[Effect of organotin compounds on lactate dehydrogenase isoenzyme content of the liver and blood serum of rats].
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Animals↗
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Comparative toxicities of organotin compounds on fertilization and development of sea urchin (Anthocidaris crassispina).
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Animals↗
Investigations into the antitumour activity of organotin compounds. I. Diorganotin dihalide and di-pseudohalide complexes.
The antitumor activity of a series of diorganotin dihalide and di-pseudohalide complexes, R2SnX2, L2, where R = Methyl (Me), Ethyl (Et), n-Propyl (Pr), n-Butyl (Bu) or Phenyl (Ph); X = F, Cl, Br, I or NCS; and L = O- or N- donor organic ligand, which were modelled on the active platinum complexes, has been investigated. A number of these derivatives exhibit reproducible therapeutic activity in vivo towards P-388 lymphocytic leukaemia in mice, particularly the diethyltin dihalide and dipseudohalide complexes. The possible factors influencing activity are discussed, both in terms of the stereochemistry of the dialkyltin compounds and their structural similarity to the platinum antitumour drugs.
Animals↗
Toxicity of organotin compounds. III. Suppression of thymus-dependent immunity in rats by di-n-butyltindichloride and di-n-octyltindichloride.
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Animals↗
Acute nephropathy of organotin compounds.
Three patients who developed acute nephropathy following ingestion of triphenyltin acetate (TPTA) are described. All of them had significant proteinuria, azotemia, and polyuria. Mild neurological manifestations in all patients were also noted. Hematuria and pyuria were noted in 1 severely poisoned patient. Evidence for hepatitis was present in 2 patients, and for pancreatitis in 1. Renal biopsy showed focal fusion of glomerular cell processes and proximal tubular damage with cellular necrosis. Two patients survived with complete recovery of renal functions. One old patient died of aspiration pneumonia. Acute nephropathy following organotin intoxication appears to result mainly from proximal renal tubular damage with a benign and reversible clinical course.
Adult↗
Fluorimetric determination of tin and organotin compounds in hydroorganic and micellar media in the presence of 8-hydroxyquinoline-5-sulfonic acid.
The fluorescence of tin(IV) complexed by 8-hydroxyquinoline-5-sulfonic acid (8-HQSA) has been studied in both aqueous and hydroorganic (acetate buffer and dimethylsulfoxide) media. Several experimental parameters such as pH, DMSO/water ratio and reactant concentration have been investigated to increase the fluorescence of the tin(IV)-8-HQSA complex. A linear relationship between tin(IV) concentration and fluorescence intensity was observed between 1.7 and 20 microM). Mechanistic and quantitative studies in the presence of surfactants have been performed. Judiciously selected micellar media permitted solubilisation and quantitation of tin(IV) as well as dibutyltin compounds. A linear relationship between concentration and fluorescence intensity was found for mono-, di- and tributyltin with detection limits of 0.1 microM, 0.7 microM and 1 microM, respectively.
Dentifrices↗
Acute effect of organotin compounds to red sea bream and red carp using biological parameters.
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7-Alkoxycoumarin O-Dealkylase↗
Distribution of organotin compounds in tissues of mussels Mytilus edulis and clams Mya arenaria.
Concentrations and composition of butyltin (BT) and phenyltin (PT) compounds were compared in tissues of mussels Mytilus edulis and clams Mya arenaria collected from the Mersey Estuary. Tributyltin (TBT) concentrations were consistently highest in digestive gland and low in muscular tissues such as siphons (Mya) and adductor muscle (Mytilus). Lowest concentrations were found in the periostracum surrounding the siphons of Mya. Ratios of monobutyltin (MBT), dibutyltin (DBT) and TBT to total BT content of Mytilus tissues were in the ranges 25-34%, 21-28% and 44-51%, respectively. Much higher proportions of TBT:total BT were characteristic of Mya (>80% in the digestive gland, remaining tissue and gonad) implying that slow degradation rates account for the relatively high levels of TBT in this species. TPT was the only phenyltin compound detected (albeit at relatively low levels), and, like TBT, was present in highest concentrations in the digestive gland of clams--suggesting an important dietary component in the accumulation of OTs in these bivalves.
Animals↗
Bioorganotin chemistry: a commentary on the reactions of organotin compounds with a cytochrome P-450 dependent monooxygenase enzyme system.
The biological oxidation of several tributyltin derivatives, by a cytochrome P-450 dependent monooxygenase enzyme system with reduced nicotinamideadeninedinucleotidephosphate as the essential cofactor, produced carbon-hydroxylated compounds identified as alpha-, beta-, gamma- and delta-hydroxybutyldibutyltin derivatives. The hydroxylation pattern and the lack of oxidative cleavage of tin-carbon bonds strongly suggest a free radical rather than an oxenoid mechanism, while the predominance of beta-carbon-hydroxylation further implies some role of the tin-carbon sigma electrons in directing the site of hydroxylation.
