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PubMed2006

Dietary intake of organotin compounds in Finland: a market-basket study.

The objective of this study was to estimate the intake of organic tin compounds from foodstuffs in a Finnish market basket. The study was conducted by collecting 13 market baskets from supermarkets and market places in the city of Kuopio, eastern Finland. Altogether 115 different food items were bought. In each basket, foodstuffs were mixed in proportion to their consumption and analysed by GC/MS for seven organic tin compounds (mono-, di-, and tributyltin, mono-, di-, and triphenyltin, and dioctyltin). Organotin compounds were detected in only four baskets, with the fish basket containing the largest number of different organotins. The European Food Safety Authority has established a tolerable daily intake of 250 ng kg(-1) body weight for the sum of dibutyltin, tributyltin, triphenyltin and dioctyltin. According to this study, the daily intake of these compounds was 2.47 ng kg(-1) body weight, of which 81% originated from the fish basket. This exposure is only 1% of the tolerable daily intake and poses negligible risk to the average consumer. However, for consumers eating large quantities of fish from contaminated areas, the intake may be much higher.

Animals↗
PubMed1995

Organotin compounds induce calcium overload and apoptosis in PC12 cells.

We examined the effects of four tri-substituted organotin compounds on intracellular Ca2+ and survival in PC12 cells. Treatment with micromolar concentrations of tributyltin and triphenyltin caused a rapid increase in the cytosolic free Ca2+ concentration ([Ca2+]i). This was due to enhanced Ca2+ influx and release from intracellular stores. When the [Ca2+]i elevation was maintained for over 30 min, internucleosomal DNA cleavage typical of apoptotic cell death followed. In contrast, when the increase in [Ca2+]i was transient, cells did not show internucleosomal DNA cleavage and retained their viability. Triethyltin modified [Ca2+]i only slightly, whereas trimethyltin had no effect. The latter two agents did not modify cell viability. Our data suggest that the toxicity of organotins in PC12 cells is linked to their ability to promote intracellular Ca2+ overload, which triggers apoptosis.

Animals↗
PubMed1995

The thymus atrophy-inducing organotin compound DBTC inhibits the binding of thymocytes to thymic epithelial cells.

In this study, it is examined whether the organotin compound di-n-butyltindichloride (DBTC), which has been shown to inhibit immature thymocyte proliferation, is able to disturb the binding between thymocytes and thymic epithelial cells (TEC). To that end, an enzyme-linked binding assay was developed in which the amount of binding of Thy-1+ (mAb ER4)-thymocytes to the rat-derived TEC-line IT45R1 (IT45R1-TEC) could be detected. It was found that preincubation of thymocytes with 3-5 microM DBTC for 30 min inhibited the binding by 50-60% during a 1 h adhesion period. By extending the preincubation period to 1 h and the adhesion period to 22 h, 0.1 microM DBTC was already sufficient to reduce the binding with 60-80%. Further characterization of the binding revealed that splenic lymphocytes were unable to bind to the MHC class II-negative IT45R1-TEC. Since dextran sulfate inhibited the binding as well, sulfated polysaccharide-binding molecules such as Thy-1 and CD2 are likely to be involved in the binding. Electron microscopy showed filament-containing microvilli at the site of interaction. The results are discussed in relation to the mechanism of DBTC-induced thymus atrophy.

Animals↗
PubMed1997

Analytical procedures for the determination of organotin compounds in sediment and biota: a critical review.

Analytical procedures reported over the last 10 years for the determination of organotin compounds in sediment and biota have been critically reviewed in terms of sample handling, sensitivity, analytical cost, environmental acceptance, accuracy and precision. Critical steps in the analytical procedures are identified. Finally, research needs in extraction and determination are suggested.

Animals↗
PubMed1996

Determination of organotin compounds in the foodweb of a shallow freshwater lake in the Netherlands.

