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PubMed1981

Plasma disappearance and biliary excretion of bromosulfophthalein in styrene-treated and styrene oxide-treated rats.

Treatment with a single ip dose of styrene (908 mg/kg) 5 h before iv injection of bromosulfophthalein (BSP) (50 mg/kg) in rats resulted in (1) a decrease (approximately 30%) in biliary flow during 10-25 min but an increase in such flow during 60-90 min after the BSP dose, (2) a delay in cumulative excretion (approximately 50%) of BSP in bile during 5-60 min (but the latter became close to the control value after 75 min, and (3) no change in plasma disappearance of BSP. The first two effects seemed to depend on the dose of styrene. After pretreatment (2 h) with styrene oxide (375 mg/kg ip), a greater diminution of bile flow (approximately 50%) and of cumulative excretion of BSP was observed during the entire 5-90 min of bile collection after BSP administration, but the plasma disappearance of BSP remained unaffected. These results suggest that intrahepatic metabolism (and not hepatic uptake) of BSP and/or its transport from liver to bile are impaired after styrene- or styrene oxide-induced liver injury.

Animals↗
PubMed1980

Styrene and styrene oxide induce SCEs and are metabolised in human lymphocyte cultures.

Both styrene and its presumed active metabolite styrene oxide show dose response as potent inducers of sister chromatid exchanges (SCEs) in human lymphocyte cultures. The SCE inducing and clastogenic capacity of styrene in lymphocytes in vitro can be explained by gas chromatographically measurable increase of styrene oxide in styrene treated cultures.

Biotransformation↗
PubMed1978

Microbial transformations of styrene and [14C] styrene in soil and enrichment cultures.

Two different mechanisms were responsible for the disappearance of styrene in enrichment cultures: (i) a mixed population of microorganisms, capable of utilizing styrene as a sole carbon source, oxidized this substrate to phenylethanol and phenylacetic acid; (ii) the culture also mediated polymerization of the monomer to low-molecular-weight styrene oligomers. This chemical reaction probably occurred as the result of microbial degradation of butylcatechol, an antioxidant polymerization inhibitor present in commercial styrene. The resultant polymer material was subsequently metabolized. In soil incubation studies, 14CO2 evolution from applied [8-14C] styrene was used to estimate microbial degradation. Approximately 90 percent of the labeled carbon was evolved from a 0.2 percent addition, and about 75 percent was lost from the 0.5 percent application over a 16-week period.

Bacteria↗
PubMed1985

Evaluation of low exposure to styrene. I. Absorption of styrene vapours by inhalation under experimental conditions.

Volunteers (six men and one woman) were exposed by inhalation to styrene within the concentration range of 20 to 200 mg/m3. The average retention of styrene vapours in the respiratory tract was 71%. The yield of styrene metabolism measured within 24 h was 39 and 17% for mandelic acid and phenylglyoxylic acid, respectively. The determination of mandelic acid in urine collected immediately after the exposure was applied as exposure test. The excretion rate of this metabolite assured the best correlation with the absorbed dose. The relative standard deviations of the test related to actual dose level vary, depending on the analysed concentration range, from 0.21 to 0.33. Quantitative interpretation of the test is possible for styrene concentrations in the air exceeding 20 mg/m3. The concentration amounting to 100 mg/m3 (TLV) corresponds with the mandelic acid excretion rate of 15 mg per hour.

Air Pollutants, Occupational↗
PubMed1983

Styrene oxidation to styrene oxide in human erythrocytes is catalyzed by oxyhemoglobin.

Oxygenated human erythrocytes catalyzed the oxidation of styrene to styrene oxide. This reaction was inhibited by CO but not by superoxide dismutase, catalase and scavengers of hydroxyl radicals. In partially deoxygenated erythrocytes styrene oxidation showed a linear relationship with the molar fraction of oxyhemoglobin. These data indicate that oxyhemoglobin and not free oxygen radicals are involved in styrene oxidation.

Carbon Monoxide↗
PubMed1976

Mutagenicity of industrial compounds: styrene and its possible metabolite styrene oxide.

Styrene and its presumed metabolite, styrene oxide, were tested for their mutagenic effect on a forward mutation system of yeast and of Chinese hamster cells, and on a gene-conversion system of yeast. Experiments with liver microsomal preparations and host-mediated assay with yeast were also carried out. Styrene oxide was mutagenic in all test systems. Styrene was mutagenic only in the host-mediated assay.

Adenine↗
PubMed2005

Inhalation exposure to 1,3-butadiene and styrene in styrene-butadiene copolymer production.

