Concentrations Of Triphenyltin Research Articles

Accumulation of Organotin Compounds in Tissues and Organs of Stranded Whales Along the Coasts of Thailand

Concentrations of butyltin (BT) and phenyltin (PT) compounds were measured in organs and tissues of five species of whales (Bride's whale [Balaenoptera edeni], false killer whale [Pseudorca crassidens], pygmy sperm whale [Kogia breviceps], short-finned pilot whale [Globicephala macrorhynchus], and sperm whale [Physeter macrocephalus]) found stranded on the coasts of Thailand. The mean concentrations of BTs in various whales were in the range of 0.157 to 1.03 mg kg(-1 )wet weight, which were higher levels than the reported concentrations in whales from other countries. PT concentrations were also detected in the range of 0.022 to 1.14 mg kg(-1) wet weight. The concentrations of BTs and PTs in whales were higher than those in mussels from the coastal area of Thailand. Concentrations of tributyltin (TBT) and triphenyltin (TPT) compounds in whale organs and tissues were also compared, and it was found that TBT concentrations were generally higher in liver and lower in lung. TPT concentrations were higher in liver and blubber and lower in lung. Ratios of TBT degradation products in whale liver, namely monobutyltin (MBT) and dibutyltin (DBT), were higher than the ratios of TBT. TPTs in liver were found to be dominant among PTs. The patterns of BTs and PTs in false killer whale liver were different from those in the other whales by cluster analysis. Their concentrations in false killer whales were the highest among all whales in this study. False killer whales feed on squid and large pelagic fish containing higher concentrations of organotin (OT) compounds, so the differences in patterns and concentrations of OTs in liver between false killer whales and the other whales may be caused by difference in diet.

Concentrations of Antifouling Biocides in Sediment and Mussel Samples Collected from Otsuchi Bay, Japan

Organotin compounds (OTs) and representative booster biocides were measured in sediment and mussels from Otsuchi Bay, Japan. The mean amounts of tributyltin (TBT) and triphenyltin (TPT) compounds in sediment were 13 microg kg(-1) dry and 3 microg kg(-1) dry, respectively. Representative booster biocides (Sea-Nine 211, Diuron, Dichlofluanid, Irgarol 1501, M1, which is a degradation compound of Irgarol 1051, and Copper pyrithione) were also detected in sediment from Otsuchi Bay. OT concentrations were higher than those of the measured booster biocides. Otsuchi Bay was divided into four parts by cluster analysis based on OT concentrations in sediment sampled from the bay. These areas included the vicinity of a shipyard, a small fishing port, the closed inner area of the bay, and the mouth of the bay. Higher concentrations of TBT and TPT and a higher ratio of TBT to total BTs were observed in the vicinity of the shipyard. A higher concentration of TPT in comparison with TBT was detected in a small fishing port. Furthermore, OT concentrations in the mouth of the bay were higher than those in the closed-off section. OT concentrations in mussels decreased with distance from the shipyard. Otsuchi Bay was then divided into three parts by cluster analysis based on the concentrations of representative booster biocides found in the bay's sediment. These areas included the vicinity of a shipyard, a small fishing port, and other sites. Concentrations of Diuron and Irgarol 1051 in the vicinity of a shipyard and a small fishing port were dramatically high in comparison with the other sites. Copper pyrithione and Dichlofluanid in addition to Diuron and Irgarol 1051 were also detected in the area of a small fishing port. The concentrations of antifouling biocides were highest in the water in front of the shipyard and showed a marked decrease with distance from the shipyard.

