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Chemical Compound Review

Tributlytin     tributyltin

Synonyms: Tributyltin, TRIBUTYL TIN, AC1MHUMB, ACMC-1B91A, AG-J-33440, ...
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Disease relevance of tributyltin


High impact information on tributyltin


Chemical compound and disease context of tributyltin


Biological context of tributyltin

  • The immunotoxic environmental pollutant tri-n-butyltin (TBT) kills thymocytes by apoptosis through a mechanism that requires an increase in intracellular Ca2+ concentration [13].
  • Tri-n-propyltin and tri-n-butyltin were also potent inhibitors of taurine transport (IC50 = 2.3 and 11 microM, respectively), but trimethyltin was much less potent (144 microM) [14].
  • The effects of tri-n-butyltin chloride (TBT) on ionic homeostasis on isolated trout hepatocytes were investigated by flow cytometry (FCM), using the Ca(2+)-sensitive and pH-sensitive fluorescent probes Indo-1 and SNARF-1, respectively [15].
  • A significant positive correlation (p < 0.05) was observed between lysosomal destabilization and body burden of organic compounds (PAHs, PCBs, TBT, and chlorinated pesticides) [16].
  • The vertical distribution patterns of the transformation products of tri-n-butyltin (TBT) in sediment cores collected from 6 sites in Ise Bay, Japan indicated that TBT was transformed by two pathways: methylation and debutylation [17].

Anatomical context of tributyltin


Associations of tributyltin with other chemical compounds

  • Pretreatment with A23187 greatly decreased the fluorescence responses induced by 1 microM tri-n-butyltin [18].
  • TBT acts as an endocrine disrupter in animals, inducing masculinization (imposex) in female gastropods of different species by increasing testosterone levels [22].
  • The reactions with DNA of two antitumor active organotin(IV) compounds, the dimer of bis[(di-n-butyl 3,6-dioxaheptanoato)tin] (C(52)H(108)Sn(4)O(1) x 2H(2)O), compound 1, and tri-n-butyltin 3,6,9-trioxodecanoate (C(19)H(40)SnO(5) x 1/2H(2)O), compound 2, were analysed by circular dichroism, DNA melting experiments and gel mobility shift assays [23].
  • The specific chemical exposures investigated were CCA (chromated copper-arsenate), TBTO (tributyl tin oxide) and PCP (pentachlorophenol) [24].
  • Two-stage transformation assays, with 3-methylcholanthrene as inducer and tri-n-butyltin chloride as promoter, were performed to determine if promotion of morphological transformation and proliferin induction were properties shared by this compound [25].