This study assessed personal exposure to 1,3-butadiene (BD) and styrene in three plants manufacturing styrene-butadiene (SB) copolymers. Air samples were collected from the breathing zone of 28 workers over 4 months in three SB plants using diffusive samplers. The total number of samples was 885 with the number of samples per participant varying from 19 to 39. Samples were collected by use of 3M 3500 passive monitors and analyzed with a gas chromatograph (GC). Sampling proved to be simple and inexpensive and laboratory analysis of BD could detect 0.01 and 0.007 part per millions (ppm) of styrene in the 8h samples. In the case of BD, 624 samples were below the limit of quantification (LOQ), 240 samples were between the LOQ and 1 ppm, and 21 samples exceeded the threshold limit value (TLV). In the case of styrene 336 samples were below the LOQ, 548 samples were between the LOQ and 20 ppm. The TLV was exceeded once. The data gives a comprehensive picture of personal exposure of workers in modern SB latex manufacturing plants. The study illustrates also how the new TLV of BD is being implemented.

Air Pollutants, Occupational↗
PubMed2005

Styrene-7,8-oxide burden in ventilated, perfused lungs of mice and rats exposed to vaporous styrene.

Styrene (ST) is an important industrial chemical. In long-term inhalation studies, ST-induced lung tumors in mice but not in rats. To test the hypothesis that the lung burden by the reactive metabolite styrene-7,8-oxide (SO) would be most relevant for the species-specific tumorigenicity, we investigated the SO burden in isolated lungs of male Sprague-Dawley rats and in-situ prepared lungs of male B6C3F1 mice ventilated with air containing vaporous ST and perfused with a modified Krebs-Henseleit buffer (37 degrees C). Styrene vapor concentrations were determined in air samples collected in the immediate vicinity of the trachea. They were almost constant during each experiment. Styrene exposures ranged from 50 to 980 ppm (rats) and from 40 to 410 ppm (mice). SO was quantified from the effluent perfusate. Lungs of both species metabolized ST to SO. After a mathematical translation of the ex-vivo data to ventilation and perfusion conditions as they are occurring in vivo, a species comparison was carried out. At ST concentrations of up to 410 ppm, mean SO levels in mouse lungs ranged up to 0.45 nmol/g lung, about 2 times higher than in rat lungs at equal conditions of ST exposure. We conclude that the species difference in the SO lung burden is too small to consider the genotoxicity of SO as sufficient for explaining the fact that only mice developed lung tumors when exposed to ST. Another cause is considered as driving force for lung tumor development in the mouse.

Administration, Inhalation↗
PubMed1998

Detection of styrene and styrene oxide-induced DNA damage in various organs of mice using the comet assay.

Styrene (100-500 mg/kg b.wt.) and styrene oxide (50-200 mg/kg b.wt.) were given as a single intraperitoneal injection to female mice (C57BL/6) at various time intervals before sacrifice. Primary DNA damage in various organs was studied using alkaline single cell gel electrophoresis (comet) assay. Both substances induced significant DNA damage in lymphocytes, liver, bone marrow and kidney after 4 hr. The lymphocytes and liver cells were found to be the most sensitive cells to the DNA damaging effects of both agents. With the exception of bone marrow cells, the degree of DNA damage in all other cell types was decreased from 4 hr to 16 hr after the administration of both compounds. A strong sublinear dose-response relationship was observed in the lymphocytes, liver and bone marrow cells, possibly indicating a saturation of the detoxifying enzyme systems in these organs. The present work suggests that the comet assay can be used for detection of primary DNA damage induced by styrene and styrene oxide in vivo and for comparing the sensitivity of various target organs.

Animals↗
PubMed1981

[Studies on industrial styrene poisoning (part XII). Electron-microscopic observations on the mucosal membrane of respiratory tracts of rats exposed to styrene. (author's transl)].

The influences which are known to be caused by styrene on the human body are stimulation of the mucosal membrane and atrophy of the central nervous system. There are several clinical reports and animal experiments concerning the stimulation of the mucosal membrane, and styrene is presumed to stimulate the mucosal membrane of the nose. To the best of our knowledge, however, there have been no reports describing histological pathology of the mucosal membrane of the nose induced by exposure to styrene. Accordingly we made animal experiments using rats in order to see influences of styrene on the mucosal membrane of the upper and lower respiratory tracts including the mucosal membrane of the nose, and could confirm the following changes electron-microscopically: 1. Increases in the amount of mucous adhering to cilia, 2. Occasional formation of compound cilia, 3. Appearance of substances having a higher electron-microscopic density within the cytoplasm of various epithelial cells, 4. Degeneration of secretory granules of goblet cells--changes in electron-microscopic density, appearance of cores with a higher electron-microscopic density, 5. Nuclear pyknosis, 6. Vacuolization of various epithelial cells, and 7. Separation and falling-off of the epithelial cell layer.

Animals↗
PubMed1982

[Studies on industrial styrene poisoning (Part XIII). Experimental studies on the damage on the mucosal membrane of respiratory tracts of rats exposed to styrene-contemporary observations of the changes in ciliary function and fine structures].

Styrene is known to have an irritating effect on the tracheal mucosa, but there are few reports that have demonstrated it histologically. We carried out styrene-exposure experiments on rats, and made observations on morphological changes of the trachea with an electron-microscope. Observations on its functional aspects were also made by estimation of the ciliary movement per minute. The present study has revealed a considerable damaging effect of styrene on the tracheal mucosa, which we presented in this report in the hope that it could be used as an index in settling the maximum permissible concentration of styrene for the future.

