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PubMed2004

Substance flow analysis of brominated flame retardants and related compounds in waste TV sets in Japan.

We conducted time-series substance flow analysis of two types of brominated flame retardants (BFRs)--polybrominated diphenyl ethers (PBDEs) and tetrabromobisphenol A (TBBPA)--and two types of related compounds--Sb (used with BFRs for flame inhibition) and polybrominated dibenzo dioxins and furans (PBDDs/DFs: unintended byproducts)--in five size categories of waste TV sets in Japan. Two scenarios were created with BFR substitutions and compared to a "business as usual" scenario in order to obtain basic information for strategic product management. The results showed that the use of DecaBDE in rear and front covers of TV sets began in fiscal 1987-1990 and 1993-1996, respectively, and that TBBPA was used to some extent as a substitute for DecaBDE in the 90s. The amount of waste Br in the plastic covers is predicted to increase until at least fiscal 2020 due to the increasing size of TV sets. Although substitution of BFRs with non-BFRs in Japan by 2006 will reduce waste Br, the amount in waste TV sets will not peak until fiscal 2009. The results will help inform decisions in Japan regarding the recovery and disposal of waste TV sets. The methods used would benefit waste managers faced with similar issues in other countries.

Environmental Monitoring↗
PubMed1982

16 alpha-[77Br]bromo-11 beta-methoxyestradiol-17 beta: a gamma-emitting estrogen imaging agent with high uptake and retention by target organs.

16 alpha[77Br]Bromo-11 beta-methoxyestradiol-17 beta [MBE(Br-77)], a compound with high affinity for the estrogen receptor and with low nonspecific binding, has been prepared with an effective specific activity of 770--1450 Ci per mmole at the time of synthesis. In immature female rats, this compound is taken up selectively by the uterus and is retained for prolonged periods. This is presumably due to the binding of this compound to the estrogen receptor, as uterine uptake is blocked selectively by coadministration of an excess of unlabeled estradiol, and administration of a chase dose of unlabeled estradiol results in a rapid decrease in activity in the uterus. In double-label experiments with 16 alpha[125I]estradiol and MBE(Br-77), the two compounds showed equally selective uterine uptake at 1 hr, but the bromine-labeled compound became increasingly more selective at 3 and 6 hr. MBE(Br-77) may prove to be a more favorable agent for imaging human breast tumors than our previously described compound, 16 alpha-[77Br]bromoestradiol-17 beta.

Animals↗
PubMed2004

Formation of chlorinated and brominated dioxins and other organohalogen compounds at the pilot incineration plant VERONA.

Experiments were conducted at the VERONA pilot plant, an incineration plant with stationary grate and separate post-combustion chamber, using wood and propane as basic combustible materials and with controlled dosage of various bromine-, chlorine- and copper-containing compounds. The behaviour of the following compounds was studied in the combustion chamber, after the post-combustion chamber and after the heat exchanger: polychlorinated phenols (PCPh), polybrominated phenols (PBrPh), polychlorinated benzenes (PCBz), polybrominated benzenes (PBrBz), polychlorinated dioxins and furans (PCDD/F) and polybrominated dioxins and furans (PBDD/F). The bromine co-incineration leaded to very high bromophenol concentrations after the post-combustion chamber. The formation of brominated and mixed-halogenated phenols and the further reaction to halogenated dioxins is apparently a relevant reaction mechanism for dioxin formation in processes involving bromine. This assumption is supported by the high formation rates of PBDD/F found in the heat exchanger, which were 4-20 times higher than those of PCDD/F. Moreover, the strong correlations found between the formation rates of PCPh, PCBz and PCDD/F in the heat exchanger indicate that in addition considerable new formation of dioxins takes place through de novo synthesis. Experiments involving the variation of primary operational parameters and fuel properties have shown that the quality of post-combustion plays a much greater role than the other parameters. Furthermore, it became apparent that the congeners of the chlorophenols and of the chlorobenzenes, measured in various incineration stages, do not correlate closely with the dioxin concentrations after the heat exchanger.