An extensive study on the presence of nine organotin compounds (OTs) in a freshwater foodweb was made, using newly developed analytical procedures in order to obtain insight in accumulation and degradation processes. Tributyltin (TBT), Triphenyltin (TPT) and their degradation products were detected. Zebra mussels, eel, roach, bream, pike, perch, and pike perch and cormorant showed high OT body concentrations. At the lower trophic levels, phenyltin concentrations were higher in benthic species while butyltin concentrations were higher in pelagic species. This indicates that TBT is passed on primarily via the water, while TPT is passed on to a larger extent via the sediment. At the higher trophic levels, net bioaccumulation of TPT was greater than that of TBT, resulting in relatively higher TPT concentrations. High concentrations of biodegradation products of TBT, but not of TPT, were found in the livers of fish and birds, which indicates that TBT is more easily metabolized than TPT. A comparison with literature data of fish lethal body concentrations revealed that fish in the field may be endangered. With birds, the highest concentrations of OTs were present in liver and kidney and not in subcutaneous fat, which confirms that OTs accumulate via different mechanisms than traditional lipophilic compounds. As a whole the OT concentrations found in the foodweb may be considered to be quite alarming.

Adipose Tissue↗
PubMed2002

Gas chromatography-high-resolution mass spectrometry based method for the simultaneous determination of nine organotin compounds in water, sediment and tissue.

A GC-HRMS based method for the accurate and sensitive determination of nine organotin compounds, tetrabutyltin (TeBT), tributyltin (TBT), dibutyltin (DBT), monobutyltin (MBT), triphenyltin (TPhT), diphenyltin (DPhT), monophenyltin (MPhT), tricyclohexyltin (TCyT), and dicyclohexyltin (DCyT) in sediment, tissue and water samples is presented and discussed. Mass spectral features of these analytes via both low resolution quadrupole and high resolution magnetic sector, GC-HRMS conditions under selective ion monitoring mode and QA/QC criteria for the positive identification of analyte are all provided. Linearity of response and minimal detectable limits are illustrated for each of the nine compounds monitored and the estimates of method limits-of-detection were 7-29 ppt for water and 0.35-1.45 ppb for tissue or sediments. Sample preparation considerations and precision are discussed for spiked water and sediment samples, whereas method accuracy was established by analysing a certified reference material (CRM) mussel sample and comparing our results to the assigned values. Good agreement was found between our results and assigned or indicative values for MBT, DBT, TBT, DPhT and TPhT (cyclohexyl-tins were not present in the CRM).

Gas Chromatography-Mass Spectrometry↗
PubMed2004

Concentrations of organotin compounds and imposex in the gastropod Hexaplex trunculus from the Lagoon of Venice.

In four stations located close to the channels connecting the Lagoon of Venice with the Adriatic Sea (two inside the lagoon and two outside it), individuals of Hexaplex trunculus were collected in order to assess their contamination. Concentrations of some organotin compounds, i.e. tributyltin and triphenyltin with their di- and mono- substituted metabolites, were measured and endocrine disruption such as imposex (superimposition of male sexual characteristics on females of gonochoristic gastropods) was observed. Vas deferens sequence indexes (VDSI) of 4.1-4.9 were found in organisms from stations inside the lagoon, and 3.6-4.2 in the sea stations. Organotin derivatives were measured in both the visceral coil and the rest of the soft body of the organisms. Total concentrations of butyltin compounds ranged from 102 +/- 17 to 432 +/- 27 ng Sn g(-1) d.w. in the visceral coil, and from 96 +/- 24 to 297 +/- 107 ng Sn g(-1) d.w. in the rest of the soft body. Phenyltins were found at far lower concentrations, ranging from 8 +/- 1 to 41 +/- 3 ng Sn g(-1) d.w. (visceral coil) and from 0.25 to 32 +/- 22 ng Sn g(-1) d.w. (rest of soft body). The degree of imposex in female gastropods, evaluated from VDSI and penis lengths, was related to organotin contents in the soft body. In particular, female penis lengths were significantly correlated (r = 0.917 and r = 0.982, P<0.05) to tributyltin (TBT) contents and the sum of organotin compounds in organisms.

Animals↗
PubMed2003

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.

Animals↗
PubMed2006

Ecological risk assessments of endocrine disrupting organotin compounds using marine neogastropods in Hong Kong.