Analytical, diagnostic and therapeutic context of tributyltin


  1. Action on mitochondria and toxicity of metabolites of tri-n-butyltin derivatives. Aldridge, W.N., Casida, J.E., Fish, R.H., Kimmel, E.C., Street, B.W. Biochem. Pharmacol. (1977) [Pubmed]
  2. The ultrastructural localization of tri-n-butyltin in human erythrocyte membranes during shape transformation leading to hemolysis. Porvaznik, M., Gray, B.H., Mattie, D., Jackson, A.G., Omlor, R.E. Lab. Invest. (1986) [Pubmed]
  3. Magnification of tributyl tin toxicity to oyster larvae by bioconcentration in biofilms of Shewanella colwelliana. Labare, M.L., Coon, S.L., Matthias, C., Weiner, R.M. Appl. Environ. Microbiol. (1997) [Pubmed]
  4. Use of protoplasts from paired heterogenic bacterial species to detect tin contaminants: Prospects for biosensor development. Mountfort, D., Laczka, O., Debarnot, C., Bonnin, A., Pasco, N., Lloyd-Jones, G. Biosensors & bioelectronics (2007) [Pubmed]
  5. Renal tubular disturbances induced by tributyl-tin oxide in guinea pigs: a secondary Fanconi syndrome. Mori, Y., Iesato, K., Ueda, S., Mori, T., Iwasaki, I., Ohnishi, K., Seino, Y., Wakashin, Y., Wakashin, M., Okuda, K. Clin. Nephrol. (1984) [Pubmed]
  6. Determination of tri-n-butyltin and di-n-butyltin in fish as hydride derivatives by reaction gas chromatography. Sullivan, J.J., Torkelson, J.D., Wekell, M.M., Hollingworth, T.A., Saxton, W.L., Miller, G.A., Panaro, K.W., Uhler, A.D. Anal. Chem. (1988) [Pubmed]
  7. Effect of tributyltin chloride on the release of calcium ion from intracellular calcium stores in rat hepatocytes. Kawanishi, T., Kiuchi, T., Asoh, H., Shibayama, R., Kawai, H., Ohata, H., Momose, K., Hayakawa, T. Biochem. Pharmacol. (2001) [Pubmed]
  8. Nanomolar concentrations of tri-n-butyltin facilitate gamma-aminobutyric acidergic synaptic transmission in rat hypothalamic neurons. Kishimoto, K., Matsuo, S.I., Kanemoto, Y., Ishibashi, H., Oyama, Y., Akaike, N. J. Pharmacol. Exp. Ther. (2001) [Pubmed]
  9. Induction of apoptosis by organotin compounds in vitro: neuronal protection with antisense oligonucleotides directed against stannin. Thompson, T.A., Lewis, J.M., Dejneka, N.S., Severs, W.B., Polavarapu, R., Billingsley, M.L. J. Pharmacol. Exp. Ther. (1996) [Pubmed]
  10. Electron paramagnetic resonance studies of the effects of tri-n-butyltin on the physical state of proteins and lipids in erythrocyte membranes. Butterfield, D.A., Schneider, A.M., Rangachari, A. Chem. Res. Toxicol. (1991) [Pubmed]
  11. Phthalic acid dermatitis caused by an organostannic compound, tributyl tin phthalate. Hamanaka, S., Hamanaka, Y., Otsuka, F. Dermatology (Basel) (1992) [Pubmed]
  12. Effects of organotin compounds on maximal electroshock seizure (MES) responsiveness in mice. I. TRI(n-alkyl)tin compounds. Doctor, S.V., Fox, D.A. Journal of toxicology and environmental health. (1982) [Pubmed]
  13. Tributyltin increases cytosolic free Ca2+ concentration in thymocytes by mobilizing intracellular Ca2+, activating a Ca2+ entry pathway, and inhibiting Ca2+ efflux. Chow, S.C., Kass, G.E., McCabe, M.J., Orrenius, S. Arch. Biochem. Biophys. (1992) [Pubmed]
  14. Inhibitory effect of triethyltin on taurine transport by glioma cells. Martin, D.L., Waniewski, R.A., Wolpaw, E.W. Toxicol. Appl. Pharmacol. (1983) [Pubmed]
  15. Intracellular calcium and pH alterations induced by tri-n-butyltin chloride in isolated rainbow trout hepatocytes: a flow cytometric analysis. Reader, S., Steen, H.B., Denizeau, F. Arch. Biochem. Biophys. (1994) [Pubmed]
  16. Relationship between lysosomal membrane destabilization and chemical body burden in eastern oysters (Crassostrea virginica) from Galveston Bay, Texas, USA. Hwang, H.M., Wade, T.L., Sericano, J.L. Environ. Toxicol. Chem. (2002) [Pubmed]
  17. Degradation of tri-n-butyltin in Ise Bay sediment. Yonezawa, Y., Fukui, M., Yoshida, T., Ochi, A., Tanaka, T., Noguti, Y., Kowata, T., Sato, Y., Masunaga, S., Urushigawa, Y. Chemosphere (1994) [Pubmed]
  18. Effect of tri-n-butyltin on intracellular Ca2+ concentration of mouse thymocytes under Ca(2+)-free condition. Oyama, Y., Ueha, T., Hayashi, A., Chikahisa, L. Eur. J. Pharmacol. (1994) [Pubmed]
  19. Effect of bis (tributyl tin) oxide on permeability of the blood-brain barrier: a transient increase. Hara, K., Yoshizuka, M., Doi, Y., Fujimoto, S. Occupational and environmental medicine. (1994) [Pubmed]
  20. A study of steady state and kinetic regulation of chloride ion and osmotic pressure in hemolymph of oysters, Crassostrea virginica, exposed to tri-n-butyltin. Bokman, E., Laughlin, R.B. Arch. Environ. Contam. Toxicol. (1989) [Pubmed]
  21. Delayed gametogenesis and progesterone levels in soft-shell clams (Mya arenaria) in relation to in situ contamination to organotins and heavy metals in the St. Lawrence River (Canada). Siah, A., Pellerin, J., Amiard, J.C., Pelletier, E., Viglino, L. Comp. Biochem. Physiol. C Toxicol. Pharmacol. (2003) [Pubmed]
  22. Occurrence of organotin compounds in house dust in Berlin (Germany). Fromme, H., Mattulat, A., Lahrz, T., Rüden, H. Chemosphere (2005) [Pubmed]
  23. Interactions of two cytotoxic organotin(IV) compounds with calf thymus DNA. Casini, A., Messori, L., Orioli, P., Gielen, M., Kemmer, M., Willem, R. J. Inorg. Biochem. (2001) [Pubmed]
  24. Effects of pentachlorophenol and other chemical preservatives on the health of wood-treating workers in Hawaii. Gilbert, F.I., Minn, C.E., Duncan, R.C., Wilkinson, J. Arch. Environ. Contam. Toxicol. (1990) [Pubmed]
  25. Tri-n-butyltin chloride promotes morphological transformation and induces proliferin expression in C3H10T1/2 cells. Parfett, C.L., Pilon, R. Cancer Lett. (1993) [Pubmed]
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