rate of formation of the CoQ1 sulfate conjugate was markedly increased by the addition of NADH and was prevented by dicumarol, a DT-diaphorase (NQO1) inhibitor. CoQ1 sulfate conjugate formation catalysed by cytosol was inhibited by the sulfotransferase 1A (SULT1A) inhibitor, pentachlorophenol (PCP) suggesting that sulfation was carried out by the SULT 1A isoform. CoQ1 sulfation in isolated hepatocytes and inversely CoQ1 hydroquinone formation were dependent on the concentration of inorganic sulfate in the media. Intracellular sulfation also decreased CoQ1 antioxidant and cytoprotective activity towards cumene hydroperoxide (CHP) induced cell death. Sulfotransferases may therefore play a significant role in endogenous CoQ metabolism following its degradation to short chain products.

Animals↗
PubMed1988

Simultaneous thermal analysis/mass spectrometric detection of biological hazards.

A simultaneous working TA-MS instrument has been used to investigate the thermal behaviour and the decomposition of a series of toxic organic compounds such as flame protected polymers and chlorine-substituted aromatic products that are known to be injurious to health. The temperature-dependent TA-MS data given by the TG, DTG, DTA and MS results lead to a nearly complete description of the degradation properties of the materials. This includes the identification of the main decomposition components by means of in situ quadrupole MS ranging up to 511 a.m.u. The maximum working temperature of the coupling system with 1400 K has proved to be sufficient for the applications reported in this paper. From our investigations of hexa(penta)chlorobenzene and pentachlorophenol it can be concluded that there is a good correlation between the characteristic TA data and the course of the ion current intensities as a function of temperature. This can be shown for each detected mass fragment containing different numbers of chlorine atoms as well as for the molecular ions according to the relative abundance of their isotopes.

Differential Thermal Analysis↗