Fentin Research Articles

Effects of fentin acetate molluscicide on biological performance and haematological of the common carp, Cyprinus carpio cultivated at rice field water

Molluscicide of fentin acetate (C20H18O2Sn) is commonly used at the present due to effective in terms to control of molluscs in the rice field. The aims of this experiment is to determine toxicity effect of fentin acetate on growth, productivity, and blood glucose on the common carp, Cyprinus carpio cultured at rice field water. A 12 of rice field plots with size of 25m2 each were used. The stocking density of common carp was 25 fish/m2 for each rice plot. The culture period of the common carp was 21 days. The different fentin acetate concentration as treatments were as followed M0) without molluscicide; M1) 0.375 g/L of molluscicide; M2) 0.75 g/L of molluscicide); and M3) 1.5 g/L of molluscicide. Statistical analysis using one-way ANOVA with three replicates for each treatment was performed. The result showed that the treatment of molluscicide at 0.75 g/L was significantly different to the others on survival rate and productivity (p<0.05). Application of 0.75 g/L of molluscicide showed a positive correlation on blood glucose value.

Optimization of survival rate and growth performance of tilapia (Oreochromis niloticus) in integrated rice-fish farming system with application of fentine acetate as molluscicide

Fentin acetate is used as a pesticide in rice fields to eradicate pests. Research with physiological factors approach is expected to increase the survival rate and growth performances of tilapia. The purpose of this study was to determine the impact of different concentrations of fentin acetate on the biological performance and hematological characteristics of tilapia (Oreochromis niloticus). The research used 16 rice fields with a 30 m2 each (6 x 5 m). The research design used a completely randomized design with four treatments and three replications: A. 0.00 g L−1, B. 0.375 g L−1, C. 0.75 g L−1 and D. 1.5 g L−1. The results showed that treatment C resulted in the best growth of tilapia. It was noted that absolute weight gain, daily growth rate and productivity were significantly different (P<0.05) with treatments A, B and D. The highest value in treatment C were 20.53 g (absolute weight gain), 5.43 (daily growth rate) and 501.58 g (productivity). The survival rate in treatments B and C were not significantly different (P>0.05) as well as treatments A and D. The concentration of molluscicide fentin acetate at a dose of 0.75 g/L affected the decrease in the hematological characteristics of tilapia.

Sn- and Ge- triorganometallics exert different cytotoxicity and modulation of migration in triple-negative breast cancer cell line MDA-MB-231

Among a variety of metal containing organic compounds, tin derivatives are enjoying an increasing interest and appear to be very promising as potential drug candidates. We studied eight organometallic derivatives, nuclear retinoid X receptor (RXR) ligands and two germanium containing derivates that do not serve as RXR ligands. Tributylgermanium chloride (TBGe) and triphenylgermanium chloride (TPGe) did not inhibit growth of human triple negative MDA-MB-231 breast cancer cells. On the other hand, the tributyltin derivatives were highly, the triphenyltin derivatives less cytotoxic, both groups with IC50 values of nanomolar range. All trialkyltin derivatives (tributyltin chloride, tributyltin bromide, tributyltin iodide, tributyltin hydride) and three triaryltin derivatives (triphenyltin chloride, triphenyltin hydride and triphenyltin hydroxide) caused caspase-3/7 dependent apoptosis. Those derivatives that showed no or weak cytotoxicity, TBGe, TPGe, and triphenyltin acetate, we found to reduce migration of tested triple negative breast cancer cells.

Organometallic assemblies: π-electron delocalization, μ-bridging spacers, flexibility, lipophilic nature, bio-accessibility, bioavailability, intracellular trafficking pathways and antimicrobial assimilation

