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PubMed2002

Assessing the transfer of pentachlorophenol through soil columns using 13[C]isotope.

The transfer of organic pollutants was studied through soil columns using 13[C]-labelled pentachlorophenol (PCP) as a model compound. The organic carbon content and the 13[C]/12[C] ratio were measured in two soil sections, 0-3 cm and 3-6 cm, and in percolated water using an Elemental Analyser coupled with a Magnetic Mass Sector. The mass balance of carbon was evaluated and the amount of PCP was calculated in each compartment of the soil-water systems. The results show that more than 80% of the PCP-derived 13[C] remained in the upper layer of the soil column. Approximately 20% was transferred to the lower soil layer, and less than 1% was found in the water leachates. The 13[C]-labelled tracers may thus be used as an alternative to radioactive compounds to follow the fate of organic pollutants in soil and water under field conditions.

Carbon Radioisotopes↗
PubMed2002

Sediment-dissolved organic matter equilibrium partitioning of pentachlorophenol: the role of humic matter.

The dissolved humic matter (HM) has an essential influence on the release of the bound pentachlorophenol (PCP) from the solid sediment. It was studied how the increase of the dissolved HM concentration affects the equilibrium partitioning of PCP between the solid sediment matter and dissolved HM. The lake sedimentary and dissolved HM were isolated and their structural compositions were compared with elemental analyses, solid-sate 13C NMR spectroscopy and degradative analyses by pyrolysis-GC/MS. At the beginning of the equilibrium experiment, the PCP contaminant (200 microg l(-1)) was added into the water-sediment slurry system having an initial dissolved HM concentration. After 35 days, the system has reached an equilibrium and 75.5% of PCP was bound to the total solid sediment, 1.5% to dissolved HM and 23.0% remained free in water. The dissolved HM content was increased by 150% and, at the second equilibrium state after 91 days, only 63.8% of PCP was bound to the total sediment, and even 6.5% to the dissolved HM and 29.7% was free. The structural analyses indicated that the contents of aliphatics, aromatics and carboxylic carbons are lower in sediment than in dissolved HM, the content of carbohydrates in turn is higher in sediment than in dissolved HM, as well as that of different protein descriptors. The closely related partition coefficients for the sediment and dissolved HM, however, implied that the structural dissimilarity of these sorbents does not play so strong roles in the binding affinity of PCP as it would be postulated. The relatively great sorption coefficient of the minor colloid-like particle fraction in water implied its special but quantitatively quite immaterial roles in the partitioning cycle of PCP.

Adsorption↗
PubMed2004

Irreversible sorption of pentachlorophenol to sediments: experimental observations.

The partitioning behavior of pentachlorophenol (PCP) in five sediments was studied using equilibrium sorption experiments and multiple cycles of sorption and desorption experiments. The results of the equilibrium sorption experiments showed that the isotherms of PCP on five sediments were linear and the partitioning coefficients (Kd) were proportional to the organic carbon content of the sediments. The average organic carbon content normalized partitioning coefficient (logK oc) of five sediments was 2.83 +/- 1.48. In multiple cycles of sorption and desorption experiments, the five sediments were found to exhibit statistically significant sorption-desorption hysteresis, and the hysteresis indices (HI) varied over a wide range (0.72 - 11.82). Correlations between the HI value and the percentage of lipid in the total organic matter in the sediment indicated that lipid was the main fraction to affect the hysteresis phenomenon, i.e., the higher the lipid percentage the greater the HI value. The hysteresis phenomenon was mostly caused by irreversible sorption of PCP on lipids, including entrapment by lipids, which induced the slow desorption rate from the sediment. Because of hysteresis in the sorption and desorption, the PCP ecological toxicity would be lower than expected.

Adsorption↗
PubMed2001

Combined effects of pentachlorophenol and salinity stress on chemiluminescence activity in two species of abalone.