Triphenyltin alters androgen metabolism in the sea urchin Paracentrotus lividus

Androgen metabolism (androstenedione and testosterone) has been assessed in the digestive tube and gonads of the echinoderm Paracentrotus lividus exposed to different concentrations of the biocide triphenyltin (TPT) in a semi-static water regime for 4 weeks. Key enzymatic activities involved in both synthesis and metabolism of androgens, namely 17β-hydroxysteroid dehydrogenases (17β-HSDs), 3β-HSDs, 5α-reductases, P450-aromatase, palmitoyl-CoA:testosterone acyltransferases (ATAT) and testosterone sulfotransferases (SULT), were investigated in digestive tube and/or gonads of control and TPT-exposed specimens in an attempt to see whether androgen metabolism was altered by exposure. In agreement with previous data for vertebrates, exposure to TPT led to a concentration dependent decrease of P450-aromatase that was statistically significant at the highest TPT concentration tested (225 ng/L). Additionally, increased metabolism of testosterone to form dihydrotestosterone (DHT) and 5α-androstane-3β,17β-diol was observed, suggesting increased 5α-reductase activity in the gonads of TPT-exposed individuals. Interestingly, exposure to TPT induced testosterone conjugating activities in organisms exposed to medium (SULT) and high (ATAT and SULT) TPT concentrations. Despite the changes of androgen metabolizing enzymes, testosterone levels in gonads remained rather stable. In contrast, an increase in testosterone and a concomitant decrease in estradiol were observed in the coelomic fluid of TPT-exposed organisms. Overall, the data indicate the ability of TPT to modulate androgen metabolism and circulating steroid levels in P. lividus and suggest the existence of regulatory mechanisms to maintain stable endogenous levels of testosterone in gonads. This study also contributes to a better knowledge of echinoderm endocrinology.

TBT and TPhT persistence in a sludged soil

The persistence of tributyltin (TBT) and triphenyltin (TPhT) in soils was studied, taking into consideration the quantity of sewage sludge, TBT and TPhT concentrations in soil as well as the soil pH. The organotin compounds (OTC) were introduced into the soil via a spiked urban sludge, simulating agricultural practise. OTC speciation was achieved after acidic extraction of soil samples followed by gas chromatography–pulsed flame photometric analysis (GC–PFPD). Leaching tests conducted on a spiked sludge showed that more than 98% of TBT are sorbed on the sludge. TBT persistence in soil appeared to depend on its initial concentration in sludge. Thus, it was more important when concentration is over 1000 μg(Sn) kg −1 of sludge. More than 50% of the initial TBT added into the soil were still present after 2 months, whatever the experimental conditions. The main degradation product appeared to be dibutyltin. About 90% of TPhT were initially sorbed on sludge, whatever the spiking concentration in sludge was. However, TPhT seemed to be quantitatively exchangeable at the solid/liquid interface, according to the leaching tests. It was also significantly degraded in sludged soil as only about 20% of TPhT remain present after 2 months, the monophenyltin being the main degradation product. pH had a significant positive effect on TBT and particularly TPhT persistence, according to the initial amounts introduced into the soil. Thus, at pH over 7 and triorganotin concentration over 100 μg(Sn) kg −1, less than 10% of TBT but about 60% of TPhT were degraded. When the sludge was moderately contaminated by triorganotins (typically ⩽50 μg(Sn) kg −1 in our conditions) the pH had no effect on TBT and TPhT persistence.

Differences in organotin accumulation among ecological migratory types of the Japanese eel Anguilla japonica

In order to examine the ecological risks caused by organotin compounds (OTs) in diadromous fish migrating between sea and freshwater, tributyltin (TBT) and triphenyltin (TPT) compounds, and their breakdown products, were determined in the catadromous eel Anguilla japonica having sea, estuarine and river life histories, collected in Japanese sea, brackish and fresh waters. Ontogenic changes in otolith strontium (Sr) and calcium (Ca) concentrations were examined along life history transect to discriminate the migration type. There were generally three different patterns, which were categorized ‘sea eels’ (spent most of their life in the sea and did not enter freshwater), ‘estuarine eels’ (inhabited estuaries or switched between different habitats), and ‘river eels’ (entered and remained in freshwater river habitats after arrival in the estuary) according to the otolith Sr:Ca ratio. There were generally no significant correlations between TBT and TPT accumulation and various biological characteristics such as total length (TL), body weight (BW), age and sex in A. japonica. The concentrations of TBT and TPT in silver eels (mature eels) were significantly higher than those in yellow eels (immature eels), and the percentages of TBT and TPT were also higher in silver eels than in yellow eels. A positive correlation was found between TBT concentration and the gonad-somatic index (GSI). It is thus considered that silver eels have a higher risk of contamination by TBT than yellow eels. TBT and TPT concentrations in sea eels were significantly higher than those in river eels. In contrast, no significant differences were observed in TBT and TPT concentrations in estuarine eels compared to sea and river eels. These results suggest that sea eels have a higher ecological risk of OT contamination than river eels during their life history, and the risk of OTs in estuarine eels is considered to be intermediate between that of sea and river eels. Positive linear relationships were found between Sr:Ca ratios and the concentrations of TBT and TPT. Therefore, these results suggest that the ecological risk of OTs increase, as the sea residence period in the eel become longer. Even at the same maturation stage, TBT and TPT concentrations in sea eels were significantly higher than those in river eels. Thus, it is clear that migratory type is a more important factor for OT accumulation than maturation stage.