Supramolecular architectures of triphenylSn(IV)-A(lII)-μ-oxoisopropoxide (organometallic assemblies i.e. Ph3SnOAl(OPri)L and Ph3SnOAl(L)2) were yielded by the reaction of triphenyltin acetate, aluminiumisopropoxide and different ligands (L1 to L5) having different backbones (NOONO and OONO) in presence of xylene. Spectral analysis (IR, 1H NMR, 13C NMR, 27Al NMR, 119Sn NMR and MS) and molecular modeling revealed coordination modes between metals and donor atoms entirely within supramolecular architectures. Ph3SnOAl(OPri)L and Ph3SnOAl(L)2 showed tetra- and penta-coordination of metals center with distorted tetrahedral and distorted trigonal-bipyramidal geometries for Sn(IV) and Al(III) respectively. Organometallic assemblies went through self-organization of atoms through μ-bridging, hydrophobic, hydrophilic and electrostatic effects. Antimicrobial assimilation was dependent on good adsorptive ability, generated by the interaction between microbial and organometallic assemblies. Finally, organometallic assemblies were screened extensively in-vitro against a number of pathogens. The toxicity of metal ion(s) was reduced or eliminated by changing donor backbone of ligands. Computational models and molecular mechanics were employed to reveal architectural features. The donating nature of substituent of ligands affected antimicrobial assimilation. Because of this, desired modifications were done through computational calculations to achieve perfect organometallic assemblies with HOMO for ligands(L1 to L5).

Effects of early TBTO exposure on rat brain demonstrated by MRI

Zebrafish developmental toxicity testing is an emerging field, which faces considerable challenges regarding data meta-analysis and the establishment of standardized test protocols. Here, we present an initial correlation study on toxicity of 133 chemicals based on data in the literature to ascertain predictive developmental toxicity endpoints. We found that the physical properties of chemicals (BCF or log P) did not fully predict lethality or developmental outcomes. Instead, individual outcomes such as pericardial edema and yolk sac edema were more reliable indicators of developmental toxicity. In addition, we ranked the chemicals based on toxicity with the Toxicological Priority Index (ToxPi) program and via a teratogenic ratio, and found that perfluorooctane sulfonate (PFOS) had the highest ToxPi score, triphenyltin acetate had the highest average ToxPi score (corrected for missing data and having more than 4 outcomes), and N-methyl-dithiocarbamate had the highest teratogenic ratio.

Meta-analysis of toxicity and teratogenicity of 133 chemicals from zebrafish developmental toxicity studies

Zebrafish developmental toxicity testing is an emerging field, which faces considerable challenges regarding data meta-analysis and the establishment of standardized test protocols. Here, we present an initial correlation study on toxicity of 133 chemicals based on data in the literature to ascertain predictive developmental toxicity endpoints. We found that the physical properties of chemicals (BCF or logP) did not fully predict lethality or developmental outcomes. Instead, individual outcomes such as pericardial edema and yolk sac edema were more reliable indicators of developmental toxicity. In addition, we ranked the chemicals based on toxicity with the Toxicological Priority Index (ToxPi) program and via a teratogenic ratio, and found that perfluorooctane sulfonate (PFOS) had the highest ToxPi score, triphenyltin acetate had the highest average ToxPi score (corrected for missing data and having more than 4 outcomes), and N-methyl-dithiocarbamate had the highest teratogenic ratio.

High Performance Liquid Chromatography Determination of Fentin Acetate Residue in Beet and Soil

Abstract. [Aims] A high performance liquid chromatography (HPLC) was presented for determination of fentin acetate residue in beet and soils. [Methods] Fentin acetate was extracted from beet plants and soils with hydrochloric acid and acetonitrile, followed by a second extraction in dichloromethane, purified by acid aluminium oxide with methanol eluting, then dissolved by concentration and dilution with acetoneitrile. A HPLC with UV detection at 220 nm and a Waters Sun FireTM-C18 column, which was eluted with methanol and 0.5% phosphoric acid aqueous solution and was used based on an external standard calibration curve. [Results] The results showed that the average recoveries were 88.4-95.6% for beet plants and 91.2-91.8% for soils. The relative standard deviations were 2.0-4.5% and 4.3-5.3% respectively. The minimum detectable level was 1.6×10-10g, the lowest detectable concentration was 0.02mg/kg. [Conclusions] The method is convenient and can meet the requirement of residual analysis and also provide reference for other crops.