The effect of pentachlorophenol (PCP) combined with salinity stress on hemocyte microbicidal activity was examined in two species of abalone. Microbicidal phagocytic function was determined in red (Haliotis rufescens) and black (Haliotis cracherodii) abalone after in vivo exposure to 25, 35 and 45 per thousand seawater salinity plus 1.2 mg/l PCP using luminol-dependent chemiluminescence (CL). Red and black abalone exposures of 3.5 and 6.5 h, respectively, were based on species-specific metabolic endpoints (MEPs) derived from previous nuclear magnetic resonance spectroscopy (NMR) data. Endpoints examined include total CL (CL(total)), peak CL (CL(max)), and the time to reach peak CL (T(max)). Overall, black abalone CL was significantly greater than red abalone CL particularly at ambient and high salinities. High salinity alone had a dramatic effect on red abalone whereas black abalone demonstrated few salinity effects. While the addition of PCP stimulated CL(max) and CL(total) among red abalone at ambient and high salinities, PCP exposure inhibited CL(max) at each salinity and inhibited CL(total) at ambient salinity among black abalone. Black abalone generally did not demonstrate effects of PCP within the 3.5 h exposure period except at high salinity plus PCP, which caused a reduction of CL(total). T(max) was greatly increased after PCP exposure at each salinity among red abalone but did not effect T(max) at any salinity tested among black abalone. No lysozyme activity was detected among red or black abalone after exposure to any of four different target particles tested either in the presence or absence of PCP. Overall, PCP in combination with salinity stress causes a modulation in the production of reactive oxygen species and this modulation varies between abalone species. Agents that decrease CL activity in hemocytes may reduce the antimicrobial potential of these cells thereby increasing susceptibility to infectious disease.

Apoptosis↗
PubMed2001

Inhibition of oxygen consumption by pentachlorophenol and tetrachloroguaiacol in rainbow trout (Oncorhynchus mykiss).

Rainbow trout (Oncorhynchus mykiss) were exposed for 24 h to concentrations representing 100, 50 and 25% of the 96 h-LC50 of pentachlorophenol (PCP) or tetrachloroguaiacol (TCG), and their oxygen consumption, cardiac output, heart rate and stroke volume were measured at regular intervals. Oxygen consumption either remained stable at basal levels (PCP), or increased to 130% of basal levels (TCG) when fish were exposed to the 96 h-LC50 of each chemical. However, oxygen consumption decreased to about 50-60% of basal levels when fish were exposed to concentrations of PCP or TCG representing 50 and 25% of the 96 h-LC50. This decrease in oxygen consumption did not appear to affect cardiac function since cardiac output, heart rate and stroke volume remained stable. PCP is best known for its capacity to uncouple oxidative phosphorylation and increase oxygen consumption. However, this study showed that it can also decrease oxygen consumption, and that the effects of PCP and TCG on fish metabolism are similar.

Animals↗
PubMedDate not supplied

Immunotoxicity of technical pentachlorophenol (PCP-T): depressed humoral immune responses to T-dependent and T-independent antigen stimulation in PCP-T exposed mice.

The effects of chronic dietary exposure to technical pentachlorophenol (PCP-T) on humoral immune responses in mice were examined. Primary and secondary splenic antibody responses to the T-dependent antigen, sheep red blood cells (SRBC), were examined in Swiss-Webster mice using our recently developed screening technique, the Hemolytic Antibody Isotope Release (HAIR) assay. To assess direct effects of PCP-T on B cells, the splenic plaque-forming cell response and serum antibody titers to the T-independent antigen, dinitrophenyl (DNP)-Ficoll, were examined. PCP-T exposure altered both the kinetics and the magnitude of the humoral antibody responses to SRBC and DNP-Ficoll. Peak splenic antibody production and serum antibody titers were delayed and the magnitude of the antibody responses were dose-dependently suppressed by PCP-T exposure. IgM responses appeared to be more sensitive to PCP-T-induced suppression than the IgG response. Significant depression of the IgM anti-SRBC splenic HAIR response was apparent as early as 2 weeks after initiation of PCP-T exposure and persisted for at least 8 weeks after termination of PCP-T feeding. Liver weight and serum lactate dehydrogenase (LD-L) and alanine aminotransferase (ALT) levels were significantly elevated during PCP-T exposure and returned to control levels after a 4-6 week recovery period. The immunotoxic effect of PCP on humoral immunity was observed only in animals exposed to technical grade PCP known to be contaminated with significant levels of other chlorinated phenols as well as non-phenolic impurities including chlorinated dioxins, furans, and diphenyl ethers. Animals exposed to analytical grade PCP did not exhibit depressed humoral immunity.