As active ingredients of anti-fouling paints that are widely used on ship hulls, organotin compounds, in particular tributyltin (TBT), are well-known endocrine disruptors causing sex changes in marine organisms and widespread in coastal waters and sediments worldwide. In this study, a comprehensive ecological risk assessment (ERA) of organotins was conducted in Hong Kong waters through determining the imposex status, sex ratio and tissue burdens of these compounds in the neogastropods, Thais clavigera and Thais luteostoma collected from 29 coastal sites. We also investigated the historical trend of organotin effects on these gastropods, and performed a probabilistic ERA based on tissue burden of TBT in the animals. Our results demonstrated that imposex indices were positively correlated with the body burden of organotins in the gastropods. Across all sites, the sex ratio (female:male) decreased significantly with increasing imposex levels or tissue burden of organotins, implying that such pollutants can result in a male-biased population, potentially leading to local extinction in extreme cases. Based on the ERA, 5.4% of all populations of T. clavigera are at risk due to exposure to TBT; the risks include growth inhibition, impairment of immune functions and reduced fitness. Seriously impacted areas included Aberdeen, Repulse Bay, Butterfly Beach, Mui Wo and Ha Mei Wan. A comparison with historical data revealed that there had been some improvement in the areas with low marine traffic, and distant from the major harbour/port. This could partly be due to the restriction on the use of TBT on small vessels (<25m in length) since 1992. Nevertheless, the organotin contamination still remains severe in areas with high marine traffic or adjacent to large harbours/ports. In particular, the situation in the northeastern waters of Hong Kong has been getting worst since 1996 that is probably associated with the rapid development of the cargo container port at Yantian in China.

Animals↗
PubMed2006

Retrospective monitoring of organotin compounds in freshwater fish from 1988 to 2003: results from the German environmental specimen bank.

In archived samples from the German environmental specimen bank (ESB) organotin compounds including tributyltin (TBT) and triphenyltin (TPT) as well as their potential degradation products were quantified. Muscles of bream (Abramis brama) sampled in the period 1993-2003 from the rivers Rhine, Elbe, Saale, Mulde, Saar, and from Lake Belau (period 1988-2003) were analyzed by gas chromatography/atomic emission detection-coupling after extraction and derivatization. TBT was detected in nearly all samples and a decrease in levels was observed at all sampling sites. At most sites, the reduction seemed to be a result of the ban on the use of TBT-based antifoulants for the application on small boats, which became effective in Germany in 1989. Highest TBT levels were found in fish from the Elbe near Blankenese (470 ng TBT cation per g fresh weight; in 1995) and lowest in bream from Lake Belau (<1 ngg(-1); in 2001 and 2003). Highest TPT levels (253 ngg(-1) in 1993) were also found in bream caught near Blankenese where the occurrence seemed to be correlated to the former use of TPT as co-toxicant in antifoulants. At other sites TPT levels seemed to be correlated to its use as fungicide (e.g. 9 +/- 2 ngg(-1) in bream from Lake Belau in 2001).

Animals↗
PubMedDate not supplied

In vitro antiproliferative effects, toxicity profiles in vivo in mice and antitumour activity in tumour-bearing mice of five organotin compounds.

The in vitro antiproliferative effects, the toxicity profiles in vivo in mice and the antitumour activity in tumour-bearing mice were screened for five recently synthesized organotin compounds: triphenyltin 5-sulfosalicylate (1), triphenyltin 5-aminosalicylate (2), triphenyltin 4-fluorobenzoate (3), tri-n-butyltin 2,6-difluorobenzoate (4) and di-n-butyltin bis (2,5-dihydroxybenzoate) (5). The in vitro chemosensitivity tests showed that compound 1 has the lowest antiproliferative effect in C26-10. In WiDr, compounds 1 and 5 were less active than the other compounds tested. The IC50 for cisplatin in C26-10 was in the same range as for 1. For compound 3 a steep dose response curve in C26-10 turned out to be remarkably different from the curves of the other compounds. In vivo, compound 1 was most toxic, mainly through paralysis. At their maximum tolerated dose (MTD) for single administration compounds 1, 2, 3 and 4 are inactive against murine colon carcinoma Colon 26. At a single administration, compound 5 was the most active compound with Test/Control ratio (T/C) below 0.6 and Growth Delay Factor (GDF) above 1.0, their respective cut-off levels for sensitivity.

Adenocarcinoma, Mucinous↗
PubMed1997

Survey of organotin compounds in the western mediterranean UsingMolluscs and fish as sentinel organisms.