Sensitivity of Cercospora beticola populations in Turkey to flutriafol, mancozeb, and fentin acetate

The sensitivity of sugar beet leaf spot disease caused by Cercospora beticola to fungicides used in Turkey was determined using a mycelial growth assay in petri dishes with 100 fungal isolates. The isolates were obtained from samples collected from 6 sugar beet production areas in 2005 and 2006. Flutriafol, mancozeb, and fentin acetate were added to Aspergillus complete medium (ACM) at the rates of 0.0, 0.05, 0.1, 0.5, 1.0, 5.0, and 10.0 µg mL^{-1}, and then mycelial growth was measured. ED_{50} values of flutriafol for all the isolates from the sugar beet production areas ranged from 0.04 to >10.0 µg mL^{-1}. Tolerance to this fungicide was very high in 2 regions (Adapazarı and Çarşamba) where the disease is very prevalent due to climatic conditions. In these 2 areas 74.1%, 55.5%, 81.2%, and 68.7% of the isolates grew with 5 and 10 µg mL^{-1} of flutriafol, respectively (1 µg mL^{-1} flutriafol is considered inhibitory to the growth of the fungus). In the other 4 regions included in the study, tolerance was not as high. Tolerance to mancozeb developed in all the regions; however, the percentage of tolerant isolates was lowest in Çarşamba (6%) and highest in Susurluk (47.3%). Tolerance to fentin acetate varied according to the criteria used for evaluation.

Validation of 7-keto-8-aminopelargonic acid synthase as a potential herbicide target with lead compound triphenyltin acetate

The validation of potential herbicide target, 7-keto-8-aminopelargonic acid synthase (KAPAS) in the early step of biotin biosynthesis pathway, was performed in vitro and in vivo with lead chemical triphenyltin acetate (TPTA). KAPAS activity was completely inhibited by TPTA with an IC 50 of 19.85 μM. 40-day-old Arabidopsis thaliana plants were killed with foliar treatment of 125 g ha −1 TPTA under the greenhouse conditions. The germination of A. thaliana seeds was also completely inhibited with 62.5 μM TPTA, but it was rescued to 85–92% with the supplement of biotin biosynthesis intermediates such as 0.5 mM of biotin, dethiobiotin, and 7,8-diaminopelargonic acid, but not by 7-keto-8-aminopelargonic acid (KAPA). However, additional supplement of 0.5 mM S-adenosyl- l-methionine (SAM) with 0.5 mM KAPA rescued up to 91% of the germination previously inhibited by the 50 μM TPTA. Also, biotin supplements alleviated the growth inhibition of 40-day-old A. thaliana plant. Foliar application of TPTA induced 8-fold higher substrate ( l-alanine) accumulation in the treated A. thaliana plants. RNA expression for KAPAS transcripts were much fainter in the lane representing leaf tissue treated with TPTA. With these results, we report that SAM is an essential donor of amino groups for synthesis of the biotin precursor KAPA to 7,8-diaminopelargonic acid (DAPA) synthesis in plants, that KAPAS is a potential herbicidal target site in the biotin biosynthesis pathway, and that TPTA might be one of the potential KAPAS inhibitors.

Biochemical, ultrastructural and molecular characterization of the triphenyltin acetate (TPTA)-induced apoptosis in primary cultures of mouse thymocytes

Triphenyltin acetate (TPTA), a triorganotin compound used in agriculture as a biocide, is immunotoxic in vivo and in vitro. The present study was undertaken to ascertain whether apoptosis might play a role in the TPTA toxicity in vitro. Mouse thymocyte primary cultures were exposed to 0, 4 and 8 micromol/L TPTA; methyl prednisolone (1 micromol/L) was used as a positive control. Cell aliquots were harvested after 0, 1, 2, 4, and 8 h and the presence of early or late apoptotic phenomena was checked by (a) morphological investigations; (b) spectrophotometric quantification of fragmented DNA and agarose gel electrophoresis; (c) cell flow cytofluorometry, using an annexin V-FITC kit; and (d) detection of in situ apoptosis by a colorimetric detection kit (Titer-Tacs). TPTA cytotoxicity was also evaluated using the trypan blue dye exclusion test. Morphological investigation indicated apoptosis and/or necrosis. After 8 h of incubation, cells exposed to 4 micromol/L TPTA showed an increase in DNA fragmentation (on electrophoresis), which was confirmed by spectrophotometry (p < 0.05). Flow cytofluorometry pointed out an early (p < 0.05) increase of annexin V-positive (apoptotic) cells in TPTA-exposed flasks, whereas at least partly contradictory, results were obtained with the Titer-Tacs kit. Overall, these results provide evidence that TPTA, at low concentrations (4 micromol/L) induces early and late apoptotic phenomena, whereas cells exposed to the highest concentrations (8 micromol/L) are likely to undergo necrosis rather than apoptosis.