Trophic Magnification of Triphenyltin in a Marine Food Web of Bohai Bay, North China: Comparison to Tributyltin

Organotins, especially tributyltin (TBT) and triphenyltin (TPT), are of particular concern due to their ubiquity in the aquatic environment and theirtoxicityto aquatic organisms. This study reports field studies on trophic magnification factors (TMF) of TBT and TPT in a marine food web. TBT, TPT, and their metabolites in plankton, five benthic invertebrate species, and six fish species collected from Bohai Bay, North China were determined, and it was found that the concentrations of TPT in marine fish were unexpectedly higherthan those of TBT. A positive relationship was found between trophic levels and concentrations of TPT, indicating trophic magnification of TPT in this food web. The TMF of TPT was calculated to be 3.70. On the other hand, concentrations of TBT, dibutyltin (DBT) and monobutyltin (MBT) did not exhibit statistically significant trends with trophic levels, and the TMF of TBT was 0.59. Analysis of organotins in the water and surface sediment from Bohai Bay revealed low inputs of TPT to the environment, which indicated that the high concentrations of TPT found in fish from Bohai Bay were due to the food web magnification of TPT.

Impact of Tributyltin and Triphenyltin on Ivory Shell ( Babylonia japonica ) Populations

We histopathologically examined gonads and chemically determined organotin compounds in tissues of the ivory shell, Babylonia japonica. Imposex (a superimposition of male-type genital organs on females) occurred in approximately 80–90% of B. japonica specimens that we examined, with the penis and vas deferens both well developed. No oviduct blockage by vas deferens formation was observed. Ovarian spermatogenesis and suppressed ovarian maturation were observed in the females that exhibited imposex, although no histopathological abnormalities were found in males. Tissue distributions of organotin compounds [tributyltin (TBT), triphenyltin (TPhT), and their metabolites] were different for butyltins and phenyltins; a remarkably high accumulation of TBT was observed in the ctenidium, osphradium, and heart, whereas high concentrations of TPhT were detected in the ovary and digestive gland. More than one-third of TBT accumulated in the digestive glands of both males and females, followed by the testis, ctenidium, muscle, and heart tissues in males and in the muscle, ovary, ctenidium, and head tissues (including the central nervous system ganglia) in females. In both males and females, more than half of total TPhT accumulated in the digestive glands, followed by the gonads. The next highest values were in the muscle, ctenidium, and heart tissues in males and in the muscle, oviduct, and head tissues in females. Both TBT and TPhT concentrations in the gonads were positively correlated with penis length in females. Our findings strongly suggest that reproductive failure in adult females accompanied by imposex, possibly induced by TBT and TPhT from antifouling paints, may have caused the marked decline of B. japonica populations in Japan.

Assessment of butyl- and phenyltin pollution in the coastal environment of Korea using mussels and oysters

Butyl- and phenyltin residues in bivalves were quantified around the coast of Korean peninsula in 1995–1998 and 2001. Butyltin compounds were detected at all the sites surveyed, whereas phenyltins were detected at 41 out of 67 sites in 1995–1998. Tributyltin (TBT) concentrations in bivalves ranged 48–2800 ng Sn/g on dry weight basis. Triphenyltin (TPT) concentrations ranged <3–1820. The mean TPT concentration was 3.5 times less than that of TBT. Spatial distribution of TBT was closely related to boating and dry-docking activities. TPT concentration in bivalves showed significant correlation with TBT. Concentrations of TBT in bivalves, 2001 are not significantly changed compared to those in 1995–1998. However, TPT concentrations in bivalves steeply decreased in 2001. High concentration of TBT and lesser extent TPT and their nation-wide distribution indicate that organotins are one of major organic pollutants in the marine environment of Korea.