Animals↗
The thymus atrophy inducing organotin compound DBTC stimulates TcR alpha beta-CD3 signalling in immature rat thymocytes.
In the present study, we show that the thymus atrophy inducing compound DBTC stimulates the intracellular release, but not the influx, of Ca2+ elicited by cross-linking of the TcR alpha beta-CD3-complex on rat thymocytes and inhibits capping of TcR alpha beta. Similarities with the effects of cytochalasin B together with the finding that DBTC also inhibited capping of CD8, whereas cross-linking of CD8 did not cause a Ca(2+)-response, suggest that DBTC interferes with TcR alpha beta-CD3-signalling by selective interference with cytoskeletal functioning. The responding thymocytes were CD53- and FSClow, thus possibly including the non proliferating counterpart of the presumed immature CD4-CD8+CD53-target cells of DBTC. The present effects may therefore relate to the mechanisms of organotin-induced thymus atrophy.
Animals↗
Endocrine-disrupting organotin compounds are potent inducers of adipogenesis in vertebrates.
Dietary and xenobiotic compounds can disrupt endocrine signaling, particularly of steroid receptors and sexual differentiation. Evidence is also mounting that implicates environmental agents in the growing epidemic of obesity. Despite a long-standing interest in such compounds, their identity has remained elusive. Here we show that the persistent and ubiquitous environmental contaminant, tributyltin chloride (TBT), induces the differentiation of adipocytes in vitro and increases adipose mass in vivo. TBT is a dual, nanomolar affinity ligand for both the retinoid X receptor (RXR) and the peroxisome proliferator-activated receptor gamma (PPARgamma). TBT promotes adipogenesis in the murine 3T3-L1 cell model and perturbs key regulators of adipogenesis and lipogenic pathways in vivo. Moreover, in utero exposure to TBT leads to strikingly elevated lipid accumulation in adipose depots, liver, and testis of neonate mice and results in increased epididymal adipose mass in adults. In the amphibian Xenopus laevis, ectopic adipocytes form in and around gonadal tissues after organotin, RXR, or PPARgamma ligand exposure. TBT represents, to our knowledge, the first example of an environmental endocrine disrupter that promotes adipogenesis through RXR and PPARgamma activation. Developmental or chronic lifetime exposure to organotins may therefore act as a chemical stressor for obesity and related disorders.
Adipogenesis↗
Speciation of inorganic and organotin compounds in biological samples by liquid chromatography with inductively coupled plasma mass spectrometric detection.
This paper describes the effect of inorganic tin chloride on the separation of trimethyl-, tributyl- and triphenyltin-chlorides by reversed-phase ion-pair high-performance liquid chromatography with detection by inductively coupled plasma mass spectrometry. The detection limits are 1.6 pg, 1.5 pg and 2.3 pg as tin for trimethyltin, tributyltin and triphenyltin, respectively. The relative standard deviation for ten injections of 20 ng of the tin compounds was less than 5%. Inorganic tin was held strongly on the columns used, to a greater extent on the silica column compared to the polymer column. Extraction and determination of tributyltin and triphenyltin as chlorides in fish tissue (certified reference material) and tuna fish (grocery store) were performed. The recovery study from fish tissue showed an efficiency of over 90% for both tributyltin and triphenyltin and over 60% recovery for spiked tuna.
Animals↗
Concentrations of organotin compounds in sediment and clams collected from coastal areas in Vietnam.
Levels of butyltin (BT) and phenyltin (PT) compounds were determined in sediments and clam Meretrix spp. collected from north and central coastal areas in Vietnam. Concentrations of TBT in sediments ranged from 0.89 to 34 ng g(-1) dry wt and those in clams ranged from 1.4 to 56 ng g(-1) wet wt. The levels of TBT in sediments and clams from Vietnam were within limits reported from other countries. Further, the TBT level in clams was lower than the tolerable average residue level (TARL) estimated based on tolerable daily intake (TDI). Trace amounts of PTs were also found in both sediment and clam samples. In sediments from north and central Vietnam, the concentrations of TBT were highest in the order of Hue (28 ng g(-1) dry wt), Cua Luc (15 ng g(-1) dry wt), Sam Son (6.3 ng g(-1) dry wt), and Tra Co (5.5 ng g(-1) dry wt). Among the clams from north and central Vietnam, the levels of TBT in clams from Cua Luc were dramatically high at 47 ng g(-1) wet wt. TBT formed the principal butyltin species in sediment at all sites studied. The ratios of TBT in sediment were higher among BT compounds at all study sites. Of total BTs, TBT was the dominant species in clams from almost all sites studied. In spatial distribution, TPT showed a pattern similar to TBT, suggesting the use of TPT as an antifouling paint. The partition coefficient between sediment and calms was calculated. The partition coefficients of TBT and TPT were 2.01 (0.56-5.5) and 9.23 (3.1-20), respectively. These results show that sediment-bound TBT is a source of contamination to clams in addition to dissolved TBT.