Animals↗
PubMed2000

Effects of molybdate and pentachlorophenol on the sulfation of acetaminophen.

Pentachlorophenol (PCP) is an inhibitor of phenol-sulfotransferases and has been used to ascertain the role of sulfation in toxicology. Recently, molybdate has been shown to inhibit the sulfation of various chemicals by decreasing hepatic concentrations of the cosubstrate, 3'-phosphoadenosine 5'-phosphosulfate (PAPS). The purpose of this study was to compare the effectiveness of these two chemicals in inhibiting the sulfation of various doses of acetaminophen (AA) in the rat. PCP (40 micromol/kg) decreased the 2-h combined biliary and urinary excretion of AA-sulfate by 78, 83, 84, and 47% of the 0.1, 0.3, 1, and 3 mmol/kg doses of AA, respectively. Molybdate (7.5 mmol/kg) decreased the sulfation of these same doses of AA by 50, 65, 62, and 81%, respectively. These data indicate that PCP is more effective in decreasing the sulfation of low than high doses of AA, which may result from less AA, at lower doses, to compete with PCP for sulfotransferases. Conversely, molybdate is more effective in decreasing sulfation of high rather than low doses of AA because molybdate decreases sulfate availability and decreases PAPS synthesis. More PAPS is required for the sulfation of high than low doses of AA. Therefore, PCP inhibits sulfation more effectively at low doses of AA when sulfation is limited by sulfotransferases, and molybdate inhibits sulfation more effectively at high doses of AA when sulfation is limited by PAPS.

Acetaminophen↗
PubMed2001

Inhibition of apoptosis by pentachlorophenol in v-myc-transfected rat liver epithelial cells: relation to down-regulation of gap junctional intercellular communication.

Pentachlorophenol (PCP), a promoter of murine hepatocarcinogenesis, inhibits gap junctional intercellular communication (GJIC) in rat liver epithelial cells in vitro. To test the hypothesis that both inhibition of GJIC and apoptosis contribute to tumor promotion, we investigated the effect of PCP on both GJIC and serum deprivation-induced apoptosis in v-myc-transfected rat liver epithelial cells. The results showed that PCP inhibited apoptosis, as measured by the TUNEL assay and DNA ladder formation. Inhibition of apoptosis was associated with a decrease in GJIC. The study demonstrated that PCP has a potential for inhibiting apoptosis and GJIC, supporting the hypothesis.

Animals↗
PubMed2002

The effect of pentachlorophenol on DNA adduct formation in p53 wild-type and knockout mice exposed to benzo[a]pyrene.