Impact of triphenyltin acetate in microcosms simulating floodplain lakes. II. Comparison of species sensitivity distributions between laboratory and semi-field

The study objectives were to shed light on the types of freshwater organism that are sensitive to triphenyltin acetate (TPT) and to compare the laboratory and microcosm sensitivities of the invertebrate community. The responses of a wide array of freshwater taxa (including invertebrates, phytoplankton and macrophytes) from acute laboratory Single Species Tests (SST) were compared with the concentration-response relationships of aquatic populations in two types of freshwater microcosms. Representatives of several taxonomic groups of invertebrates, and several phytoplankton and vascular plant species proved to be sensitive to TPT, illustrating its diverse modes of toxic action. Statistically calculated ecological risk thresholds (HC5 values) based on 96 h laboratory EC50 values for invertebrates were 1.3 microg/l, while these values on the basis of microcosm-Species Sensitivity Distributions (SSD) for invertebrates in sampling weeks 2-8 after TPT treatment ranged from 0.2 to 0.6 microg/l based on nominal peak concentrations. Responses observed in the microcosms did not differ between system types and sampling dates, indicating that ecological threshold levels are not affected by different community structures including taxa sensitive to TPT. The laboratory-derived invertebrate SSD curve was less sensitive than the curves from the microcosms. Possible explanations for the more sensitive field response are delayed effects and/or additional chronic exposure via the food chain in the microcosms.

Impact of triphenyltin acetate in microcosms simulating floodplain lakes. I. Influence of sediment quality

Floodplain lakes in the Rhine-Meuse delta of the Netherlands vary considerably in levels of sediment-bound toxicants. Microcosm experiments were done to compare the ecological impact of the fungicide triphenyltin acetate (TPT) between test systems with clean or polluted sediments (10 microcosms each). Differences in sediment quality affected the structure of the aquatic communities that developed in the microcosms. Initially, a faster growth of the macrophyte Elodea nuttallii was observed on the polluted sediments, which contained not only toxicants but also higher organic matter and nutrient levels. Dynamics of TPT concentrations in the overlying water were very similar between the two types of test system. Higher levels of TPT, however, were found in the sediment compartment of the clean sediment systems containing a smaller macrophyte biomass. TPT was very persistent in the sediments. In both test systems representatives of several taxonomic groups showed clear responses to a single application of TPT, although benthic Nematoda were not affected. Although a few differences in the intensity and/or duration of TPT-related population responses were observed between the two types of test system, the background pollutants in the polluted sediment hardly affected the overall sensitivity of the aquatic community to the additional chemical stressor TPT.

Influence of Selected Fungicides on in vitro Growth of Artillery Fungi (Sphaerobolus spp.)

Abstract We tested the inhibitory effect of 14 fungicides, 13 of which were known to be effective against the basidiomycete Agaricus, at 5 and 20 ppm on the in vitro growth of three species of artillery fungi: Sphaerobolus iowensis, S. stellatus, and a previously undescribed Sphaerobolus sp. Captafol, epoxiconazole, thiophanate-methyl, triflumizole, and triphenyltin acetate were the most effective inhibitors against all three Sphaerobolus species, and the reduction in growth was directly related to fungicide concentration. Chloroneb, chlorothalonil/zinc oxide, fuberidazole, glyodin, and tolylfluanid showed varying results, depending on fungal species and fungicide concentration; however, they were much less effective than the previous five fungicides. Dazomet, dinocap, folpet, and ferbam failed to slow the growth of any artillery fungi at either concentration. This preliminary study revealed that certain fungicides suppress growth of artillery fungi and should be further tested in the field.