Animals↗
The effect of organotin compounds on gender specific androstenedione metabolism in the freshwater ramshorn snail Marisa cornuarietis.
In a recent study, we demonstrated that androstenedione was mainly converted to testosterone (T) and 5alpha-dihydrotestosterone (DHT) by digestive gland/gonad complex microsomal fractions isolated from male Marisa cornuarietis, whereas it was primarily metabolized to 5alpha-dihydroandrostenedione (DHA) by females. In the present work, the sexual dimorphic metabolism of androstenedione was further investigated, and attributed to a higher 17beta-hydroxysteroid dehydrogenase activity in males than in females. Thereafter, the hypothesis was tested that the metabolism of androstenedione might be affected by exposure to tributyltin (TBT) and triphenyltin (TPT), which are known to induce the development of imposex in several gastropod species. The in vitro metabolism of androstenedione, particularly the formation of DHA and DHT, was inhibited by both compounds. However, in vivo experiments showed no significant alteration in the metabolism of androstenedione in males, but a marginal (TBT) and a significant (TPT) inhibition of the formation of DHA in females exposed for 150 days to concentrations that had significantly induced the development of imposex. The ratio DHT+T/DHA, a possible indicator of metabolic androgenization, tended to increase (0.43 versus 0.35, p=0.06) in TPT exposed females. However, this ratio never reached values comparable to those found in males (11+/-1).
Androstenedione↗
Toxicity of organotin compounds in chicken and rats.
Di-methyltin-dichloride (DMTC), di-butyltin-dichloride (DBTC), di-octyltin-dichloride (DOTC) and two commercial products (CP 1, CP 2) used as stabilizers in plastics induce a dose-related decrease of the thymus weight in young rats when given by gastric intubation for 10 or 14 days; in the chicken a decrease of the bursa Fabricii weight can also be observed. It is of interest, that there are distinct differences in response between the animal species. The sensitivity in acute toxicity tests does not correspond with the sensitivity of thymus and bursa Fabricii. The response is also dependent on the vehicle in which the agent is given.
Animals↗
Toxicity of organotin compounds to activated sludge.
Inhibition of respiration rate of activated sludge heterotrophic microorganisms was determined for tributyltin (TBT), dibutyltin (DBT), monobutyltin (MBT), and triphenyltin (TPhT). TBT, DBT, and TPhT exhibit similar acute toxicity to activated sludge, while MBT is less toxic. The effect of various experimental parameters, such as sludge age, concentrations of suspended solids, and exposure time, on toxicity was investigated. An increase in sludge age or in the concentration of suspended solids reduces the observed inibition. Longer exposure seems to increase the inhibition of TBT, DBT, and TPhT during the first hours of exposure, while later the inhibition remains constant. In the case of MBT, 24 h after exposure, the respiration rate was similar to that of the control biomass.
Bacteria↗
Central neurotransmitter effects of organotin compounds: trials, tribulations and observations.
Administration of trimethyltin (TMT) or triethyltin (TET) compounds to rats during postnatal development has known behavioral and neuropathological consequences. By measuring the concentrations of dopamine, norepinephrine, homovanillic acid, dihydroxyphenylacetic acid, gamma-aminobutyric acid, acetylcholine, and choline in different brain areas of TMT and TET-treated animals, an attempt was made to correlate these functional deficits with changes in CNS neurotransmitter alterations in vivo. TET had no effect on any of the substances measured whereas TMT significantly decreased gamma-aminobutyric acid and dopamine levels, but only in hippocampus and striatum, respectively. All other neurotransmitter substances measured were not affected. These findings illustrate the complexity inherent in attempting to use neurochemical techniques alone as an index of toxicity in the absence of specific defined hypotheses.
3,4-Dihydroxyphenylacetic Acid↗
Organohalogen and organotin compounds in killer whales mass-stranded in the Shiretoko Peninsula, Hokkaido, Japan.
Blubber and liver samples were obtained for analysis of wide ranges of contaminants from killer whales (Orcinus orca) which were locked away in drifting sea ice on the coast of Rausu, the Shiretoko Peninsula in Eastern Hokkaido, Japan in February 2005. Among the organohalogen compounds analyzed, DDTs were the predominant contaminants with concentrations ranging from 28 to 220 microg/g on a lipid-weight basis followed by PCBs and other organochlorine pesticides. PBDEs levels were two or three orders of magnitude lower than those of PCBs and DDTs. 2,3,7,8-Tetrachlorodibenzo-p-dioxin toxic equivalents (TEQs) derived by WHO mammal-TEF in killer whales were in the range of 110-440 pgTEQ/g. Mono-ortho coplanar PCBs contributed to 75-98% of total TEQs, indicating coplanar PCBs are significant contaminants for risk assessment in this species. The fact that hepatic residue levels of butyltins (from 13 to 770 ng/g wet weight) were much higher than those of phenyltins may be reflecting extensive use of tributyltin as antifouling paint.
Adipose Tissue↗