Toxicity and QSAR of chlorophenols on Lebistes reticulatus

Jl, Benoit-Guyod; André, C.; Taillandier, G.; Rochat, Jacques; Boucherle, A

doi:10.1016/0147-6513(84)90026-5

Cited by 23 publications

(15 citation statements)

References 9 publications

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“…Ekwall et al (1987) (Table 1) reveals that the short-term bovine sperm motion assay is at least as sensitive as the cited cell culture assays using an exposure time of 24 h. It is obvious that detailed comparisons of the reported midpoint toxicities are very difficult because of the different cell types, endpoints, and incubation conditions. Several authors investigated the relation between physicochemical properties of chlorophenols and their toxicity to various aquatic species (K6nemann & Musch, 1981;Saarikosky & Viluksela, 1982;Benoit-Guyod et al, 1984;Devillers & Chambon, 1986). They established quantitative structure-activity relationships and demonstrated that lipophilicity is an important parameter determining the toxicity of this group of compounds in vivo.…”

Section: Discussionmentioning

confidence: 97%

Bovine spermatozoa as anin vitro model for studies on the cytotoxicity of chemicals: effects of chlorophenols

1989

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The suitability of ejaculated bovine spermatozoa as an in vitro model for the assessment of the cytotoxic potential of chemicals was evaluated using several endpoints: swimming activity, adenine nucleotide content, membrane integrity and oxygen consumption. A series of chlorophenols inhibited sperm motion (motility and velocity) in a concentration-dependent manner. This could be determined quantitatively and reproducibly by means of videomicrography and automatic computer image analysis. The sperm immobilizing potency increased with increasing chlorination and was positively correlated with lipophilicity. Concentrations which reduced the percentage of moving sperm to 50% of controls ranged from 43 microM for pentachlorophenol (PCP) to 1440 microM for 4-monochlorophenol (4-MCP). Determinations of adenine nucleotides and percentages of viable cells revealed qualitative differences between the action of PCP and the lower chlorinated phenols. While the latter decreased the total adenine nucleotide contents and the percentage of unstained cells in parallel to motion inhibition, no such changes occurred after exposure to immobilizing concentrations of PCP. Penta-, tetra- and trichlorinated phenols stimulated cellular respiration, indicating their uncoupling activity, at concentrations lower than those necessary for motion inhibition. The results indicate that bovine spermatozoa may become a useful in vitro model for the toxicological evaluation of chemicals providing quantitative as well as qualitative data.

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Section: Discussionmentioning

confidence: 97%

Bovine spermatozoa as anin vitro model for studies on the cytotoxicity of chemicals: effects of chlorophenols

1989

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“…Some of the parameters are typically determined experimentally, whereas others are calculated. Hammett constants (al) were obtained from Benoit-Guyod et al [18]. For those correlations, RCRSO concentrations were converted to inverse log values (l/RCR5O concentrations), where RCRSO concentrations were expressed as molar (M) values.…”

Section: Correlations With Physicochemical Parametersmentioning

confidence: 99%

“…These 'x values were obtained from Benoit-Guyod et al [18], who calculated them from the research of Hall and Kier [lo] and Taillandier et al [19].…”

Section: Correlations With Physicochemical Parametersmentioning

confidence: 99%

Mitochondrial Response to Chlorophenols as a Short-Term Toxicity Assay

Shannon

Boardman

Dietrich

et al. 1991

Environ Toxicol Chem

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In this investigation the effects of chlorophenols on rat liver mitochondrial respiratory parameters were determined and compared to the toxicities of those compounds in a variety of biological systems currently being used for toxicity testing. Mitochondrial fractions were exposed to six concentrations of five different chlorophenols in a semiclosed, 2‐ml reaction vessel. Respiratory parameters were measured polarographically with an oxygen electrode and compared to control experiments. The toxicity of the chlorophenols, as measured by the concentration reducing the respiratory control ratio of the control to 50% (RCR50), increased with increasing chloro substitution. RCR50 concentrations ranged from 599 μM with 2‐chlorophenol to 0.110 μM with pentachlorophenol. The RCR50 concentrations for the five chlorophenols were compared to six physicochemical parameters for the same chlorophenols; high degrees of correlation between the RCR50 concentrations and the physicochemical parameters were found (r ≥ 0.890). The highest correlation coefficient obtained was with the n‐octanol/water partition coefficient (r = 0.991), indicating that the ability of chlorophenols to partition into the lipid mitochondrial membrane plays a significant role in eliciting its toxic effect. RCR50 concentrations were also compared to nine currently existing short‐term toxicity tests. High degrees of correlation were obtained with several of the tests, including algal, bacterial, and fish bioassays. This suggests that the uncoupling of oxidative phosphorylation may be the major mechanism by which chlorophenols cause toxicity to intact cells as well as more complex organisms. The use of mitochondrial respiratory parameters appears to offer a complementary approach as a short‐term toxicity test for this class of compounds. Further development and testing with a variety of other toxicants is suggested.

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“…Thei nterior of bigger,f ullerene-like graphitic capsules (3-10 nm), consisting of few onion-like oriented graphene layers,i si naccessible for organic molecule cargos (Table S1, entries [23][24][25]. [2c, 23] They often have alow degree of graphitization and consist mainly of amorphous carbon (Table S1, entries [27][28][29][30][31][32][33][34][35][36][37][38][39][40][41][42]. [2c, 23] They often have alow degree of graphitization and consist mainly of amorphous carbon (Table S1, entries [27][28][29][30][31][32][33][34][35][36][37][38][39][40][41][42].…”

mentioning

confidence: 99%

“…[30] Thep resence of rhodamine Bi nt he nanobubbles is further in line with confocal fluorescence microscopy images (Figure 3b and Figure S13). [31] In the present work, ap ossible driving force may be related to the hydrophobicity of the graphene-like inside wall of the nanobubbles.Indeed, rhodamine Bispoorly soluble in water (15 gL À1 at 20 8 8C) and it is hydrophobic as indicated by the octanol/water (OW) partition coefficient (K ow = 190 [32] ). This was shown to correspond to the saturation adsorption amount (see Figure S14).…”

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confidence: 99%

Hollow Carbon Nanobubbles: Synthesis, Chemical Functionalization, and Container‐Type Behavior in Water

et al. 2016

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Thin-walled, hollow carbon nanospheres with a hydrophobic interior and good water dispersability can be synthesized in two steps: First, metal nanoparticles, coated with a few layers of graphene-like carbon, are selectively modified on the outside with a covalently attached hydrophilic polymer. Second, the metal core is removed at elevated temperature treatment with acid, leaving a well-defined carbon-based hydrophobic cavity. Loading experiments with the dye rhodamine B and doxorubicin confirmed the filling and release of a cargo and adjustment of a dynamic equilibrium (cargo-loaded versus release). Rhodamine B preferably accumulates in the interior of the bubbles. Filled nanobubbles allowed constant dye release into pure water. Studies of the concentration-dependent loading and release show an unusual hysteresis.

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Toxicity and QSAR of chlorophenols on Lebistes reticulatus

Cited by 23 publications

References 9 publications

Bovine spermatozoa as anin vitro model for studies on the cytotoxicity of chemicals: effects of chlorophenols

Bovine spermatozoa as anin vitro model for studies on the cytotoxicity of chemicals: effects of chlorophenols

Mitochondrial Response to Chlorophenols as a Short-Term Toxicity Assay

Hollow Carbon Nanobubbles: Synthesis, Chemical Functionalization, and Container‐Type Behavior in Water

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