Influence of sediment quality on the responses of benthic invertebrates after treatment with the fungicide triphenyltin acetate

After decades of pollution, benthic communities in floodplain lake ecosystems are likely to be exposed to a diverse assortment of sediment-bound historical toxicants and nutrients as well as pulses of newly discharged or deposited toxicants. The aim of this study was therefore to analyze the effects of background sediment pollution on the responses of benthic invertebrates to an experimental toxic shock in a laboratory setting. Sediment from a relatively clean and a historically polluted floodplain lake located along the River Waal, a branch of the River Rhine, The Netherlands, was selected, and the fungicide triphenyltin acetate (TPT) was used as the acute stressor. Juvenile stages of the mayfly Ephoron virgo and the midge Chironomus riparius were chosen as test organisms because of their different response to sediment-bound toxicants and food quantity and quality. Our results demonstrated that the type of sediment had no effect on survival and growth of C. riparius when exposed to sediment-associated TPT and that E. virgo was more affected by sediment-associated TPT on clean sediment than on polluted sediment. For the mayfly, no cumulative response of the historical pollution and the recent toxic shock was observed. This observation is discussed in view of the variable content of organic matter, acting both as food and as sorbent, and leads to the hypothesis that a very strong sequestering of TPT in historically polluted sediment prevents expression of toxic effects.

Effects of pH on the speciation of several triorganotin compounds in Anacostia River sediments using Mössbauer spectroscopy

The effects of pH on the speciation of some tributyltin and triphenyltin compounds in spiked sediments from the Anacostia River were studied. The compounds included tributyltin chloride, oxide, and acetate as well as triphenyltin chloride, hydroxide, and acetate. Mossbauer spectroscopy was used to measure the speciation of the triorganotin compounds in the spiked sediments. In general, for the three pHs (5, 7, and 9) studied, the Mossbauer parameters, quadrupole splitting, and isomer shift, varied depending upon the sediment site and the pH. The ρ-values (ratio of quadrupole splitting to isomer shift), which indicate the co-ordination of the tin atom, were greater than 2.1 in all cases, indicating that the co-ordination around the tin atoms in all the spiked sediments is greater than four. The variation in the Mossbauer parameters with pH at different sites in the Anacostia River reflects the variation in the components of the sediments.

Differential Response of Four Cyanobacterial and Green Algal Species to Triazophos, Fentin Acetate, and Ethephon

Differential Response of Four Cyanobacterial and Green Algal Species to Triazophos, Fentin Acetate, and Ethephon

Toxicity of tributyltin and triphenyltin to early life‐stages ofParacentrotus lividus(Echinodermata: Echinoidea)

Sperm cell and embryo toxicity tests using the Mediterranean sea urchin Paracentrotus lividus were performed to assess the toxicity of tributyltin chloride, bis(tributyltin)oxide, triphenyltin acetate, and triphenyltin hydroxide. Toxicity values (mean effective concentration [EC50]) ranged from 2.97 to 18.5 microg/L for sperm cells and from 1.11 to 2.62 microg/L for embryos. For sperm cells, the toxicity of the two tributyl compounds was significantly greater than that of two triphenyl compounds; for embryos, the triphenyl compounds appeared to be more toxic. Study of embryotoxic effects highlighted closely concentration-dependent damages, the most sensitive stages corresponding to the crucial phases of differentiation (gastrula and prisma). Both EC50 and no-observed-effect concentration values for the four organotin compounds are similar to those reported in the literature for early life stages of other marine organisms.