Dioxins↗
PubMed1984

Characterization of transmitter release as a response of vertebrate neural tissue to erythrosin B.

A rat cerebral cortical slice preparation was used to study the response of transmitter release to the application of the food dye, Erythrosin B, a tetraiodinated derivative of fluorescein. Erythrosin B (100 microM) stimulated net release of previously taken up [3H]norepinephrine and [3H]gamma-aminobutyric acid (GABA). The Erythrosin-induced release of GABA (the only transmitter studied) occurred in the absence of added Ca2+, and in the presence of tetrodotoxin (TTX). Ultrastructural analysis of the vesicle content of frog neuromuscular junctions treated with Erythrosin B revealed a diminution in the number of synaptic vesicles present in the nerve terminal. By using fluorescein and some halogen-substituted derivatives including Erythrosin B, it was found that incubation with the unhalogenated compound caused no net release, whereas incubation with the iodine-, chlorine- or bromine-substituted compound did cause release. It was also found that somewhat greater release induced by Erythrosin B (at 100 microM) occurred in the light than in the dark. That Erythrosin B inhibits the Na+,K+,Mg2+-ATPase was confirmed in this preparation; it did so in both light and dark. The discrepancy between release and Na+,K+,Mg2+-ATPase blockade in the dark suggests that release either occurs by some other mechanism than by Na+,K+,Mg2+-ATPase blockade, or that an additional light-dependent process contributes to the release. We conclude that Erythrosin B can presumably induce net release of transmitters generally, that release does not occur via the TTX-sensitive Na+ channel, that release via vesicles does occur, and that light somewhat enhances the release.

Adenosine Triphosphatases↗
PubMed1997

The toxicity of brominated and mixed-halogenated dibenzo-p-dioxins and dibenzofurans: an overview.

Brominated dibenzo-p-dioxins and dibenzofurans can be formed under laboratory conditions by pyrolysis of flame retardants based on polybrominated biphenyls and biphenyl ethers. Their occurrence in the environment, however, is due to combustion processes such as municipal waste incineration and internal combustion engines. As these processes generally take place in the presence of an excess of chlorine, predominantly mixed brominated and chlorinated compounds have been identified so far in environmental samples. Brominated dibenzo-p-dioxins or dibenzofurans bind to the cytosolic Ah receptor about as avidly as their chlorinated congeners and induce hepatic microsomal enzymes with comparable potency. The same holds true for mixed brominated-chlorinated compounds. Gross pathologic symptoms-hypothyroidism, thymic atrophy, wasting of body mass, lethality-also occur at doses that, on a molar concentration basis, are virtually identical to those seen with the chlorinated compounds. Their potency to induce malformations in mice following prenatal exposure is equivalent to that of chlorinated dibenzo-p-dioxins and dibenzofurans. Possible activities as (co)carcinogens and endocrine disrupters have not been evaluated, but are likely to exist. Considering the overall similarity in action of chlorinated and brominated dibenzo-p-dioxins and dibenzofurans, environmental and health assessments should be based on molar body burdens without discrimination for the nature of the halogen.

Animals↗
PubMed2002

From alkyl halides to alkyltrifluoromethyls using bromine trifluoride.

Under the right conditions, bromine trifluoride can be a useful tool for generating new types of reactions and compounds. Thus, tris(methylthio)alkyl derivatives, easily prepared from the corresponding alkyl bromides, were converted to the corresponding RCHBrCF2SMe or RCHBrCF3 compounds. The bromine atom, however, could be easily reduced forming eventually R'CF2SMe or R'CF3. If desired, the bromine atom can serve as an entry for constructing terminal difluoroolefins.

Journal Article↗
PubMed2005

Multivariate data analyses of chlorinated and brominated contaminants and biological characteristics in adult guillemot (Uria aalge) from the Baltic Sea.