Previous studies have shown that pentachlorophenol (PCP) has both potentiative and antagonistic effects on the genotoxicity of benzo[a]pyrene (B[a]P). It has been suggested that these effects are due to inhibition and/or induction of enzymes involved in the biotransformation of B[a]P [Carcinogenesis 16 (1995) 2643]. However, B[a]P [J. Biol. Chem. 274 (1999) 35240] and a metabolite of PCP, tetrachlorohydroquinone (TCHQ) [Chem. Biol. Interact. 105 (1997) 1], induce p53 protein synthesis in vitro. To investigate this effect further, C57BL/6Tac trp53+/+ (wild-type, WT) and C57BL/6Tac trp53-/- (knockout, KO) mice were exposed to 55 microg B[a]P/g BW alone or in combination with 25 microg/g PCP. Hepatic and lung DNA were analyzed for the major B[a]P DNA adduct, 7R,8S,9S-trihydroxy-10R-(N2-2'-deoxyguanosyl)-7,8,9,10-tetrahydro-B[a]P (BPDE-N2G) and other minor adducts using the 32P-postlabeling assay. BPDE-N2G adducts were detected in all animals exposed to B[a]P. Similar adduct levels were observed in WT mice exposed to 55 microg/g B[a]P compared with KO mice exposed to B[a]P alone or in combination with PCP. Interestingly, hepatic and lung BPDE-N2G adducts were decreased in WT mice exposed to B[a]P with PCP (P<0.05). Total DNA adducts in the liver (P<0.05) were also decreased in WT mice exposed to B[a]P and PCP. Total DNA adducts in either hepatic or lung DNA isolated from KO mice were not different in mice treated with PCP and B[a]P. These results suggest that the decrease in BPDE-N2G adducts observed in WT mice may be a result of p53 accumulation or induction of repair pathways in response to damage induced by PCP.

Animals↗
PubMed1998

Inhibitory effect of pentachlorophenol on gap junctional intercellular communication in rat liver epithelial cells in vitro.

To understand the initiating/promoting actions of pentachlorophenol (PCP), a non-mutagenic hepatocarcinogen, and its metabolite, tetrachlorohydroquinone (TCHQ), we investigated the effects of each chemical on gap junctional intercellular communication (GJIC) in rat liver epithelial cells (WB cells) by the scrape-loading and dye transfer method. After treatment with PCP, the GJIC was initially inhibited at 4 h but was restored in 6-8 h, followed by a second phase of inhibition between 16 and 24 h. Both the first and second inhibitions were concentration-dependent and were restored by 2-4 h after removal of PCP. The phosphorylation state of connexin 43 (CX43) and its localization on the plasma membrane were unchanged up to 24 h after treatment; however, this was accompanied by a decrease in the CX43 protein level. No inhibitory effect was apparent on the GJIC of cells treated with TCHQ. These results suggest that PCP may play a critical role of promoting activity via non-mutagenic mechanisms.

Animals↗
PubMed2001

Oxidative stress and liver toxicity in rats and human hepatoma cell line induced by pentachlorophenol and its major metabolite tetrachlorohydroquinone.

Pentachlorophenol (PCP) is a pesticide used worldwide in industrial and domestic applications. It is used extensively as biocide and wood preservatives. Metabolic studies carried out in rodents and human liver homogenates have indicated that PCP undergoes oxidative dechlorination to form tetrachlorohydroquinone (TCHQ). Free radical catalyzed tissue injury is thought to play a fundamental role in human disease. In the present study, we examined the effects of PCP and TCHQ on the induction of lipid peroxidation and liver injury in rats. In addition, the cytotoxic dose, cell death mechanisms and related gene expressions induced by PCP and TCHQ were also determined for human hepatoma cell line (Hep G2). The results indicated that more toxic effects could be observed both in rats and human hepatoma cell line treated with TCHQ than its parent compound, PCP. Oxygen species may be involved in the mechanism of TCHQ intoxication since the urinary 8-epi-PGF2alpha and AST, ALT activities can be induced by TCHQ and attenuated by vitamin E treatment. Apoptosis features were found in cells treated with TCHQ but not PCP. TCHQ-induced cell damage may issue signals for the induction of HSPs, the decrease of the bcl/bax protein ratio and the decrease of CAS gene, whereas the PCP-induced damage may not.

Alanine Transaminase↗
PubMed1999

Effects of molybdate and pentachlorophenol on the sulfation of alpha-naphthol.