Tributyltin (TBT) and its degradation products, mono-(MBT) and dibutyltin (DBT) as well as triphenyltin (TPT) were determined inmolluscs and fish collected along the Catalan coast (Western Mediterranean). Marine molluscs (mussels, clams and snails) were sampled from three harborswith different characteristics (small vs. large boats). Two fishspecies were studied (a) the grey mullet Liza aurata sampled inBarcelona harbor and (b) the red mullet Mullus barbatus sampled alongthe coast; different tissues (muscle, liver, gills and digestive tube) wereanalysed separately. The composition of butyltin compounds was differentaccording to the organism and sampling point, but in general elevatedconcentrations of TBT were noticed in molluscs. The highest organotin residuelevels (5.4 microg/g d.w. as Sn) were detected in mussels from Masnou, arecreational marina, followed by those collected in Barcelona harbor (1.2microg/g d.w. as Sn). In contrast, no organotin compounds were detected in fishmuscle and very low levels in the other organs, being TPT the major organotinin red mullet liver.

Animals↗
PubMed2004

Determination of organotin compounds in biological samples using accelerated solvent extraction, sodium tetraethylborate ethylation, and multicapillary gas chromatography-flame photometric detection.

A method has been developed for species-selective analysis of organotin compounds in solid, biological samples. The procedure is based on accelerated solvent extraction (ASE) of analytes and includes extraction of the tin species with a methanol-water (90% methanol) solution of acetic acid/sodium acetate containing tropolone (0.03% w/ v), their ethylation with NaBEt(4), and separation and detection by GC-FPD. The analytical procedure was optimized with an unspiked sample of harbor porpoise ( Phocoena phocoena) liver. Effects of ASE operational variables (extraction temperature and pressure, solvent composition, number of static extraction steps) are discussed. Method detection limits (MDL) were in the range 6-10 ng(Sn) g(-1) dry weight and 7-17 ng(Sn) g(-1) dry weight for butyl- and phenyltin compounds, respectively. Recoveries were comparable with or better than those obtained by use of other procedures reported in the literature. The analytical procedure was validated by analysis of NIES No. 11 (fish tissue) certified reference material.

Alkylation↗
PubMed2003

Dealkylation of organotin compounds by biological dithiols: toward the chemistry of organotin toxicity.

In this Communication, we report evidence for the dealkylation of trialkyltin compounds by a short linear peptide extracted from a small membrane protein (stannin) involved in cellular apoptosis and containing a CXC motif. We show that (a) organotin binding induces the formation of a beta-turn in the linear peptide, (b) both cysteines are necessary for the dealkylation reaction, and (c) stable 1:1 complexes are formed between the peptide and diorganotins that can be observed by ESI-MS. Organotin degradation by biological dithiols may be responsible for both the delayed activity of these toxins in humans and the organotin resistance mechanisms in bacteria.

Alkylation↗
PubMed2003

Comparison of different liquid chromatography conditions for the separation and analysis of organotin compounds in mussel and oyster tissue by liquid chromatography-inductively coupled plasma mass spectrometry.

In this paper, a new high-performance liquid chromatography-inductively coupled plasma mass spectrometry (HPLC-ICP-MS) methodology for the analysis of organotin compounds in complex matrices is described. Earlier studies had failed to show baseline resolution between dibutyltin (DBT) and triphenyltin (TPhT). The data presented in this paper show that, by using a different C-18 stationary phase material (Ace C-18) with decreased particle size, baseline resolution of DBT and TPhT can be achieved, with the resultant separation of a third interfering component. In addition, the Ace C-18 stationary phase yields a significant increase in the number of theoretical plates, and, combined with changes in the mobile phase composition, a reduction in run-time by approximately 25%. It is shown that the minor compounds detected are present in the sample and not artefacts of the analytical procedure. The accuracy and precision of the proposed HPLC-ICP-MS method was demonstrated for the determination of TBT in oyster tissue during the BCR "MULSPOT" international interlaboratory certification project.

Animals↗
PubMed2002

Organotin compounds in the marine environment of the Bay of Piran, northern Adriatic Sea.

In the year 2000, organotin pollution was investigated in the Bay of Piran, Slovenia, at the northern extremity of the Adriatic Sea. Gas chromatography-mass spectrometry with single ion monitoring GC/MS-SIM was applied for speciation analysis of pentylated organotin compounds in water and mussels. Sampling of marine waters was performed in summer and autumn at 8 locations. Mussels Mytilus galloprovincialis were collected only in summer at 3 locations. The highest concentrations of tributyltin (TBT) in marine water ranged from 500 to 630 ng L(-1) (as Sn) in summer and from 180 to 230 ng L(-1) (as Sn) in autumn. TBT concentration in mussels varied from 500 to 3500 ng g(-1) dry weight (d.w.) (as Sn). The study indicated remarkable butyltin pollution of the Slovenian coastline. Accuracy of the analytical procedure was verified by BCR CRM 477.