Adult guillemot (Uria aalge) birds, 10 females and 10 males, drowned in trawl nets near Stora Karlsö in the Baltic Sea, were collected in 2000. Several of the animals' biological characteristics were recorded. The birds' pectoral muscles were individually analyzed for their concentrations of organochlorines (OCs) and brominated flame retardants (BFRs), dichlorodiphenyltrichloroethanes (DDTs), polychlorinated biphenyls (PCBs), hexachlorocyclohexanes, trans-nonachlor, hexachlorobenzene, hexabromocyclododecane (HBCD), and polybrominated diphenyl ethers (PBDEs). The dominating contaminant was p,p'-dichlorodiphenyldichloroethylene (p,p'-DDE) with a geometric mean concentration of 12 900 ng/g lipid weight (lw). The concentration of sigmaPBDE (80 ng/g lw) was similar to that of HBCD (65 ng/g lw). The total concentration of all OCs was approximately 150 times higher than that of all BFRs. For the statistical evaluation of the data, we used multivariate analysistechniques such as principal components analysis, partial least-squares (PLS) regression, and PLS discriminant analyses. No differences between the two sexes were found, either in contaminant concentrations or in biological characteristics. We found that some biological characteristics covaried with the concentrations of several OCs and BFRs, e.g., a negative correlation between liver weight and concentration of contaminants. The concentrations of most OCs but not of BFRs showed a decrease with increasing lipid content. Further, a PLS model with OCs as X and BFRs as Y showed that the contaminants formed two groups, each with distinctive correlation patterns. The PLS model could be used to predict with varying accuracy the concentration of BFRs in the individual muscles from their concentration of OCs.

Animals↗
PubMedDate not supplied

Anticonvulsant activities of 4-bromobenzaldehyde semicarbazone.

Some of the properties of 4-bromobenzaldehyde semicarbazone (compound IV), a prototype molecule of a new class of anticonvulsants, aryl semicarbazones, are described. Compound IV demonstrated activity in the maximal electroshock (MES) and subcutaneous pentylenetetrazol (scPTZ) tests in mice, with low neurotoxicity. When given orally to rats, it displayed high potency in the MES test and very low neurotoxicity, resulting in a high protective index (PI). Compound IV displayed no proconvulsant properties, and development of rapid tolerance was not noted. When administered intraperitoneally (i.p.) at doses of 100, 300, or 600 mg/kg to peritoneally (i.p.) at doses of 100, 300, or 600 mg/kg to rats, compound IV had no effect on levels of gamma-aminobutyric acid (GABA) or on GABA-T activity in whole brain. When tested in vitro, compound IV had no effect on rat brain GABA-T at a drug concentration of 100 microM. Although the activities of certain drug-metabolizing enzymes were increased after oral administration of compound IV to rats, these effects were less prominent than those of phenytoin (PHT) and carbamazepine (CBZ). The principal mode of action of compound IV does not appear to be an interaction with the GABAA receptor complex, and other mechanisms, involving excitatory amino acid neurotransmission, will have to be considered in future investigations of the anticonvulsant activity of this compound.

Animals↗
PubMed2002

Radiocarbon content of synthetic and natural semi-volatile halogenated organic compounds.

Some halogenated organic compounds, such as polychlorinated biphenyls (PCBs), polychlorinated dibenzo-p-dioxins (PCDDs) and polybrominated diphenyl ethers (PBDEs), have been suggested to have natural sources but separating these compounds from their commercially synthesized counterparts is difficult. Molecular-level 14C analysis may be beneficial since most synthetic compounds are manufactured from petrochemicals (14C-free) and natural compounds should have "modern" or "contemporary" 14C levels. As a baseline study, we measured, for the first time, the 14C abundance in commercial PCB and PBDE mixtures, a number of organochlorine pesticides, as well as one natural product 2-(3',5'-dibromo-2'-methoxyphenoxy)-3,5-dibromoanisole. The latter compound was isolated from a marine sponge and is similar in structure to a PBDE. All of the synthetic compounds were 14C-free except for the pesticide toxaphene. which had a modern 14C abundance, as did the brominated natural compound. The result for toxaphene was not surprising since it was commercially synthesized by the chlorination of camphene derived from pine trees. These results suggest that measuring the 14C content of halogenated organic compounds may be quite useful in establishing whether organic compounds encountered in the environment have natural or synthetic origins (or both) provided that any synthetic counterparts derive from petrochemical feedstock.