Sulfation is the conjugation of chemicals with sulfate, which usually decreases, but occasionally increases, their biological effects. The phenol-sulfotransferase inhibitor pentachlorophenol (PCP) is often used to distinguish the biological effects of a chemical from its sulfate conjugate. Recently, molybdate has been shown to decrease the hepatic concentration of 3'-phosphoadenosine 5'-phosphosulfate (PAPS), the cosubstrate for sulfation. Therefore, the present study was designed to compare the effectiveness and specificity of molybdate and PCP as inhibitors of sulfation. Alpha-naphthol (125 and 250 micromol/kg, i.p.) was administered to rats and the sulfate and glucuronide conjugates excreted into urine were quantified for this comparison. Molybdate (5.0, 7.5, and 10 mmol/kg) decreased the 24-h cumulative urinary excretion of the sulfate conjugate of the lower dose of alpha-naphthol by 54, 53, and 55%, respectively, with corresponding compensatory increases in glucuronide excretion at the two lower doses of molybdate. PCP (20, 40, and 80 micromol/kg) similarly decreased the sulfation of alpha-naphthol by 48, 38, and 41%, respectively, but prevented compensatory increases in glucuronide excretion. Molybdate (2.5, 5.0, and 7.5 mmol/kg) decreased the sulfation of the higher dose of alpha-naphthol by 21, 30, and 44%, respectively, again with corresponding compensatory increases in glucuronide excretion. In contrast, PCP did not decrease significantly the sulfation of the higher dose of alpha-naphthol. These data suggest that molybdate is equally or more effective than PCP at inhibiting sulfation of alpha-naphthol, and appears to be more specific.

Animals↗
PubMed2003

Flow cytometric assessment of changes in rat sperm mitochondrial function after treatment with pentachlorophenol.

The fluorophore 5,5',6,6'-tetrachloro-1,1',3,3'-tetraethylbenzimidazolyl carbocyanine iodide (JC-1) localizes to the mitochondria and is affected by membrane potential, fluorescing bright orange when the membrane potential is high and green when mitochondrial membrane potential is low. The present study used flow cytometric analysis of JC-1 staining patterns of large numbers of spermatozoa to detect chemical-induced alterations of sperm mitochondrial membrane potential. Cauda epididymal rat spermatozoa were incubated with pentachlorophenol (PCP; 0.1 microM or 1.0 microM), a known uncoupler of mitochondrial oxidative phosphorylation. Microscopic evaluation showed that the midpiece (mitochondrial location) of live, highly motile spermatozoa stained bright orange, while the midpiece of live, non-motile spermatozoa stained green. The midpiece of slightly or non-progressively motile spermatozoa stained a faint orange-green. The percentage of spermatozoa stained bright orange and the total percentage of spermatozoa stained orange (bright orange+faint orange) in the control samples of spermatozoa were significantly higher (P<0.001) than in the 0.1 microM and 1.0 microM PCP treated samples. These data indicate that sperm mitochondrial membrane potential is highly sensitive to the uncoupling effects of PCP and that JC-1 staining and flow cytometric analysis may be a sensitive assay to detect the effect of toxicants on rat sperm mitochondrial function.

Animals↗
PubMed1999

Degradation of pentachlorophenol aqueous solutions using a continuous flow ultrasonic reactor: experimental performance and modelling.

The degradation of aqueous solutions of pentachlorophenol (PCP) in a three-stage sonochemical reactor operating in the continuous flow mode has been investigated. The experimental reactor may be considered as a series of three high-frequency ultrasonic units. The influence of several parameters such as ultrasonic power, reactor volume and volumetric feed flow rate on the reactor performance is reported. Application of classical basic chemical engineering principles leads to a model that enables us to predict the PCP concentration within the reactor. In steady state, experimental conversion rates are shown to be in good agreement with model predictions.

Models, Chemical↗
PubMed2002

Clastogenicity of pentachlorophenol, 2,4-D and butachlor evaluated by Allium root tip test.