Animals↗
PubMed2006

Modeling styrene-styrene interactions.

This study is the first step in the systematic investigation of substituted (carboxyl) polystyrene nanoparticles. Understanding the fundamental interactions between the p-carboxyl styrene monomers, where an ethyl group is used instead of a vinyl group (referenced, for convenience, as "p-carboxyl styrene"), provides the basic information needed to construct potentials for nanoparticles composed of these monomers. In this work, low-energy isomers of p-carboxyl styrene dimer were studied. The dimer structures and their relative and binding energies were determined using both Møller-Plesset second-order perturbation theory (MP2) and the general effective fragment potential (EFP2) method. Sections of the intermolecular potential energy surface (PES) of the p-carboxylated styrene dimer in its global minimum orientation were also determined. As expected, double hydrogen bonding between the two carboxylic groups provides the strongest interaction in this system, followed by isomers with a single H-bond and strong benzene ring-benzene ring (pi-pi) type interactions. Generally, the EFP2 method reproduces the MP2 geometries and relative energies with good accuracy, so it appears to be an efficient alternative to the correlated ab initio methods, which are too computationally demanding to be routinely used in the study of the more-complex polymeric systems of interest.

Journal Article↗
PubMed1979

Embryotoxicity and teratogenicity of styrene and styrene oxide on chick embryos enhanced by trichloropropylene oxide.

The effects of TCPO (trichloropropylene oxide) on the embryotoxicity and teratogenicity of styrene and styrene oxide and chick embryos were investigated. The compounds were injected into the air space of the eggs in a total volume of 25 microliter on the third day of embryogenesis. TCPO increased embryotoxicity and teratogenicity of styrene and styrene oxide. Our results present evidence that the epoxides possess embryotoxic and teratogenic properties in chick embryos.

Abnormalities, Drug-Induced↗
PubMed1985

Evaluation of low exposure to styrene. II. Dermal absorption of styrene vapours in humans under experimental conditions.

Four volunteers were exposed dermally to styrene vapours within the concentration range of 1300 to 3200 mg/m3. The increase in the levels of mandelic and phenylglyoxylic acids in urine after exposure was strongly noticeable. The dermal vapour absorption coefficient (alpha) was calculated: for styrene it was ca. 0.022 m3/h. It was calculated that the dermal absorption of the styrene vapours contributed about 5% to the amount absorbed in the respiratory tract under the same conditions.

Air Pollutants, Occupational↗
PubMed1982

Ferrodoxin reductase catalyzes styrene oxidation to styrene oxide.

The flavoprotein ferredoxin reductase catalyzed the oxidation of styrene to styrene oxide in the presence of NADPH. This reaction was inhibited by the addition of catalase and superoxide dismutase. The addition of the nonheme iron protein ferredoxin partially inhibited styrene oxidation. H2O2 was also able to catalyze this reaction when added to the enzyme in the absence of NADPH.

Epoxy Compounds↗
PubMed2000

A resonance Raman investigation on the interaction of styrene and 4-methyl styrene oligomers on sulphated titanium oxide.

In order to understand the nature of the interaction that gives rise to the yellow-orange colour observed when styrene or 4-methyl styrene are put in contact with sulphated TiO2, the resonance Raman spectra of such systems, including deuterated styrene (ring-deuterated d5 and perdeuterated d8) and allylbenzene were investigated. In all cases a substantial enhancement of the ring v(CC) stretching mode was observed. A charge transfer process involving a transition from the ring pi-electrons to the empty d-pi orbitals of titanium was ascribed responsible for the absorption in the visible. Two types of resonance Raman spectra were observed depending on the excitation wavelength, which can be explained by the presence of two kinds of oligomers, saturated and unsaturated, on the surface of the oxide with the former giving rise to a Raman enhancement at a higher excitation energy.

Polymers↗
PubMed1987

Stereometabolism of styrene in man. Urinary excretion of chiral styrene metabolites.

Chiral styrene metabolites obtained during initial styrene exposure of test persons were determined in urine samples using capillary gas chromatography. A typical time-dependent urinary concentration profile of one person over a 49-h period is presented and compared with the results of a previous study of occupationally exposed workers and an unexposed control group. Maximum levels of excretion of all styrene metabolites were observed at about the end of a 9-h workshift. Forty hours after exposure, the L/D-ratio of mandelic acid had subsided to the initial value, and the L/D-ratio of phenylethylene glycol to a value equal or slightly above the initial value.

Biotransformation↗
PubMed1976

A specific gas chromatographic method for the determination of microsomal styrene monooxygenase and styrene epoxide hydratase activities.

A gas chromatographic (GC) method for the determination of the metabolite resulting from the activities of microsomal styrene monooxygenase (epoxide synthetase) and epoxide hydratase using styrene or styrene epoxide as substrates has been developed. The determination of the activities of both enzymes is based on the GC determination of phenylethylene glycol after its esterification with n-butylboronic acid. Kinetic parameters for both enzymes are given.

Animals↗