Accumulation of butyl- and phenyltin compounds in starfish and bivalves from the coastal environment of Korea

Triphenyltin (TPT) and tributyltin (TBT) concentrations were determined in two starfish species ( Asteria pectinifera and Asterias amurensis), bivalves ( Crassostrea gigas or Mytilus edulis), and seawater samples from sites around the coasts of Korea. Both TPT and TBT concentrations in starfish ranged from 8 to 1560 ng/g and from <2 to 797 ng/g as Sn on a dry weight basis, respectively. TPT concentration accounted for 75.4% and 86.4% of total phenyltin concentration in A. pectinifera and A. amurensis, respectively, while monobutyltin, a degradation product of TBT, accounted for 86.3% and 57.2% of total butyltin, respectively. Triphenyltin concentrations in A. pectinifera were significantly correlated to water and bivalve TPT concentrations, which implies that dietary uptake of TPT from contaminated prey as well as direct uptake from surrounding water contribute to TPT body residues in the starfish. Starfish could be target organisms for monitoring TPT compound in the marine environment, due to their high accumulation and low degradation capacity towards TPT.

Dithioerythritol (DTE) prevents inhibitory effects of triphenyltin (TPT) on the key enzymes of the human sex steroid hormone metabolism

Organotins are known to induce imposex (pseudohermaphroditism) in marine neogastropods and are suggested to act as specific endocrine disruptors, inhibiting the enzyme-mediated conversion of steroid hormones. Therefore, we investigated the in vitro effects of triphenyltin (TPT) on human 5α-reductase type 2 (5α-Re 2), cytochrome P450 aromatase (P450arom), 17β-hydroxysteroid dehydrogenase type 3 (17β-HSD 3), 3β-HSD type 2 and 17β-HSD type 1 activity. First, the present study demonstrates that significant amounts of TPT occurred in the blood of eight human volunteers (0.17–0.67 μg organotin cation/l, i.e. 0.49–1.92 nmol cation/l). Second, TPT showed variable inhibitory effects on all the enzymes investigated. The mean IC 50 values were 0.95 μM for 5α-Re 2 (mean of n=4 experiments), 1.5 μM for P450arom ( n=5), 4.0 μM for 3β-HSD 2 ( n=1), 4.2 μM for 17β-HSD 3 ( n=3) and 10.5 μM for 17β-HSD 1 ( n=3). To exclude the possibility that the impacts of TPT are mediated by oxidizing essential thiol residues of the enzymes, the putative compensatory effects of the reducing agent dithioerythritol (DTE) were investigated. Co-incubation with DTE ( n=3) resulted in dose-response prevention of the inhibitory effects of 100 μM deleterious TPT concentrations on 17β-HSD 3 (EC 50 value of 12.9 mM; mean of n=3 experiments), 3β-HSD 2 (0.90 mM; n=3), P450arom (0.91 mM; n=3) and 17β-HSD 1 (0.21 mM; n=3) activity. With these enzymes, the use of 10 mM DTE resulted in an at least 80% antagonistic effect, whereas, the effect of TPT on 5α-Re 2 was not compensated. In conclusion, the present study shows that TPT acts as an unspecific, but significant inhibitor of human sex steroid hormone metabolism and suggests that the inhibitory effects are mediated by the interaction of TPT with critical cysteine residues of the enzymes.

Retrospective monitoring of organotin compounds in marine biota from 1985 to 1999: results from the German Environmental Specimen Bank.

In archived samples from the German Environmental Specimen Bank, organotin compounds including tributyltin (TBT) and triphenyltin (TPT) as well as their degradation products were quantified. Biota samples from North Sea and Baltic Sea areas were analyzed by gas chromatography/atomic emission detection-coupling after extraction and Grignard or ethylborate derivatization. TBT and TPT were detected in nearly all samples. A decrease of TPT contamination was observed in bladder wrack, common mussels, and eelpout muscle tissues in the period 1985-1999. In this period, TPT concentrations in North Sea mussels decreased from 98 to 7 ng/g (as organotin cation concentration in wet tissue). Concentrations of TBT remained relatively constant with 17 +/- 3 ng/g for mussels from a site with nearby marine traffic and 8 +/- 2 ng/g for a more remote area. The results reflect that TBT is still used as a biocide in antifouling paints whereas the use of TPT as a co-toxicant in such preparations had been ceased in the 1980s. The fact that the use of TBT in antifouling paints was banned in 1991 for small boats within the European Community seems not to have resulted in a decrease of TBT levels in marine biota.