The meristematic mitotic cells of Allium cepa is an efficient cytogenetic material for chromosome aberration assay on environmental pollutants. For assessing genotoxicity of pentachlorophenol (PCP), 2,4-dichlorophenoxyacetic acid (2,4-D) and 2-chloro-2,6-diethyl-N-(butoxymethyl) acetanilide (butachlor), 50% effective concentration (EC(50)), c-mitosis, stickiness, chromosome breaks and mitotic index (MI) were used as endpoints of genotoxicity. EC(50) values for PCP and butachlor are 0.73 and 5.13 ppm, respectively. 2,4-D evidently induced morphological changes at higher concentrations. Some changes like crochet hooks, c-tumours and broken roots were unique to 2,4-D at 5-20 ppm. No such abnormalities were found in PCP and butachlor treated groups, however, root deteriorated and degenerated at higher concentrations (<3 ppm) in PCP. MI in 2,4-D showed a low average of 14.32% followed by PCP (19.53%), while in butachlor it was recorded 71.6%, which is near to the control value. All chemicals induced chromosome aberrations at statistically significant level. The highest chromosome aberration frequency (11.90%) was recorded in PCP at 3 ppm. Large number of c-mitotic anaphases indicated that butachlor acts as potent spindle inhibitor, whereas, breaks, bridges, stickiness and laggards were most frequently found in PCP showing that it is a potent clastogen.

2,4-Dichlorophenoxyacetic Acid↗
PubMed1998

Pentachlorophenol-mediated mutagenic synergy with aromatic amines in Salmonella typhimurium.

Pentachlorophenol (PCP), a widely used pesticide, enhanced the mutagenic potency of plant- or mammalian-activated 2-aminofluorene (2AF) as well as the direct-acting mutagen 2-acetoxyacetylaminofluorene (2AAAF) when assayed with specific Salmonella typhimurium strains. With 2AF the mutagenic synergy was observed in strains YG1024, TA1538, and MP153. With 2AAAF the PCP-mediated synergy was observed with these strains and with strain TA98/1,8-DNP6. The synergy was dependent upon the presence of an activated N-acetoxy functional group and was only expressed at the hisD3052 allele and not at the hisG46 allele. Spectrophotometric analysis demonstrated that the rate of degradation of 2AAAF was reduced in the presence of PCP in phosphate buffer or with S. typhimurium cytosol and thus PCP may be affecting the stability of the N-acetoxy group of activated aromatic amines.

Acetyltransferases↗
PubMed2000

Detection of micronuclei in haemocytes of zebra mussel and great ramshorn snail exposed to pentachlorophenol.

The frequency of micronuclei (MN) induced by pentachlorophenol (PCP) in haemocytes of zebra mussel, Dreissena polymorpha Pall. and great ramshorn snail, Planorbarius corneus L. was determined over a 14 days of exposure (sampling after 4, 7 and 14 days) under laboratory conditions. PCP doses for zebra mussel ranged from 10 to 150 microg/l, and for ramshorn snail from 10 to 450 microg/l. Micronuclei were detected after bisbenzimide fluorescent staining. Positive responses were observed in both species. The mean MN frequencies in treated mussels ranged between 0.69 and 7.50 per thousand, and between 2.07 and 13.80 per thousand in treated snails. The spontaneous MN levels in mussels averaged from 0.5 to 2.75 per thousand, and in snails from 1.56 to 2.00 per thousand. Our results suggest that haemolymph of both species represent an appropriate test tissue in environmental genotoxicity assessment.

Animals↗
PubMed2001

Inelastic neutron scattering studies on low frequency vibrations of pentachlorophenol.

Inelastic neutron scattering (INS) and DFT theoretical studies on pentachlorophenol (PCP) and d-PCP were performed. IR and Raman spectra were also measured for comparison. A special attention was focused on low frequency modes in INS spectra, which provide information about modes into which the co-ordinates of the hydrogen and chlorine atoms are involved. The intensity of respective INS bands is discussed based on the cross-sections of nuclei and calculated relative amplitudes of vibrations. The appearance of overtones and summation frequencies in INS spectra was evidenced.

Neutrons↗