Animals↗
PubMed2003

Secondary metabolites of Flustra foliacea and their influence on bacteria.

The North Sea bryozoan Flustra foliacea was investigated to determine its secondary metabolite content. Gas chromatography-mass spectrometry analysis of a dichloromethane extract of the bryozoan enabled 11 compounds to be identified. Preparative high-performance liquid chromatography of the extract resulted in the isolation of 10 brominated alkaloids (compounds 1 to 10) and one diterpene (compound 11). All of these compounds were tested to determine their activities in agar diffusion assays against bacteria derived from marine and terrestrial environments. Compounds 1, 3 to 7, 10, and 11 exhibited significant activities against one or more marine bacterial strains originally isolated from F. foliacea but only weak activities against all of the terrestrial bacteria. By using the biosensors Pseudomonas putida(pKR-C12), P. putida(pAS-C8), and Escherichia coli(pSB403) the antagonistic effect on N-acyl-homoserine lactone-dependent quorum-sensing systems was investigated. Compounds 8 and 10 caused reductions in the signal intensities in these bioassays ranging from 50 to 20% at a concentration of 20 micro g/ml.

4-Butyrolactone↗
PubMed2002

Literature review--efficacy of various disinfectants against Legionella in water systems.

There have been reported outbreaks of Legionnaires' disease at hospitals and industrial facilities, which prompted the development of various preventive measures. For example, Ford has been developing and implementing such a measure at its facilities worldwide to provide technical guidance for controlling Legionella in water systems. One of the key issues for implementing the measure is the selection of a disinfectant(s) and optimum conditions for its use. Therefore, available publications on various disinfectants and disinfection processes used for the inactivation of Legionella bacteria were reviewed. Two disinfection methods were reviewed: chemical and thermal. For chemical methods, disinfectants used were metal ions (copper and silver), oxidizing agents (halogen containing compounds [chlorine, bromine, iodine, chlorine dioxide, chloramines, and halogenated hydantoins], ozone, and hydrogen peroxide), non-oxidizing agents (heterocyclic ketones, guanidines, thiocarbamates, aldehydes, amines, thiocyanates, organo-tin compounds, halogenated amides, and halogenated glycols), and UV light. In general, oxidizing disinfectants were found to be more effective than non-oxidizing ones. Among oxidizing agents, chlorine is known to be effective and widely used. Among non-oxidizing agents, 2,2-dibromo-3-nitropropionamide appears to be the most effective followed by glutaraldehyde. Isothiazolin (known as Kathon), polyhexamethylene biguanide, and 2-bromo-2-nitropropionamide (known as Bronopol) were found to be less effective than glutaraldehyde. Thermal disinfection is effective at > 60 degrees C (140 degrees F).

Developing Countries↗
PubMed1988

Potential anti-tumour 2,5-bis (1-aziridinyl)-1,4-benzoquinones: relationship between cytotoxicity against DNA-repair deficient E. coli, inactivation of bacteriophage M13mp19, and in vitro and in vivo anti-tumour activity.

A series of reductively activated 3,6 substituted 2,5-bis(aziridinyl)benzoquinones, designed as potential anti-tumour agents, was shown to interact with DNA. This was assayed by studying the colony forming ability of DNA-repair deficient E. coli K12 and the inactivation of bacteriophage M13mp19. The activities of the compounds as measured in the two assays show a good correlation. Reduction of the quinone compounds is essential for activity in the two assays. Reduction activates opening of the aziridine ring and formation of an alkylating species. The results suggest that steric factors are important in DNA adduct formation. Methylation of the aziridine rings decreases the activity. Bulky 3,6-substitutes also decrease the activity. No correlation is found between above-mentioned assays for DNA modification and in vivo activity towards tumour cells. It is possible that, as well as DNA, other cellular targets are involved. A correlation is observed between the DNA modifying activity and toxicity against L1210 cells in vitro. The relative high activity against L1210 cells of bromine substituted compounds is possibly related to alternative mechanisms in which bromine acts as an efficient leaving group.

Animals↗