Trialkyltin compounds enhance human CG secretion and aromatase activity in human placental choriocarcinoma cells.

Human choriocarcinoma cell lines have been used as placental models for the study of endocrine function, including aromatase (CYP19) activity and the secretion of human CG (hCG). In the present study, we investigated the effects of trialkyltin compounds, which are suspected endocrine disrupters, on aromatase activity and hCG secretion in human choriocarcinoma JAR, JEG-3, and BeWo cells. Protein synthesis as measured by (35)S-methionine incorporation in all cell lines was markedly decreased by treatment with both tributyltin (TBT) and triphenyltin (TPT) at concentrations above 3 x 10(-7) M, due to cytotoxicity. In JAR cells, (35)S-methionine uptake was decreased by 50% at 3 x 10(-7) M of TBT. At a TPT concentration of 1 x 10(-7) M, protein synthesis in JAR cells was not affected, whereas JEG-3 and BeWo cells demonstrated slightly decreases. In all cell lines, both TBT and TPT increased levels of hCG secretion and aromatase activity in a dose- and time-dependent fashion following exposure to nontoxic concentration ranges. In addition, these trialkyltin compounds enhanced 8-bromo-cAMP-induced hCG secretion and aromatase activity in JAR cells. TBT caused dose-related increases in steady-state mRNA levels of both hCGbeta and CYP19 in JAR cells following 24- or 48-h exposure to nontoxic concentrations of TBT. However, these mRNA changes in JAR cells were not comparable to the changes in both hCG secretion and aromatase activity. These results indicate that the observed trialkyltin-induced alterations in human choriocarcinoma cells are due to other mechanism in addition to a regulation of hCG and CYP19 mRNA levels. Our studies suggest that trialkyltin compounds are potent stimulators of human placental hCG production and aromatase activity in vitro; and the placenta represents a potential target organ for trialkyltin compounds, whose endocrine-disrupting effects might be the result of local changes in hCG and estrogen concentrations in pregnant women.

Trialkyltin Compounds Enhance Human CG Secretion and Aromatase Activity in Human Placental Choriocarcinoma Cells

Human choriocarcinoma cell lines have been used as placental models for the study of endocrine function, including aromatase (CYP19) activity and the secretion of human CG (hCG). In the present study, we investigated the effects of trialkyltin compounds, which are suspected endocrine disrupters, on aromatase activity and hCG secretion in human choriocarcinoma JAR, JEG-3, and BeWo cells. Protein synthesis as measured by 35S-methionine incorporation in all cell lines was markedly decreased by treatment with both tributyltin (TBT) and triphenyltin (TPT) at concentrations above 3 × 10−7m, due to cytotoxicity. In JAR cells, 35S-methionine uptake was decreased by 50% at 3 × 10−7m of TBT. At a TPT concentration of 1 × 10−7m, protein synthesis in JAR cells was not affected, whereas JEG-3 and BeWo cells demonstrated slightly decreases. In all cell lines, both TBT and TPT increased levels of hCG secretion and aromatase activity in a dose- and time-dependent fashion following exposure to nontoxic concentration ranges. In addition, these trialkyltin compounds enhanced 8-bromo-cAMP-induced hCG secretion and aromatase activity in JAR cells. TBT caused dose-related increases in steady-state mRNA levels of both hCGβ and CYP19 in JAR cells following 24- or 48-h exposure to nontoxic concentrations of TBT. However, these mRNA changes in JAR cells were not comparable to the changes in both hCG secretion and aromatase activity. These results indicate that the observed trialkyltin-induced alterations in human choriocarcinoma cells are due to other mechanism in addition to a regulation of hCG and CYP19 mRNA levels. Our studies suggest that trialkyltin compounds are potent stimulators of human placental hCG production and aromatase activity in vitro; and the placenta represents a potential target organ for trialkyltin compounds, whose endocrine-disrupting effects might be the result of local changes in hCG and estrogen concentrations in pregnant women.