Animals↗
PubMed2002

Organotin compounds in a Norwegian fjord. A comparison of concentration levels in semipermeable membrane devices (SPMDs), blue mussels (Mytilus edulis) and water samples.

Monitoring concentrations of organic pollutants in water is essential to predict effects and to initiate preventive steps. Results from the analysis of water samples provide snapshots of a situation, whereas monitoring using semipermeable membrane devices (SPMDs) provides a time-integrated picture of the concentration of pollutants in water. In this investigation, SPMDs, caged mussels and water samples were used to monitor the levels of organotin compounds in the inner Oslofjord, Norway, over a period of 12 weeks. The work-up procedure for the analysis of organotins was optimised, focusing on the clean-up procedure using gel permeation chromatography (GPC). By using several GPC columns, as much as 1 g of triolein could be employed. This reduces the background emission noise on the baseline, leading to an improvement in the detection limits. The main uptake of tributyltin (TBT) in mussels and SPMDs levelled off after 14 days. A longer uptake period was indicated for SPMDs at stations with a high water concentration of TBT (5-10 ng Sn L(-1)) compared with those with a low water concentration of TBT (approximately 1 ng Sn L(-1)). A concentration gradient was observed for water, SPMDs and mussels from the innermost station close to Oslo harbour to the station further out in the fjord, indicating that the three analysed matrices give approximately the same pollution gradient. The bioconcentration factor (BCF) for TBT in mussels was in the range 12-14 000 (wet weight) and, for SPMDs, 10-12 000 (fat). A good correlation with the TBT water concentrations was achieved within a period of 14-30 days of exposure for mussels and after 2-3 months for SPMDs. A good correlation was also found between the TBT concentration in SPMDs and mussels at the end of the experiment. SPMDs can therefore be used to predict concentrations of TBT in both water and mussels.

Animals↗
PubMed2001

Stir bar sorptive extraction for the determination of ppq-level traces of organotin compounds in environmental samples with thermal desorption-capillary gas chromatography--ICP mass spectrometry.

The extraction and preconcentration capabilities of a new extraction technique, stir bar sorptive extraction, were combined with the separation power of capillary gas chromatography (CGC) and the low limits of detection (LODs) of inductively coupled plasma mass spectrometry (ICPMS) for the determination of the organotin compounds tributyltin (TBuT) and triphenyltin (TPhT) in aqueous standard solutions, harbor water, and mussels (after digestion with tetramethylammonium hydroxide). Throughout, tripropyltin for TBuT and tricyclohexyltin for TPhT were used as internal standards to correct for variations in the derivatization and extraction efficiency. Calibration was accomplished by means of single standard addition. Derivatization to transform the trisubstituted compounds into sufficiently volatile compounds was carried out with sodium tetraethylborate. The compounds were extracted from their aqueous matrix using a stir bar of 1-cm length, coated with 55 microL of poly(dimethylsiloxane) (PDMS). After 15 min of extraction, the stir bar was desorbed in a thermal desorption unit at 290 degrees C for 15 min, during which the compounds were cold-trapped on a precolumn at -40 degrees C. Flash heating was used to rapidly transfer the compounds to the GC where they were separated on a capillary column with a PDMS coating. After separation, the compounds were transported to the ICP by means of a homemade heated (270 degrees C) transfer line. Monitoring of the 120Sn+ signal by ICPMS during the run of the GC provided extremely low LODs for TPhT in water: 0.1 pg L(-1) (procedure) and 10 fg L(-1) (instrumental) and a repeatability of 12% RSD (n = 10). In harbor water, concentrations of 200 pg L(-1) for TBuT and 22 pg L(-1) for TPhT were found. In fresh mussels, a concentration of 7.2 ng g(-1) (dry weight) TPhT was found. The accuracy of the method was checked by the determination of TPhT in CRM477 (mussel tissue) and comparison of the result to that of an analysis of the same material with a classical liquid/liquid extraction with isooctane.

Animals↗