Speciation of phenyltin(IV) compounds using high‐performance liquid chromatography: Part 1. The direct analysis of mixed standard solutions of tetraphenyltin, triphenyltin chloride, triphenyltin hydroxide and triphenyltin acetate

AbstractA rapid speciation high‐performance liquid chromatography (HPLC) method has been developed for the simultaneous determination of phenyltin compounds. The commercially important products of triphenyltin‐chloride, ‐acetate, ‐hydroxide and tetraphenyltin were separated by reversed‐phase HPLC on a Waters Spherisorb S5W ODS‐2 (octadecylsilica) column using an isocratic mixture of 90:10 (v/v) acetonitrile:water as the mobile phase at a flow rate of 1 ml min−1. The phenyltin compounds were detected by UV detection at 254 nm and the total elution time is 8 min. The elution order is triphenyltin‐chloride, ‐acetate, ‐hydroxide and tetraphenyltin. Detection limits were 0.01 ppm for each of the triphenyltin compounds and 0.02 ppm for tetraphenyltin. Spiked water samples containing the three biocidal triphenyltin compounds could also be analysed simultaneously by the above method without the need for any prior derivatization, following extraction with toluene. The versatility of the method in sensing substituent group variations on the phenyl ring was also demonstrated by the successful resolution of the hydroxides, tris(p‐chlorophenyl)tin hydroxide, diphenyl(p‐chlorophenyl)tin hydroxide and triphenyltin hydroxide. Copyright © 2002 John Wiley &amp; Sons, Ltd.

Spermiotoxicity and embryotoxicity of triphenyltin in the sea urchin Paracentrotus lividus Lmk

AbstractThe most important sources of pollution by triphenyltin (TPT) in marine coastal ecosystems are its employment as a fungicide in agriculture and, in association with tributyltin, as a biocide in antifouling paints. In this study, spermiotoxicity and embryotoxicity (from post‐fertilization to pluteus stage) experiments were carried out to clarify better the ecotoxicological effects of TPT during the development of the sea urchin Paracentrotus lividus. Sperm exposed to triphenyltin acetate (TPTA) for 60 min showed a significantly reduced capability to fertilize eggs even at the lowest TPTA concentration of 0.1 µg l−1. In proportion to increasing TPTA concentrations, the percentage of fertilized eggs decreased, falling to 45% at 10 µg l−1, the maximum TPTA concentration tested. In embryotoxicity experiments at 48 h post‐fertilization, the length of the pluteus somatic rods was significantly reduced (P &lt; 0.001) at 1.5 µg l−1 and above. Progressive increases in skeletal anomalies were also detected, which were highly significant (P &lt; 0.001) at 2 µg l−1. Embryonic development was greatly slowed at the highest TPT concentrations: embryos never reached the pluteus stage at 5 µg l−1, and development was blocked at the gastrula stage at 10 µg l−1. As observed in previous experiments using butyltin compounds, embryotoxic effects on both skeletal deposition and blocked development are presumed to be due to interference of TPT with intracellular calcium homeostasis. Sea urchin gametes are more sensitive to TPT than embryos, this condition emphasising the environmental risk due to TPT contamination. Copyright © 2002 John Wiley &amp; Sons, Ltd.

Triphenyltin acetate-induced cytotoxicity and CD4 + and CD8 + depletion in mouse thymocyte primary cultures

Organotin compounds (OTs) find application worldwide as catalysts, stabilizers and biocides. Triphenyltin derivatives (TPs), including the fungicide triphenyltin acetate (TPTA), are OTs mostly used in our country. Some OTs were proved to be immunotoxic and in this paper the cytotoxicity, the possible selective activity upon definite lymphocyte subsets as well as the antiproliferative effect of TPTA was investigated in vitro by using primary cultures of mouse thymocytes. TPTA (5, 10 and 25 μM) was cytotoxic to these cells, as demonstrated by the significant ( P<0.05) reduction of the cell viability percentage (trypan blue dye exclusion test), the neutral red uptake and the reduction of tetrazolium salts to formazan products (MTT assay). These overt effects were already noticed after 4 h of exposure to TPTA. The fungicide otherwise significantly reduced, after 24 h of incubation, the percentage of mature single positive thymocytes, particularly the CD4 +/CD8 − one. Finally, a significative dose-dependent inhibition of the T-cell mitogen-induced cell proliferation was observed in thymocytes exposed to 1 and 8 μM TPTA. These results are indicative of the TPTA immunotoxic properties, according to previous published reports concerning the in vitro and in vivo toxicity of some di- and triorganotin compounds.