Effects of larval exposure to triphenyltin on the survival, growth, and behavior of larval and juvenile Ambystoma barbouri salamanders

We exposed 10 sibships of the streamside salamander, Ambystoma barbouri, to two concentrations of triphenyltin (TPT) (1 and 5 microg/L) and an acetone carrier control for the entirety of the larval period. We measured effects on larval feeding rates, escape behavior, growth rates, and survival to, days to, and size at metamorphosis. Postmetamorphosis, we monitored feeding rates, growth rates, and survival of juvenile A. barbouri in order to investigate carryover effects. The 5-microg/L TPT concentration resulted in 93% mortality of the larvae. Exposure to 1 microg/L TPT had no mortality effect and no effect on the escape behavior of larvae. However, larvae exposed to this TPT concentration had significantly lower feeding rates and growth rates and therefore metamorphosed later than the controls but at the same mass. We detected a direct effect of TPT on growth rates beyond the effect through depressed feeding rates. We also found significant evidence for variation among sibships in their sensitivity to TPT toxicity. Once exposure was terminated at metamorphosis. we observed no residual effects of TPT on juveniles. Survival, feeding, and growth rates of juveniles exposed to TPT as larvae were not significantly different from those exposed only to the acetone carrier.

Effects of iron on the degradation of triphenyltin by pyoverdins isolated from Pseudomonas chlororaphis

AbstractThe yellow compound pyoverdin was isolated from the bacteria Pseudomonas chlororaphis, isolated from mud in Japan. A study of the effects of iron, phosphorus, manganese and zinc on degradation of triphenyltin (TPT) by pyoverdin (20 mg) was carried out in distilled water (30 ml) containing 6 µg l−1 concentration of TPT at 20 °C for 48 or 96 h. The organotins in water were analyzed by gas chromatograph–mass spectrometry in the selected ion mode. The degradation of TPT by pyoverdin decreased with increase of phosphorus at 0–35 mg l−1 and Fe‐EDTA at 0–2 mg l−1 concentrations. Also, degradation of diphenyltin by pyoverdin decreased with increase of Mn‐EDTA at 0–1 mg l−1 and Zn‐EDTA at 0–1 mg l−1. On the other hand, degradation of TPT by pyoverdin was found to be unaffected by manganese and zinc in water. 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.

Degradation of triphenyltin compounds in sea water by pyoverdins from Pseudomonas chlororaphis

AbstractThe yellow compound species pyoverdin was isolated from Pseudomonas chlororaphis. Degradation of triphenyltin (TPT) by pyoverdin (20 mg) was carried in distilled water (30 ml) containing a 6 µg l−1 concentration of TPT at 20 °C for 96 h in aerobic conditions. The organotins in water and sea water were analyzed by gas chromatograph–mass spectrometry in selected ion mode. TPT and diphenyltin (DPT) in sea water were degraded to monophenyltin (MPT) with pyoverdins isolated from P. ­chlororaphis. Degradation of TPT in sea water increased with increasing temperature between 4 and 37 °C. Optimum degradation of TPT in sea water was at pH 7–8.5. Degradation of TPT and DPT in distilled water can be faster than in sea water. Also, degradation of TPT in both water and sea water was faster than that of DPT. Tributyltin, dibutyltin, monobutyltin and MPT in water and sea water were not degraded by pyoverdins isolated from P. chlororaphis. Copyright © 2001 John Wiley &amp; Sons, Ltd.

Accumulation of butyltin and phenyltin compounds in various fish species.

Concentrations of organotins (OTs) were measured in the muscle of 11 species of fishes from the Port of Osaka and Yodo River, Japan. Tributytin (TBT) and triphenyltin (TPT) compounds were detected in the range of 0.011-0.182 mg/kg wet weight and < 0.001-0.130 mg/kg wet weight, respectively. Concentrations of TBT were higher than those of TPT in the muscle of fish. Concentrations of OTs in fish from sea areas were higher than those from rivers, and the ratios of TBT to total butyltins (BTs) in fish from sea areas were also higher than those from rivers. A similar trend was found for TPT. Logarithm of bioconcentration factor (BCF) of TBT in fish was in the range of 2.7-3.9. No sex differences in TBT and TPT concentrations in Japanese sea perch were observed, and the concentrations of TBT and TPT were not related to total length of fish. No correlation was also observed between the concentration of TBT or TPT and lipid content. The concentrations of BTs and phenyltins (PTs) in organs and tissues of three fish species were determined. TBT was higher concentration in liver, brain, and muscle of white croaker and yellowtail. The ratios of TBT to the total BTs were 30-40%, and the ratios of TPT to total PTs in these fishes were greater than 50% of the total PT concentrations.

Effects of endocrine disruptors on prosobranch snails (Mollusca: Gastropoda) in the laboratory. Part II: Triphenyltin as a xeno-androgen.

In laboratory experiments the effects of suspected endocrine disrupting chemicals on freshwater and marine prosobranch species were analysed. In this second of three publications the responses of the freshwater ramshorn snail Marisa cornuarietis and of two marine prosobranchs (the dogwhelk Nucella lapillus and the netted whelk Hinia reticulata) to the xeno-androgenic model compound triphenyltin (TPT) are presented. Marisa and Nucella were exposed via water (nominal concentrations 5-500 ng TPT-Sn/L) and Hinia via sediments (nominal concentrations 50-500 micrograms TPT-Sn/kg dry wt.) for up to 4 months. Female ramshorn snails but not the two marine species developed imposex in a time and concentration dependent manner (EC10 4 months: 12.3 ng TPT-Sn/L) with a comparable intensity as described for tributyltin. TPT reduced furthermore the fecundity of Marisa at lower concentrations (EC10 4 months: 5.59 ng TPT-Sn/L) with a complete inhibition of spawning at nominal concentrations > or = 250 ng TPT-Sn/L (mean measured +/- SD: > or = 163 +/- 97.0 ng TPT-Sn/L). The extension of the pallial sex organs (penis with accessory structures and prostate gland) of male ramshorn snails and dogwhelks were reduced by up to 25% compared to the control but not in netted whelks. Histopathological analyses for M. cornuarietis and H. reticulata provide evidence for a marked impairment of spermatogenesis (both species) and oogenesis (only netted whelks). The test compound induced a highly significant and concentration independent increase in the incidence of hyperplasia on gills, osphradia and other organs in the mantle cavity of N. lapillus indicating a carcinogenic potential of TPT. The results show that prosobranchs are sensitive to endocrine disruption at environmentally relevant concentrations of TPT. Also, M. cornuarietis is a promising candidate for a future organismic invertebrate system to identify endocrine-mimetic test compounds.

Caspase Involvement in the Induction of Apoptosis by the Environmental Toxicants Tributyltin and Triphenyltin

Organotin compounds such as tributyltin (TBT) and triphenyltin (TPT) can kill target cells by triggering apoptosis. The mechanism by which these environmental toxicants activate the apoptotic program is currently unclear. We have studied the effect of TBT and TPT in the human Hut-78 and Jurkat T-lymphocyte cell lines. Within 1 h there was a 30-fold increase in caspase activity, as measured by the cleavage of the fluorescent peptide DEVD-AMC. Morphological changes characteristic of apoptosis, such as membrane blebbing and nuclear fragmentation, were readily detectable. Blocking caspase activity with the peptide inhibitor z-VAD-fmk prevented all subsequent apoptotic changes. The optimal concentration range for induction of apoptosis was 0.5 to 5 μM TBT. TPT was also able to trigger caspase activity in the lymphocyte cell lines, but it took over 2 h to detect and occurred at a lower concentration range of 0.01 to 1 μM. Higher concentrations of TBT and TPT caused cell necrosis, and we showed that these concentrations were able to inhibit caspase activity in apoptotic cells. TBT and TPT were able interact with a vicinal thiol compound, similar to the known caspase inhibitor phenylarsine oxide, providing a potential mechanism for caspase inhibition. We propose that vicinal thiol proteins may be a general biological target of these organotin compounds, leading to the induction of caspase activity and apoptosis at low concentrations, and more extensive cell damage and necrotic cell death at higher concentrations.